WorldWideScience

Sample records for biotransformation

  1. Earth Abides Arsenic Biotransformations

    Science.gov (United States)

    Zhu, Yong-Guan; Yoshinaga, Masafumi; Zhao, Fang-Jie; Rosen, Barry P.

    2014-05-01

    Arsenic is the most prevalent environmental toxic element and causes health problems throughout the world. The toxicity, mobility, and fate of arsenic in the environment are largely determined by its speciation, and arsenic speciation changes are driven, at least to some extent, by biological processes. In this article, biotransformation of arsenic is reviewed from the perspective of the formation of Earth and the evolution of life, and the connection between arsenic geochemistry and biology is described. The article provides a comprehensive overview of molecular mechanisms of arsenic redox and methylation cycles as well as other arsenic biotransformations. It also discusses the implications of arsenic biotransformation in environmental remediation and food safety, with particular emphasis on groundwater arsenic contamination and arsenic accumulation in rice.

  2. Modelingof the Biotransformation Processes

    OpenAIRE

    Vrsalovic Presecki, A.; Findrik, Z.; Zelic, B.

    2006-01-01

    Modeling and simulation of biotransformation processes have a large potential in searching for optimal process conditions, development and process design, control, scale-up, identifying of the process cost structure, and comparing process alternatives. Modeling and simulation leads to better understanding and quantification of the investigated process and could lead to significant material and costs savings especially in the early phases of the process development. In this review modeling and...

  3. Fungal Biotransformation of Tetracycline Antibiotics.

    Science.gov (United States)

    Shang, Zhuo; Salim, Angela A; Khalil, Zeinab; Bernhardt, Paul V; Capon, Robert J

    2016-08-01

    The commercial antibiotics tetracycline (3), minocycline (4), chlortetracycline (5), oxytetracycline (6), and doxycycline (7) were biotransformed by a marine-derived fungus Paecilomyces sp. to yield seco-cyclines A-H (9-14, 18 and 19) and hemi-cyclines A-E (20-24). Structures were assigned by detailed spectroscopic analysis, and in the case of 10 X-ray crystallography. Parallel mechanisms account for substrate-product specificity, where 3-5 yield seco-cyclines and 6 and 7 yield hemi-cyclines. The susceptibility of 3-7 to fungal biotransformation is indicative of an unexpected potential for tetracycline "degradation" (i.e., antibiotic resistance) in fungal genomes. Significantly, the fungal-derived tetracycline-like viridicatumtoxins are resistant to fungal biotransformation, providing chemical insights that could inform the development of new tetracycline antibiotics resistant to enzymatic degradation. PMID:27419475

  4. Silica ecosystem for synergistic biotransformation

    Science.gov (United States)

    Mutlu, Baris R.; Sakkos, Jonathan K.; Yeom, Sujin; Wackett, Lawrence P.; Aksan, Alptekin

    2016-06-01

    Synergistical bacterial species can perform more varied and complex transformations of chemical substances than either species alone, but this is rarely used commercially because of technical difficulties in maintaining mixed cultures. Typical problems with mixed cultures on scale are unrestrained growth of one bacterium, which leads to suboptimal population ratios, and lack of control over bacterial spatial distribution, which leads to inefficient substrate transport. To address these issues, we designed and produced a synthetic ecosystem by co-encapsulation in a silica gel matrix, which enabled precise control of the microbial populations and their microenvironment. As a case study, two greatly different microorganisms: Pseudomonas sp. NCIB 9816 and Synechococcus elongatus PCC 7942 were encapsulated. NCIB 9816 can aerobically biotransform over 100 aromatic hydrocarbons, a feat useful for synthesis of higher value commodity chemicals or environmental remediation. In our system, NCIB 9816 was used for biotransformation of naphthalene (a model substrate) into CO2 and the cyanobacterium PCC 7942 was used to provide the necessary oxygen for the biotransformation reactions via photosynthesis. A mathematical model was constructed to determine the critical cell density parameter to maximize oxygen production, and was then used to maximize the biotransformation rate of the system.

  5. Feline hepatic biotransformation and transport mechanisms

    NARCIS (Netherlands)

    van Beusekom, C.D. van

    2015-01-01

    Hepatic biotransformation and drug transport mechanisms vary significantly between species. While these processes that determine largely the kinetic behavior of drugs have been studied abundantly in dogs, corresponding investigations in cats are hardly available, despite the increasing role of cats

  6. Nanoparticles--production and role in biotransformation.

    Science.gov (United States)

    Mohapatra, D P; Gassara, F; Brar, S K

    2011-02-01

    Renewed interest has arisen in the manufacture of nanoparticles due to their unusually enhanced physico-chemical properties and biological activities compared to the bulk parent materials. The industrial scale production and wide variety of application of nanoparticles has resulted in broad range applications in biotechnology, more recently in the increase in efficiency of biotransformation processes. Biotransformation processes utilized to form different bio-products and nanoparticles demonstrate various roles in the bio-products formation. In order to address the issue, it is necessary to understand the different methods available for synthesis of nanoparticles and their effects on biotransformation process, an efficient process for utilization of nanoparticles. In this review, an overview of physical, chemical and biological methods for synthesis of nanoparticles and their role in biotransformation process on formation of different bio-products, such as bioethanol, biohydrogen, biodiesel, enzymes and bioplastics is outlined. In fact, the nanoparticles are going to prove revolutionary in the field of biotransformation by improving the efficiency and yield and often widening the application range. PMID:21456120

  7. Biotransformation of myrcene by Pseudomonas aeruginosa

    Directory of Open Access Journals (Sweden)

    Hashemi Elham

    2011-05-01

    Full Text Available Abstract Background Dihydrolinalool and terpineol are sources of fragrances that provide a unique volatile terpenoid alcohol of low toxicity and thus are widely used in the perfumery industry, in folk medicine, and in aromatherapy. They are important chemical constituents of the essential oil of many plants. Previous studies have concerned the biotransformation of limonene by Pseudomonas putida. The objective of this research was to study biotransformation of myrcene by Pseudomonas aeruginosa. The culture preparation was done using such variables as different microbial methods and incubation periods to obtain maximum cells of P. aeruginosa for myrcene biotransformation. Results It was found that myrcene was converted to dihydrolinalool and 2,6-dimethyloctane in high percentages. The biotransformation products were identified by Fourier-transform infrared spectroscopy (FT-IR, ultraviolet (UV analysis, gas chromatography (GC, and gas chromatography-mass spectroscopy (GC-MS. Comparison of the different incubation times showed that 3 days was more effective, the major products being 2,6-dimethyloctane (90.0% and α-terpineol (7.7% and comprising 97.7%. In contrast, the main compounds derived for an incubation time of 1.5 days were dihydrolinalool (79.5% and 2,6-dimethyloctane (9.3%, with a total yield of 88.8%.

  8. Biotransformation of bioactive isocaryolanes by Botrytis cinerea.

    Science.gov (United States)

    Ascari, Jociani; Boaventura, Maria Amélia Diamantino; Takahashi, Jacqueline Aparecida; Durán-Patrón, Rosa; Hernández-Galán, Rosario; Macías-Sánchez, Antonio J; Collado, Isidro G

    2011-08-26

    The metabolism of the fungistatic agent (8R,9R)-8-methoxyisocaryolan-9-ol (4) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 4 yielded compounds 5 and 6-9. No dihydrobotrydial is observed after 4 days of incubation of compound 4. Separate biotransformation of (8R,9R)-isocaryolane-8,9-diol (5) yielded compounds 7-11. The evaluation of the fungistatic activity against B. cinerea of compounds 4, 5, and 6 is reported. (4R,8R,9R)-8-Methoxyisocaryolane-9,15-diol (6), a major metabolite of (8R,9R)-8-methoxyisocaryolan-9-ol (4), shows a much reduced biological activity when compared with the parent compound. Isocaryolane derivatives 6-11 are described for the first time.

  9. Xylitol production from lactose by biotransformation

    OpenAIRE

    Tomoyuki Toyoda; Kazuhisa Ohtaguchi

    2009-01-01

    Xylitol production from lactose was investigated by a three step biotransformations series that were: (1) breakdown of lactose to Darabitol by Kluyveromyces lactis NBRC 1903, (2) oxidation of Darabitol to D-xylulose by Gluconobacter oxydans NBRC 3172, and (3) reduction of D-xylulose to xylitol by Candida shehatae IAM 12953 in the presence of a high concentration ethanol or by cell free sorbitol dehydrogenase. Overall production rate and overall fractional yield of xylitol from lactos...

  10. Xylitol production from lactose by biotransformation

    Directory of Open Access Journals (Sweden)

    Tomoyuki Toyoda

    2009-12-01

    sorbitol dehydrogenase. Overall production rate and overall fractional yield of xylitol from lactose were 1.69 mmol L-1 h-1 and 0.141, respectively, when sorbitol dehydrogenase was utilized in the third reaction. The results of xylitol production from lactose were compared with the processes of xylitol production from D-glucose. Keywords: Xylitol, Lactose, Kluyveromyces lactis, Biotransformation Received: 28 November 2009 / Received in revised form: 3 February 2010, Accepted: 13 February 2010, Published online: 11 March 2010

  11. Biotransformation of Flurbiprofen by Cunninghamella Species▿

    Science.gov (United States)

    Amadio, Jessica; Gordon, Katherine; Murphy, Cormac D.

    2010-01-01

    The biotransformation of the fluorinated anti-inflammatory drug flurbiprofen was investigated in Cunninghamella spp. Mono- and dihydroxylated metabolites were detected using gas chromatography-mass spectrometry and fluorine-19 nuclear magnetic resonance spectroscopy, and the major metabolite 4′-hydroxyflurbiprofen was isolated by preparative high-pressure liquid chromatography (HPLC). Cunninghamella elegans DSM 1908 and C. blakesleeana DSM 1906 also produced a phase II (conjugated) metabolite, which was identified as the sulfated drug via deconjugation experiments. PMID:20656862

  12. Biotransformation of Flurbiprofen by Cunninghamella Species▿

    OpenAIRE

    Amadio, Jessica; Gordon,Katherine; Murphy, Cormac D.

    2010-01-01

    The biotransformation of the fluorinated anti-inflammatory drug flurbiprofen was investigated in Cunninghamella spp. Mono- and dihydroxylated metabolites were detected using gas chromatography-mass spectrometry and fluorine-19 nuclear magnetic resonance spectroscopy, and the major metabolite 4′-hydroxyflurbiprofen was isolated by preparative high-pressure liquid chromatography (HPLC). Cunninghamella elegans DSM 1908 and C. blakesleeana DSM 1906 also produced a phase II (conjugated) metabolite...

  13. Feline hepatic biotransformation and transport mechanisms

    OpenAIRE

    Beusekom, C.D. van

    2015-01-01

    Hepatic biotransformation and drug transport mechanisms vary significantly between species. While these processes that determine largely the kinetic behavior of drugs have been studied abundantly in dogs, corresponding investigations in cats are hardly available, despite the increasing role of cats in veterinary practice, following the increasing popularity of cats in The Netherlands. Drug intolerance, toxic side effects or a lack of efficacy have been observed when treating feline patients w...

  14. One new bufadienolide biotransformed from cinobufagin by Cunninghamella elegans

    Institute of Scientific and Technical Information of China (English)

    Li Qiao; Yu Zhi Zhou; Huan Chen; Jia Qing Cao; Yue Hu Pei

    2008-01-01

    Cunninghamella elegans has been employed for the biotransformation of cinobufagin (1) to afford one metabolites. The structure of the transformation product has been characterized as 7p,12p-dihydroxylcinobufagin (2). Product 2 is a new compound. In vitro cytotoxic activities of the biotransformation product and the substrate-cinobufagin have been assayed against HeLa; they all showed cytotoxic activities.

  15. Biotransformation of ceria nanoparticles in cucumber plants.

    Science.gov (United States)

    Zhang, Peng; Ma, Yuhui; Zhang, Zhiyong; He, Xiao; Zhang, Jing; Guo, Zhi; Tai, Renzhong; Zhao, Yuliang; Chai, Zhifang

    2012-11-27

    Biotransformation is a critical factor that may modify the toxicity, behavior, and fate of engineered nanoparticles in the environment. CeO(2) nanoparticles (NPs) are generally recognized as stable under environmental and biological conditions. The present study aims to investigate the biotransformation of CeO(2) NPs in plant systems. Transmission electron microscopy (TEM) images show needlelike clusters on the epidermis and in the intercellular spaces of cucumber roots after a treatment with 2000 mg/L CeO(2) NPs for 21 days. By using a soft X-ray scanning transmission microscopy (STXM) technique, the needlelike clusters were verified to be CePO(4). Near edge X-ray absorption fine structure (XANES) spectra show that Ce presented in the roots as CeO(2) and CePO(4) while in the shoots as CeO(2) and cerium carboxylates. Simulated studies indicate that reducing substances (e.g., ascorbic acids) played a key role in the transformation process and organic acids (e.g., citric acids) can promote particle dissolution. We speculate that CeO(2) NPs were first absorbed on the root surfaces and partially dissolved with the assistance of the organic acids and reducing substances excreted by the roots. The released Ce(III) ions were precipitated on the root surfaces and in intercellular spaces with phosphate, or form complexes with carboxyl compounds during translocation to the shoots. To the best of our knowledge, this is the first report confirming the biotransformation and in-depth exploring the translocation process of CeO(2) NPs in plants. PMID:23098040

  16. Nitroreductase catalyzed biotransformation of CL-20.

    Science.gov (United States)

    Bhushan, Bharat; Halasz, Annamaria; Hawari, Jalal

    2004-09-10

    Previously, we reported that a salicylate 1-monooxygenase from Pseudomonas sp. ATCC 29352 biotransformed CL-20 (2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaaza-isowurtzitane) (C(6)H(6)N(12)O(12)) and produced a key metabolite with mol. wt. 346 Da corresponding to an empirical formula of C(6)H(6)N(10)O(8) which spontaneously decomposed in aqueous medium to produce N(2)O, NH(4)(+), and HCOOH [Appl. Environ. Microbiol. (2004)]. In the present study, we found that nitroreductase from Escherichia coli catalyzed a one-electron transfer to CL-20 to form a radical anion (CL-20(-)) which upon initial N-denitration also produced metabolite C(6)H(6)N(10)O(8). The latter was tentatively identified as 1,4,5,8-tetranitro-1,3a,4,4a,5,7a,8,8a-octahydro-diimidazo[4,5-b:4',5'-e]pyrazine [IUPAC] which decomposed spontaneously in water to produce glyoxal (OHCCHO) and formic acid (HCOOH). The rates of CL-20 biotransformation under anaerobic and aerobic conditions were 3.4+/-0.2 and 0.25+/-0.01 nmol min(-1)mg of protein(-1), respectively. The product stoichiometry showed that each reacted CL-20 molecule produced about 1.8 nitrite ions, 3.3 molecules of nitrous oxide, 1.6 molecules of formic acid, 1.0 molecule of glyoxal, and 1.3 ammonium ions. Carbon and nitrogen products gave mass-balances of 60% and 81%, respectively. A comparative study between native-, deflavo-, and reconstituted-nitroreductase showed that FMN-site was possibly involved in the biotransformation of CL-20. PMID:15313201

  17. Modelling cometabolic biotransformation of organic micropollutants in nitrifying reactors.

    Science.gov (United States)

    Fernandez-Fontaina, E; Carballa, M; Omil, F; Lema, J M

    2014-11-15

    Cometabolism is the ability of microorganisms to degrade non-growth substrates in the presence of primary substrates, being the main removal mechanism behind the biotransformation of organic micropollutants in wastewater treatment plants. In this paper, a cometabolic Monod-type kinetics, linking biotransformation of micropollutants with primary substrate degradation, was applied to a highly enriched nitrifying activated sludge (NAS) reactor operated under different operational conditions (hydraulic retention time (HRT) and nitrifying activity). A dynamic model of the bioreactor was built taking into account biotransformation, sorption and volatilization. The micropollutant transformation capacity (Tc), the half-saturation constant (Ksc) and the solid-liquid partitioning coefficient (Kd) of several organic micropollutants were estimated at 25 °C using an optimization algorithm to fit experimental data to the proposed model with the cometabolic Monod-type biotransformation kinetics. The cometabolic Monod-type kinetic model was validated under different HRTs (1.0-3.7 d) and nitrification rates (0.12-0.45 g N/g VSS d), describing more accurately the fate of those compounds affected by the biological activity of nitrifiers (ibuprofen, naproxen, erythromycin and roxithromycin) compared to the commonly applied pseudo-first order micropollutant biotransformation kinetics, which does not link biotransformation of micropollutants to consumption of primary substrate. Furthermore, in contrast to the pseudo-first order biotransformation constant (k(biol)), the proposed cometabolic kinetic coefficients are independent of operational conditions such as the nitrogen loading rate applied. Also, the influence of the kinetic parameters on the biotransformation efficiency of NAS reactors, defined as the relative amount of the total inlet micropollutant load being biotransformed, was assessed considering different HRTs and nitrification rates. PMID:25150522

  18. Enantioselective biotransformations of nitriles in organic synthesis.

    Science.gov (United States)

    Wang, Mei-Xiang

    2015-03-17

    The hydration and hydrolysis of nitriles are valuable synthetic methods used to prepare carboxamides and carboxylic acids. However, chemical hydration and hydrolysis of nitriles involve harsh reaction conditions, have low selectivity, and generate large amounts of waste. Therefore, researchers have confined the scope of these reactions to simple nitrile substrates. However, biological transformations of nitriles are highly efficient, chemoselective, and environmentally benign, which has led synthetic organic chemists and biotechologists to study these reactions in detail over the last two decades. In nature, biological systems degrade nitriles via two distinct pathways: nitrilases catalyze the direct hydrolysis of nitriles to afford carboxylic acids with release of ammonia, and nitrile hydratases catalyze the conversion of nitriles into carboxamides, which then furnish carboxylic acids via hydrolysis in the presence of amidases. Researchers have subsequently developed biocatalytic methods into useful industrial processes for the manufacture of commodity chemicals, including acrylamide. Since the late 1990s, research by my group and others has led to enormous progress in the understanding and application of enantioselective biotransformations of nitriles in organic synthesis. In this Account, I summarize the important advances in enantioselective biotransformations of nitriles and amides, with a primary focus on research from my laboratory. I describe microbial whole-cell-catalyzed kinetic resolution of various functionalized nitriles, amino- and hydroxynitriles, and nitriles that contain small rings and the desymmetrization of prochiral and meso dinitriles and diamides. I also demonstrate how we can apply the biocatalytic protocol to synthesize natural products and bioactive compounds. These nitrile biotransformations offer an attractive and unique protocol for the enantioselective synthesis of polyfunctionalized organic compounds that are not readily obtainable by

  19. Biotransformations of diterpenoids and triterpenoids: a review.

    Science.gov (United States)

    Bhatti, Haq Nawaz; Khera, Rasheed Ahmad

    2014-01-01

    During the past few years, research has focused on the microbial transformation of a huge variety of organic compounds to obtain compounds of therapeutic and/or industrial interest. Microbial transformation is a useful tool for organic chemists looking for new compounds, as a consequence of the variety of reactions for natural products. Terpenoids are a large family of natural products exhibiting a wide range of biological activities such as antibiotics, anti-inflammatory, anti-HIV and anti-tumor effects; hypotensive agents; sweeteners; insecticides; anti-feedants; phytotoxic agents; perfumery intermediates; and plant growth hormones. This article describes the biotransformation products of diterpenoids and triterpenoids in a variety of biological media. Emphasis is placed on reporting the metabolites that may be of special interest as well as the practical aspects of this work in the field of microbial transformations. This review covers the literature from 1991 to 2012. PMID:24266458

  20. Mulberry anthocyanin biotransformation by intestinal probiotics.

    Science.gov (United States)

    Cheng, Jing-Rong; Liu, Xue-Ming; Chen, Zhi-Yi; Zhang, You-Sheng; Zhang, Ye-Hui

    2016-12-15

    This study was designed to evaluate mulberry anthocyanins bioconversion traits for intestinal probiotics. Five intestinal beneficial bacteria were incubated with mulberry anthocyanins under anaerobic conditions at 37°C, and bacterial β-glucosidase activity and anthocyanin level were determined. Results demonstrated that all strains could convert mulberry anthocyanins to some extent. With high β-glucosidase production capacity, Streptococcus thermophiles GIM 1.321 and Lactobacillus plantarum GIM 1.35 degraded mulberry anthocyanins by 46.17% and 43.62%, respectively. Mulberry anthocyanins were mainly biotransformed to chlorogenic acid, crypto-chlorogenic acid, caffeic acid, and ferulic acid during the anaerobic process. Non-enzymatic deglycosylation of anthocyanins also occurred and approximately 19.42% of the anthocyanins were degraded within 48h by this method. PMID:27451240

  1. Biotransformation of pharmaceuticals under nitrification, nitratation and heterotrophic conditions.

    Science.gov (United States)

    Fernandez-Fontaina, E; Gomes, I B; Aga, D S; Omil, F; Lema, J M; Carballa, M

    2016-01-15

    The effect of nitrification, nitratation and heterotrophic conditions on the biotransformation of several pharmaceuticals in a highly enriched nitrifying activated sludge was evaluated in this study by selective activation of ammonia oxidizing bacteria (AOB), nitrite oxidizing bacteria (NOB) and heterotrophic bacteria. Nitrifiers displayed a noticeable capacity to process ibuprofen due to hydroxylation by ammonia monooxygenase (AMO) to produce 2-hydroxy-ibuprofen. Naproxen was also biotransformed under nitrifying conditions. On the other hand, heterotrophic bacteria present in the nitrifying activated sludge (NAS) biotransformed sulfamethoxazole. In contrast, both nitrifying and heterotrophic activities were ineffective against diclofenac, diazepam, carbamazepine and trimethoprim. Similar biotransformation rates of erythromycin, roxithromycin and fluoxetine were observed under all conditions tested. Overall, results from this study give more evidence on the role of the different microbial communities present in activated sludge reactors on the biological removal of pharmaceuticals. PMID:26479917

  2. Biotransformation of myrcene by Pseudomonas aeruginosa

    OpenAIRE

    Hashemi Elham; Esmaeili Akbar

    2011-01-01

    Abstract Background Dihydrolinalool and terpineol are sources of fragrances that provide a unique volatile terpenoid alcohol of low toxicity and thus are widely used in the perfumery industry, in folk medicine, and in aromatherapy. They are important chemical constituents of the essential oil of many plants. Previous studies have concerned the biotransformation of limonene by Pseudomonas putida. The objective of this research was to study biotransformation of myrcene by Pseudomonas aeruginosa...

  3. Arsenic biotransformation and volatilization in transgenic rice.

    Science.gov (United States)

    Meng, Xiang-Yan; Qin, Jie; Wang, Li-Hong; Duan, Gui-Lan; Sun, Guo-Xin; Wu, Hui-Lan; Chu, Cheng-Cai; Ling, Hong-Qing; Rosen, Barry P; Zhu, Yong-Guan

    2011-07-01

    Biotransformation of arsenic includes oxidation, reduction, methylation, and conversion to more complex organic arsenicals. Members of the class of arsenite (As(III)) S-adenosylmethyltransferase enzymes catalyze As(III) methylation to a variety of mono-, di-, and trimethylated species, some of which are less toxic than As(III) itself. However, no methyltransferase gene has been identified in plants. • Here, an arsM gene from the soil bacterium Rhodopseudomonas palustris was expressed in Japonica rice (Oryza sativa) cv Nipponbare, and the transgenic rice produced methylated arsenic species, which were measured by inductively coupled plasma mass spectrometry (ICP-MS) and high-performance liquid chromatography-inductively coupled plasma mass spectrometry (HPLC-ICP-MS). • Both monomethylarsenate (MAs(V)) and dimethylarsenate (DMAs(V)) were detected in the roots and shoots of transgenic rice. After 12 d exposure to As(III), the transgenic rice gave off 10-fold greater volatile arsenicals. • The present study demonstrates that expression of an arsM gene in rice induces arsenic methylation and volatilization, theoretically providing a potential stratagem for phytoremediation. PMID:21517874

  4. Dynamic Passive Dosing for Studying the Biotransformation of Hydrophobic Organic Chemicals: Microbial Degradation as an Example

    DEFF Research Database (Denmark)

    Smith, Kilian E. C.; Rein, Arno; Trapp, Stefan;

    2012-01-01

    Biotransformation plays a key role in hydrophobic organic compound (HOC) fate, and understanding kinetics as a function of (bio)availability is critical for elucidating persistence, accumulation, and toxicity. Biotransformation mainly occurs in an aqueous environment, posing technical challenges...

  5. Production of Anti-Cancer Agent Using Microbial Biotransformation

    Directory of Open Access Journals (Sweden)

    Changhyun Roh

    2014-10-01

    Full Text Available Microbial biotransformation is a great model system to produce drugs and biologically active compounds. In this study, we elucidated the fermentation and production of an anti-cancer agent from a microbial process for regiospecific hydroxylation of resveratrol. Among the strains examined, a potent strain showed high regiospecific hydroxylation activity to produce piceatannol. In a 5 L (w/v 3 L jar fermentation, this wild type Streptomyces sp. in the batch system produced 205 mg of piceatannol (i.e., 60% yields from 342 mg of resveratrol in 20 h. Using the product, an in vitro anti-cancer study was performed against a human cancer cell line (HeLa. It showed that the biotransformed piceatannol possessed a significant anticancer activity. This result demonstrates that a biotransformation screening method might be of therapeutic interest with respect to the identification of anti-cancer drugs.

  6. Biotransformation of pesticides in saturated-zone materials

    Science.gov (United States)

    Hoyle, Blythe L.; Arthur, Ellen L.

    Many studies have been conducted to evaluate pesticide contamination of groundwater in the United States, but investigations of pesticide biotransformation in saturated zones are much less numerous than in surface soils. Because results of studies using soils are not directly applicable to the subsurface, the purpose of this paper is to illustrate examples of pesticide biotransformation in saturated-zone materials. Although it must be considered with caution, the US Environmental Protection Agency's (EPA) "Pesticides in Ground Water Database" was used to focus the discussion on the biotransformation potential of dibromoethane (EDB), atrazine, acetanilide herbicides, and aldicarb, all of which have been detected in groundwater in the United States. Results of more than two dozen studies indicate that a biotransformation potential for these pesticides exists in saturated-zone materials, although for any given pesticide substantial differences in biotransformation occurred. These variations were due both to differences in experimental methods and to heterogeneities in the subsurface materials under investigation. However, because biotransformation mechanisms were not well investigated, it is generally not possible to extrapolate predictions of biotransformation potential beyond the specific sites investigated. These results highlight the need to better understand microbial genetic regulation of biotransformation processes so that genetic information may be effectively incorporated into future investigations of biotransformation potential in the subsurface. Résumé De nombreuses études ont été réalisées pour évaluer le degré de pollution des aquifères par les pesticides aux États-Unis, mais les recherches concernant la biotransformation des pesticides dans les eaux souterraines sont beaucoup moins nombreuses que dans les sols. Du fait que les résultats des études concernant les sols ne sont pas directement applicables au milieu souterrain, le propos de cet

  7. Biotransformation of pesticides in saturated-zone materials

    Science.gov (United States)

    Hoyle, Blythe L.; Arthur, Ellen L.

    Many studies have been conducted to evaluate pesticide contamination of groundwater in the United States, but investigations of pesticide biotransformation in saturated zones are much less numerous than in surface soils. Because results of studies using soils are not directly applicable to the subsurface, the purpose of this paper is to illustrate examples of pesticide biotransformation in saturated-zone materials. Although it must be considered with caution, the US Environmental Protection Agency's (EPA) "Pesticides in Ground Water Database" was used to focus the discussion on the biotransformation potential of dibromoethane (EDB), atrazine, acetanilide herbicides, and aldicarb, all of which have been detected in groundwater in the United States. Results of more than two dozen studies indicate that a biotransformation potential for these pesticides exists in saturated-zone materials, although for any given pesticide substantial differences in biotransformation occurred. These variations were due both to differences in experimental methods and to heterogeneities in the subsurface materials under investigation. However, because biotransformation mechanisms were not well investigated, it is generally not possible to extrapolate predictions of biotransformation potential beyond the specific sites investigated. These results highlight the need to better understand microbial genetic regulation of biotransformation processes so that genetic information may be effectively incorporated into future investigations of biotransformation potential in the subsurface. Résumé De nombreuses études ont été réalisées pour évaluer le degré de pollution des aquifères par les pesticides aux États-Unis, mais les recherches concernant la biotransformation des pesticides dans les eaux souterraines sont beaucoup moins nombreuses que dans les sols. Du fait que les résultats des études concernant les sols ne sont pas directement applicables au milieu souterrain, le propos de cet

  8. The use of pig hepatocytes for biotransformation and toxicity studies.

    NARCIS (Netherlands)

    Hoogenboom, L.A.P.

    1991-01-01

    The three main objectives of this study were, (1) to investigate the possibility to isolate viable hepatocytes from liver samples of pigs, (2) to study their use for biotransformation and toxicity studies, and (3) to demonstrate the value of this model, in particular in the field of residue toxicolo

  9. The glutathione biotransformation system and colon carcinogenesis in human

    NARCIS (Netherlands)

    Grubben, M.J.A.L.; Nagengast, F.M.; Katan, M.B.; Peters, W.H.M.

    2001-01-01

    Evidence for a protective role of the glutathione biotransformation system in carcinogenesis is growing. However, most data on this system in relation to colorectal cancer originate from animal studies. Here we review the human data. In humans, a significant association was found between glutathione

  10. Biotransformation, trace analysis and effects of perfluoroalkyl and polyfluoroalkyl substances

    OpenAIRE

    Frömel, Tobias

    2012-01-01

    Polyfluorierte und perfluorierte Verbindungen stellen eine Gruppe von Umweltkontaminanten dar, die aufgrund der starken C-F-Bindung besonders negative ökologische Eigenschaften besitzen. In dieser Arbeit wurde das Biotransformations-Potenzial von Fluortelomerethoxylaten (FTEO)unter aeroben Bedingungen untersucht. Nach Ermittlung der molekularen Zusammensetzung eines technischen FTEO-Gemischs mittels Elektrospray-Massenspektrometrie (ESI-MS) konnte aufgezeigt werden, dass zwei Transformationsw...

  11. Kombucha - functional beverage: Composition, characteristics and process of biotransformation

    Directory of Open Access Journals (Sweden)

    Markov Siniša L.

    2003-01-01

    Full Text Available Kombucha is a refreshing beverage obtained by the proces of biotransformation of sugared tea with a tea fungus. Kombucha is also frequently called "tea fungus" in the literature, although there is actually no fungus involved in the fermentation. The tea fungus is a symbiotic association of native yeasts and Acetobacteriaceae species fermenting sugared (5-10% black tea (0.2-0.5% into a kombucha beverage. After about 7-10 days incubation at room temperature, kombucha is ready. Growth patterns of tea fungus microorganisms during the biotransformation process of kombucha are not well documented. Tea fungus produces many substances, which with the supply of tea nutrients, give the drink its unusual flavour and healthy properties.

  12. Anaerobic biotransformation of organoarsenical pesticides monomethylarsonic acid and dimethylarsinic acid

    Science.gov (United States)

    Sierra-Alvarez, R.; Yenal, U.; Feld, J.A.; Kopplin, M.; Gandolfi, A.J.; Garbarino, J.R.

    2006-01-01

    Monomethylarsonic acid (MMAV) and dimethylarsinic acid (DMAV) are extensively utilized as pesticides, introducing large quantities of arsenic into the environment. Once released into the environment, these organoarsenicals are subject to microbial reactions. Aerobic biodegradation of MMAV and DMAV has been evaluated, but little is known about their fate in anaerobic environments. The objective of this study was to evaluate the biotransformation of MMAV and DMAV in anaerobic sludge. Biologically mediated conversion occurred under methanogenic or sulfate-reducing conditions but not in the presence of nitrate. Monomethylarsonous acid (MMAIII) was consistently observed as an important metabolite of MMAV degradation, and it was recovered in molar yields ranging from 5 to 47%. The main biotransformation product identified from DMAV metabolism was MMAV, which was recovered in molar yields ranging from 8 to 65%. The metabolites indicate that reduction and demethylation are important steps in the anaerobic bioconversion of MMAV and DMAV, respectively. ?? 2006 American Chemical Society.

  13. Fungal biotransformation of crude glycerol into malic acid.

    Science.gov (United States)

    West, Thomas P

    2015-01-01

    Malic acid production from the biodiesel coproduct crude glycerol by Aspergillus niger ATCC 9142, ATCC 10577 and ATCC 12846 was observed to occur with the highest malic acid level acid being produced by A. niger ATCC 12846. Fungal biomass production from crude glycerol was similar, but ATCC 10577 produced the highest biomass. Fungal biotransformation of crude glycerol into the commercially valuable organic acid malic acid appeared feasible.

  14. Biotransformation of (-)-a-pinene by Botrytis cinerea.

    Science.gov (United States)

    Farooq, Afgan; Tahara, Satoshi; Choudhary, M Iqbal; Atta-ur-Rahman; Ahmed, Zafar; Hüsnü, Can Başer K; Demirci, Fatih

    2002-01-01

    (-)-alpha-Pinene (1), a major constituent of many aromatic plants was biotransformed by the plant pathogenic fungus, Botrytis cinerea to afford three new metabolites, characterized as 3beta-hydroxy-(-)-beta-pinene (10%) (3), 9-hydroxy-(-)-a-pinene (12%) (4), 4beta-hydroxy-(-)-alpha-pinene-6-one (16%) (5) by physical and spectroscopic methods. A known metabolite verbenone (2) was also obtained.

  15. Biotransformation of citrus aromatics nootkatone and valencene by microorganisms.

    Science.gov (United States)

    Furusawa, Mai; Hashimoto, Toshihiro; Noma, Yoshiaki; Asakawa, Yoshinori

    2005-11-01

    Biotransformations of the sesquiterpene ketone nootkatone from the crude drug Alpiniae Fructus and grapefruit oil, and the sesquiterpene hydrocarbon valencene from Valencia orange oil were carried out with microorganisms such as Aspergillus niger, Botryosphaeria dothidea, and Fusarium culmorum to afford structurally interesting metabolites. Their stereostructures were established by a combination of high-resolution NMR spectral and X-ray crystallographic analysis and chemical reaction. Metabolic pathways of compounds and by A. niger are proposed. PMID:16272725

  16. The use of pig hepatocytes for biotransformation and toxicity studies.

    OpenAIRE

    Hoogenboom, L.A.P.

    1991-01-01

    The three main objectives of this study were, (1) to investigate the possibility to isolate viable hepatocytes from liver samples of pigs, (2) to study their use for biotransformation and toxicity studies, and (3) to demonstrate the value of this model, in particular in the field of residue toxicology.The main result from this study was the fact that hepatocytes can be successfully isolated from samples of pig livers obtained at the slaughterhouse, and that the cells retained a high viability...

  17. HISTIDINE BIOTRANSFORMATION MEDIATED BY L-HISTIDINE-AMMONIA-LYASE

    OpenAIRE

    Borisova, G.; Bessonova, O.

    2013-01-01

    Kinetics of the metabolism of the heterocyclic amino acid histidine exposed to the L-histidine ammonia-lyase enzyme has been investigated and the technology of extraction of histidine biotransformation products (urocanic acid and ammonia) from casein hydrolyzates enabling the subsequent use of these hydrolyzates as a milk protein concentrate for the production of specialized dietary products for the nutrition of histidinemia patients has been developed.

  18. Biotransformation of steviol derivatives by Aspergillus niger and Fusarium moniliforme

    Energy Technology Data Exchange (ETDEWEB)

    Oliveira, Bras H. de; Leal, Paulo C. [Parana Univ., Curitiba, PR (Brazil). Dept. de Quimica]. E-mail: bho@ufpr.br; Souza Filho, Jose Dias [Minas Gerais Univ., Belo Horizonte, MG (Brazil). Dept. de Quimica

    2005-04-01

    Steviol derivatives have been submitted to biotransformations by fungi. Methyl ent-11{beta},13-dihydroxy-15,16-epoxikauran-19-oate was hydroxylated at C-11 by Aspergillus niger, whereas ent-16{beta}-hydroxybeyeran-19-oic acid was hydroxylated at C-6 and C-7 by Fusarium moniliforme. The hydroxylation at non-activated positions at the carbon skeleton is discussed in connection with the properties of important polyhydroxylated diterpenoids described in the literature. (author)

  19. Biotransformation of phosphogypsum in wastewaters from the dairy industry.

    Science.gov (United States)

    Wolicka, Dorota

    2008-09-01

    The biotransformation of phosphogypsum by stationary cultures of sulphate reducing bacteria (SRB) in dairy wastewaters (sterile and non-sterile) enriched in phosphogypsum, was studied SRB were isolated from soil contaminated with petroleum-derived products and from wastewaters from the petroleum-refining industry, taking into account that these environments are characteristic for the bacteria of the studied group. The biotransformation products formed were investigated using biological and mineralogical methods. Sulphides in the cultures were determined using the iodometric method, sulphates with the hot barium method, COD by the dichromate method. Determinations involving post-culture sediments and fluids, Ca, S, Sr and P were made using the following analytical procedures: IPC emission spectrometry with induced excitation in the medium and X-ray. Analysis of post-culture sediments was made using a DRON-2 X-ray diffractometer. Eleven communities of microorganisms with varying degrees of effectiveness were obtained, biodegrading 58% to 98% of the organic contaminants in non-sterile wastewater, with simultaneous biotransformation of about 2.5 g phosphogypsum/L. PMID:18061442

  20. Micropollutant biotransformation kinetics associate with WWTP process parameters and microbial community characteristics.

    Science.gov (United States)

    Helbling, Damian E; Johnson, David R; Honti, Mark; Fenner, Kathrin

    2012-10-01

    The objective of this work was to identify relevant wastewater treatment plant (WWTP) parameters and underlying microbial processes that influence the biotransformation of a diverse set of micropollutants. To do this, we determined biotransformation rate constants for ten organic micropollutants in batch reactors seeded with activated sludge from ten diverse WWTPs. The estimated biotransformation rate constants for each compound ranged between one and four orders of magnitude among the ten WWTPs. The biotransformation rate constants were tested for statistical associations with various WWTP process parameters, amoA transcript abundance, and acetylene-inhibited monooxygenase activity. We determined that (i) ammonia removal associates with oxidative micropollutant biotransformation reaction rates; (ii) archaeal but not bacterial amoA transcripts associate with both ammonia removal and oxidative micropollutant biotransformation reaction rates; and (iii) the activity of acetylene-inhibited monooxygenases (including ammonia monooxygenase) associates with ammonia removal and the biotransformation rate of isoproturon, but does not associate with all oxidative micropollutant biotransformations. In combination, these results lead to the conclusion that ammonia removal and amoA transcript abundance can potentially be predictors of oxidative micropollutant biotransformation reactions, but that the biochemical mechanism is not necessarily linked to ammonia monooxygenase activity. PMID:22938719

  1. Biotransformations of oxaliplatin in rat blood in vitro.

    Science.gov (United States)

    Luo, F R; Wyrick, S D; Chaney, S G

    1999-01-01

    The partitioning and biotransformations of oxaliplatin [trans-l-1,2-diaminocyclohexaneoxalatoplatinum(II)] were investigated in the blood of Wistar male rats in vitro. [3-H]-Oxaliplatin was incubated with rat blood at 37 degrees C in 5% CO2 and the concentrations of all Pt complexes containing the [3-H]-dach carrier ligand were followed for up to 12 hours. Decay for both oxaliplatin and Pt-dach in the plasma ultrafiltrate (PUF) was rapid (t 1/2 oxaliplatin = 0.68 h and t 1/2 for Pt-dach in the PUF = 0.85 h). After 9 hours, the concentration of oxaliplatin fell below the detection limit. By 4 hours, the PUF-Pt-dach reached a plateau, which was 12% of total Pt-dach. The binding of Pt-dach to red blood cells (RBCs) and plasma proteins was also very rapid (t 1/2 RBCs = 0.58 h and t 1/2 plasma proteins = 0.78 h) and reached equilibrium by 4 hours. At equilibrium, 35% of total Pt-dach was bound to plasma proteins, 12% was in the plasma ultrafiltrate, and 53% was found associated with RBCs. Of the Pt-dach associated with RBCs, 23% was bound to the RBC membrane, 58% was bound to RBC cytosolic proteins, and 19% was in the RBC cytosol ultrafiltrate. Thus, these studies confirm previous observations of oxaliplatin accumulation by rat RBCs. To better characterize the determinants of this accumulation, oxaliplatin and other Pt-dach complexes were compared with respect to both their uptake by rat RBCs and their partition coefficients in octanol and water. The rank order for the rate of uptake was ormaplatin approximately Pt(dach)Cl2 > oxaliplatin > Pt(dach)(mal); while the rank order for hydrophobicity was ormaplatin > Pt(dach)Cl2 > Pt(dach)(mal) > oxaliplatin. Thus, in general, Pt-dach complexes appeared to be taken up better by RBCs than cisplatin or carboplatin, and the hydrophobicity of most of the Pt-dach complexes appeared to correlate with uptake. However, factors other than the dach carrier ligand and hydrophobicity clearly influence uptake. The biotransformations of

  2. Interactions of alpha beta-unsaturated carbonyl compounds with the glutathione-related biotransformation system.

    NARCIS (Netherlands)

    Iersel, van M.L.P.S.

    1998-01-01

    IntroductionModulation of glutathione-related biotransformation steps may play a role in important phenomena as anticarcinogenicity and multidrug resistance. Glutathione-related biotransformation comprises three main aspects i.e. glutathione, the glutathione S-transferases and the m

  3. Microbial-Catalyzed Biotransformation of Multifunctional Triterpenoids Derived from Phytonutrients

    Directory of Open Access Journals (Sweden)

    Syed Adnan Ali Shah

    2014-07-01

    Full Text Available Microbial-catalyzed biotransformations have considerable potential for the generation of an enormous variety of structurally diversified organic compounds, especially natural products with complex structures like triterpenoids. They offer efficient and economical ways to produce semi-synthetic analogues and novel lead molecules. Microorganisms such as bacteria and fungi could catalyze chemo-, regio- and stereospecific hydroxylations of diverse triterpenoid substrates that are extremely difficult to produce by chemical routes. During recent years, considerable research has been performed on the microbial transformation of bioactive triterpenoids, in order to obtain biologically active molecules with diverse structures features. This article reviews the microbial modifications of tetranortriterpenoids, tetracyclic triterpenoids and pentacyclic triterpenoids.

  4. Biotransformation of indomethacin by the fungus Cunninghamella blakesleeana

    Institute of Scientific and Technical Information of China (English)

    Peng ZHANG; Li-hong LIN; Hai-hua HUANG; Hai-yan XU; Da-fang ZHONG

    2006-01-01

    Aim: To investigate the biotransformation of indomethacin, the first of the newer nonsteroidal anti-inflammatory drugs, by filamentous fungus and to compare the similarities between microbial transformation and mammalian metabolism of indomethacin. Methods: Five strains of Cunninghamella (C elegans AS 3.156, C elegans AS 3.2028, C blakesleeana AS 3.153, C blakesleeana AS 3.910 and C echinulata AS 3.2004) were screened for their ability to catalyze the biotransformation of indomethacin. Indomethacin was partially metabolized by five strains of Cunninghamella, and C blakesleeana AS 3.910 was selected for further investigation. Three metabolites produced by C blakesleeana AS 3.910 were isolated using semi-preparative HPLC, and their structures were identified by a combination analysis of LC/MSn and NMR spectra. These three metabolites were separated and quantitatively assayed by liquid chromatography-ion trap mass spectrometry. Results: After 120 h of incubation with C blakesleeana AS 3.910, approximately 87.4% of indomethacin was metabolized to three metabolites: O-desmethylindomethacin (DMI, M1, 67.2%), Af-deschlorobenzoylindomethacin (DBI, M2,13.3%) and O-desmethyl-AT-deschlorobenzoylindomethacin (DMBI, M3, 6.9%). Three phase I metabolites of indomethacin produced by C blakesleeana AS 3.910 were identical to those obtained in humans. Conclusion: C blakesleeana could be a useful tool for generating the mammalian phase I metabolites of indomethacin.

  5. Feline hepatic biotransformation of diazepam: Differences between cats and dogs.

    Science.gov (United States)

    van Beusekom, Cyrina D; van den Heuvel, Jeroen J M W; Koenderink, Jan B; Russel, Frans G M; Schrickx, Johannes A

    2015-12-01

    In contrast to humans and dogs, diazepam has been reported to induce severe hepatic side effects in cats, particularly after repeated dosing. With the aim to elucidate the mechanisms underlying this apparent sensitivity of cats to drug-induced liver injury, in a series of in vitro experiments, the feline-specific biotransformation of diazepam was studied with liver microsomes obtained from cats and dogs and the possible inhibition of the bile salt export pump (Bsep) was measured in isolated membrane vesicles overexpressing feline and canine Bsep. In line with previous in vivo studies, the phase I metabolites nordiazepam, temazepam and oxazepam were measurable in microsomal incubations, although enzyme velocity of demethylases and hydroxylases differed significantly between cats and dogs. In cats, the main metabolite was temazepam, which also could be glucuronidated. In contrast to dogs, no other glucuronidated metabolites could be observed. In addition, in the membrane vesicles an inhibition of the transport of the Bsep substrate taurocholic acid could be observed in the presence of diazepam and its metabolites. It was concluded that both mechanisms, the slow biotransformation of diazepam as well the inhibition of the bile acid efflux that results in an accumulation of bile acids in the hepatocytes, seem to contribute to the liver injury observed in cats following repetitive treatment with diazepam. PMID:26679806

  6. Is arsenic biotransformation a detoxification mechanism for microorganisms?

    Energy Technology Data Exchange (ETDEWEB)

    Rahman, M. Azizur, E-mail: Mohammad.Rahman@uts.edu.au [Centre for Environmental Sustainability, School of the Environment, Faculty of Science, University of Technology, P.O. Box 123, Broadway, Sydney, NSW 2007 (Australia); Hassler, Christel [Marine and Lake Biogeochemistry, Institute F. A. Forel, University of Geneva, 10 rte de Suisse, Versoix, 1290 Switzerland (Switzerland)

    2014-01-15

    Arsenic (As) is extremely toxic to living organisms at high concentration. In aquatic systems, As exists in different chemical forms. The two major inorganic As (iAs) species are As{sup V}, which is thermodynamically stable in oxic waters, and As{sup III}, which is predominant in anoxic conditions. Photosynthetic microorganisms (e.g., phytoplankton and cyanobacteria) take up As{sup V}, biotransform it to As{sup III}, then biomethylate it to methylarsenic (MetAs) forms. Although As{sup III} is more toxic than As{sup V}, As{sup III} is much more easily excreted from the cells than As{sup V}. Therefore, majority of researchers consider the reduction of As{sup V} to As{sup III} as a detoxification process. The biomethylation process results in the conversion of toxic iAs to the less toxic pentavalent MetAs forms (monomethylarsonate; MMA{sup V}, dimethylarsonate; DMA{sup V}, and trimethylarsenic oxide; TMAO{sup V}) and trimethylarsine (TMAO{sup III}). However, biomethylation by microorganisms also produces monomethylarsenite (MMA{sup III}) and dimethylarsenite (DMA{sup III}), which are more toxic than iAs, as a result of biomethylation by the microorganisms, demonstrates the need to reconsider to what extent As biomethylation contributes to a detoxification process. In this review, we focused on the discussion of whether the biotransformation of As species in microorganisms is really a detoxification process with recent data.

  7. Biotransformation of Two Pharmaceuticals by the Ammonia-Oxidizing Archaeon Nitrososphaera gargensis.

    Science.gov (United States)

    Men, Yujie; Han, Ping; Helbling, Damian E; Jehmlich, Nico; Herbold, Craig; Gulde, Rebekka; Onnis-Hayden, Annalisa; Gu, April Z; Johnson, David R; Wagner, Michael; Fenner, Kathrin

    2016-05-01

    The biotransformation of some micropollutants has previously been observed to be positively associated with ammonia oxidation activities and the transcript abundance of the archaeal ammonia monooxygenase gene (amoA) in nitrifying activated sludge. Given the increasing interest in and potential importance of ammonia-oxidizing archaea (AOA), we investigated the capabilities of an AOA pure culture, Nitrososphaera gargensis, to biotransform ten micropollutants belonging to three structurally similar groups (i.e., phenylureas, tertiary amides, and tertiary amines). N. gargensis was able to biotransform two of the tertiary amines, mianserin (MIA) and ranitidine (RAN), exhibiting similar compound specificity as two ammonia-oxidizing bacteria (AOB) strains that were tested for comparison. The same MIA and RAN biotransformation reactions were carried out by both the AOA and AOB strains. The major transformation product (TP) of MIA, α-oxo MIA was likely formed via a two-step oxidation reaction. The first hydroxylation step is typically catalyzed by monooxygenases. Three RAN TP candidates were identified from nontarget analysis. Their tentative structures and possible biotransformation pathways were proposed. The biotransformation of MIA and RAN only occurred when ammonia oxidation was active, suggesting cometabolic transformations. Consistently, a comparative proteomic analysis revealed no significant differential expression of any protein-encoding gene in N. gargensis grown on ammonium with MIA or RAN compared with standard cultivation on ammonium only. Taken together, this study provides first important insights regarding the roles played by AOA in micropollutant biotransformation. PMID:27046099

  8. Biotransformation of Organic Waste into High Quality Fertilizer

    DEFF Research Database (Denmark)

    Bryndum, Sofie

    Agriculture faces several challenges of future provision of nutrients such as limited P reserves and increasing prices of synthetic fertilizers and recycling of nutrients from organic waste can be an important strategy for the long-term sustainability of the agricultural systems. Organically...... and S, is often low; and (3) the unbalanced composition of nutrients rarely matches crop demands. Therefore the objective of this project was to investigate the potential for (1) recycling nutrients from agro-industrial wastes and (2) compost biotransformation into high-quality organic fertilizers......, with specific focus on reducing nutrient losses during processing and improving bioavailability of nutrients in the final fertilizer product. The project was formulated at two levels of analysis; a contextual-system level and a compost-system level. Costa Rica was used as a contextual case to conduct a nutrient...

  9. Biotransformation of (-)beta-pinene by Aspergillus niger ATCC 9642.

    Science.gov (United States)

    Toniazzo, Geciane; de Oliveira, Débora; Dariva, Cláudio; Oestreicher, Enrique Guillermo; Antunes, Octávio A C

    2005-01-01

    The main objective of this work was to investigate the biotransformations of (-)alpha-pinene, (-)beta-pinene, and (+) limonene by Aspergillus niger ATCC 9642. The culture conditions involved--concentration of cosolvent (EtOH), substrate applied, and sequential addition of substrates were--investigated. Adaptation of the precultures with small amounts of substrate was also studied. The experiments were performed in conical flasks with liquid cultures. This strain of A. niger was able to convert only (-)beta-pinene into alpha-terpineol. An optimum conversion of (-)beta-pinene into alpha-terpineol of about 4% was obtained when the substrate was applied as a diluted solution in EtOH and sequential addition of substrate was used.

  10. Biotransformation of the monoterpene, limonene, by Fusarium verticilloides

    Directory of Open Access Journals (Sweden)

    Brás Heleno de Oliveira

    2000-01-01

    Full Text Available Limonene, the main constituent of the orange peel oil, was used as substrate for the biotransformation by the fungus Fusarium verticilloides. A hydroxylated derivative of limonene was isolated from the culture broth and characterized by spectroscopic methods. It was identified as perillyl alcohol, an important anti-cancer compound.Limoneno, o principal componente do óleo da casca da laranja, foi usado como substrato para a biotransformação pelo fungo Fusarium verticilloides. Um derivado hidroxilado do limoneno foi isolado do caldo de cultura e caracterizado através de métodos espectroscópicos. Ele foi identificado como álcool perílico.

  11. Biotransformation of Tributyltin chloride by Pseudomonas stutzeri strain DN2

    Directory of Open Access Journals (Sweden)

    Dnyanada S. Khanolkar

    2014-12-01

    Full Text Available A bacterial isolate capable of utilizing tributyltin chloride (TBTCl as sole carbon source was isolated from estuarine sediments of west coast of India and identified as Pseudomonas stutzeri based on biochemical tests and Fatty acid methyl ester (FAME analysis. This isolate was designated as strain DN2. Although this bacterial isolate could resist up to 3 mM TBTCl level, it showed maximum growth at 2 mM TBTCl in mineral salt medium (MSM. Pseudomonas stutzeri DN2 exposed to 2 mM TBTCl revealed significant alteration in cell morphology as elongation and shrinkage in cell size along with roughness of cell surface. FTIR and NMR analysis of TBTCl degradation product extracted using chloroform and purified using column chromatography clearly revealed biotransformation of TBTCl into Dibutyltin dichloride (DBTCl2 through debutylation process. Therefore, Pseudomonas stutzeri strain DN2 may be used as a potential bacterial strain for bioremediation of TBTCl contaminated aquatic environmental sites.

  12. Covalent thiol adducts arising from reactive intermediates of cocaine biotransformation.

    Science.gov (United States)

    Schneider, Kevin J; DeCaprio, Anthony P

    2013-11-18

    Exposure to cocaine results in the depletion of hepatocellular glutathione and macromolecular protein binding in humans. Such cocaine-induced responses have generally been attributed to oxidative stress and reactive metabolites resulting from oxidative activation of the cocaine tropane nitrogen. However, little conclusive data exists on the mechanistic pathways leading to protein modification or the structure and specificity of cocaine-derived adduction products. We now report a previously uncharacterized route of cocaine bioactivation leading to the covalent adduction of biological thiols, including cysteine and glutathione. Incubation of cocaine with biological nucleophiles in an in vitro biotransformation system containing human liver microsomes identified a monooxygenase-mediated event leading to the oxidation of, and subsequent sulfhydryl addition to, the cocaine aryl moiety. Adduct structures were confirmed using ultra-high performance liquid chromatography coupled to high resolution, high mass accuracy mass spectrometry. Examination of assays containing transgenic bactosomes expressing single human cytochrome P450 isoforms determined the role of P450s 1A2, 2C19, and 2D6 in the oxidation process resulting in adduct formation. P450-catalyzed aryl epoxide formation and subsequent attack by free nucleophilic moieties is consistent with the resulting adduct structures, mechanisms of formation, and the empirical observation of multiple structural and stereo isomers. Analogous adduction mechanisms were maintained across all sulfhydryl-containing nucleophile models examined; N-acetylcysteine, glutathione, and a synthetic cysteine-containing hexapeptide. Predictive in silico calculations of molecular reactivity and electrophilicity/nucleophilicity were compared to the results of in vitro assay incubations in order to better understand the adduction process using the principles of hard and soft acid and base (HSAB) theory. This study elucidated a novel metabolic

  13. In vitro and biotransformational studies of aloe barbadensis mill

    International Nuclear Information System (INIS)

    Tissue culture technology can play an important role in the yield improvement of active ingredients of medicinal plants. In the present study, the potential of regeneration system of Aloe barbadensis along with biotransformational ability was explored. The maximum calli (5.65+-1.90; fresh weight) were induced under the dark condition on MS (Murashige and Skoog) medium supplemented with 2.0 mg/L of NAA (alpha-naphthaleneacetic acid), as compared to light. The highest number of shoots (12.725) were proliferated on MS regeneration medium, containing 1.0 mg/L of BAP (6-Benzyl Aminopurine) and 0.1 mg/L of IBA (Indole-3-Butyric Acid) incubated at 22 +- 2 degree C and 16/8 hr photoperiod provided by white fluorescent tube lights. These plantlets were then transferred onto root inducing medium and maximum number of roots (8.0 +- 0.70) with longer length (6.38 +- 0.34 cm) acquired at 1.0 mg/L of IBA within 14-20 days. The regenerated plants were shifted to green house for acclimatization. Effect of plant growth regulators and light was also assessed on callus cultures produced from conventionally propagated and in-vitro regenerated A. barbadensis plants. Biotransformation ability of Aloe barbadensis cell suspension culture was studied by incubation with (+)-adrenosterone (1), which afforded three products; D1-2-dehydroadrenosterone (2), 5a-androst-1-ene-3, 11, 17-trione (3) and 17b-hydroxyandrost-4-ene-3, 11-dione (4). These metabolites were structurally characterized on the basis of spectroscopic techniques. (author)

  14. ALTERATIONS IN SEXUALLY DIMORPHIC BIOTRANSFORMATION OF TESTOSTERONE IN JUVENILE AMERICAN ALLIGATORS (ALLIGATOR MISSISSIPPIENSIS) FROM CONTAMINATED LAKES

    Science.gov (United States)

    The goal of this study was to determine whether hepatic biotransformation of testosterone is normally sexually dimorphic in juvenile alligators and whether living in a contaminated environment affects hepatic dimorphism. Lake Woodruff served as our reference site. Moonshine Bay, ...

  15. Biotransformation of polychlorinated biphenyls (PCBs) and bioformation of hydroxylated PCBs in fish

    International Nuclear Information System (INIS)

    Hydroxylated PCBs (OH-PCBs) are a class of organic contaminants that have been found recently in the plasma of Great Lakes fish, the source of which is either bioformation from PCBs or accumulation from the environment. To address the potential for fish to biotransform PCBs and bioform OH-PCBs juvenile rainbow trout (Oncorhynchus mykiss; ∼80 g) were exposed to dietary concentrations of an environmentally relevant mixture of PCBs. Eight OH-PCBs were found in the plasma of rainbow trout after 30 days of exposure to the PCBs, the relative pattern of which was similar to those observed in wild lake trout (Salvelinus namaycush) from Lake Ontario. Hydroxylated-PCBs were not found (detection limit 0.02 pg/g) in the food or control (not PCB-exposed) fish. A curvilinear log t 1/2-log K ow relationship for recalcitrant PCBs was found, similar to previously reported relationships, although t 1/2 values were longer and shorter than studies using smaller fish or cooler temperatures, respectively. A number of PCB congeners fell below the log t 1/2-log K ow relationship providing the first estimates of non-chiral PCB biotransformation rates in fish. Enantioselective degradation of the chiral congeners PCBs 91 and 136, also indicated biotransformation. Biotransformation of PCBs was structure-dependent with greater biotransformation of PCBs with vicinal hydrogen atoms in the meta/para positions, suggesting CYP 2B-like biotransformation. Other chiral congeners with a meta/para substitution pattern showed no enantioselective degradation but were biotransformed based on the log t 1/2-log K ow relationship. The results of this study demonstrate that laboratory held rainbow trout can biotransform a number of PCB congeners and that bioformation is likely an important source of OH-PCBs in wild salmonids of the Great Lakes

  16. Vigna radiata as a New Source for Biotransformation of Hydroquinone to Arbutin

    OpenAIRE

    Zahra Tofighi, Mohsen Amini, Mahzad Shirzadi, Hamideh Mirhabibi, Negar Ghazi Saeedi, Narguess Yassa

    2016-01-01

    Background: The suspension culture of Vigna radiata was selected for biotransformation of hydroquinone to its β-D-glucoside form (arbutin) as an important therapeutic and cosmetic compound. Methods: The biotransformation efficiency of a Vigna radiata cell culture in addition to different concentrations of hydroquinone (6-20 mg/100 ml) was investigated after 24 hours in comparison to an Echinacea purpurea cell culture and attempts were made to increase the efficacy of the process by adding eli...

  17. High-performance liquid chromatographic separation of the biotransformation products of oxaliplatin.

    Science.gov (United States)

    Luo, F R; Yen, T Y; Wyrick, S D; Chaney, S G

    1999-03-19

    A novel single reversed-phase HPLC system was developed for separating oxaliplatin and its biotransformation products formed in rat plasma. The major stable biotransformation products of oxaliplatin formed in rat plasma were identified as Pt(dach)(Cys)2, Pt(dach)(Met) and free dach. The minor biotransformation products Pt(dach)Cl2, Pt(dach)(GSH) and Pt(dach)(GSH)2 could also be resolved from other Pt-dach complexes. Among these biotransformation products, the identification of Pt(dach)(Met) was further confirmed by LC-ESI-MS, and the identification of Pt(dach)(Cys)2, Pt(dach)(GSH), Pt(dach)(GSH)2 and free dach was confirmed by atomic absorption and double isotope labeling. This HPLC technique should prove useful for separating and identifying the biotransformation products of Pt-dach drugs such as oxaliplatin, ormaplatin and Pt(dach)(mal) in biological fluids. This will allow a more complete characterization of the pharmacokinetics and biotransformations of these Pt-dach drugs, which should in turn lead to a better understanding of the mechanisms leading to their toxicity and efficacy. PMID:10219677

  18. Assessment of potential anaerobic biotransformation of organic pollutants in sediment caps.

    Science.gov (United States)

    Smith, Anthony M; Kirisits, Mary Jo; Reible, Danny D

    2012-11-15

    In situ capping is a remedial approach for reducing the risk of biota exposure to sediment contaminants. Biotransformation of contaminants in sand-based sediment caps, rarely considered in sediment cap design, could further reduce the exposure risk. The anaerobic biotransformation of benzene, toluene, ethylbenzene, xylenes (BTEX), monochlorobenzene, dichlorobenzenes and naphthalene was evaluated with sediments from Onondaga Lake in dilute sediment slurries and in sand-capped sediment laboratory-scale columns. The percentage of sediment samples demonstrating biotransformation under anaerobic conditions in slurries incubated at 12°C was greatest for BTEX, followed by monochlorobenzene, 1,4-dichlorobenzene, 1,2-dichlorobenzene and 1,3-dichlorobenzene. Only toluene biotransformation was observed in sand cap columns. The rate of toluene biotransformation diminished over time, which might be due to inhibition caused by hydrogen from the experimental setup. Results suggest potential for the biotransformation of toluene, and possibly other pollutants, in sand-based sediment caps under anaerobic conditions at low temperatures.

  19. Bridging across OECD 308 and 309 Data in Search of a Robust Biotransformation Indicator.

    Science.gov (United States)

    Honti, Mark; Hahn, Stefan; Hennecke, Dieter; Junker, Thomas; Shrestha, Prasit; Fenner, Kathrin

    2016-07-01

    The OECD guidelines 308 and 309 define simulation tests aimed at assessing biotransformation of chemicals in water-sediment systems. They should serve the estimation of persistence indicators for hazard assessment and half-lives for exposure modeling. Although dissipation half-lives of the parent compound are directly extractable from OECD 308 data, they are system-specific and mix up phase transfer with biotransformation. In contrast, aerobic biotransformation half-lives should be easier to extract from OECD 309 experiments with suspended sediments. Therefore, there is scope for OECD 309 tests with suspended sediment to serve as a proxy for degradation in the aerobic phase of the more complicated OECD 308 test, but that correspondence has remained untested so far. Our aim was to find a way to extract biotransformation rate constants that are universally valid across variants of water-sediment systems and, hence, provide a more general description of the compound's behavior in the environment. We developed a unified model that was able to simulate four experimental types (two variants of OECD 308 and two variants of OECD 309) for three compounds by using a biomass-corrected, generalized aerobic biotransformation parameter (k'bio). We used Bayesian calibration and uncertainty assessment to calibrate the models for individual experimental types separately and for combinations of experimental types. The results suggested that k'bio was a generally valid parameter for quantifying biotransformation across systems. However, its uncertainty remained significant when calibrated on individual systems alone. Using at least two different experimental types for the calibration of k'bio increased its robustness by clearly separating degradation from the phase-transfer processes taking place in the individual systems. Overall, k'bio has the potential to serve as a system-independent descriptor of aerobic biotransformation at the water-sediment interface that is equally and

  20. Biotransformation of metoprolol by the fungus Cunninghamella blakes-leeana

    Institute of Scientific and Technical Information of China (English)

    Bin MA; Hai-hua HUANG; Xiao-yan CHEN; Yu-ming SUN; Li-hong LIN; Da-fang ZHONG

    2007-01-01

    Aim: To investigate the biotransformation of metoprolol, a β1-cardioselective adrenoceptor antagonist, by filamentous fungus, and to compare the parallels between microbial transformation and mammalian metabolism. Methods: Five strains of Cunninghamella (C elegans AS 3.156, C elegans AS 3.2028, C echinulata AS 3.2004, C blakesleeana AS 3.153 and AS 3.910) were screened for the ability to transform metoprolol. The metabolites of metoprolol produced by C blakesleeana AS 3.153 were separated and assayed by liquid chromatography-tandem mass spectrometry (LC/MSn). The major metabolites were isolated by semipreparative HPLC and the structures were identified by a combination of LC/MSn and nuclear magnetic resonance analysis. Results: Metoprolol was transformed to 7 metabolites; 2 were identified as new metabolites and 5 were known metabolites in mammals. Conclusion: The microbial transformation of metoprolol was similar to the metabolism in mammals. The fungi belonging to Cunninghamella species could be used as complementary models for predicting in vivo metabolism and producing quantities of metabolite references for drugs like metoprolol.

  1. Effects of PAHs on Biotransformation Enzymatic Activities in Fish

    Institute of Scientific and Technical Information of China (English)

    LU Guang-hua; CHEN Wei; LI Ying; ZHU Zhi

    2011-01-01

    Biotransformation and detoxification responses to the exposure to five polycyclic aromatic hydrocarbons were investigated in crucian(Carassius auratus). Juvenile crucian were treated with a single intraperitoneal injection of each compound at dosages of 0.1, 1.0, 2.0, 5.0 and 8.0(or 10.0) mg/kg and sacrificed 15 d later to determine 7-ethoxyresorufin-O-deethylase(EROD) and glutathione S-transferases(GST) activities in gill S9 fractions. EROD activity is significantly increased by benzo(b)fiuoranthene and indeno(1,2,3-cd)pyrene at all the doses. High dosages of PAHs induced GST activity and the inducing ability of them increased in the following order: fluorene<fluoranthene<indeno(1,2,3-cd)pyrene<benzo(g,h,i)perylene<benzo(b)fluoranthene. In all the cases, dose dependence appeared to exist. The gill EROD and GST in Carassius auratus are useful biomarkers to estimate sub-acute toxicity of both polycyclic aromatic hydrocarbons(PAHs) and PAHs-like compounds.

  2. Selenite biotransformation during brewing. Evaluation by HPLC-ICP-MS.

    Science.gov (United States)

    Sánchez-Martínez, Maria; da Silva, Erik Galvão P; Pérez-Corona, Teresa; Cámara, Carmen; Ferreira, Sergio L C; Madrid, Yolanda

    2012-01-15

    Yeast (Saccharomyces cerevisiae) and lactic bacteria have shown their ability to accumulate and transform inorganic selenium into organo Se compounds. The objective of this work was to evaluate selenium biotransformation during brewing by using S. cerevisiae and Saccharomyces uvarum for Ale and Lager fermentation, respectively. Se-enriched beer was produced by the addition of sodium selenite (0, 0.2, 1.0, 2.0, 10.0, 20.0 μg Se mL(-1), respectively) to the fermentation media composed of yeast, malt extract and water. The alcoholic fermentation process was not affected by the presence of selenium regardless of the type of Saccharomyces being used. The percentage of selenium incorporated into beer, added between 1.0 and 10 μg mL(-1) was 55-60% of the selenium initially present. Se-compounds in post-fermentation (beer and yeast) products were investigated by using an analytical methodology based on HPLC-ICP-MS. For this purpose, several sample treatments, including ultrasonic-assisted enzymatic hydrolysis, in conjunction with different separation mechanisms like dialysis and anion exchange HPLC chromatography were applied for unambiguously identifying Se-species that produce during brewing. Selenomethionine was the main selenium compound identified in beer and yeast, being this species in the only case of the former not associated to peptides or proteins. PMID:22265498

  3. Effect of reticuloendothelial system blockade on the biotransformation of methyl mercury in the rat

    Energy Technology Data Exchange (ETDEWEB)

    Suda, Ikuo; Takahashi, Hitoshi (Kumamoto Univ. Medical School (Japan))

    1990-04-01

    It has been reported that methyl mercury (MeHg) administered to animals is biotransformed to inorganic mercury. Several studies have presented that there are two degradation process, by intestinal microflora and by animal tissues themselves. In a previous paper, the authors reported the biotransformation of MeHg in the rat was enhanced by phenylhydrazine administration, and inhibited by splenectomy or treatment with carrageenan (CAR). They suggested that spleen and liver might be the important sites for formation of inorganic mercury, and that reticuloendothelial system (RES) cells in these organs might play a major role in this biotransformation. The clearance activity of RES cells, mainly located in the liver and spleen, can be depressed by saturating those cells with CAR, colloidal carbon (CC), trypan blue (TB), colloidal iron (CFe), dextran sulfate, silica. The purpose of this study is to confirm the relationship between RES function and biotransformation of MeHg by using four representative blockers, CC, TB, CFe and CAR. The inhibited biotransformation of MeHg in RES-blocker-treated rats was evaluated by measuring the amount of total and inorganic mercury in tissues. On the other hand, RES cell activity was measured by carbon clearance tests.

  4. Biotransformation of trace organic compounds by activated sludge from a biological nutrient removal treatment system.

    Science.gov (United States)

    Inyang, Mandu; Flowers, Riley; McAvoy, Drew; Dickenson, Eric

    2016-09-01

    The removal of trace organic compounds (TOrCs) and their biotransformation rates, kb (LgSS(-)(1)h(-)(1)) was investigated across different redox zones in a biological nutrient removal (BNR) system using an OECD batch test. Biodegradation kinetics of fourteen TOrCs with initial concentration of 1-36μgL(-)(1) in activated sludge were monitored over the course of 24h. Degradation kinetic behavior for the TOrCs fell into four groupings: Group 1 (atenolol) was biotransformed (0.018-0.22LgSS(-)(1)h(-)(1)) under anaerobic, anoxic, and aerobic conditions. Group 2 (meprobamate and trimethoprim) biotransformed (0.01-0.21LgSS(-)(1)h(-)(1)) under anoxic and aerobic conditions, Group 3 (DEET, gemfibrozil and triclosan) only biotransformed (0.034-0.26LgSS(-)(1)h(-)(1)) under aerobic conditions, and Group 4 (carbamazepine, primidone, sucralose and TCEP) exhibited little to no biotransformation (<0.001LgSS(-)(1)h(-)(1)) under any redox conditions. BNR treatment did not provide a barrier against Group 4 compounds. PMID:27309772

  5. Association of Biodiversity with the Rates of Micropollutant Biotransformations among Full-Scale Wastewater Treatment Plant Communities

    Science.gov (United States)

    Helbling, Damian E.; Lee, Tae Kwon; Park, Joonhong; Fenner, Kathrin; Kohler, Hans-Peter E.; Ackermann, Martin

    2014-01-01

    Biodiversities can differ substantially among different wastewater treatment plant (WWTP) communities. Whether differences in biodiversity translate into differences in the provision of particular ecosystem services, however, is under active debate. Theoretical considerations predict that WWTP communities with more biodiversity are more likely to contain strains that have positive effects on the rates of particular ecosystem functions, thus resulting in positive associations between those two variables. However, if WWTP communities were sufficiently biodiverse to nearly saturate the set of possible positive effects, then positive associations would not occur between biodiversity and the rates of particular ecosystem functions. To test these expectations, we measured the taxonomic biodiversity, functional biodiversity, and rates of 10 different micropollutant biotransformations for 10 full-scale WWTP communities. We have demonstrated that biodiversity is positively associated with the rates of specific, but not all, micropollutant biotransformations. Thus, one cannot assume whether or how biodiversity will associate with the rate of any particular micropollutant biotransformation. We have further demonstrated that the strongest positive association is between biodiversity and the collective rate of multiple micropollutant biotransformations. Thus, more biodiversity is likely required to maximize the collective rates of multiple micropollutant biotransformations than is required to maximize the rate of any individual micropollutant biotransformation. We finally provide evidence that the positive associations are stronger for rare micropollutant biotransformations than for common micropollutant biotransformations. Together, our results are consistent with the hypothesis that differences in biodiversity can indeed translate into differences in the provision of particular ecosystem services by full-scale WWTP communities. PMID:25398862

  6. Association of biodiversity with the rates of micropollutant biotransformations among full-scale wastewater treatment plant communities.

    Science.gov (United States)

    Johnson, David R; Helbling, Damian E; Lee, Tae Kwon; Park, Joonhong; Fenner, Kathrin; Kohler, Hans-Peter E; Ackermann, Martin

    2015-01-01

    Biodiversities can differ substantially among different wastewater treatment plant (WWTP) communities. Whether differences in biodiversity translate into differences in the provision of particular ecosystem services, however, is under active debate. Theoretical considerations predict that WWTP communities with more biodiversity are more likely to contain strains that have positive effects on the rates of particular ecosystem functions, thus resulting in positive associations between those two variables. However, if WWTP communities were sufficiently biodiverse to nearly saturate the set of possible positive effects, then positive associations would not occur between biodiversity and the rates of particular ecosystem functions. To test these expectations, we measured the taxonomic biodiversity, functional biodiversity, and rates of 10 different micropollutant biotransformations for 10 full-scale WWTP communities. We have demonstrated that biodiversity is positively associated with the rates of specific, but not all, micropollutant biotransformations. Thus, one cannot assume whether or how biodiversity will associate with the rate of any particular micropollutant biotransformation. We have further demonstrated that the strongest positive association is between biodiversity and the collective rate of multiple micropollutant biotransformations. Thus, more biodiversity is likely required to maximize the collective rates of multiple micropollutant biotransformations than is required to maximize the rate of any individual micropollutant biotransformation. We finally provide evidence that the positive associations are stronger for rare micropollutant biotransformations than for common micropollutant biotransformations. Together, our results are consistent with the hypothesis that differences in biodiversity can indeed translate into differences in the provision of particular ecosystem services by full-scale WWTP communities.

  7. Phenolic Biotransformations during Conversion of Ferulic Acid to Vanillin by Lactic Acid Bacteria

    Directory of Open Access Journals (Sweden)

    Baljinder Kaur

    2013-01-01

    Full Text Available Vanillin is widely used as food additive and as a masking agent in various pharmaceutical formulations. Ferulic acid is an important precursor of vanillin that is available in abundance in cell walls of cereals like wheat, corn, and rice. Phenolic biotransformations can occur during growth of lactic acid bacteria (LAB, and their production can be made feasible using specialized LAB strains that have been reported to produce ferulic acid esterases. The present study aimed at screening a panel of LAB isolates for their ability to release phenolics from agrowaste materials like rice bran and their biotransformation to industrially important compounds such as ferulic acid, 4-ethyl phenol, vanillic acid, vanillin, and vanillyl alcohol. Bacterial isolates were evaluated using ferulic acid esterase, ferulic acid decarboxylase, and vanillin dehydrogenase assays. This work highlights the importance of lactic acid bacteria in phenolic biotransformations for the development of food grade flavours and additives.

  8. Biotransformation of dissolved and sediment-bound fluoranthene in the polychaete, Capitella sp. I

    DEFF Research Database (Denmark)

    Selck, Henriette; Palmqvist, Annemette; Forbes, Valery E.

    2003-01-01

    Polycyclic aromatic hydrocarbons (PAHs) are widely distributed in the marine environment and have physicochemical properties that make them likely to bioaccumulate. The main purpose of this study was to investigate fluoranthene (FLU) uptake, biotransformation and elimination in the deposit......-feeding polychaete Capitella sp. I exposed via different routes. Individual worms were exposed to either dissolved FLU or to both dissolved and sediment-bound FLU. The C-14-FLU was used as a tracer to determine the amounts of unmetabolized FLU (parent), water-soluble (aqueous)- and water-insoluble (polar) FLU...... metabolites and FLU residues (unextractable fraction) in sediment, water, and worm tissue. Capitella was capable of accumulating and biotransforming FLU regardless of route of exposure, thus suggesting that biotransformation activity is not restricted to gut tissues. Although both feeding and nonfeeding worms...

  9. Biotransformation of pharmaceuticals by ammonia oxidizing bacteria in wastewater treatment processes.

    Science.gov (United States)

    Xu, Yifeng; Yuan, Zhiguo; Ni, Bing-Jie

    2016-10-01

    Pharmaceutical residues could potentially pose detrimental effects on aquatic ecosystems and human health, with wastewater treatment being one of the major pathways for pharmaceuticals to enter into the environment. Enhanced removal of pharmaceuticals by ammonia oxidizing bacteria (AOB) has been widely observed in wastewater treatment processes. This article reviews the current knowledge on the biotransformation of pharmaceuticals by AOB. The relationship between the pharmaceuticals removal and nitrification process was revealed. The important role of AOB-induced cometabolism on the biotransformation of pharmaceuticals as well as their transformation products and pathways was elucidated. Kinetics and mathematical models describing the biotransformation of pharmaceuticals by AOB were also reviewed. The results highlighted the high degradation capabilities of AOB toward some refractory pharmaceuticals, with their degradations being clearly related to the nitrification rate and their transformation products being identified, which may exhibit similar or higher ecotoxicological impacts compared to the parent compound. PMID:27243932

  10. BIOTRANSFORMATION OF TEXTILE DYES: A BIOREMEDIAL ASPECT OF MARINE ENVIRONMENT

    Directory of Open Access Journals (Sweden)

    R. S. Shertate

    2014-01-01

    Full Text Available Presence of huge amount of salts in the wastewater of textile dyeing industry is one of the major limiting factors in the development of an effective biotreatment system for the removal of dyes from textile effluents. Large number of textile industries are located on the coastal areas due to ease of transport to the various places in world and help in building nations economy, but on the contrary the effluents released from these industries are proving a great problem for the marine life. Therefore, industrial effluents containing dyes must be treated before their safe discharge into the environment. There are various physiochemical methods are conventionally used. These methods are effective but quite expensive leading to the production of solid sludge. Bacterial spp. capable of thriving under high salt conditions could be employed for the treatment of saline dye-contaminated textile wastewaters. Most of the Scientists used chemical coagulation, Flocculation and Precipitation techniques for the removal of dye colors from waste waters. But this method is not cost beneficial as it generates huge amount of Sludge and to dispose the sludge is major problem. The physical methods are also not cost effective. So only biological treatment using acclimatized microorganisms could remove 99-100% dye colour from wastewater. Hence now a day most of the workers concentrated on biotransformation of textile azo dyes by adapted organisms. The use of co substrates also slightly increased the decolorization of dye solution. Some scientists showed that the products of dye degradation are not toxic to biological system. Products formed can be determined by Gas Chromatography and Mass Spectroscopy (GC-MS technique, Fourier Transform Infra Red (FTIR etc.

  11. Identification of biotransformation products of citalopram formed in activated sludge.

    Science.gov (United States)

    Beretsou, Vasiliki G; Psoma, Aikaterini K; Gago-Ferrero, Pablo; Aalizadeh, Reza; Fenner, Kathrin; Thomaidis, Nikolaos S

    2016-10-15

    Citalopram (CTR) is a worldwide highly consumed antidepressant which has demonstrated incomplete removal by conventional wastewater treatment. Despite its global ubiquitous presence in different environmental compartments, little is known about its behaviour and transformation processes during wastewater treatment. The present study aims to expand the knowledge on fate and transformation of CTR during the biological treatment process. For this purpose, batch reactors were set up to assess biotic, abiotic and sorption losses of this compound. One of the main objectives of the study was the identification of the formed transformation products (TPs) by applying suspect and non-target strategies based on liquid chromatography quadrupole-time-of-flight mass spectrometry (LC-QTOF-MS). The complementary use of reversed phase liquid chromatography (RPLC) and hydrophilic interaction liquid chromatography (HILIC) for the identification of polar TPs, and the application of in-house developed quantitative structure-retention relationship (QSRR) prediction models, in addition to the comprehensive evaluation of the obtained MS/MS spectra, provided valuable information to support identification. In total, fourteen TPs were detected and thirteen of them were tentatively identified. Four compounds were confirmed (N-desmethylCTR, CTR amide, CTR carboxylic acid and 3-oxo-CTR) through the purchase of the corresponding reference standard. Probable structures based on diagnostic evidence were proposed for the additional nine TPs. Eleven TPs are reported for the first time. A transformation pathway for the biotransformation of CTR was proposed. The presence of the identified TPs was assessed in real wastewater samples through retrospective analysis, resulting in the detection of five compounds. Finally, the potential ecotoxicological risk posed by CTR and its TPs to different trophic levels of aquatic organisms was evaluated by means of risk quotients. PMID:27459150

  12. Isolation and screening of microorganisms with potential for biotransformation of terpenic substrates

    Directory of Open Access Journals (Sweden)

    Mário César Jucoski Bier

    2011-10-01

    Full Text Available The objective of the present work was to isolate and select strains with potential to perform the biotransformation of terpenic substrates. Microorganisms obtained from a collection culture and also isolated from a natural source of terpene substrate were tested. Seventeen strains were selected by their resistance to terpenes in potato dextrose agar containing up to 1% of limonene or α-pinene and β-pinene (1:1. Subsequently, 10 strains were selected by their capacity of using these terpenes as sole carbon source in a mineral medium. The biotransformation capacity of these strains was tested and the products obtained were identified by GC-MS.

  13. Biotransformation of tissue-specific hormone tibolone with fungal culture Trichothecium roseum

    Science.gov (United States)

    Shah, Syed Adnan Ali; Sultan, Sadia; Zaimi bin Mohd Noor, M.

    2013-06-01

    Whole cells based biotransformation is an important tool for bioconversion of steroids. It can be used to synthesize biologically potent compounds with diverse structures. Biotransformation of tissue-specific hormone tibolone (1) with Trichothecium roseum (ATCC 13411) has being carried out for the first time. Two new and three known metabolites 2-6 were isolated from fermentation of tibolone (1) with Trichothecium roseum and their structures were characterized by 2D NMR spectroscopy and mass spectrometry. The relative stereochemistry of new metabolites 5 and 6 was deduced by 2D NOESY experiments. The effect of cultures on tibolone structural modifications and time-course studies has also been conducted.

  14. Intestinal Transport and Biotransformation of Resibufogenin and Cinobufagin in Chan Su via HPLC/APCI-MSn

    Institute of Scientific and Technical Information of China (English)

    HAN Tian-jiao; WANG Qing; SONG Feng-rui; LIU Zhong-ying; LIU Zhi-qiang; LIU Shu-ying

    2011-01-01

    In vitro models of human colon carcinoma cell line(Caco-2 cell monolayer) and human intestinal bacteria were used to investigate the intestinal transport and biotransformation of resibufogenin and cinobufagin in Chan Su by HPLC/APCI-MSn. The experimental results of Caco-2 cell monolayer demonstrate that the apparent permeability coefficients(Papp) of resibufogenin and cinobufagin are higher than 10-6 cm/s, which indicates that both resibufogenin and cinobufagin have a good absorption in the small intestine. And the biotransformation result of human intestinal bacteria shows that resibufogenin has been transformed to 3-epiresibufogenin and cinobufagin has been transformed to 3-epicinobufagin, deacetylcinobufagin and 3-epideacetycinobufagin, respectively.

  15. Biotransformation of Earthworm Activity on Potassium-Bearing Mineral Powder

    Institute of Scientific and Technical Information of China (English)

    Xiaoling Zhu; Bin Lian; Xue Yang; Congqiang Liu; Lijun Zhu

    2013-01-01

    This study analyzes the biotransformation of earthworms on K in potassium-bearing mineral powder (PBMP) under different PBMP recruitments.A mixture of PBMP (10% to 60% mass fraction) and decaying cow dung was used as feed for breeding the earthworms to study the potassium-releasing ability of earthworms on PBMP in soil.The mixture containing 20% and 30% PBMP resulted in good growth and propagation of the earthworms as well as higher conversion rates of potassium.Therefore,the optimum recruitments of mineral powder are 20% and 30%.The mixture of cow dung and PBMP was compared with the mixture of cow dung and corresponding proportions of quartz powder to analyze the conversion rate of earthworms on PBMP in different combinations.After the earthworms were raised with the mixture of cow dung and PBMP (8: 2 and 7: 3) for 30 d,the contents of rapidly available K and effective K were 10 824.3.±35.9 and 11 688.4±16.1 mg.kg-1 as well as 10079.6±62.2 and 10247.5±172.7 mg.kg-1,respectively.After the earthworms were raised with the mixture of cow dung and quartz powder (8: 2 and 7: 3) for 30 d,the contents of rapidly available K and effective K were 10 623.3± 41.1 and 11 385.5±13.5 mg.kg-1 as well as 9 834.2±51.8 and 9 907.6±11.4 mg.kg-1,respectively.Thus,the contents of rapidly available K and effective K in the mixture of cow dung and PBMP were significantly higher compared with those in the mixture of cow dung and quartz powder (P<0.05).The increment contents of rapidly available K and effective K were 201.0 and 302.9 mg·kg-1 as well as 245.4 and 339.9 mg.kg-1,respectively.Therefore,earthworms can activate and trans-form K into effective K through feeding,digestion,absorption,and excretion.The results provided a new idea of using earthworms to release potassium in low-grade potassium-bearing rocks and obtain the rapidly available K and effective K needed by plants.

  16. Concentration dependence of biotransformation in fish liver S9: Optimizing substrate concentrations to estimate hepatic clearance for bioaccumulation assessment.

    Science.gov (United States)

    Lo, Justin C; Allard, Gayatri N; Otton, S Victoria; Campbell, David A; Gobas, Frank A P C

    2015-12-01

    In vitro bioassays to estimate biotransformation rate constants of contaminants in fish are currently being investigated to improve bioaccumulation assessments of hydrophobic contaminants. The present study investigates the relationship between chemical substrate concentration and in vitro biotransformation rate of 4 environmental contaminants (9-methylanthracene, pyrene, chrysene, and benzo[a]pyrene) in rainbow trout (Oncorhynchus mykiss) liver S9 fractions and methods to determine maximum first-order biotransformation rate constants. Substrate depletion experiments using a series of initial substrate concentrations showed that in vitro biotransformation rates exhibit strong concentration dependence, consistent with a Michaelis-Menten kinetic model. The results indicate that depletion rate constants measured at initial substrate concentrations of 1 μM (a current convention) could underestimate the in vitro biotransformation potential and may cause bioconcentration factors to be overestimated if in vitro biotransformation rates are used to assess bioconcentration factors in fish. Depletion rate constants measured using thin-film sorbent dosing experiments were not statistically different from the maximum depletion rate constants derived using a series of solvent delivery-based depletion experiments for 3 of the 4 test chemicals. Multiple solvent delivery-based depletion experiments at a range of initial concentrations are recommended for determining the concentration dependence of in vitro biotransformation rates in fish liver fractions, whereas a single sorbent phase dosing experiment may be able to provide reasonable approximations of maximum depletion rates of very hydrophobic substances. PMID:26077187

  17. Biotransformation of ferulic acid to vanillin in the packed bed-stirred fermentors

    Science.gov (United States)

    Yan, Lei; Chen, Peng; Zhang, Shuang; Li, Suyue; Yan, Xiaojuan; Wang, Ningbo; Liang, Ning; Li, Hongyu

    2016-01-01

    We performed the biotransformation of ferulic acid to vanillin using Bacillus subtilis (B. subtilis) in the stirring packed-bed reactors filled with carbon fiber textiles (CFT). Scanning electron microscope (SEM), HPLC, qRT-PCR and ATP assay indicated that vanillin biotransformation is tightly related to cell growth, cellar activity and the extent of biofilm formation. The biotransformation was affected by hydraulic retention time (HRT), temperature, initial pH, stirring speed and ferulic acid concentration, and the maximum vanillin production was obtained at 20 h, 35 °C, 9.0, 200 rpm, 1.5 g/L, respectively. Repeated batch biotransformation performed under this optimized condition showed that the maximum productivity (0.047 g/L/h) and molar yield (60.43%) achieved in immobilized cell system were 1.84 and 3.61 folds higher than those achieved in free cell system. Therefore, the stirring reactor packed with CFT carrier biofilm formed by B. subtilis represented a valid biocatalytic system for the production of vanillin. PMID:27708366

  18. Lignin peroxidase mediated biotransformations useful in the biocatalytic production of vanillin

    NARCIS (Netherlands)

    Have, ten R.

    2000-01-01

    This research concentrates on lignin peroxidase (LiP) mediated biotrans-formations that are useful in producing vanillin.In order to obtain this extracellular enzyme, the white-rot fungus Bjerkandera sp. strain BOS55 was cultivated on nitrogen rich medium. This procedure resulted in a successful LiP

  19. Highly efficient production of nootkatone, the grapefruit aroma from valencene, by biotransformation.

    Science.gov (United States)

    Furusawa, Mai; Hashimoto, Toshihiro; Noma, Yoshiaki; Asakawa, Yoshinori

    2005-11-01

    Nootkatone, the most important and expensive aromatic of grapefruit, decreases the somatic fat ratio, and thus its demand is increasing in the cosmetic and fiber sectors. A sesquiterpene hydrocarbon, (+)-valencene, which is cheaply obtained from Valencia orange, was biotransformed by the green algae Chlorella species and fungi such as Mucor species, Botryosphaeria dothidea, and Botryodiplodia theobromae to afford nootkatone in high yield. PMID:16272746

  20. Comparative contribution of trophic transfer and biotransformation on arsenobetaine bioaccumulation in two marine fish.

    Science.gov (United States)

    Zhang, Wei; Guo, Zhiqiang; Zhou, Yanyan; Chen, Lizhao; Zhang, Li

    2016-10-01

    Marine fish can accumulate high arsenic (As) concentrations, with arsenobetaine (AsB) as the major species in the body. However, whether the high AsB accumulation in fish occurs mainly through trophic transfer from diet or biotransformation in the fish body remains unclear. This study investigated the trophic transfer and biotransformation of As in two marine fish (seabream Acanthopagrus schlegeli and grunt Terapon jarbua) fed artificial and clam diets for 28 d. The different diets contained different proportions of inorganic [As(III) and As(V)] and organic [methylarsenate (MMA), dimethylarsenate (DMA), and AsB] As compounds. Positive correlations were observed between the accumulated As concentrations and AsB concentrations in both fish, suggesting that AsB contributed to the accumulation of total As in marine fish. Based on the calculated total input of AsB and detected AsB concentrations in the muscle of the seabream and grunt, the ingested amounts of AsB accounted for 0.1-0.3%, 8.1-14.4% of detected AsB concentrations, respectively, in the muscle of seabream and grunt fish species, suggesting that AsB was mainly biotransformed versus trophically transferred in these marine fish. In summary, this study demonstrates that marine fish prefer to biotransform inorganic As forms into AsB, resulting in high bioaccumulation of total As. PMID:27584085

  1. Direct Biotransformation of Dioscin into Diosgenin in Rhizome of Dioscorea zingiberensis by Penicillium dioscin.

    Science.gov (United States)

    Dong, Jingzhou; Lei, Can; Lu, Dayan; Wang, Ying

    2015-06-01

    Diosgenin is an important precursor for synthesis of more than 200 steroidal hormone medicines. Rhizome of Dioscorea zingiberensis C. H. Wright (RDZ) contained the highest content of diosgenin in Dioscorea plant species. Diosgenin is traditionally extracted by acid hydrolysis from RDZ. However, the acid hydrolysis process produces massive wastewater which caused serious environment pollution. In this study, diosgenin extraction by direct biotransformation with Penicillium dioscin was investigated. The spawn cultivation conditions were optimized as: Czapeks liquid culture medium without sugar and agar (1,000 ml) + 6.0 g dioscin/6.0 g DL, 30 °C, 36 h; solid fermentation of RDZ: mycelia/RDZ of 0.05 g/kg, 30 °C, 50 h; the yield of diosgenin was over 90 %. Spawn cultivation was crucial for the direct biotransformation. In the spawn cultivation, amount and ratio of dioscin/DL were the key factors to promote biotransformation activity of P. dioscin. This biotransformation method was environment-friendly, simple and energy saving, and might be a potential substitute for acid hydrolysis in diosgenin extraction industry. PMID:25805907

  2. Engineering Issue Paper: Biotransformation Pathways of Dimethylarsinic (Cacodylic) Acid in the Environment

    Science.gov (United States)

    This EIP summarizes the state of the science regarding the biotransformation of DMA(V) and was developed from peer-reviewed literature, scientific documents, EPA reports, internet sources, input from experts in the field, and other pertinent sources. This EIP includes a review o...

  3. Identification of biotransformation enzymes in the antennae of codling moth Cydia pomonella.

    Science.gov (United States)

    Huang, Xinglong; Liu, Lu; Su, Xiaoji; Feng, Jinian

    2016-04-10

    Biotransformation enzymes are found in insect antennae and play a critical role in degrading xenobiotics and odorants. In Cydia pomonella, we identified 26 biotransformation enzymes. Among these enzymes, twelve carboxylesterases (CXEs), two aldehyde oxidases (AOXs) and six alcohol dehydrogenases (ADs) were predominantly expressed in antennae. Each of the CpomCXEs presents a conserved catalytic triad "Ser-His-Glu", which is the structural characteristic of known insect CXEs. CpomAOXs present two redox centers, a FAD-binding domain and a molybdenum cofactor/substrate-binding domain. The antennal CpomADs are from two protein families, short-chain dehydrogenases/reducetases (SDRs) and medium-chain dehydrogenases/reducetases (MDRs). Putative catalytic active domain and cofactor binding domain were found in these CpomADs. Potential functions of these enzymes were determined by phylogenetic analysis. The results showed that these enzymes share close relationship with odorant degrading enzymes (ODEs) and resistance-associated enzymes of other insect species. Because of commonly observed roles of insect antennal biotransformation enzymes, we suggest antennal biotransformation enzymes presented here are candidate that involved in degradation of odorants and xenobiotics within antennae of C. pomonella.

  4. Biotransformation of the citrus flavone tangeretin in rats. Identification of metabolites with intact flavane nucleus

    DEFF Research Database (Denmark)

    Nielsen, S. E.; Breinholt, V.; Cornett, Claus;

    2000-01-01

    The present study mas carried out in order to investigate the in vivo biotransformation and excretion of the flavone, tangeretin, found in citrus fruits, by analysing urine and faeces samples from rats after repeated administration of 100 mg/kg body weight/day tangeretin. The formed metabolites...

  5. Susceptibility to pre-eclampsia is associated with multiple genetic polymorphisms in maternal biotransformation enzymes.

    NARCIS (Netherlands)

    Zusterzeel, P.L.M.; Peters, W.H.M.; Burton, G.J.; Visser, W. de; Roelofs, H.M.J.; Steegers, E.A.P.

    2007-01-01

    BACKGROUND/AIMS: Probably no single gene is responsible for pre-eclampsia, but the disease merely is the result of polymorphisms in several genes in association with environmental factors. We therefore studied the simultaneous occurrence of several genetic polymorphisms in biotransformation enzymes

  6. Biotransformation of tetrabromobisphenol A (TBBPA) in anaerobic digester sludge, soils, and freshwater sediments.

    Science.gov (United States)

    McAvoy, Drew C; Pittinger, Charles A; Willis, Alison M

    2016-09-01

    The biotransformation of tetrabromobisphenol A (TBBPA) was evaluated in anaerobic digester sludge, soils, and freshwater sediments. In anaerobic digester sludge, TBBPA biotransformed rapidly with a 50% disappearance time (DT50) of 19 days, though little mineralization (1.1%) was observed. In aerobic soils, mineralization of TBBPA ranged from 17.5% to 21.6% with 55.3-83.6% of the TBBPA incorporated into the soils as a non-extractable bound residue. The DT50 for TBBPA in aerobic soils ranged from 5.3 to 7.7 days. In anaerobic soils, 48.3-100% of the TBBPA was incorporated into the soils as non-extractable bound residue with sediments the DT50 for TBBPA ranged from 28 to 42 days, whereas in aerobic sediments the DT50 for TBBPA ranged from 48 to 84 days and depended on the initial dose concentration. Most of the TBBPA in the sediment studies was incorporated as a non-extractable bound residue with little mineralization observed. Sediment extracts revealed three unknown biotransformation products and bisphenol A (BPA). These results were consistent with previously published studies where TBBPA biotransformed in anaerobic environments (digester sludge and sediments) by debromination and slowly mineralized in the test environments (anaerobic digester sludge, soils, and freshwater sediments). PMID:26212340

  7. Biotransformation of trans-1-chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd)

    Energy Technology Data Exchange (ETDEWEB)

    Schmidt, Tobias [Institut für Toxikologie, Universität Würzburg, Versbacher Str. 9, 97078 Würzburg (Germany); Bertermann, Rüdiger [Institut für Anorganische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg (Germany); Rusch, George M.; Tveit, Ann [Honeywell, P.O. Box 1057, Morristown, NJ 07962-1057 (United States); Dekant, Wolfgang, E-mail: dekant@toxi.uni-wuerzburg.de [Institut für Toxikologie, Universität Würzburg, Versbacher Str. 9, 97078 Würzburg (Germany)

    2013-05-01

    trans-1-Chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd) is a novel foam blowing and precision cleaning agent with a very low impact for global warming and ozone depletion. trans-HCFO-1233zd also has a low potential for toxicity in rodents and is negative in genotoxicity testing. The biotransformation of trans-HCFO-1233zd and kinetics of metabolite excretion with urine were assessed in vitro and in animals after inhalation exposures. For in vitro characterization, liver microsomes from rats, rabbits and humans were incubated with trans-HCFO-1233zd. Male Sprague Dawley rats and female New Zealand White rabbits were exposed to 2,000, 5,000 and 10,000 ppm for 6 h and urine was collected for 48 h after the end of the exposure. Study specimens were analyzed for metabolites using {sup 19}F NMR, LC-MS/MS and GC/MS. S-(3,3,3-trifluoro-trans-propenyl)-glutathione was identified as predominant metabolite of trans-HCFO-1233zd in all microsomal incubation experiments in the presence of glutathione. Products of the oxidative biotransformation of trans-HCFO-1233zd were only minor metabolites when glutathione was present. In rats, both 3,3,3-trifluorolactic acid and N-acetyl-(3,3,3-trifluoro-trans-propenyl)-L-cysteine were observed as major urinary metabolites. 3,3,3-Trifluorolactic acid was not detected in the urine of rabbits. Quantitation showed rapid excretion of both metabolites in both species (t{sub 1/2} < 6 h) and the extent of biotransformation of trans-HCFO-1233zd was determined as approximately 0.01% of received dose in rabbits and approximately 0.002% in rats. trans-HCFO-1233zd undergoes both oxidative biotransformation and glutathione conjugation at very low rates. The low extent of biotransformation and the rapid excretion of metabolites formed are consistent with the very low potential for toxicity of trans-HCFO-1233zd in mammals. - Highlights: ► No lethality and clinical signs were observed. ► Glutathione S-transferase and cytochrome P-450 dependent

  8. Biotransformation of progesterone to hydroxysteroid derivatives by whole cells of Mucor racemosus

    Directory of Open Access Journals (Sweden)

    Mohamed, S. S.

    2013-01-01

    Full Text Available Aims: The possibility of using Mucor racemosus cells in the biotransformation of progesterone to industrially important hydroxysteroid derivatives in one-step biotransformation process was investigated in this studyMethodology and results: The fungal strain was inoculated into the transformation medium which supplemented with PR as a substrate (5-50 mg. The transformation products were separated and characterized on the bases of their GC/MS analysis as 11α-hydroxyprogesterone (11α-HP as main product (I; 4-pregnen-18-al-11β,21-diol-3,20-dione (Aldosterone (II and 20-hydroxy-pregnan-18-oic acid (III as minor products. The organism was tested for PR bioconversion at different transformation periods (6-96 h, as well as optimization of the basal medium through the addition of different concentrations of yeast extract and peptone (0.5 to 4 g/L at various pH values (4-9. The optimal biotransformation conditions for maximum production of these PR derivatives were observed using 0.2 g/L of PR, 3 g/L of yeast extract and 3 g/L peptone after 48 h at pH value 5.5. Under these optimal conditions, cells total bioconversion efficiency reached about 96% of the original added PR.Conclusion, significance and impact of study: Under these optimum conditions, M. racemosus has the ability to biotransform PR to 11α-HP (I, Aldosterone (II and 20-hydroxy- pregnan-18-oic acid (III with total bioconversion efficiency of 96 ± 1.77%. These results may be of industrial importance because compounds II and III had not been previously recorded as biotransformation products of PR.

  9. Biotransformation of inorganic arsenic in a marine herbivorous fish Siganus fuscescens after dietborne exposure.

    Science.gov (United States)

    Zhang, Wei; Chen, Lizhao; Zhou, Yanyan; Wu, Yun; Zhang, Li

    2016-03-01

    Arsenic (As) is well known to be biodiminished along marine food chains. The marine herbivorous fish at a lower trophic level are expected to accumulate more As. However, little is known about how marine herbivorous fish biotransform the potential high As bioaccumulation. Therefore, the present study quantified the biotransformation of two inorganic As species (As(III) and As(V)) in a marine herbivorous fish Siganus fuscescens following dietborne exposure. The fish were fed on As contaminated artificial diets at nominal concentrations of 400 and 1500 μg As(III) or As(V) g(-1) (dry weight) for 21 d and 42 d. After exposure, As concentrations in intestine, liver, and muscle tissues of rabbitfish increased significantly and were proportional to the inorganic As exposure concentrations. The present study demonstrated that both inorganic As(III) and As(V) in the dietborne phases were able to be biotransformed to the less toxic arsenobetaine (AsB) (63.3-91.3% in liver; 79.0%-95.2% in muscle). The processes of As biotransformation in rabbitfish could include oxidation of As(III) to As(V), reduction of As(V) to As(III), methylation to monomethylarsonic acid (MMA) and dimethylarsinic acid (DMA), and subsequent conversion to AsB. These results also demonstrated that AsB synthesis processes were diverse facing different inorganic As species in different tissues. In summary, the present study elucidated that marine herbivorous fish had high ability to biotransform inorganic As to the organic forms (mainly AsB), resulting in high As bioaccumulation. Therefore, marine herbivorous fish could detoxify inorganic As in the natural environment. PMID:26766368

  10. Biotransformation of inorganic arsenic in a marine herbivorous fish Siganus fuscescens after dietborne exposure.

    Science.gov (United States)

    Zhang, Wei; Chen, Lizhao; Zhou, Yanyan; Wu, Yun; Zhang, Li

    2016-03-01

    Arsenic (As) is well known to be biodiminished along marine food chains. The marine herbivorous fish at a lower trophic level are expected to accumulate more As. However, little is known about how marine herbivorous fish biotransform the potential high As bioaccumulation. Therefore, the present study quantified the biotransformation of two inorganic As species (As(III) and As(V)) in a marine herbivorous fish Siganus fuscescens following dietborne exposure. The fish were fed on As contaminated artificial diets at nominal concentrations of 400 and 1500 μg As(III) or As(V) g(-1) (dry weight) for 21 d and 42 d. After exposure, As concentrations in intestine, liver, and muscle tissues of rabbitfish increased significantly and were proportional to the inorganic As exposure concentrations. The present study demonstrated that both inorganic As(III) and As(V) in the dietborne phases were able to be biotransformed to the less toxic arsenobetaine (AsB) (63.3-91.3% in liver; 79.0%-95.2% in muscle). The processes of As biotransformation in rabbitfish could include oxidation of As(III) to As(V), reduction of As(V) to As(III), methylation to monomethylarsonic acid (MMA) and dimethylarsinic acid (DMA), and subsequent conversion to AsB. These results also demonstrated that AsB synthesis processes were diverse facing different inorganic As species in different tissues. In summary, the present study elucidated that marine herbivorous fish had high ability to biotransform inorganic As to the organic forms (mainly AsB), resulting in high As bioaccumulation. Therefore, marine herbivorous fish could detoxify inorganic As in the natural environment.

  11. Arsenic as a pollutant of the environment: origins, repartition, bio-transformations and eco-toxicity; L'arsenic, polluant de l'environnement: origines, distribution, biotransformations

    Energy Technology Data Exchange (ETDEWEB)

    Molenat, N.; Holeman, M.; Pinel, R. [Pau Univ., Lab. de Chimie Analytique Bio-Inorganique et Environnement, UMR 5034 du CNRS, 64 - Pau (France)

    2000-06-01

    The arsenic speciation in the environment and the study of its bio-transformations are actual research topics reported by numerous works. The aim of this present paper is to report a lot of recent selected research results concerning the arsenic compounds detected in the environment, their origins, their repartition in the different ecosystems and their bio-transformations. Their eco-toxicity will be developed in another paper. (authors)

  12. Mixed function oxidase dependent biotransformation of polychlorinated biphenyls by different species of fish from the North Sea

    DEFF Research Database (Denmark)

    Mehrtens, G.; Laturnus, F.

    1999-01-01

    Mixed function oxidase (MFO) dependent biotransformation of polychlorinated biphenyls (PCBs) was measured in three different fish species from the North Sea. Liver microsomes of plaice (Pleuronectes platessa), dab (Limanda limanda) and cod (Gadus morhua) were isolated and incubated with different...

  13. Lipase-mediated hydrolysis of castor oil on its biotransformation into γ-decalactone by Yarrowia lipolytica

    OpenAIRE

    Braga, Adelaide; Gomes, Nelma; Belo, Isabel

    2011-01-01

    γ-Decalactone is a peach-like flavour compound that can be obtained biotechnologically by the biotransformation of ricinoleic acid. Castor oil is the substrate most usually used in the biotechnological production of γ-decalactone and it needs to be hydrolyzed in order to release ricinoleic acid. That biotransformation can be carried out by various microorganisms, such as the non-conventional yeast Yarrowia lipolytica, considered as non-pathogenic and as GRAS by the FDA. In order to ...

  14. Factors impacting biotransformation kinetics of trace organic compounds in lab-scale activated sludge systems performing nitrification and denitrification

    Energy Technology Data Exchange (ETDEWEB)

    Su, Lijuan; Aga, Diana [Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260 (United States); Chandran, Kartik [Department of Earth and Environmental Engineering, Columbia University, New York, NY 10027 (United States); Khunjar, Wendell O., E-mail: wkhunjar@hazenandsawyer.com [Hazen and Sawyer P.C., Fairfax, VA 22030 (United States)

    2015-01-23

    Highlights: • We examined TOrC biotransformation kinetics in nitrifying and denitrifying reators. • TOrC biotransformation was linked to heterotrophic and autotrophic activity. • TOrC biotransformation rates were not sensitive to the initial TOrC concentration. • Readily biodegradable organic matter suppressed TOrC biotransformation rates. - Abstract: To predict TOrC fate in biological activated sludge systems, there is a need to accurately determine TOrC biodegradation kinetics in mixed microbial cultures. Short-term batch tests with salicylic acid, 17α-ethinylestradiol, nonylphenol, trimethoprim and carbamazepine were conducted with lab-scale activated sludge cultures in which the initial TOrC concentration (1 mg/L and 0.0005 mg/L) and readily biodegradable substrate concentrations were varied. The results indicate that pseudo-first order kinetic estimates of TOrC are not sensitive (p > 0.05) to the initial TOrC concentration as long as the initial TOrC concentration (S{sub 0}) to biomass (X{sub 0}) ratio (on COD basis) is below 2 × 10{sup −3}. The presence of readily biodegradable organic matter suppresses TOrC biotransformation rates under nitrifying and denitrifying conditions, and this impact can be adequately described using a reversible non-competitive inhibition equation. These results demonstrate the importance of closely mimicking parent reactor conditions in batch testing because biotransformation parameters are impacted by in-situ carbon loading and redox conditions.

  15. Bioconcentration and biotransformation of [¹⁴C]methoxychlor in the brackish water bivalve Corbicula japonica.

    Science.gov (United States)

    Masuda, Minoru; Ohyama, Kazutoshi; Hayashi, Osamu; Satsuma, Koji; Sato, Kiyoshi

    2011-09-01

    To obtain basic information on the metabolic fate of xenobiotics in the brackish water, bivalve Corbicula japonica, bioconcentration and biotransformation experiments were performed using methoxychlor (MXC) as a model compound. Bivalves were exposed to [ring-U-¹⁴C]MXC (10 µg L⁻¹) for 28 days under semi-static conditions followed by a 14-day depuration phase. The ¹⁴C concentration in the bivalves rapidly increased and reached a steady state after exposure for 7 days (BCFss = 2010); however, it rapidly decreased with a half-life of 2.2 days in the depuration phase. Mono- and bis-demethylated MXC, and their corresponding sulphate conjugates, were identified as minor metabolites. No glycoside conjugates (including glucuronide and glucoside) were detected. Despite this biotransformation system, bivalves were found to excrete retained MXC mostly unchanged although its relatively hydrophobic nature.

  16. Biotransformation of Meloxicam by Cunninghamella blakesleeana: Significance of Carbon and Nitrogen Source.

    Science.gov (United States)

    Shyam Prasad, Gurram; Narasimha Rao, Kollu; Preethi, Rama; Girisham, Sivasri; Reddy, S M

    2011-01-01

    Influence of carbon and nitrogen source, on biotransformation of meloxicam was studied by employing Cunninghamella blakesleeana NCIM 687 with an aim to achieve maximum transformation of meloxicam and in search of new metabolites. The transformation was confirmed by HPLC and based on LC-MS-MS data and previous reports the metabolites were predicted as 5-hydroxymethyl meloxicam, 5-carboxy meloxicam and a novel metabolite. The quantification of metabolites was performed using HPLC peak areas. The results obtained indicate that glucose as carbon source, ammonium nitrate as nitrogen source, were found to be optimum for maximum transformation of meloxicam. The study suggests the significance of these factors in biotransformation of meloxicam using microbial cultures. The fermentation was scaled up to 1 l level. PMID:22282633

  17. Biotransformation of perfumery terpenoids, (−)-ambrox® by a fungal culture Macrophomina phaseolina and a plant cell suspension culture of Peganum harmala

    OpenAIRE

    Musharraf Syed Ghulam; Naz Sheeba; Najeeb Asma; Khan Saifullah; Choudhary M Iqbal

    2012-01-01

    Abstract Background Biotransformation offers chemo enzymatic system to modify the compounds into their novel analogues which are difficult to synthesize by chemical methods. This paper describes the biotransformational studies of ambrox, one of the most important components of natural Ambergris (wale sperm) with fungal and plant cell culture. Results Biotransformation of (−)-ambrox (1) with a fungal cell culture of Macrophomina phaseolina and a plant cell suspension cultures of Peganum harmal...

  18. Direct Biotransformation of Dioscin into Diosgenin in Rhizome of Dioscorea zingiberensis by Penicillium dioscin

    OpenAIRE

    Dong, Jingzhou; Lei, Can; Lu, Dayan; Wang, Ying(School of Physics, Shandong University, Jinan, 250100, PR China)

    2014-01-01

    Diosgenin is an important precursor for synthesis of more than 200 steroidal hormone medicines. Rhizome of Dioscorea zingiberensis C. H. Wright (RDZ) contained the highest content of diosgenin in Dioscorea plant species. Diosgenin is traditionally extracted by acid hydrolysis from RDZ. However, the acid hydrolysis process produces massive wastewater which caused serious environment pollution. In this study, diosgenin extraction by direct biotransformation with Penicillium dioscin was investig...

  19. Phenolic Biotransformations during Conversion of Ferulic Acid to Vanillin by Lactic Acid Bacteria

    OpenAIRE

    Baljinder Kaur; Debkumar Chakraborty; Balvir Kumar

    2013-01-01

    Vanillin is widely used as food additive and as a masking agent in various pharmaceutical formulations. Ferulic acid is an important precursor of vanillin that is available in abundance in cell walls of cereals like wheat, corn, and rice. Phenolic biotransformations can occur during growth of lactic acid bacteria (LAB), and their production can be made feasible using specialized LAB strains that have been reported to produce ferulic acid esterases. The present study aimed at screening a panel...

  20. Regioselective biotransformation of valencene in cell suspension cultures of Citrus sp.

    Science.gov (United States)

    Drawert, F; Berger, R G; Godelmann, R

    1984-02-01

    Three out of five cultivars of citrus species tested convert exogenous valencene via the 2-hydroxy-derivative (nootkatol) to nootkatone. The effect of various valencene concentrations and the time course of the biotransformation were examined. The transformation capability of the cells runs parallel with growth up to the middle of the logarithmic phase and remains constant until the carbon source is completely exhausted. PMID:24253336

  1. A.Flavus Mediated Biotransformations for the Syntheses of Active A-oxyfunctionalized Compounds

    Institute of Scientific and Technical Information of China (English)

    P.Ayhan; S.Betul; Sopaci; A.S.Demir

    2007-01-01

    1 Results Biotransformations are enzyme- and whole cell-catalysed conversions of non-natural substrates to products.They are important tools in organic synthesis,especially for the syntheses of chiral molecules,where the reactions catalysed may be asymmetric syntheses or the resolution of racemates.The main advantages associated with the use of single enantiomer compounds are increased specificity and the avoidance of adverse side effects[1].Whole cell reactions are advantegous over enzyme-catalyzed rea...

  2. Cytotoxicity, cellular uptake, and cellular biotransformations of oxaliplatin in human colon carcinoma cells.

    Science.gov (United States)

    Luo, F R; Wyrick, S D; Chaney, S G

    1998-01-01

    Biotransformation products of platinum anticancer drugs have been suggested to be responsible for drug efficacy and toxicity. This study was designed to determine whether the efficacy of the closely related 1,2-diaminocyclohexane-Pt (dach-Pt) compounds oxaliplatin and ormaplatin were determined primarily by the parent drugs or by one of their biotransformation products. Based on consideration of both in vitro cytotoxicity in human colon carcinoma cells (HT-29) and concentrations following oxaliplatin administration in vivo, our data suggest that the efficacy of oxaliplatin is primarily determined by the plasma levels of the parent drug, with the biotransformation products Pt(dach)Cl2, Pt(dach)(H2O)Cl, and Pt(dach)(H2O)2 making only minor contributions. The stable biotransformation products containing amino acids did not have any significant cytotoxicity. In contrast, our data suggest that the efficacy of ormaplatin is primarily determined by plasma levels of Pt(dach)Cl2. The cytotoxicity of oxaliplatin, Pt(dach)Cl2, and Pt(dach)(H2O)Cl was approximately proportional to their cellular uptake, whereas the cytotoxicity of ormaplatin, Pt(dach)(H2O)2, and Pt(dach)(Met) was less than predicted from their uptake. Treatment of HT-29 cells with equimolar external concentrations of Pt(dach)Cl2 and oxaliplatin resulted in the formation of twofold more Pt-DNA adducts following Pt(dach)Cl2 treatment than following oxaliplatin treatment. However, intracellular Pt(dach)Cl2 levels were 30-fold higher for Pt(dach)Cl2-treated cells than for oxaliplatin-treated cells. These data suggest that intracellular conversion of oxaliplatin to Pt(dach)Cl2 makes only a minor contribution to Pt-DNA adduct formation and the resultant cytotoxicity of oxaliplatin. PMID:10367941

  3. Production of enterodiol from defatted flaxseeds through biotransformation by human intestinal bacteria

    Directory of Open Access Journals (Sweden)

    Ma Miao

    2010-04-01

    Full Text Available Abstract Background The effects of enterolignans, e.g., enterodiol (END and particularly its oxidation product, enterolactone (ENL, on prevention of hormone-dependent diseases, such as osteoporosis, cardiovascular diseases, hyperlipemia, breast cancer, colon cancer, prostate cancer and menopausal syndrome, have attracted much attention. To date, the main way to obtain END and ENL is chemical synthesis, which is expensive and inevitably leads to environmental pollution. To explore a more economic and eco-friendly production method, we explored biotransformation of enterolignans from precursors contained in defatted flaxseeds by human intestinal bacteria. Results We cultured fecal specimens from healthy young adults in media containing defatted flaxseeds and detected END from the culture supernatant. Following selection through successive subcultures of the fecal microbiota with defatted flaxseeds as the only carbon source, we obtained a bacterial consortium, designated as END-49, which contained the smallest number of bacterial types still capable of metabolizing defatted flaxseeds to produce END. Based on analysis with pulsed field gel electrophoresis, END-49 was found to consist of five genomically distinct bacterial lineages, designated Group I-V, with Group I strains dominating the culture. None of the individual Group I-V strains produced END, demonstrating that the biotransformation of substrates in defatted flaxseeds into END is a joint work by different members of the END-49 bacterial consortium. Interestingly, Group I strains produced secoisolariciresinol, an important intermediate of END production; 16S rRNA analysis of one Group I strain established its close relatedness with Klebsiella. Genomic analysis is under way to identify all members in END-49 involved in the biotransformation and the actual pathway leading to END-production. Conclusion Biotransformation is a very economic, efficient and environmentally friendly way of mass

  4. Effects of polychlorinated biphenyls and environmental biotransformation products on aquatic nitrification.

    OpenAIRE

    Sayler, G S; Shiaris, M. P.; Beck, W.; Held, S.

    1982-01-01

    The effects of polychlorinated biphenyls (PCBs) on nitrification were examined for pure cultures and natural reservoir samples. PCBs at concentrations greater than 10 microgram liter-1 inhibited nitrification, principally ammonium oxidation, in one of two natural reservoir environments. However, this inhibition could not be reproduced in pure high-cell-density cultures or in previously contaminated reservoir waters. A PCB environmental biotransformation product, p-chlorophenylglyoxylic acid, ...

  5. Vigna radiata as a New Source for Biotransformation of Hydroquinone to Arbutin

    Directory of Open Access Journals (Sweden)

    Zahra Tofighi, Mohsen Amini, Mahzad Shirzadi, Hamideh Mirhabibi, Negar Ghazi Saeedi, Narguess Yassa

    2016-06-01

    Full Text Available Background: The suspension culture of Vigna radiata was selected for biotransformation of hydroquinone to its β-D-glucoside form (arbutin as an important therapeutic and cosmetic compound. Methods: The biotransformation efficiency of a Vigna radiata cell culture in addition to different concentrations of hydroquinone (6-20 mg/100 ml was investigated after 24 hours in comparison to an Echinacea purpurea cell culture and attempts were made to increase the efficacy of the process by adding elicitors. Results: Arbutin was accumulated in cells and found in the media only in insignificant amounts. The arbutin content of the biomass extracts of V. radiata and E. purpurea was different, ranging from 0.78 to 1.89% and 2.00 to 3.55% of dry weight, respectively. V. radiata demonstrated a bioconversion efficiency of 55.82% after adding 8 mg/100 ml precursor, which was comparable with result of 69.53% for E. purpurea cells after adding 10 mg/100 ml hydroquinone (P>0.05. In both cultures, adding hydroquinone in two portions with a 24-hour interval increased the biotransformation efficiency. Different concentrations of methyl jasmonate (25, 50, and 100 µM and chitosan (50 and 100 µg/ml as elicitors increased the bio-efficiency percentage of the V. radiata culture in comparison with the flask containing only hydroquinone. Conclusion: This is the first report of the biotransformation possibility of V. radiata cultures. It was observed the bioconversion capacity increased by adding hydroquinone in two portions, which was comparable to adding an elicitor.

  6. Xenobiotic biotransformation in livestock: comparison to other species commonly used in toxicity testing.

    Science.gov (United States)

    Watkins, J B; Klaassen, C D

    1986-09-01

    Wildlife, domesticated animals and humans are exposed daily to myriad chemicals present in our environment. The risk posed by these chemicals to one species is often determined by extrapolation from data gathered from another species. Several extensive studies have examined the capability of the liver to biotransform xenobiotics in animals commonly used in toxicity testing and in livestock. The present paper is a compilation of these data into a single source to permit comprehensive examination of inter-species variation in rates of hepatic biotransformation. Several substrates were studied for each enzyme system, including cytochrome P-450-dependent monooxygenases, epoxide hydrolases, UDP-glucuronosyltransferases, N-acetyltransferases, glutathione S-transferases and sulfotransferases. The numerous differences in substrate specificity for an individual enzymatic pathway reflect the apparent multiplicity of these enzymes in all 11 species studied. Several hundred- to several thousand-fold differences between species in enzymatic activities for certain substrates under well-defined conditions emphasize the need for caution and the risk of error in extrapolation of xenobiotic metabolism from one species to another. In spite of these uncertainties, knowledge of the rate of biotransformation may help us predict the fate of new chemicals in various species.

  7. Structural Characterization of Silica Particles Extracted from Grass Stenotaphrum secundatum: Biotransformation via Annelids

    Directory of Open Access Journals (Sweden)

    A. Espíndola-Gonzalez

    2014-01-01

    Full Text Available This study shows the structural characterization of silica particles extracted from Stenotaphrum secundatum (St. Augustine grass using an annelid-based biotransformation process. This bioprocess starts when St. Augustine grass is turned into humus by vermicompost, and then goes through calcination and acid treatment to obtain silica particles. To determine the effect of the bioprocess, silica particles without biotransformation were extracted directly from the sample of grass. The characterization of the silica particles was performed using Infrared (FTIR and Raman spectroscopy, Transmission Electron Microscopy (TEM, X-ray Diffraction (XRD, Dynamic Light Scattering (DLS, and Energy Dispersion Spectroscopy (EDS. Both types of particles showed differences in morphology and size. The particles without biotransformation were essentially amorphous while those obtained via annelids showed specific crystalline phases. The biological relationship between the metabolisms of worms and microorganisms and the organic-mineral matter causes changes to the particles' properties. The results of this study are important because they will allow synthesis of silica in cheaper and more ecofriendly ways.

  8. Antifungal and Cytotoxic Assessment of Lapachol Derivatives Produced by Fungal Biotransformation.

    Science.gov (United States)

    Silva, Eliane O; Ruano-González, Antonio; dos Santos, Raquel A; Sánchez-Maestre, Rosario; Furtado, Niege A J C; Collado, Isidro G; Aleu, Josefina

    2016-01-01

    In the screening for biological active compounds, the biotransformation processes catalyzed by filamentous fungi are useful because they can provide information about the possible appearance of toxic metabolites after oral administration and also generate new leads. In this paper, biotransformation of lapachol (1) by three fungal strains, Mucor circinelloides NRRL3631, Botrytis cinerea UCA992 and Botrytis cinerea 2100, has been investigated for the first time. Lapachol (1) was biotransformed into avicequinone-A (2) by M circinelloides, 3'-hydroxylapachol (3) by B. cinerea, and into dehydro-α-lapachone (4) by both fungi. All these compounds were evaluated for their cytotoxic activities. The metabolite 2 displayed non-selective cytotoxicity against tumor and normal cell lines, 3 did not show cytotoxicity against the same cells, while 4 showed higher cytotoxicity against cancer cell lines than lapachol (1). The transformation of 1 into harmless and reactive metabolites evidences the importance of the evaluation of drug metabolism in the drug discovery process. Antifungal potential of lapachol (1) and its metabolites 2 and 4 against B. cinerea has also been evaluated. Dehydro-α-lapachone (4) has been shown to be less toxic to fungal growth than lapachol (1), which indicates a detoxification mechanism of the phytopathogen.

  9. Biotransformation and nitroglycerin-induced effects on antioxidative defense system in rat erythrocytes and reticulocytes.

    Science.gov (United States)

    Marković, Snežana D; Dorđević, Nataša Z; Curčić, Milena G; Stajn, Andraš S; Spasić, Mihajlo B

    2014-01-01

    The effects of nitroglycerin (glyceryl trinitrate - GTN) are mediated by liberated nitric oxide (NO) and formed reactive nitrogen species, which induces oxidative stress during biotransformation in red blood cells (RBCs). The aim of this study was to evaluate effects of GTN on antioxidative defense system (AOS) in rat erythrocytes (without) and reticulocytes (with functional mitochondria). Rat erythrocyte and reticulocyte-rich RBC suspensions were aerobically incubated (2 h, 37°C) without (control) or in the presence of different concentrations of GTN (0.1-1.5 mM). After incubation, concentrations of non-enzymatic components of AOS, activities of antioxidative enzymes and oxidative pentose phosphate (OPP) pathway activity were followed in RBC suspensions. In rat reticulocytes, GTN decreased the activity of mitochondrial MnSOD and increased the activity of CuZnSOD. In rat RBCs, GTN induced increase of Vit E concentration (at high doses), but decreased glutathione content and activities of all glutathione-dependent antioxidative enzymes; the OPP pathway activity significantly increased. GTN biotransformation and induction of oxidative stress were followed by general disbalance of antioxidative capacities in both kinds of RBCs. We suggest that oxidative stress, MnSOD inhibition and depletion of glutathione pool in response to GTN treatment lead to decreased bioavailability of NO after GTN biotransformation in rat reticulocytes.

  10. Optimization of biotransformation from phytosterol to androstenedione by a mutant Mycobacterium neoaurum ZJUVN-08

    Institute of Scientific and Technical Information of China (English)

    Xiao-yan ZHANG; Yong PENG; Zhong-rui SU; Qi-he CHEN; Hui RUAN; Guo-qing HE

    2013-01-01

    Biotransformation of phytosterol(PS)by a newly isolated mutant Mycobacterium neoaurum ZJUVN-08 to produce androstenedione has been investigated in this paper.The parameters of the biotransformation process were optimized using fractional factorial design and response surface methodology.Androstenedione was the sole product in the fermentation broth catalyzed by the mutant M.neoaurum ZJUVN-08 strain.Results showed that molar ratio of hydroxypropyl-β-cyclodextrin(HP-β-CD)to PS and substrate concentrations were the two most significant factors affecting androstenedione production.By analyzing the statistical model of three-dimensional surface plot,the optimal process conditions were observed at 0.1 g/L inducer,pH 7.0,molar ratio of HP-β-CD to PS 1.92:1,8.98 g/L PS,and at 120 h of incubation time.Under these conditions,the maximum androstenedione yield was 5.96 g/L and nearly the same with the non-optimized(5.99 g/L),while the maximum PS conversion rate was 94.69% which increased by 10.66% compared with the non-optimized(84.03%).The predicted optimum conditions from the mathematical model were in agreement with the verification experimental results.It is considered that response surface methodology was a powerful and efficient method to optimize the parameters of PS biotransformation process.

  11. Biotransformation and recovery of the isoflavones genistein and daidzein from industrial antibiotic fermentations.

    Science.gov (United States)

    Weber, J Mark; Reeves, Andrew R; Seshadri, Ramya; Cernota, William H; Gonzalez, Melissa C; Gray, Danielle L; Wesley, Roy K

    2013-07-01

    The objective of this study was to follow the metabolic fate of isoflavone glucosides from the soybean meal in a model industrial fermentation to determine if commercially useful isoflavones could be harvested as coproducts from the spent broth at the end of the fermentation. The isoflavone aglycones, genistein, and daidzein together make up 0.1-0.2 % of the soybean meal by weight but serve no known function in the manufacturing process. After feeding genistein to washed cells of the erythromycin-producing organism, Saccharopolyspora erythraea, the first biotransformation product (Gbp1) was determined by X-ray crystallography to be genistein-7-O-α-rhamnoside (rhamnosylgenistein). Subsequent feeding of rhamnosylgenistein to growing cells of Saccharopolyspora erythraea led to the production of a second biotransformation product, Gbp2. Chromatographic evidence suggested that Gbp2 accumulated in the spent broth of the erythromycin fermentation. When the spent broth was hydrolyzed with acid or industrial enzyme preparations, the isoflavone biotransformation products were returned back to their parental forms, genistein and daidzein, which were then recovered as coproducts. Desirable features of this method are that it does not require modification of the erythromycin manufacturing process or genetic engineering of the producing organism to be put into practice. A preliminary investigation of five additional antibiotic fermentations of industrial importance also found isoflavone coproduct potential. PMID:23604533

  12. Role of biotransformation, sorption and mineralization of (14)C-labelled sulfamethoxazole under different redox conditions.

    Science.gov (United States)

    Alvarino, T; Nastold, P; Suarez, S; Omil, F; Corvini, P F X; Bouju, H

    2016-01-15

    (14)C-sulfamethoxazole biotransformation, sorption and mineralization was studied with heterotrophic and autotrophic biomass under aerobic and anoxic conditions, as well as with anaerobic biomass. The (14)C-radiolabelled residues distribution in the solid, liquid and gas phases was closely monitored along a total incubation time of 190 h. Biotransformation was the main removal mechanism, mineralization and sorption remaining below 5% in all the cases, although the presence of a carbon source exerted a positive effect on the mineralization rate by the aerobic heterotrophic bacteria. In fact, an influence of the type of primary substrate and the redox potential was observed in all cases on the biotransformation and mineralization rates, since an enhancement of the removal rate was observed when an external carbon source was used as a primary substrate under aerobic conditions, while a negligible effect was observed under nitrifying conditions. In the liquid phases collected from all assays, up to three additional peaks corresponding to (14)C-radiolabelled residues were detected. The highest concentration was observed under anaerobic conditions, where two radioactive metabolites were detected representing each around 15% of the total applied radioactivity after 180 h incubation. One of the metabolites detected under anoxic and anaerobic conditions, is probably resulting from ring cleavage of the isoxazole ring. PMID:26546766

  13. Biotransformation of trans-1-chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd).

    Science.gov (United States)

    Schmidt, Tobias; Bertermann, Rüdiger; Rusch, George M; Tveit, Ann; Dekant, Wolfgang

    2013-05-01

    trans-1-Chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd) is a novel foam blowing and precision cleaning agent with a very low impact for global warming and ozone depletion. trans-HCFO-1233zd also has a low potential for toxicity in rodents and is negative in genotoxicity testing. The biotransformation of trans-HCFO-1233zd and kinetics of metabolite excretion with urine were assessed in vitro and in animals after inhalation exposures. For in vitro characterization, liver microsomes from rats, rabbits and humans were incubated with trans-HCFO-1233zd. Male Sprague Dawley rats and female New Zealand White rabbits were exposed to 2,000, 5,000 and 10,000ppm for 6h and urine was collected for 48h after the end of the exposure. Study specimens were analyzed for metabolites using (19)F NMR, LC-MS/MS and GC/MS. S-(3,3,3-trifluoro-trans-propenyl)-glutathione was identified as predominant metabolite of trans-HCFO-1233zd in all microsomal incubation experiments in the presence of glutathione. Products of the oxidative biotransformation of trans-HCFO-1233zd were only minor metabolites when glutathione was present. In rats, both 3,3,3-trifluorolactic acid and N-acetyl-(3,3,3-trifluoro-trans-propenyl)-l-cysteine were observed as major urinary metabolites. 3,3,3-Trifluorolactic acid was not detected in the urine of rabbits. Quantitation showed rapid excretion of both metabolites in both species (t1/2<6h) and the extent of biotransformation of trans-HCFO-1233zd was determined as approximately 0.01% of received dose in rabbits and approximately 0.002% in rats. trans-HCFO-1233zd undergoes both oxidative biotransformation and glutathione conjugation at very low rates. The low extent of biotransformation and the rapid excretion of metabolites formed are consistent with the very low potential for toxicity of trans-HCFO-1233zd in mammals. PMID:23428393

  14. Isoenzimas do CYP450 e biotransformação de drogas Biotransformation of drugs

    Directory of Open Access Journals (Sweden)

    Flávia Daniela Pussi

    2000-05-01

    Full Text Available A administração de uma droga em seres humanos, muitas vezes, gera uma resposta farmacológica inesperada, que pode ser determinada pela concentração plasmática anormal da mesma, podendo produzir, como conseqüência, vários efeitos indesejáveis. A avaliação deste fato revela que tais efeitos podem estar diretamente relacionados ao processo de biotransformação. A biotransformação de drogas envolve reações bioquímicas específicas, em que cada etapa conta com a participação de seqüências enzimáticas altamente ordenadas. A produção dessas enzimas, por sua vez, é determinada geneticamente através de processos de tradução e transcrição. Uma anormalidade nos genes codificadores da produção enzimática responsável pela biotransformação de drogas pode gerar alterações na resposta terapêutica. Além disso, inúmeras substâncias podem interferir no processo de biotransformação, através da inibição ou da indução de enzimas responsáveis pelo mesmo. O propósito deste trabalho é ressaltar a biotransformação como uma das principais etapas farmacocinéticas responsáveis pela atividade terapêutica das drogas e analisar os fatores genéticos que possam interferir neste processoDrug administration to human beings often generates an unexpected pharmacological response that may be determined by its abnormal plasmatic concentration and may consequently produce several undesirable effects. The analysis of this fact reveals that these effects are directly connected with the biotransformation process. Biotransformation of drugs generally involves specific biochemical reactions in each of whose stages highly ordered enzymatic sequences participate. The production of these enzymes in its turn is genetically determined through translation and transcription processes. An abnormality in the codifying genes of the enzyme production responsible for the biotransformation of drugs may generate alterations in the therapeutical

  15. The use of microsomal in vitro assay to study phase I biotransformation of chlorobornanes (Toxaphene) in marine mammals and birds. Possible consequences of biotransformation for bioaccumulation and genotoxicity.

    Science.gov (United States)

    Boon, J P; Sleiderink, H M; Helle, M S; Dekker, M; van Schanke, A; Roex, E; Hillebrand, M T; Klamer, H J; Govers, B; Pastor, D; Morse, D; Wester, P G; de Boer, J

    1998-11-01

    The factors determining the bioaccumulation of lipophilic compounds in wildlife are often poorly understood, partly because it is difficult to do in vivo experiments with animals such as marine mammals and birds. To evaluate the role of phase I biotransformation in the bioaccumulation process of chlorobornanes (toxaphene), this was studied in in vitro assays with hepatic microsomes of animals that could be sampled shortly after death. The capacity of microsomes to metabolise a technical toxaphene mixture decreased in the order Phoca vitulina (harbour seal) > Lagenorhynchus albirostris (whitebeaked dolphin) approximately equal to Diomedea immutabilis (Laysan albatross) > Physeter macrocephalus (sperm whale). Harbour seal microsomes metabolised the chlorobornane (CHB) congeners CHB-32 and CHB-62; whitebeaked dolphin and Laysan albatross microsomes only metabolised CHB-32. Metabolism of CHB-26 and CHB-50 was never observed. The negative chemical ionisation (NCI-) mass spectra of some of the hydroxylated metabolites were obtained. The number of peaks in the toxaphene residues of wildlife extracts decreased in the order of increasing in-vitro biotransformation capacity. Thus, the results of the in vitro assays and residue analysis were in accordance, although assays with microsomes of more individuals of the same species are required for a more general conclusion at the species level. Finally, the effect of in vitro biotransformation was evaluated in terms of the genotoxic potential using the Mutatox assay. Only technical toxaphene and CHB-32 were genotoxic in the direct assay, whereas the addition of rat S9 fraction or microsomes of harbour seal and albatross decreased the genotoxic response. Thus, organisms with a low ability to metabolise chlorobornanes, such as whales, may be most affected by the carcinogenic properties of toxaphene. A hypothetical reaction which fits the experimental results is discussed. Based on these results it is concluded that in vitro assays

  16. Quantitative structure activity relationships for the biotransformation and toxicity of halogenated benzene-derivatives. Implications for enzyme catalysis and reaction mechanisms.

    OpenAIRE

    Cnubben, N.H.P.

    1996-01-01

    Organisms are frequently exposed to low molecular weight xenobiotic compounds. An advanced enzymatic machinery modifies these compounds into more hydrophilic metabolites which are subsequently excreted from the body. This process of biotransformation aims to detoxify bodyforeign compounds. Ironically, reactive intermediates may also be formed during the biotransformation process and can interact with macromolecules or receptors, with possible toxicological consequences (bioactivation). Toxico...

  17. Uptake, accumulation, and biotransformation of metal oxide nanoparticles by a marine suspension-feeder

    International Nuclear Information System (INIS)

    Highlights: ► Suspension-feeding by mussels can greatly alter mobility and fate of metal oxide nanoparticles. ► Bioprocessing of metal oxide nanoparticles by mussels removes large fraction from water column. ► Mussels repackage metal oxide nanoparticles in highly concentrated pseudofeces. ► Novel biological pathway between major compartments in marine systems. ► Very different outcome for ZnO and CeO2 nanoparticles based on their solubility. - Abstract: A growing body of evidence indicates that some engineered nanoparticles (ENPs) are toxic to organisms that perform important ecosystem services in terrestrial and aquatic ecosystems. However, toxicity can be influenced by the biotransformation of contaminants, including ENPs, as it may alter the fate and transport of these substances. In turn, fate and transport can influence their bioavailability. To understand how biotransformation influences the fate and transport of ENPs in marine ecosystems, we exposed suspension-feeding mussels, Mytilus galloprovincialis, to two common nano-metal oxides, CeO2 and ZnO, over a range of concentrations from 1 mg L−1 to 10 mg L−1, in a laboratory experiment. Mussels exposed to 10 mg L−1 accumulated 62 μg g−1 of Ce and 880 μg g−1 of Zn on a dry tissue basis but rejected 21,000 μg g−1 for Ce and 63,000 μg g−1 for Zn in pseudofeces. Scanning electron microscope evidence indicates CeO2 remained as ENPs but ZnO did not after being rejected by the mussels. Mussels filtered most of the CeO2 from the aqueous media, while a significant fraction of Zn remained in solution. Differences in ENP solubility affect ENP uptake, excretion, and accumulation in mussels. Our study highlights the potential role of marine suspension feeders in biotransformation of ENPs.

  18. Embryonic turkey liver: activities of biotransformation enzymes and activation of DNA-reactive carcinogens

    Energy Technology Data Exchange (ETDEWEB)

    Perrone, Carmen E.; Duan, Jian Dong; Jeffrey, Alan M.; Williams, Gary M. [New York Medical College, Department of Pathology, Valhalla (United States); Ahr, Hans-Juergen; Schmidt, Ulrich [Bayer AG, Institute of Toxicology, Wuppertal (Germany); Enzmann, Harald H. [Federal Institute for Drugs and Medical Devices, Bonn (Germany)

    2004-10-01

    Avian embryos are a potential alternative model for chemical toxicity and carcinogenicity research. Because the toxic and carcinogenic effects of some chemicals depend on bioactivation, activities of biotransformation enzymes and formation of DNA adducts in embryonic turkey liver were examined. Biochemical analyses of 22-day in ovoturkey liver post-mitochondrial fractions revealed activities of the biotransformation enzymes 7-ethoxycoumarin de-ethylase (ECOD), 7-ethoxyresorufin de-ethylase (EROD), aldrin epoxidase (ALD), epoxide hydrolase (EH), glutathione S-transferase (GST), and UDP-glucuronyltransferase (GLUT). Following the administration of phenobarbital (24 mg/egg) on day 21, enzyme activities of ECOD, EROD, ALD, EH and GLUT, but not of GST, were increased by two-fold or higher levels by day 22. In contrast, acute administration of 3-methylcholanthrene (5 mg/egg) induced only ECOD and EROD activities. Bioactivation of structurally diverse pro-carcinogens was also examined using {sup 32}P-postlabeling for DNA adducts. In ovoexposure of turkey embryos on day 20 of gestation to 2-acetylaminofluorene (AAF), 4,4'-methylenebis(2-chloroaniline) (MOCA), benzo[a]pyrene (BaP), and 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) resulted in the formation of DNA adducts in livers collected by day 21. Some of the DNA adducts had {sup 32}P-postlabeling chromatographic migration patterns similar to DNA adducts found in livers from Fischer F344 rats exposed to the same pro-carcinogens. We conclude that 21-day embryonic turkey liver is capable of chemical biotransformation and activation of genotoxic carcinogens to form DNA adducts. Thus, turkey embryos could be utilized to investigate potential chemical toxicity and carcinogenicity. (orig.)

  19. Toxicity and biotransformation of uncoated and coated nickel hydroxide nanoparticles on mesquite plants.

    Science.gov (United States)

    Parsons, Jason G; Lopez, Martha L; Gonzalez, Christina M; Peralta-Videa, Jose R; Gardea-Torresdey, Jorge L

    2010-05-01

    Nanomaterials are of particular interest in environmental chemistry due to their unknown toxicity to living organisms. Reports indicate that nanoparticles (NPs) affect seed germination, but the uptake and biotransformation of metal nanoparticles is not well understood. The present study investigated the toxicity and biotransformation of Ni(OH)2 NPs by mesquite plants (Prosopis sp.). Three sets of plants were treated for four weeks with 0.01, 0.05, or 0.10 g of either uncoated or sodium citrate coated NPs before and after synthesis. Nickel concentrations in plants were determined by inductively coupled plasma-optical emission spectroscopy (ICP-OES) and the form and oxidation state of Ni was determined using X-ray absorption spectroscopy (XAS). Results showed that uncoated NPs had an average size of 8.7 nm, whereas coated NPs before and after synthesis had an average of 2.5 and 0.9 nm, respectively. The ICP-OES results showed that plants treated with 0.10 g of uncoated and coated NPs before and after synthesis had 803, 764, and 400 mg Ni kg dry weight, in the leaves, respectively. The XAS analyses showed Ni NPs in roots and shoots of plants treated with uncoated NPs, whereas leaves showed a Ni(II)-organic acid type complex. However, plants treated with coated NPs before or after synthesis showed Ni NPs only in roots and a Ni(II)-organic acid complex in shoots and leaves. Results also showed that none of the treatments reduced plant size or chlorophyll production. To the authors' knowledge, this is the first time that the biotransformation of nanoparticles by a plant system is reported.

  20. Biotransformations of Bile Acids with Bacteria from Cayambe Slaughterhouse (Ecuador): Synthesis of Bendigoles.

    Science.gov (United States)

    Costa, Stefania; Maldonado Rodriguez, Maria Elena; Rugiero, Irene; De Bastiani, Morena; Medici, Alessandro; Tamburini, Elena; Pedrini, Paola

    2016-08-01

    The biotransformations of cholic acid (1a), deoxycholic acid (1b), and hyodeoxycholic acid (1c) to bendigoles and other metabolites with bacteria isolated from the rural slaughterhouse of Cayambe (Pichincha Province, Ecuador) were reported. The more active strains were characterized, and belong to the genera Pseudomonas and Rhodococcus. Various biotransformation products were obtained depending on bacteria and substrates. Cholic acid (1a) afforded the 3-oxo and 3-oxo-4-ene derivatives 2a and 3a (45% and 45%, resp.) with P. mendocina ECS10, 3,12-dioxo-4-ene derivative 4a (60%) with Rh. erythropolis ECS25, and 9,10-secosteroid 6 (15%) with Rh. erythropolis ECS12. Bendigole F (5a) was obtained in 20% with P. fragi ECS22. Deoxycholic acid (1b) gave 3-oxo derivative 2b with P. prosekii ECS1 and Rh. erythropolis ECS25 (20% and 61%, resp.), while 3-oxo-4-ene derivative 3b was obtained with P. prosekii ECS1 and P. mendocina ECS10 (22% and 95%, resp.). Moreover, P. fragi ECS9 afforded bendigole A (8b; 80%). Finally, P. mendocina ECS10 biotransformed hyodeoxycholic acid (1c) to 3-oxo derivative 2c (50%) and Rh. erythropolis ECS12 to 6α-hydroxy-3-oxo-23,24-dinor-5β-cholan-22-oic acid (9c, 66%). Bendigole G (5c; 13%) with P. prosekii ECS1 and bendigole H (8c) with P. prosekii ECS1 and Rh. erythropolis ECS12 (20% and 16%, resp.) were obtained. PMID:27358241

  1. Biotransformation of aesculin by human gut bacteria and identification of its metabolites in rat urine

    Institute of Scientific and Technical Information of China (English)

    Wei-Jun Ding; Yun Deng; Hao Feng; Wei-Wei Liu; Rong Hu; Xiang Li; Zhe-Ming Gu; Xiao-Ping Dong

    2009-01-01

    AIM:To observe the biotransformation process of a Chinese compound, aesculin, by human gut bacteria, and to identify its metabolites in rat urine. METHODS:Representative human gut bacteria were collected from 20 healthy volunteers, and then utilized in vitro to biotransform aesculin under anaerobic conditions. At 0, 2, 4, 8, 12, 16, 24, 48 and 72 h postincubation, 10 mL of culture medium was collected. Metabolites of aesculin were extracted 3 × from rat urine with methanol and analyzed by HPLC. For in vivo metabolite analysis, aesculetin (100 mg/kg) was administered to rats via stomach gavage, rat urine was collected from 6 to 48 h post-administration, and metabolite analysis was performed by LC/ESI-MS and MS/MS in the positive and negative modes. RESULTS:Human gut bacteria could completely convert aesculin into aesculetin in vitro. The biotransformation process occurred from 8 to 24 h post-incubation, with its highest activity was seen from 8 to 12 h. The in vitro process was much slower than the in vivo process. In contrast to the in vitro model, six aesculetin metabolites were identified in rat urine, including 6-hydroxy-7-glucocoumarin (M1), 6-hydroxy-7-sulf-coumarin (M2), 6, 7-digluco- coumarin (M3), 6-glc-7-gluco-coumarin (M4), 6-O-methyl-7-gluco-coumarin (M5) and 6-O-methyl-7- sulf-coumarin (M6). Of which, M2 and M6 were novel metabolites. CONCLUSION:Aesculin can be transferred into aesculetin by human gut bacteria and is furth er modifiedby the host in vivo. The diverse metabolites of aesculin may explain its pleiotropic pharmaceutical effects.

  2. Lignin peroxidase mediated biotransformations useful in the biocatalytic production of vanillin

    OpenAIRE

    Have, ten, A.

    2000-01-01

    This research concentrates on lignin peroxidase (LiP) mediated biotrans-formations that are useful in producing vanillin.In order to obtain this extracellular enzyme, the white-rot fungus Bjerkandera sp. strain BOS55 was cultivated on nitrogen rich medium. This procedure resulted in a successful LiP production of 600 U/L. Peptone in the culture medium was shown to interfere with the standard LiP assay in which the formation of veratraldehyde (VAD) from veratryl alcohol (VA) is monitored. Remo...

  3. Esterases immobilized on aminosilane modified magnetic nanoparticles as a catalyst for biotransformation reactions.

    Science.gov (United States)

    Alex, Deepthy; Mathew, Abraham; Sukumaran, Rajeev K

    2014-09-01

    Magnetite nanoparticles were prepared by reacting ferrous and ferric salts in presence of aqueous ammonia. The magnetic nanoparticles (MNPs) were amino functionalized by treating with 3-aminopropyl triethoxy silane (APTES) and was coupled with glutaraldehyde. A novel solvent tolerant esterase from Pseudozyma sp. NII 08165 was immobilized on the MNPs through covalent bonding to the glutaraldehyde. The magnetite nanoparticles had a size range of 10-100 nm, confirmed by DLS. Lipases immobilized on MNPs were evaluated for biotransformation reactions including synthesis of ethyl acetate and transesterification of vegetable oil for producing biodiesel. The MNP immobilized esterase had prolonged shelf life and there was no loss in enzyme activity. PMID:24968816

  4. Effect of different carbon materials as electron shuttles in the anaerobic biotransformation of nitroanilines

    OpenAIRE

    Pereira, Luciana; Pereira, Raquel; Pereira, M. F. R.; Alves, M. Madalena

    2016-01-01

    Aromatic amines resulted from azo dyes biotransformation under anaerobic conditions are generally recalcitrant to further anaerobic degradation. The catalytic effect of carbon materials (CM) on the reduction of azo dyes is known and has been confirmed in this work by increasing 3-fold the biological reduction rate of Mordant Yellow 1 (MY1). The resulting m-nitroaniline (m-NoA) was further degraded to m-phenylenediamine (m-Phe) only in the presence of CM. The use of CM to degraded anaerobicall...

  5. Biotransformation of caffeine, cotinine, and nicotine in stream sediments: Implications for use as wastewater indicators

    Science.gov (United States)

    Bradley, P.M.; Barber, L.B.; Kolpin, D.W.; McMahon, P.B.; Chapelle, F.H.

    2007-01-01

    Microbially catalyzed cleavage of the imadazole ring of caffeine was observed in stream sediments collected upstream and downstream of municipal wastewater treatment plants (WWTP) in three geographically separate stream systems. Microbial demethylation of the N-methyl component of cotinine and its metabolic precursor, nicotine, also was observed in these sediments. These findings indicate that stream sediment microorganisms are able to substantially alter the chemical structure and thus the analytical signatures of these candidate waste indicator compounds. The potential for in situ biotransformation must be considered if these compounds are employed as markers to identify the sources and track the fate of wastewater compounds in surface-water systems.

  6. Intestinal Transport and Biotransformation of Resibufogenin and Cinobufagin in Chan Su via HPLC/APCI-MS~n

    Institute of Scientific and Technical Information of China (English)

    2011-01-01

    In vitro models of human colon carcinoma cell line(Caco-2 cell monolayer) and human intestinal bacteria were used to investigate the intestinal transport and biotransformation of resibufogenin and cinobufagin in Chan Su by HPLC/APCI-MSn. The experimental results of Caco-2 cell monolayer demonstrate that the apparent permeability coefficients(Papp) of resibufogenin and cinobufagin are higher than 10-6 cm/s, which indicates that both resibufogenin and cinobufagin have a good absorption in the small intestine. And the biotransformation result of human intestinal bacteria shows that resibufogenin has been transformed to 3-epiresibufogenin and cinobufagin has been transformed to 3-epicinobufagin, deacetylcinobufagin and 3-epideacetycinobufagin, respectively.

  7. Biotransformação de limoneno: uma revisão das principais rotas metabólicas Biotransformation of limonene: a review of the main metabolic pathways

    Directory of Open Access Journals (Sweden)

    Mário Roberto Maróstica Júnior

    2007-04-01

    Full Text Available There is considerable progress in the study of the biotransformation of limonene. Extensive research on the biotransformation of limonene has resulted in the elucidation of new metabolic pathways. Natural flavors can be produced via biotransformation, satisfying consumer demand for natural products. This review presents some elements concerning the biotransformation of limonene with emphasis on the metabolic pathways. Some comments are also made on problems related to biocatalysis as well as on the application of some compounds originating from the biotransformation of the inexpensive limonene.

  8. Biotransformation of 4-Hydroxybenzen Derivatives by Hairy Root Cultures of Polygonum multiflorum Thunb.

    Institute of Scientific and Technical Information of China (English)

    Chun-Yan Yan; Rong-Min Yu; Zhang Zhang; Ling-Yi Kong

    2007-01-01

    The biotransformation of four 4-hydroxybenzen derivatives (1,4-benzenediol (compound 1), 4-hydroxybenzaldehyde (compound 2), 4-hydroxybenzyl alcohol (compound 3) and 4-hydroxybenzoic acid (compound 4)) by the hairy root cultures of Polygonum multiflorum Thunb. as a new biocatalyst was investigated. It was found that the substrates were transformed to their corresponding glucosides, 4-hydroxyphenyl β-D-glucopyranoside (arbutin, compound 1a), 4-hydroxymethylphenyl β-D-glucopyranoside (gastrodin, compounds 2a, 3a) and 4-carboxyphenyl α-Dglucopyranoside (compound 4a), respectively. In the meantime, the hairy roots of P. multlflorum were able to stereoselectively and regioselectively glucosylate phenolic hydroxyl groups of compounds 1-4, but the cultures could not glucosylate the aldehyde group of compound 2 or the benzylic hydroxyl group of compound 3, and no glucosyl esterification of carboxyl groups of compound 4 was detected. On the other hand, the result also showed that the hairy roots of P. multiflorum were able to reduce the 4-hydroxybenzaldehyde to its corresponding alcohol.This is the first report that substrate 4 has been converted into its α-D-glucopyranoside by a plant biotransformation system.

  9. Lipases and whole cell biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid and its ester.

    Science.gov (United States)

    Majewska, Paulina; Serafin, Monika; Klimek-Ochab, Magdalena; Brzezińska-Rodak, Małgorzata; Żymańczyk-Duda, Ewa

    2016-06-01

    A wide spectrum of commercially available lipases and microbial whole cells catalysts were tested for biotransformations of 2-hydroxy-2-(ethoxyphenylphosphinyl)acetic acid 1 and its butyryl ester. The best results were achieved for biocatalytic hydrolysis of ester: 2-butyryloxy-2-(ethoxyphenylphosphinyl)acetic acid 2 performed by lipase from Candida cylindracea, what gave optically active products with 85% enantiomeric excess, 50% conversion degree and enantioselectivity 32.9 for one pair of enantiomers. Also enzymatic systems of Penicillium minioluteum and Fusarium oxysporum were able to hydrolyze tested compound with high enantiomeric excess (68-93% ee), enantioselectivity (44 for one pair of enantiomers) and conversion degree about 50-55%. Enzymatic acylation of hydroxyphosphinate was successful in case when porcine pancreas lipase was used. After 4days of biotransformation the conversion reaches 45% but the enantiomeric enrichment of the isomers mixture do not exceed 43%. Obtained chiral compounds are valuable derivatizing agents for spectroscopic (NMR) evaluation of enantiomeric excess for particular compounds (e.g. amino acids). PMID:26989983

  10. Comparative Oral Bioavailability, Toxicokinetics, and Biotransformation of Enniatin B1 and Enniatin B in Broiler Chickens.

    Science.gov (United States)

    Fraeyman, Sophie; Devreese, Mathias; Antonissen, Gunther; De Baere, Siegrid; Rychlik, Michael; Croubels, Siska

    2016-09-28

    A toxicokinetic study of the Fusarium mycotoxins enniatin B1 (ENN B1) and enniatin B (ENN B) was performed in broiler chickens. Each animal received ENN B1 or B orally via an intracrop bolus and intravenously at a dose of 0.2 mg/kg body weight. Both enniatins were poorly absorbed after oral administration, with absolute oral bioavailabilities of 0.05 and 0.11 for ENNs B1 and B, respectively. Both enniatins were readily distributed to the tissues, with mean volumes of distribution of 25.09 and 33.91 L/kg for ENNs B1 and B, respectively. The mean total body clearance was rather high, namely, 6.63 and 7.10 L/h/kg for ENNs B1 and B, respectively. Finally, an UHPLC-HRMS targeted approach was used to investigate the phase I and II biotransformations of both mycotoxins. Oxygenation was the major phase I biotransformation pathway for both ENNs B1 and B. Neither glucuronide nor sulfate phase II metabolites were detected. PMID:27632250

  11. Biotransformation of sclareolide by filamentous fungi: cytotoxic evaluations of the derivatives

    Energy Technology Data Exchange (ETDEWEB)

    Cano, Arturo [Universidad Nacional Autonoma de Mexico, D.F. (Mexico). Facultad de Estudios Superiores Zaragoza; Ramirez-Apan, Maria Teresa; Delgado, Guillermo, E-mail: delgado@unam.m [Universidad Nacional Autonoma de Mexico, D.F. (Mexico)

    2011-07-01

    Sclareolide (1) was incubated with eight different species of filamentous fungi conventionally used for bio-oxidations. Compound 1 was metabolized with Aspergillus niger in medium A to yield 3-ketosclareolide (2) and 3b-hydroxysclareolide (4), while in medium B (containing major number of nutrients with respect to medium A), compounds 2, 4, 3{alpha},6{beta}-dihydroxysclareolide (16), 1-ketosclareolide (17), 3-keto-15-hydroxysclareolide (18) and 3{beta},15-dihydroxysclareolide (19) were obtained. The biotransformation products 16-19 were found to be new substances. Fermentation of 1 with Cunninghamella blackesleeana using medium A afforded 2 and 4, while using medium B yielded 2, 4, 16 and 17. Compounds 2, 4 and 17 were also obtained with Curvularia lunata. Biotransformation of 1 with Beauveria bassiana yielded 4 in satisfactory yield, with Rhizopus oligosporus and Mucor miehei afforded 2 and 4, while with R. nigricans and Fusarium moliniforme yielded 2, 4 and 16. Cytotoxic evaluation of 1 and the obtained products against selected human cancer cell lines (U251, PC-3, K562, HCT-15, MCF-7 and SKUL-1) indicated that 16 (3{alpha},6{beta}-dihydroxysclareolide) displayed moderate cytotoxic (IC{sub 50} < 100 {mu}M) against U251, PC-3, HCT-15 and MCF-7. (author)

  12. Antimicrobial Activity of Hydroxylactone obtained by Biotransformation of Bromo- and Iodolactone with Gem-Dimethylcyclohexane Ring

    Energy Technology Data Exchange (ETDEWEB)

    Grabarczyk, Malgorzata; Maczka, Wanda; Winska, Katarzyna; Aniol, Miroslaw, E-mail: magrab@onet.pl [Department of Chemistry, Wroclaw University of Environmental and Life Sciences, Wroclaw (Poland); Zarowska, Barbara [Department of Biotechnology and Food Microbiology, Wroclaw University of Environmental and Life Sciences, Wroclaw (Poland)

    2013-12-01

    Two bicyclic lactones with gem-dimethylcyclohexane rings ({delta}-bromo-{gamma}-lactone and {delta}-iodo-{gamma}-lactone) were used as substrates for biotransformation by whole cells of several fungal strains (five cepas Fusarium, Nigrospora oryzae, Syncephalastrum racemosum, Stemphylium botryosum, Cunninghamella japonica and Acremonium sp). Some of the selected microorganisms (mainly Fusarium strains) transformed these lactones by hydrolytic dehalogenation into cis-(-)-2-hydroxy-4,4-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one. The conversion of the substrate was equal or close to 100%, showing that this method allows for the complete removal of the halogen atom from the molecule, replacing it by a hydroxy group. The structures of all substrates and products were established on the basis of their spectral data. Hydroxylactone obtained as http://jbcs.sbq.org.br/audiencia{sub p}df.asp?aid2=3794&nomeArquivo=v24n12a05.pdf a result of biotransformation was examined for its biological activity against bacteria, yeasts and fungi. This compound inhibits the growth of some tested microorganisms. (author)

  13. Fate of cocaine drug biomarkers in sewer system: the role of suspended solids in biotransformation and sorption

    DEFF Research Database (Denmark)

    Ramin, Pedram; Brock, Andreas Libonati; Polesel, Fabio;

    on the fate of illicit drugs in sewer systems. This study aims at assessing the role of suspended solids on the biotransformation and sorption in raw sewage of eight illicit drug biomarkers (cocaine, heroin, methadone, mephedrone, ketamine, methamphetamine, MDMA and THC and their urinary metabolites...

  14. A biotransformation process for the production of cucurbitacin B from its glycoside using a selected Streptomyces sp.

    Science.gov (United States)

    Mei, Jianfeng; Li, Sha; Jin, Hang; Tang, Lan; Yi, Yu; Wang, Hong; Ying, Guoqing

    2016-09-01

    Cucurbitacin B (CuB) and its glycoside, cucurbitacin B 2-o-β-D-glucoside (CuBg), abundantly occur in the pedicels of Cucumis melo. Compared with CuB, CuBg is not efficiently extracted from the pedicels. Furthermore, the anticancer activity of CuBg is lower than that of the aglycone. A process for CuBg biotransformation to CuB was developed for the first time. A strain of Streptomyces species that converts CuBg into CuB was isolated from an enrichment culture of C. melo pedicels. After optimization of conditions for enzyme production and biotransformation, a maximum conversion rate of 92.6 % was obtained at a CuBg concentration of 0.25 g/L. When biotransformation was performed on C. melo pedicel extracts, the CuB concentration in the extracts increased from 1.50 to 3.27 g/L. The conversion rate was almost 100 %. The developed process may be an effective biotransformation method for industrial production CuB from C. melo pedicels for pharmaceuticals.

  15. Draft Genome Sequence of Lysinibacillus fusiformis Strain SW-B9, a Novel Strain for Biotransformation of Isoeugenol to Vanillin

    OpenAIRE

    Zhao, Liqing; Bao, Guanhui; Geng, Beibei; Song, Jiangning; Li, Yin

    2015-01-01

    Lysinibacillus fusiformis SW-B9 was the first reported strain in L. fusiformis showing effective biotransformation of isoeugenol to vanillin. Here, we report the annotated genome of strain SW-B9, which has special pathways for producing vanillin. The genome will provide a genetic basis for better understanding the physiology of this species.

  16. Ethambutol-mediated cell wall modification in recombinant Corynebacterium glutamicum increases the biotransformation rates of cyclohexanone derivatives.

    Science.gov (United States)

    Yun, Ji-Yeong; Lee, Jung-Eun; Yang, Kyung-Mi; Cho, Suekyung; Kim, Arim; Kwon, Yong-Uk; Kwon, Yong-Euk; Park, Jin-Byung

    2012-01-01

    The effects of structural modification of cell wall on the biotransformation capability by recombinant Corynebacterium glutamicum cells, expressing the chnB gene encoding cyclohexanone monooxygenase of Acinetobacter calcoaceticus NCIMB 9871, were investigated. Baeyer-Villiger oxygenation of 2-(2'-acetoxyethyl) cyclohexanone (MW 170 Da) into R-7-(2'-acetoxyethyl)-2-oxepanone was used as a model reaction. The whole-cell biotransformation followed Michaelis-Menten kinetics. The V (max) and K (S) values were estimated as 96.8 U g(-1) of dry cells and 0.98 mM, respectively. The V (max) was comparable with that of cyclohexanone oxygenation, whereas the K (S) was almost eightfold higher. The K (S) value of 2-(2'-acetoxyethyl) cyclohexanone oxygenation was reduced by ca. 30% via altering the cell envelop structure of C. glutamicum with ethambutol, which inhibits arabinosyl transferases involved in the biosynthesis of cell wall arabinogalactan and mycolate layers. The higher whole-cell biotransformation rate was also observed in the oxygenation of ethyl 2-cyclohexanone acetate upon ethambutol treatment of the recombinant C. glutamicum. Therefore, it was assumed that the biotransformation efficiency of C. glutamicum-based biocatalysts, with respect to medium- to large-sized lipophilic organic substrates (MW > ca. 170), can be enhanced by engineering their cell wall outer layers, which are known to function as a formidable barrier to lipophilic molecules.

  17. Combined effect of genetic polymorphisms in phase I and II biotransformation enzymes on head and neck cancer risk

    NARCIS (Netherlands)

    Lacko, M.; Voogd, A.C.; Roelofs, H.M.J.; Morsche, R.H.M. te; Ophuis, M.B.; Peters, W.H.M.; Manni, J.J.

    2013-01-01

    BACKGROUND: Combinations of genetic polymorphisms in biotransformation enzymes might modify the individual risk for head and neck cancer. METHODS: Blood from 432 patients with head and neck cancer and 437 controls was investigated for genetic polymorphisms in 9 different phase I and II biotransforma

  18. Biotransformation of ethanol to ethyl glucuronide in a rat model after a single high oral dosage.

    Science.gov (United States)

    Wright, Trista H; Ferslew, Kenneth E

    2012-03-01

    Ethyl glucuronide (EtG) is a minor ethanol metabolite that confirms the absorption and metabolism of ethanol after oral or dermal exposure. Human data suggest that maximum blood EtG (BEtG) concentrations are reached between 3.5 and 5.5h after ethanol administration. This study was undertaken to determine if the Sprague-Dawley (SD) rat biotransforms ethanol to EtG after a single high oral dose of ethanol. SD rats (male, n=6) were gavaged with a single ethanol dose (4 g/kg), and urine was collected for 3 h in metabolic cages, followed by euthanization and collection of heart blood. Blood and urine were analyzed for ethanol and EtG by gas chromatography and enzyme immunoassay. Blood and urine ethanol concentrations were 195±23 and 218±19 mg/dL, whereas BEtG and urine EtG (UEtG) concentrations were 1,363±98 ng equivalents/mL and 210±0.29 mg equivalents/dL (X ± standard error of the mean [S.E.M.]). Sixty-six male SD rats were gavaged ethanol (4 g/kg) and placed in metabolic cages to determine the extent and duration of ethanol to EtG biotransformation and urinary excretion. Blood and urine were collected up to 24 h after administration for ethanol and EtG analysis. Maximum blood ethanol, urine ethanol, and UEtG were reached within 4 h, whereas maximum BEtG was reached 6 h after administration. Maximum concentrations were blood ethanol, 213±20 mg/dL; urine ethanol, 308±34 mg/dL; BEtG, 2,683±145 ng equivalents/mL; UEtG, 1.2±0.06 mg equivalents/mL (X±S.E.M.). Areas under the concentration-time curve were blood ethanol, 1,578 h*mg/dL; urine ethanol, 3,096 h*mg/dL; BEtG, 18,284 h*ng equivalents/mL; and UEtG, 850 h*mg equivalents/dL. Blood ethanol and BEtG levels were reduced to below limits of detection (LODs) within 12 and 18 h after ethanol administration. Urine ethanols were below LOD at 18 h, but UEtG was still detectable at 24h after administration. Our data prove that the SD rat biotransforms ethanol to EtG and excretes both in the urine and suggest that it

  19. Evaluation of Predicted and Observed Data on Biotransformation of Twenty-Nine Trace Organic Chemicals

    KAUST Repository

    Bertolini, Maria

    2011-07-01

    Trace organic chemicals present in household products, pesticides, pharmaceuticals and personal care products may have adverse ecotoxicological effects once they are released to the environment. These chemicals are usually transported with the sewage to wastewater treatment facilities, where they might be attenuated depending on the degree of treatment applied prior to discharge to receiving streams. This study evaluates the removal performance of 29 trace organic compounds during two different activated sludge treatment systems. Predominant attenuation processes such as biotransformation and sorption for the target compounds were identified. Biotransformation rate constants determined in this study were used to assess removal of compounds from other treatment plants with similar operational conditions, using data gathered from the literature. The commercial software Catalogic was applied to predict environmental fate of chemicals. The software program consisted of four models able to simulate molecular transformations and to generate degradation trees. In order to assess the accuracy of this program in predicting biotransformation, one biodegradation model is used to contrast predicted degradation pathway with metabolic pathways reported in the literature. The predicted outcome was correct for more than 40 percent of the 29 targeted substances, while 38 percent of the chemicals exhibited some degree of lower agreement between predicted and observed pathways. Percent removal data determined for the two treatment facilities was compared with transformation probability output from Catalogic. About 80 percent of the 29 compounds exhibited a good correlation between probability of transformation of the parent compound and percent removal data from the two treatment plants (R2 = 0.82 and 0.9). Based upon findings for 29 trace organic chemicals regarding removal during activated sludge treatment, attacked fragments present in their structures, predicted data from

  20. Uptake, accumulation, and biotransformation of metal oxide nanoparticles by a marine suspension-feeder

    Energy Technology Data Exchange (ETDEWEB)

    Montes, Milka O. [University of California Center for Environmental Implications of Nanotechnology, Bren School of Environmental Science and Management, University of California, Santa Barbara, CA 93106 (United States); University of Texas of the Permian Basin, 4901 E. University, Odessa, TX 79762 (United States); Hanna, Shannon K.; Lenihan, Hunter S. [University of California Center for Environmental Implications of Nanotechnology, Bren School of Environmental Science and Management, University of California, Santa Barbara, CA 93106 (United States); Keller, Arturo A., E-mail: keller@bren.ucsb.edu [University of California Center for Environmental Implications of Nanotechnology, Bren School of Environmental Science and Management, University of California, Santa Barbara, CA 93106 (United States)

    2012-07-30

    Highlights: Black-Right-Pointing-Pointer Suspension-feeding by mussels can greatly alter mobility and fate of metal oxide nanoparticles. Black-Right-Pointing-Pointer Bioprocessing of metal oxide nanoparticles by mussels removes large fraction from water column. Black-Right-Pointing-Pointer Mussels repackage metal oxide nanoparticles in highly concentrated pseudofeces. Black-Right-Pointing-Pointer Novel biological pathway between major compartments in marine systems. Black-Right-Pointing-Pointer Very different outcome for ZnO and CeO{sub 2} nanoparticles based on their solubility. - Abstract: A growing body of evidence indicates that some engineered nanoparticles (ENPs) are toxic to organisms that perform important ecosystem services in terrestrial and aquatic ecosystems. However, toxicity can be influenced by the biotransformation of contaminants, including ENPs, as it may alter the fate and transport of these substances. In turn, fate and transport can influence their bioavailability. To understand how biotransformation influences the fate and transport of ENPs in marine ecosystems, we exposed suspension-feeding mussels, Mytilus galloprovincialis, to two common nano-metal oxides, CeO{sub 2} and ZnO, over a range of concentrations from 1 mg L{sup -1} to 10 mg L{sup -1}, in a laboratory experiment. Mussels exposed to 10 mg L{sup -1} accumulated 62 {mu}g g{sup -1} of Ce and 880 {mu}g g{sup -1} of Zn on a dry tissue basis but rejected 21,000 {mu}g g{sup -1} for Ce and 63,000 {mu}g g{sup -1} for Zn in pseudofeces. Scanning electron microscope evidence indicates CeO{sub 2} remained as ENPs but ZnO did not after being rejected by the mussels. Mussels filtered most of the CeO{sub 2} from the aqueous media, while a significant fraction of Zn remained in solution. Differences in ENP solubility affect ENP uptake, excretion, and accumulation in mussels. Our study highlights the potential role of marine suspension feeders in biotransformation of ENPs.

  1. Biotransformation of Indole to 3-Methylindole by Lysinibacillus xylanilyticus Strain MA

    Directory of Open Access Journals (Sweden)

    Pankaj Kumar Arora

    2015-01-01

    Full Text Available An indole-biotransforming strain MA was identified as Lysinibacillus xylanilyticus on the basis of the 16S rRNA gene sequencing. It transforms indole completely from the broth culture in the presence of an additional carbon source (i.e., sodium succinate. Gas-chromatography-mass spectrometry identified indole-3-acetamide, indole-3-acetic acid, and 3-methylindole as transformation products. Tryptophan-2-monooxygenase activity was detected in the crude extracts of indole-induced cells of strain MA, which confirms the formation of indole-3-acetamide from tryptophan in the degradation pathway of indole. On the basis of identified metabolites and enzyme assay, we have proposed a new transformation pathway for indole degradation. Indole was first transformed to indole-3-acetamide via tryptophan. Indole-3-acetamide was then transformed to indole-3-acetic acid that was decarboxylated to 3-methylindole. This is the first report of a 3-methylindole synthesis via the degradation pathway of indole.

  2. Biotransformation of the polycyclic aromatic hydrocarbon pyrene in the marine polychaete Nereis virens

    DEFF Research Database (Denmark)

    Jørgensen, Anne; Glessing, Anders M B; Rasmussen, Lene Juel;

    2005-01-01

    In vivo and in vitro biotransformation of the polycyclic aromatic hydrocarbon (PAH) pyrene was investigated in the marine polychaete Nereis virens. Assays were designed to characterize phase I and II enzymes isolated from gut tissue. High-pressure liquid chromatography measurement of 1......-hydroxypyrene, pyrene-1-glucuronide, pyrene-1-sulfate, and pyrene-1-glucoside appeared to be a sensitive method for estimating the activity of pyrene hydroxylase, glucuronosyl transferase, and sulfotransferase. Total pyrene in gut tissue after a 5-d exposure to 10 microg/g dry weight pyrene constituted 65....... Apparent kinetic parameters for pyrene hydroxylase activity were changed after induction with pyrene. Induced worms showed increased Vmax(a)) and decreased Km(a) compared to noninduced worms, indicating that the relative amount of the cytochrome P450 enzyme(s) responsible for pyrene hydroxylation...

  3. Arsenic biotransformation and release by bacteria indigenous to arsenic contaminated groundwater.

    Science.gov (United States)

    Paul, Dhiraj; Kazy, Sufia K; Banerjee, Tirtha Das; Gupta, Ashok K; Pal, Taraknath; Sar, Pinaki

    2015-01-01

    Arsenic (As) biotransformation and release by indigenous bacteria from As rich groundwater was investigated. Metabolic landscape of 173 bacterial isolates indicated broad catabolic repertoire including abundance of As(5+) reductase activity and abilities in utilizing wide ranges of organic and inorganic respiratory substrates. Abundance of As homeostasis genes and utilization of hydrocarbon as carbon/electron donor and As(5+) as electron acceptor were noted within the isolates. Sediment microcosm study (for 300 days) showed a pivotal role of metal reducing facultative anaerobic bacteria in toxic As(3+) release in aqueous phase. Inhabitant bacteria catalyze As transformation and facilitate its release through a cascade of reactions including mineral bioweathering and As(5+) and/or Fe(3+) reduction activities. Compared to anaerobic incubation with As(5+) reducing strains, oxic state and/or incubation with As(3+) oxidizing bacteria resulted in reduced As release, thus indicating a strong role of such condition or biocatalytic mechanism in controlling in situ As contamination. PMID:25782634

  4. Isolation and screening of microorganisms for R-(+)-limonene and (-)-beta-pinene biotransformation.

    Science.gov (United States)

    Rottava, Ieda; Cortina, Priscila F; Grando, Camila E; Colla, André R S; Martello, Eduarda; Cansian, Rogério L; Toniazzo, Geciane; Treichel, Helen; Antunes, Octávio A C; Oestreicher, Enrique G; de Oliveira, Débora

    2010-10-01

    This work is focused on the biotransformation of R-(+)-limonene and (-)-beta-pinene to bioflavor production. To carry out the present study, 405 microorganisms were tested for their ability to bioconvert the substrates. From the isolated microorganisms, 193 were selected in the prescreening using mineral medium for limonene degradation. At the screening step, eight strains were able to convert R-(+)-limonene and 15 to transform (-)-beta-pinene, both in alpha-terpineol. The highest concentration in alpha-terpineol from R-(+)-limonene was about 3,450 mg/L for Penicillium sp. isolated from eucalyptus steam. From (-)-beta-pinene, the highest product concentration of 675.5 mg/L was achieved using an Aspergillus sp. strain isolated from orange tree stem.

  5. Sequential fungal fermentation-biotransformation process to produce a red pigment from sclerotiorin.

    Science.gov (United States)

    Corrêia Gomes, Dhionne; Takahashi, Jacqueline Aparecida

    2016-11-01

    The fungus Penicillium sclerotiorum produces sclerotiorin, an orange compound closely related to the useful food coloring pigments produced by Monascus species. The high productivity, together with several biological activities reported for sclerotiorin highlights its potential application in food industry. In this work, sclerotiorin was obtained as the major metabolite produced in liquid fermentation by P. sclerotiorum standing for 30% of the fungal dry extract. Modulation of sclerotiorin color was accomplished by biotransformation using Beauveria bassiana generating a red derivative with 13.8% yield. Color modification was caused by fungal-mediated substitution of oxygen by nitrogen in the pyrone ring changing the molecule's chromophore. A derivative, 1-methyl sclerotiorin was synthesized from sclerotiorin using diazomethane and fed to B. bassiana. In this case, substituent at C-1 avoided heteroatom substitution. Sclerotiorin derivatives obtained in the present show the great potential of sclerotiorin derivatives as food colorants. PMID:27211658

  6. Arsenic Biotransformation as a Cancer Promoting Factor by Inducing DNA Damage and Disruption of Repair Mechanisms

    Directory of Open Access Journals (Sweden)

    Victor D. Martinez

    2011-01-01

    Full Text Available Chronic exposure to arsenic in drinking water poses a major global health concern. Populations exposed to high concentrations of arsenic-contaminated drinking water suffer serious health consequences, including alarming cancer incidence and death rates. Arsenic is biotransformed through sequential addition of methyl groups, acquired from s-adenosylmethionine (SAM. Metabolism of arsenic generates a variety of genotoxic and cytotoxic species, damaging DNA directly and indirectly, through the generation of reactive oxidative species and induction of DNA adducts, strand breaks and cross links, and inhibition of the DNA repair process itself. Since SAM is the methyl group donor used by DNA methyltransferases to maintain normal epigenetic patterns in all human cells, arsenic is also postulated to affect maintenance of normal DNA methylation patterns, chromatin structure, and genomic stability. The biological processes underlying the cancer promoting factors of arsenic metabolism, related to DNA damage and repair, will be discussed here.

  7. Generation of thiols by biotransformation of cysteine-aldehyde conjugates with baker's yeast.

    Science.gov (United States)

    Huynh-Ba, Tuong; Matthey-Doret, Walter; Fay, Laurent B; Bel Rhlid, Rachid

    2003-06-01

    Baker's yeast was shown to catalyze the transformation of cysteine-furfural conjugate into 2-furfurylthiol. The biotransformation's yield and kinetics were influenced by the reaction parameters such as pH, incubation mode (aerobic and anaerobic), and substrate concentration. 2-Furfurylthiol was obtained in an optimal 37% yield when cysteine-furfural conjugate at a 20 mM concentration was anaerobically incubated with whole cell baker's yeast at pH 8.0 and 30 degrees C. Similarly to 2-furfurylthiol, 5-methyl-2-furfurylthiol (11%), benzylthiol (8%), 2-thiophenemethanethiol (22%), 3-methyl-2-thiophenemethanethiol (3%), and 2-pyrrolemethanethiol (6%) were obtained from the corresponding cysteine-aldehyde conjugates by incubation with baker's yeast. This work indicates the versatile bioconversion capacity of baker's yeast for the generation of thiols from cysteine-aldehyde conjugates. Thanks to its food-grade character, baker's yeast provides a biochemical tool to produce thiols, which can be used as flavorings in foods and beverages.

  8. Biotransformation of nitro-polycyclic aromatic compounds by vegetable and fruit cell extracts

    Institute of Scientific and Technical Information of China (English)

    Bo XIE; Jun YANG; Qing YANG

    2012-01-01

    Extracts from various vegetables and fruits were investigated for their abilities to reduce nitro-polycyclic aromatic hydrocarbons (NPAHs).The extracts from grape and onion exhibited an interesting selectivity,yielding corresponding hydroxylamines or amines as major products under mild conditions of 30 ℃ and pH 7.0.Grape extracts reduced the 4-nitro-1,8-naphthalic anhydride with the highest conversion rate (>99%) and the highest ratio of hydroxylamine to amine (95:5).In contrast,the onion extracts reduced 4-nitro-1,8-naphthalic anhydride with a conversion rate of 94% and a ratio of hydroxylamine to amine of 8:92.The thiol-reducing agent,β-mercaptoethanol,and metal cations,Ca2+ and Mg2+,greatly increased the reductive efficiency.This work provides an alternative strategy for biotransformation of nitro-polycyclic compounds.

  9. Substrates and enzyme activities related to biotransformation of resveratrol from phenylalanine by Alternaria sp. MG1.

    Science.gov (United States)

    Zhang, Jinhua; Shi, Junling; Liu, Yanlin

    2013-12-01

    To identify the substrates and enzymes related to resveratrol biosynthesis in Alternaria sp. MG1, different substrates were used to produce resveratrol, and their influence on resveratrol production was analyzed using high performance liquid chromatography (HPLC). Formation of resveratrol and related intermediates was identified using mass spectrum. During the biotransformation, activities of related enzymes, including phenylalanine ammonia-lyase (PAL), trans-cinnamate 4-hydroxylase (C4H), and 4-coumarate-CoA ligase (4CL), were analyzed and tracked. The reaction system contained 100 mL 0.2 mol/L phosphate buffer (pH 6.5), 120 g/L Alternaria sp. MG1 cells, 0.1 g/L MgSO₄, and 0.2 g/L CaSO₄ and different substrates according to the experimental design. The biotransformation was carried out for 21 h at 28 °C and 120 rpm. Resveratrol formation was identified when phenylalanine, tyrosine, cinnamic acid, and p-coumaric acid were separately used as the only substrate. Accumulation of cinnamic acid, p-coumaric acid, and resveratrol and the activities of PAL, C4H, and 4CL were identified and changed in different trends during transformation with phenylalanine as the only substrate. The addition of carbohydrates and the increase of phenylalanine concentration promoted resveratrol production and yielded the highest value (4.57 μg/L) when 2 g/L glucose, 1 g/L cyclodextrin, and phenylalanine (4.7 mmol/L) were used simultaneously.

  10. The biotransformation of brewer's spent grain into biogas by anaerobic microbial communities.

    Science.gov (United States)

    Malakhova, Dina V; Egorova, Maria A; Prokudina, Ljuba I; Netrusov, Alexander I; Tsavkelova, Elena A

    2015-12-01

    The present study reports on the biotransformation of the brewer's spent grain (BSG) in co-digestion with Jerusalem artichoke (JA, Helianthus tuberosus L.) phytomass by thermophilic (+55 °C) and mesophilic (+30 °C) anaerobic methanogenic communities. BSG is a by-product of the beer-brewing process generated in large amounts, in which utilization provokes a negative effect on the environment. In this study, we will show an effective conversion of BSG into biogas by selected microbial communities, obtained from different sources (animal manure and previously isolated microbial consortia). The stimulation of methanogenesis was reached by the co-digestion of JA's phytomass (stem and leaves). The optimized conditions for microbial stable cultivation included the use of nutrient medium, containing yeast extract and trace element solution. The optimal BSG concentration in biogas production was 50 and 100 g L(-1). Under thermophilic conditions, the maximum total methane production reached 64%, and it comprised around 6-8 and 9-11 of L CH4 per 100 g of fermented BSG without and with co-digested JA, respectively, when the fresh inoculum was added. Although, after a year of re-cultivation, the values reduced to around 6-7, and 6-10 L CH4/100 g BSG, correspondingly, the selected microbial communities showed effective biotransformation of BSG. The supplementation of soil with the residual fermented BSG (10%, w/w) resulted in the promotion of lettuce (Lepidium sativum L.) growth. The results obtained demonstrate a potential for complete BSG utilization via biogas production and application as a soil additive. PMID:26399858

  11. Arbutin production via biotransformation of hydroquinone in in vitro cultures of Aronia melanocarpa (Michx.) Elliott.

    Science.gov (United States)

    Kwiecień, Inga; Szopa, Agnieszka; Madej, Kornelia; Ekiert, Halina

    2013-01-01

    Arbutin (hydroquinone β-D-glucoside) is a compound of plant origin possessing valuable therapeutic (urinary tract disinfection) and cosmetic (skin whitening) properties, which can be obtained from in vitro cultures of plants belonging to different taxa via biotransformation of exogenously supplemented hydroquinone. Agitating cultures of Aronia melanocarpa were maintained on the Murashige and Skoog medium containing growth regulators: the cytokinin - BAP (6-benzylaminopurine), 2 mg/l and the auxin NAA (α-naphthaleneacetic acid), 2 mg/l. The biomass was cultured for 2 weeks and then hydroquinone was supplemented at the following doses: 96, 144, 192, 288 and 384 mg/l either undivided or divided into two or three portions added at 24-hour intervals. The content of the reaction product - arbutin, was determined using an HPLC method in methanolic extracts from biomass and lyophilized medium samples collected 24 hours after the addition of the last precursor dose. The total amounts of arbutin were very diverse, from 2.71 to 8.27 g/100g d.w. The production of arbutin rose with increasing hydroquinone concentration. The maximum content of the product was observed after hydroquinone addition at 384 mg/l divided into two portions. Biotransformation efficiency also varied widely, ranging from 37.04% do 73.80%. The identity of the product - arbutin, after its isolation and purification was confirmed by spectral analysis ((1)H-NMR spectrum). The maximum amount of arbutin obtained was higher than that required by the latest 9(th) Edition of the Polish Pharmacopoeia and by the newest 8th Edithion of European Pharmacopoeia for Uvae ursi folium (7.0 g/100g d.w.), and is interesting from practical point of view.

  12. The biotransformation of brewer's spent grain into biogas by anaerobic microbial communities.

    Science.gov (United States)

    Malakhova, Dina V; Egorova, Maria A; Prokudina, Ljuba I; Netrusov, Alexander I; Tsavkelova, Elena A

    2015-12-01

    The present study reports on the biotransformation of the brewer's spent grain (BSG) in co-digestion with Jerusalem artichoke (JA, Helianthus tuberosus L.) phytomass by thermophilic (+55 °C) and mesophilic (+30 °C) anaerobic methanogenic communities. BSG is a by-product of the beer-brewing process generated in large amounts, in which utilization provokes a negative effect on the environment. In this study, we will show an effective conversion of BSG into biogas by selected microbial communities, obtained from different sources (animal manure and previously isolated microbial consortia). The stimulation of methanogenesis was reached by the co-digestion of JA's phytomass (stem and leaves). The optimized conditions for microbial stable cultivation included the use of nutrient medium, containing yeast extract and trace element solution. The optimal BSG concentration in biogas production was 50 and 100 g L(-1). Under thermophilic conditions, the maximum total methane production reached 64%, and it comprised around 6-8 and 9-11 of L CH4 per 100 g of fermented BSG without and with co-digested JA, respectively, when the fresh inoculum was added. Although, after a year of re-cultivation, the values reduced to around 6-7, and 6-10 L CH4/100 g BSG, correspondingly, the selected microbial communities showed effective biotransformation of BSG. The supplementation of soil with the residual fermented BSG (10%, w/w) resulted in the promotion of lettuce (Lepidium sativum L.) growth. The results obtained demonstrate a potential for complete BSG utilization via biogas production and application as a soil additive.

  13. Evaluation of hepatic biotransformation of polybrominated diphenyl ethers in the polar bear (Ursus maritimus).

    Science.gov (United States)

    Krieger, Lisa K; Szeitz, András; Bandiera, Stelvio M

    2016-03-01

    Polar bears are at the top of the Arctic marine food chain and are subject to exposure and bioaccumulation of environmental chemicals of concern such as polybrominated diphenyl ethers (PBDEs), which were widely used as flame retardants. The aim of the present study was to evaluate the in vitro oxidative metabolism of 2,2',4,4'-tetrabrominated diphenyl ether (BDE-47) and 2,2',4,4',5-pentabrominated diphenyl ether (BDE-99) by polar bear liver microsomes. The identification and quantification of the hydroxy-brominated diphenyl ethers formed were assessed using an ultra-high performance liquid chromatography-tandem mass spectrometry-based method. Incubation of BDE-47 with archived individual liver microsomes, prepared from fifteen polar bears from northern Canada, produced a total of eleven hydroxylated metabolites, eight of which were identified using authentic standards. The major metabolites were 4'-hydroxy-2,2',4,5'-tetrabromodiphenyl ether and 5'-hydroxy-2,2',4,4'-tetrabromodiphenyl ether. Incubation of BDE-99 with polar bear liver microsomes produced a total of eleven hydroxylated metabolites, seven of which were identified using authentic standards. The major metabolites were 2,4,5-tribromophenol and 4-hydroxy-2,2',3,4',5-pentabromodiphenyl ether. Among the CYP specific antibodies tested, anti-rat CYP2B was found to be the most active in inhibiting the formation of hydroxylated metabolites of both BDE-47 and BDE-99, indicating that CYP2B was the major CYP enzyme involved in the oxidative biotransformation of these two congeners. Our study shows that polar bears are capable of forming multiple hydroxylated metabolites of BDE-47 and BDE-99 in vitro and demonstrates the role of CYP2B in the biotransformation and possibly in the toxicity of BDE-47 and BDE-99 in polar bears. PMID:26745384

  14. Production of drugs by microbial biosynthesis and biotransformation. Possibilities, limits and future developments (1st communication).

    Science.gov (United States)

    Kieslich, K

    1986-04-01

    Before the advent of alchemy the therapeutic aids for man and animals consisted exclusively of using natural products in many different forms. Chemical syntheses have been used for little more than 100 years as a means of obtaining drugs. The discovery of penicillin and the first industrial production of this compound in 1941/42 opened the door to a third way for the preparation of drugs by exploitation of the manifold biosynthetic capabilities of microorganisms to produce antibiotics or more recently other pharmacologically active substances. The selective use of individual enzymatic transformation stages with microorganisms in chemical production pathways in particular by biotransformations of steroids in 1950 expanded the field of biotechnological production of pharmaceuticals. The increasing knowledge in the regulation of the biosynthesis of primary and secondary metabolites, the growing experience in the use of microorganisms as biocatalysts and source of valuable enzymes and the development of new economical technical procedures raised the number and volume of drugs prepared by microbial biosynthesis and biotransformation. The modern method of the genetic engineering supported by the chemical DNA-synthesis enabled the preparation of important proteohormones and physiologically active peptides in microorganisms. Finally, the development of monoclonal antibodies, although at present still formed in mammalian cells, will lead to new ways of therapy in future. A review is given on the present state of biotechnological productions of antibiotics, vitamins, steroids, alkaloids, amino acids and pharmaceutical enzymes combined with new developments in the preparation of blood factors, enzyme inhibitors, hormones and physiologically active peptides and the possible future use of monoclonal antibodies.

  15. Quantitative structure activity relationships for the biotransformation and toxicity of halogenated benzene-derivatives. Implications for enzyme catalysis and reaction mechanisms.

    NARCIS (Netherlands)

    Cnubben, N.H.P.

    1996-01-01

    Organisms are frequently exposed to low molecular weight xenobiotic compounds. An advanced enzymatic machinery modifies these compounds into more hydrophilic metabolites which are subsequently excreted from the body. This process of biotransformation aims to detoxify bodyforeign compounds. Ironicall

  16. Microsomal biotransformation of chlorpyrifos, parathion and fenthion in rainbow trout (Oncorhynchus mykiss) and coho salmon (Oncorhynchus kisutch): mechanistic insights into interspecific differences in toxicity

    OpenAIRE

    Lavado, Ramon; Schlenk, Daniel

    2010-01-01

    Rainbow trout often serve as a surrogate species evaluating xenobiotic toxicity in cold-water species including other salmonids of the same genus, which are listed as threatened or endangered. Biotransformation tends to show species-specific patterns that influence susceptibility to xenobiotic toxicity, particularly organophoshpate insecticides (OPs). To evaluate the contribution of biotransformation in the mechanism of toxicity of three organophosphate (phosphorothionate) insecticides, chlor...

  17. Reductive biotransformation of Fe in shale limestone saprolite containing Fe(III) oxides and Fe(II)/Fe(III) phyllosilicates

    Science.gov (United States)

    Kukkadapu, Ravi K.; Zachara, John M.; Fredrickson, James K.; McKinley, James P.; Kennedy, David W.; Smith, Steven C.; Dong, Hailiang

    2006-07-01

    A influenced by AQDS. Biogenic Fe(II) resulting from phyllosilicate Fe(III) reduction remained in a layer-silicate environment that displayed enhanced solubility in weak acid. The mineralogic nature of the goethite biotransformation product was not determined. Chemical and cryogenic Mössbauer measurements, however, indicated that the transformation product was not siderite, green rust, magnetite, Fe(OH) 2, or Fe(II) adsorbed on phyllosilicate or bacterial surfaces. Several lines of evidence suggested that biogenic Fe(II) existed as surface associated phase on the residual goethite, and/or as a Fe(II)-Al coprecipitate. Sediment aggregation and mineral physical and/or chemical factors were demonstrated to play a major role on the nature and location of the biotransformation reaction and its products.

  18. Crosses between monokaryons of Pleurotus sapidus or Pleurotus florida show an improved biotransformation of (+)-valencene to (+)-nootkatone.

    Science.gov (United States)

    Omarini, Alejandra B; Plagemann, Ina; Schimanski, Silke; Krings, Ulrich; Berger, Ralf G

    2014-11-01

    Several hundred monokaryotic and new dikaryotic strains derived thereof were established from (+)-valencene tolerant Pleurotus species. When grouped according to their growth rate on agar plates and compared to the parental of Pleurotus sapidus 69, the slowly growing monokaryons converted (+)-valencene more efficiently to the grapefruit flavour compound (+)-nootkatone. The fast growing monokaryons and the slow×slow and the fast×fast dikaryotic crosses showed similar or inferior yields. Some slow×fast dikaryons, however, exceeded the biotransformation capability of the parental dikaryon significantly. The activity of the responsible enzyme, lipoxygenase, showed a weak correlation with the yields of (+)-nootkatone indicating that the determination of enzyme activity using the primary substrate linoleic acid may be misleading in predicting the biotransformation efficiency. This exploratory study indicated that a classical genetics approach resulted in altered and partly improved terpene transformation capability (plus 60%) and lipoxygenase activity of the strains. PMID:25189516

  19. Use of Resting Cells of Native Screened Rhodotorula sp. CW03 in Biotransformation of Caffeine to Theophylline and Paraxanthine

    Directory of Open Access Journals (Sweden)

    M. Ashengroph

    2015-07-01

    Full Text Available Introduction & Objective: In recent years, microorganisms have been applied as biocatalysts for making pharmaceutically natural products. Microbial biotransformation of caffeine suggests a dual approach for biodegradation of toxic caffeine from polluted environments and a method for the production of medically and pharmaceutically valuable dimethylxanthines. The present work describes the identification of native yeasts capable of biotransformation of caffeine into theophylline and paraxanthine. Materials & Methods: In this experimental study fourteen yeast strains which were able to de-grade caffeine isolated based on their morphology were selected as biocatalysts for biotrans-formation of caffeine as a low-cost substrate to high value added dimethylxanthines such as theophylline and theobromine. The selected strains were characterized based on phenotypic and genetic tests. Screening was performed by Thin Layer Chromatography (TLC and High Performance Liquid Chromatography (HPLC analyses. Results: The results obtained using TLC and HPLC analyses suggest formation of two main metabolites of theophylline and paraxanthine from biotransformation of caffeine under resting cells of Rhodotorula sp. CW03 (GenBank accession number KF414531. The results showed that under resting cell conditions a maximum concentration of theophylline 380 mg/l (molar yield of 16.4% and paraxanthine 880 mg/l (molar yield of 37.9% were obtained after 72 h and 120 h of conversion time, respectively. Conclusion: In the current investigation, done for the first time in Iran, we describe the isola-tion and identification of yeast strains with caffeine degradation ability which can be proposed as safe and cost-effective biocatalysts in production of value added dimethylxanthines from caffeine as a low-cost substrate.(Sci J Hamadan Univ Med Sci 2015; 22 (2: 83-92

  20. Phenanthrene and nitrite effects on juvenile sea bass, Dicentrarchus labrax, using hepatic biotransformation enzymes, biliary fluorescence, and micronuclei as biomarkers

    Digital Repository Service at National Institute of Oceanography (India)

    Reis-Henriques, M.A.; Ferreira, M.; Coimbra, A.M.; DeSilva, C.; Shailaja, M.S.

    las branquias y mediante la ingestión de sedimentos o alimentos contaminados. El fenantreno (PHE), un PAH con tres anillos, considerado uno de los PAHs prioritarios para la Agencia de Protección Ambiental de los Estados Unidos, se Phenanthrene... and nitrite effects on juvenile sea bass, Dicentrarchus labrax, using hepatic biotransformation enzymes, biliary fluorescence, and micronuclei as biomarkers Efectos del fenantreno y el nitrito en juveniles del róbalo, Dicentrarchus labrax, mediante el uso de...

  1. Involvement of acyl coenzyme A oxidase isozymes in biotransformation of methyl ricinoleate into gamma-decalactone by Yarrowia lipolytica.

    Science.gov (United States)

    Waché, Y; Laroche, C; Bergmark, K; Møller-Andersen, C; Aguedo, M; Le Dall, M T; Wang, H; Nicaud, J M; Belin, J M

    2000-03-01

    We reported previously on the function of acyl coenzyme A (acyl-CoA) oxidase isozymes in the yeast Yarrowia lipolytica by investigating strains disrupted in one or several acyl-CoA oxidase-encoding genes (POX1 through POX5) (H. Wang et al., J. Bacteriol. 181:5140-5148, 1999). Here, these mutants were studied for lactone production. Monodisrupted strains produced similar levels of lactone as the wild-type strain (50 mg/liter) except for Deltapox3, which produced 220 mg of gamma-decalactone per liter after 24 h. The Deltapox2 Deltapox3 double-disrupted strain, although slightly affected in growth, produced about 150 mg of lactone per liter, indicating that Aox2p was not essential for the biotransformation. The Deltapox2 Deltapox3 Deltapox5 triple-disrupted strain produced and consumed lactone very slowly. On the contrary, the Deltapox2 Deltapox3 Deltapox4 Deltapox5 multidisrupted strain did not grow or biotransform methyl ricinoleate into gamma-decalactone, demonstrating that Aox4p is essential for the biotransformation. PMID:10698800

  2. HPLC analysis of midodrine and desglymidodrine in culture medium: evaluation of static and shaken conditions on the biotransformation by fungi.

    Science.gov (United States)

    Barth, Thiago; Aleu, Josefina; Pupo, Mônica Tallarico; Bonato, Pierina Sueli; Collado, Isidro G

    2013-01-01

    A high-performance liquid chromatography (HPLC) method is presented for the simultaneous determination of midodrine and desglymidodrine (DMAE) in Czapek-Dox culture medium, to be used in biotransformation studies by fungi. The HPLC analysis was conducted using a Lichrospher 100 RP18 column, acetonitrile-40 mmol/L formic acid solution (60:40, v/v) as mobile phase, and ultraviolet detection at 290 nm. The sample preparation was conducted by liquid-liquid extraction using ethyl acetate as extractor solvent. The method was linear over the concentration range of 0.4-40.0 µg/mL for midodrine (r ≥ 0.9997) and DMAE (r ≥ 0.9998). Within-day and between-day precision and accuracy were evaluated by relative standard deviations (≤ 8.2%) and relative errors (-7.3 to 7.4%), respectively. The validated method was used to assess midodrine biotransformation by the fungi Papulaspora immersa Hotson SS13, Botrytis cinerea UCA 992 and Botrytis cinerea 2100 under static and shaken conditions. Under shaken conditions, the biotransformation of midodrine to DMAE was more efficient for all studied fungi, especially for the fungus Botrytis cinerea 2100, which converted 42.2% of midodrine to DMAE.

  3. In vitro and in vivo biotransformation of WMS-1410, a potent GluN2B selective NMDA receptor antagonist.

    Science.gov (United States)

    Falck, Evamaria; Begrow, Frank; Verspohl, Eugen J; Wünsch, Bernhard

    2014-06-01

    Structural modification of the GluN2B selective NMDA receptor antagonist ifenprodil led to the 3-benzazepine WMS-1410 with similar GluN2B affinity but higher receptor selectivity. Herein the in vitro and in vivo biotransformation of WMS-1410 is reported. Incubation of WMS-1410 with rat liver microsomes and different cofactors resulted in four hydroxylated phase I metabolites, two phase II metabolites and five combined phase I/II metabolites. With exception of catechol 4, these metabolites were also identified in the urine of a rat treated with WMS-1410. However the metabolites 7, 8 and 12 clearly show that the catechol metabolite 4 was also formed in vivo. As shown for ifenprodil the phenol of WMS-1410 represents the metabolically most reactive structural element. The biotransformation of WMS-1410 is considerably slower than the biotransformation of ifenprodil indicating a higher metabolic stability. From the viewpoint of metabolic stability the bioisosteric replacement of the phenol of WMS-1410 by a metabolically more stable moiety should be favourable.

  4. Effects of emerging contaminants on neurotransmission and biotransformation in marine organisms - An in vitro approach.

    Science.gov (United States)

    Luis, Luis G; Barreto, Ângela; Trindade, Tito; Soares, Amadeu M V M; Oliveira, Miguel

    2016-05-15

    The effects of gold (ionic form and nanoparticles - AuNPs) and pharmaceuticals (carbamazepine and fluoxetine) on enzymes involved in neurotransmission (acetylcholinesterase - AChE) and biotransformation (glutathione S-transferases - GST) were assessed by their incubation with Mytilus galloprovincialis' hemolymph and subcellular fraction of gills, respectively. AuNPs did not alter enzymatic activities unlike ionic gold that inhibited AChE and GST activities at 2.5 and 0.42mg·L(-1), respectively. Carbamazepine inhibited AChE activity at 500mg·L(-1) and fluoxetine at 1000mg·L(-1). GST was inhibited by carbamazepine at 250mg·L(-1) and by fluoxetine at 125mg·L(-1). Increased AChE activity was found in simultaneous exposures to fluoxetine and bovine serum albumin coated AuNPs (BSA-AuNPs). Concerning GST, in the simultaneous exposures, AuNPs revealed protective effects against carbamazepine (citrate and polyvinylpyrrolidone coated) and fluoxetine (citrate and BSA coated) induced inhibition. However, BSA-AuNPs increased the inhibition caused by carbamazepine. AuNPs demonstrated ability to interfere with other chemicals toxicity justifying further studies. PMID:26988391

  5. Biotransformation and improved enzymatic extraction of chlorogenic acid from coffee pulp by filamentous fungi.

    Science.gov (United States)

    Torres-Mancera, María Teresa; Baqueiro-Peña, Itzamná; Figueroa-Montero, Arturo; Rodríguez-Serrano, Gabriela; González-Zamora, Eduardo; Favela-Torres, Ernesto; Saucedo-Castañeda, Gerardo

    2013-01-01

    The highest enzymatic extraction of covalent linked chlorogenic (36.1%) and caffeic (CA) (33%) acids from coffee pulp (CP) was achieved by solid-state fermentation with a mixture of three enzymatic extracts produced by Aspergillus tamarii, Rhizomucor pusillus, and Trametes sp. Enzyme extracts were produced in a practical inexpensive way. Synergistic effects on the extraction yield were observed when more than one enzyme extract was used. In addition, biotransformation of chlorogenic acid (ChA) by Aspergillus niger C23308 was studied. Equimolar transformation of ChA into CA and quinic acids (QA) was observed during the first 36 h in submerged culture. Subsequently, after 36 h, equimolar transformation of CA into protocatechuic acid was observed; this pathway is being reported for the first time for A. niger. QA was used as a carbon source by A. niger C23308. This study presents the potential of using CP to produce enzymes and compounds such as ChA with biological activities.

  6. Biotransformation of eugenol via protocatechuic acid by thermophilic Geobacillus sp. AY 946034 strain.

    Science.gov (United States)

    Giedraityte, Gražina; Kalėdienė, Lilija

    2014-04-01

    The metabolic pathway of eugenol degradation by thermophilic Geobacillus sp. AY 946034 strain was analyzed based on the lack of data about eugenol degradation by thermophiles. TLC, GC-MS, and biotransformation with resting cells showed that eugenol was oxidized through coniferyl alcohol, and ferulic and vanillic acids to protocatechuic acid before the aromatic ring was cleaved. The cell-free extract of Geobacillus sp. AY 946034 strain grown on eugenol showed a high activity of eugenol hydroxylase, feruloyl-CoA synthetase, vanillate-O-demethylase, and protocatechuate 3,4-dioxygenase. The key enzyme, protocatechuate 3,4- dioxygenase, which plays a crucial role in the degradation of various aromatic compounds, was purified 135-fold to homogeneity with a 34% overall recovery from Geobacillus sp. AY 946034. The relative molecular mass of the native enzyme was about 450 ± 10 kDa and was composed of the non-identical subunits. The pH and temperature optima for enzyme activity were 8 and 60°C, respectively. The half-life of protocatechuate 3,4-dioxygenase at the optimum temperature was 50 min.

  7. Statistical media and process optimization for biotransformation of rice bran to vanillin using Pediococcus acidilactici.

    Science.gov (United States)

    Kaur, Baljinder; Chakraborty, Debkumar

    2013-11-01

    An isolate of P. acidilactici capable of producing vanillin from rice bran was isolated from a milk product. Response Surface Methodology was employed for statistical media and process optimization for production of biovanillin. Statistical medium optimization was done in two steps involving Placket Burman Design and Central Composite Response Designs. The RSM optimized vanillin production medium consisted of 15% (w/v) rice bran, 0.5% (w/v) peptone, 0.1% (w/v) ammonium nitrate, 0.005% (w/v) ferulic acid, 0.005% (w/v) magnesium sulphate, and 0.1% (v/v) tween-80, pH 5.6, at a temperature of 37 degrees C under shaking conditions at 180 rpm. 1.269 g/L vanillin was obtained within 24 h of incubation in optimized culture medium. This is the first report indicating such a high vanillin yield obtained during biotransformation of ferulic acid to vanillin using a Pediococcal isolate. PMID:24416928

  8. Biotransformation of Trichoderma spp. and their tolerance to aromatic amines, a major class of pollutants.

    Science.gov (United States)

    Cocaign, Angélique; Bui, Linh-Chi; Silar, Philippe; Chan Ho Tong, Laetitia; Busi, Florent; Lamouri, Aazdine; Mougin, Christian; Rodrigues-Lima, Fernando; Dupret, Jean-Marie; Dairou, Julien

    2013-08-01

    Trichoderma spp. are cosmopolitan soil fungi that are highly resistant to many toxic compounds. Here, we show that Trichoderma virens and T. reesei are tolerant to aromatic amines (AA), a major class of pollutants including the highly toxic pesticide residue 3,4-dichloroaniline (3,4-DCA). In a previous study, we provided proof-of-concept remediation experiments in which another soil fungus, Podospora anserina, detoxifies 3,4-DCA through its arylamine N-acetyltransferase (NAT), a xenobiotic-metabolizing enzyme that enables acetyl coenzyme A-dependent detoxification of AA. To assess whether the N-acetylation pathway enables AA tolerance in Trichoderma spp., we cloned and characterized NATs from T. virens and T. reesei. We characterized recombinant enzymes by determining their catalytic efficiencies toward several toxic AA. Through a complementary approach, we also demonstrate that both Trichoderma species efficiently metabolize 3,4-DCA. Finally, we provide evidence that NAT-independent transformation is solely (in T. virens) or mainly (in T. reesei) responsible for the observed removal of 3,4-DCA. We conclude that T. virens and, to a lesser extent, T. reesei likely utilize another, unidentified, metabolic pathway for the detoxification of AA aside from acetylation. This is the first molecular and functional characterization of AA biotransformation in Trichoderma spp. Given the potential of Trichoderma for cleanup of contaminated soils, these results reveal new possibilities in the fungal remediation of AA-contaminated soil.

  9. Biotransformation and improved enzymatic extraction of chlorogenic acid from coffee pulp by filamentous fungi.

    Science.gov (United States)

    Torres-Mancera, María Teresa; Baqueiro-Peña, Itzamná; Figueroa-Montero, Arturo; Rodríguez-Serrano, Gabriela; González-Zamora, Eduardo; Favela-Torres, Ernesto; Saucedo-Castañeda, Gerardo

    2013-01-01

    The highest enzymatic extraction of covalent linked chlorogenic (36.1%) and caffeic (CA) (33%) acids from coffee pulp (CP) was achieved by solid-state fermentation with a mixture of three enzymatic extracts produced by Aspergillus tamarii, Rhizomucor pusillus, and Trametes sp. Enzyme extracts were produced in a practical inexpensive way. Synergistic effects on the extraction yield were observed when more than one enzyme extract was used. In addition, biotransformation of chlorogenic acid (ChA) by Aspergillus niger C23308 was studied. Equimolar transformation of ChA into CA and quinic acids (QA) was observed during the first 36 h in submerged culture. Subsequently, after 36 h, equimolar transformation of CA into protocatechuic acid was observed; this pathway is being reported for the first time for A. niger. QA was used as a carbon source by A. niger C23308. This study presents the potential of using CP to produce enzymes and compounds such as ChA with biological activities. PMID:23341203

  10. Biotransformation of petroleum hydrocarbons and microbial communities in seawater with oil dispersions and copepod feces.

    Science.gov (United States)

    Størdal, Ingvild Fladvad; Olsen, Anders Johny; Jenssen, Bjørn Munro; Netzer, Roman; Altin, Dag; Brakstad, Odd Gunnar

    2015-12-30

    To determine biotransformation of components in crude oil dispersions in the presence of feces from marine copepods, dispersed oil was incubated alone, with the addition of clean or oil-containing feces. We hypothesized that the feces would contribute with nutrients to bacteria, and higher concentrations of oil-degrading bacteria, respectively. Presence of clean feces resulted in higher degradation of aromatic oil compounds, but lower degradation of n-alkanes. Presence of oil-containing feces resulted in higher degradation of n-alkanes. The effect of clean feces on aromatic compounds are suggested to be due to higher concentrations of nutrients in the seawater where aromatic degradation takes place, while the lower degradation of n-alkanes are suggested to be due to a preference by bacteria for feces over these compounds. Large aggregates were observed in oil dispersions with clean feces, which may cause sedimentation of un-weathered lipophilic oil compounds towards the seafloor if formed during oil spills. PMID:26494249

  11. Statistical media and process optimization for biotransformation of rice bran to vanillin using Pediococcus acidilactici.

    Science.gov (United States)

    Kaur, Baljinder; Chakraborty, Debkumar

    2013-11-01

    An isolate of P. acidilactici capable of producing vanillin from rice bran was isolated from a milk product. Response Surface Methodology was employed for statistical media and process optimization for production of biovanillin. Statistical medium optimization was done in two steps involving Placket Burman Design and Central Composite Response Designs. The RSM optimized vanillin production medium consisted of 15% (w/v) rice bran, 0.5% (w/v) peptone, 0.1% (w/v) ammonium nitrate, 0.005% (w/v) ferulic acid, 0.005% (w/v) magnesium sulphate, and 0.1% (v/v) tween-80, pH 5.6, at a temperature of 37 degrees C under shaking conditions at 180 rpm. 1.269 g/L vanillin was obtained within 24 h of incubation in optimized culture medium. This is the first report indicating such a high vanillin yield obtained during biotransformation of ferulic acid to vanillin using a Pediococcal isolate.

  12. Expanding the chemical space for natural products by Aspergillus-Streptomyces co-cultivation and biotransformation.

    Science.gov (United States)

    Wu, Changsheng; Zacchetti, Boris; Ram, Arthur F J; van Wezel, Gilles P; Claessen, Dennis; Hae Choi, Young

    2015-01-01

    Actinomycetes and filamentous fungi produce a wide range of bioactive compounds, with applications as antimicrobials, anticancer agents or agrochemicals. Their genomes contain a far larger number of gene clusters for natural products than originally anticipated, and novel approaches are required to exploit this potential reservoir of new drugs. Here, we show that co-cultivation of the filamentous model microbes Streptomyces coelicolor and Aspergillus niger has a major impact on their secondary metabolism. NMR-based metabolomics combined with multivariate data analysis revealed several compounds that correlated specifically to co-cultures, including the cyclic dipeptide cyclo(Phe-Phe) and 2-hydroxyphenylacetic acid, both of which were produced by A. niger in response to S. coelicolor. Furthermore, biotransformation studies with o-coumaric acid and caffeic acid resulted in the production of the novel compounds (E)-2-(3-hydroxyprop-1-en-1-yl)-phenol and (2E,4E)-3-(2-carboxy-1-hydroxyethyl)-2,4-hexadienedioxic acid, respectively. This highlights the utility of microbial co-cultivation combined with NMR-based metabolomics as an efficient pipeline for the discovery of novel natural products. PMID:26040782

  13. In situ BTEX biotransformation under enhanced nitrate- and sulfate-reducing conditions

    Energy Technology Data Exchange (ETDEWEB)

    Reinhard, M.; Shang, S.; Kitanidis, P.K.; Orwin, E.; Hopkins, G.D. [Stanford Univ., CA (United States); LeBron, C.A. [Naval Facilities Engineering Service Center, Port Hueneme, CA (United States)

    1997-01-01

    In situ anaerobic biotransformation of BTEX (benzene, toluene, ethylbenzene, o-xylene, and m-xylene) was investigated under enhanced nitrate- and sulfate-reducing conditions. Controlled amounts of BTEX compounds added to slugs of treated groundwater were released into a gasoline-contaminated aquifer at Seal Beach, CA. In a series of studies, the slugs, 470-1700 L in volume, were released into the aquifer through a multi-port injection/extraction well and were subsequently withdrawn over a 2-3 month period. To evaluate unamended in situ conditions, the injectate was treated with granular activated carbon (GAC) and augmented with bromide as a tracer. To evaluate nitrate- and sulfate-reducing conditions, the injectate was also deionized and augmented with 200-300 {mu}g/L BTEX, nitrate or sulfate, and background electrolytes. Under unamended conditions, transformation appeared to be limited to the slow removal of toluene and m,p-xylene (i.e. sum of m+p-xylene). Under nitrate-reducing conditions, toluene, ethylbenzene, and m-xylene were transformed without a lag phase in less than 10 days, and o-xylene was transformed in 72 days. Under sulfate-reducing conditions, toluene, m-xylene and o-xylene were completely transformed in less then 50 days, and ethylbenzene was removed in 60 days. Benzene appeared to be removed under sulfate-reducing conditions, but the trend was pronounced only at some levels. 47 refs., 11 figs., 2 tabs.

  14. Effect of different carbon materials as electron shuttles in the anaerobic biotransformation of nitroanilines.

    Science.gov (United States)

    Pereira, Luciana; Pereira, Raquel; Pereira, Manuel F R; Alves, Madalena M

    2016-06-01

    Aromatic amines resulted from azo dyes biotransformation under anaerobic conditions are generally recalcitrant to further anaerobic degradation. The catalytic effect of carbon materials (CM) on the reduction of azo dyes is known and has been confirmed in this work by increasing threefold the biological reduction rate of Mordant Yellow 1 (MY1). The resulting m-nitroaniline (m-NoA) was further degraded to m-phenylenediamine (m-Phe) only in the presence of CM. The use of CM to degraded anaerobically aromatic amines resulted from azo dye reduction was never reported before. In the sequence, we studied the effect of different CM on the bioreduction of o-, m-, and p-NoA. Three microporous activated carbons with different surface chemistry, original (AC0 ), chemical oxidized with HNO3 (ACHNO3 ), and thermal treated (ACH2 ), and three mesoporous carbons, xerogels (CXA and CXB) and nanotubes (CNT) were assessed. In the absence of CM, NoA were only partially reduced to the corresponding Phe, whereas in the presence of CM, more than 90% was converted to the corresponding Phe. ACH2 and AC0 were the best electron shuttles, increasing the rates up to eightfold. In 24 h, the biological treatment of NoA and MY1 with AC0 , decreased up to 88% the toxicity towards a methanogenic consortium, as compared to the non-treated solutions. Biotechnol. Bioeng. 2016;113: 1194-1202. © 2015 Wiley Periodicals, Inc. PMID:26614891

  15. Comparison of Bioavailability and Biotransformation of Inorganic and Organic Arsenic to Two Marine Fish.

    Science.gov (United States)

    Zhang, Wei; Wang, Wen-Xiong; Zhang, Li

    2016-03-01

    Dietary uptake could be the primary route of arsenic (As) bioaccumulation in marine fish, but the bioavailability of inorganic and organic As remains elusive. In this study, we investigated the trophic transfer and bioavailability of As in herbivorous rabbitfish Siganus fuscescens and carnivorous seabass Lateolabrax japonicus. Rabbitfish were fed with one artificial diet or three macroalgae, whereas seabass were fed with one artificial diet, one polychaete, or two bivalves for 28 days. The six spiked fresh prey diets contained different proportions of inorganic As [As(III) and As(V)] and organic As compounds [methylarsenate (MMA), dimethylarsenate (DMA), and arsenobetaine (AsB)], and the spiked artificial diet mainly contained As(III) or As(V). We demonstrated that the trophic transfer factors (TTF) of As in both fish were negatively correlated with the concentrations of inorganic As in the diets, while there was no relationship between TTF and the AsB concentrations in the diets. Positive correlation was observed between the accumulated As concentrations and the AsB concentrations in both fish, suggesting that organic As compounds (AsB) were more trophically available than inorganic As. Furthermore, the biotransformation ability of seabass was higher than that in rabbitfish, which resulted in higher As accumulation in seabass than in rabbitfish. Our study demonstrated that different prey with different inorganic/organic As proportions resulted in diverse bioaccumulation of total As in different marine fish.

  16. Biotransformation of acetoin to 2,3-butanediol: Assessment of plant and microbial biocatalysts

    Science.gov (United States)

    Javidnia, Katayoun; Faghih-Mirzaei, Ehsan; Miri, Ramin; Attarroshan, Mahshid; Zomorodian, Kamiar

    2016-01-01

    2,3-Butanediol (2,3-BD) is a valuable bulk chemical owing to its extensive application in chemical and pharmaceutical industry with diverse applications in drug, cosmetics and food products. In the present study, the biotransformation of acetoin to 2,3-BD by five plant species (Brassica oleracea, Brassica rapa, Daucuscarota, Pastinaca sativa, and Raphnussativus) and five microorganisms (Aspergillusfoetidus, Penicillumcitrinum, Saccharomyces carlbergensis, Pichiafermentans, and Rhodotrulaglutinis) was investigated as a method for the production of 2,3-BD, which can serve as an alternative to the common pentoses and hexoses fermentation by microorganisms. The produced 2,3-BD stereoisomers were characterized and their total conversion yields were determined. The results showed that the examined plants can be used as a green factory for the production of all 2,3-BD stereoisomers, except B. rapa. In microorganisms, P. fermentans and S. carlbergensis produced (–)-2R,3R and mesobutanediol, while P. citrinum produced (+)-2S,3S and mesobutanediol. R. glutinis and A. foetidus produced all three isomers. In conclusion, efficient whole-cell biocatalysts from plants and microorganisms were determined in the bioconversion of acetoin to 2,3-BD. The profile of produced stereoisomers demonstrated that microorganisms produce more specific stereoisomers.

  17. Biotransformation of benzotriazoles: insights from transformation product identification and compound-specific isotope analysis.

    Science.gov (United States)

    Huntscha, Sebastian; Hofstetter, Thomas B; Schymanski, Emma L; Spahr, Stephanie; Hollender, Juliane

    2014-04-15

    Benzotriazoles are widely used domestic and industrial corrosion inhibitors and have become omnipresent organic micropollutants in the aquatic environment. Here, the range of aerobic biological degradation mechanisms of benzotriazoles in activated sludge was investigated. Degradation pathways were elucidated by identifying transient and persistent transformation products in batch experiments using liquid chromatography-high-resolution tandem mass spectrometry (LC-HR-MS/MS). In addition, initial reactions were studied using compound-specific isotope analysis (CSIA). Biodegradation half-lives of 1.0 days for 1H-benzotriazole, 8.5 days for 4-methyl-1H-benzotriazole, and 0.9 days for 5-methyl-1H-benzotriazole with activated sludge confirmed their known partial persistence in conventional wastewater treatment. Major transformation products were identified as 4- and 5-hydroxy-1H-benzotriazole for the degradation of 1H-benzotriazole, and 1H-benzotriazole-5-carboxylic acid for the degradation of 5-methyl-1H-benzotriazole. These transformation products were found in wastewater effluents, showing their environmental relevance. Many other candidate transformation products, tentatively identified by interpretation of HR-MS/MS spectra, showed the broad range of possible reaction pathways including oxidation, alkylation, hydroxylation and indicate the significance of cometabolic processes for micropollutant degradation in biological wastewater treatment in general. The combination of evidence from product analysis with the significant carbon and nitrogen isotope fractionation suggests that aromatic monohydroxylation is the predominant step during the biotransformation of 1H-benzotriazole. PMID:24621328

  18. Isolation of TNT tolerant pseudomonas species (Strain KA from TNT contaminated soil biotransformation of TNT

    Directory of Open Access Journals (Sweden)

    Avinash M. Tope

    2001-04-01

    Full Text Available "A 2,4,6-trinitrotoluene (TNT utilising bacterium, Pseudomonas species (strain KA was isolated from soils of a munitions processing unit and studied for itsability to grow and metabolise TNT. The result indicated that the isolate could grow aerobically in a minimal salt medium containing 0.25 mM/l TNT at 30 °C. It could completely transform 0.25 mM/l TNT in 5 days giving 2-isomeric monoaminodinitrotoluenes, namely 4-aminodinitrotoluene and 2-aminodinitrotoluene. Products of TNT transformation were analysed and confirmed by thin layer chromatography and gas chromatography coupled with mass spectrometry. Both, growth of the isolate and biotransformation rates were better supported on sugar and ammonium salt when added to the medium separately. Pseudomonas species (strain KA showed maximum TNT transformation efficiency in the presence of mannose. For degradation of TNT, this strain can be employed to initiate the process in association with the other microbial members that can collectively degrade TNT .

  19. Biotransformation of nonylphenol ethoxylates during sewage treatment under anaerobic and aerobic conditions

    Institute of Scientific and Technical Information of China (English)

    2008-01-01

    Biotransformation of nonylphenol ethoxylates (NPEOs) during continuous anaerobic sewage treatment was compared with the aerobic treatment of sewage spiked with 23 μmol/L technical NPEOs over a period of 90 d. Immediate degradation of NPEOs was observed under both anaerobic and aerobic conditions, indicating that the enzymes and bacteria required for NPEO degradation existed abundantly in both aerobic and anaerobic sludge. Both treatments achieved high removal (>92%) of the spiked NPEO9 mixture.Liquid chromatography-mass spectrometry (LC-MS) analysis showed that short-chain NPEOs (NPEO1-NPEO3) accumulated in anaerobic (2.01-2.56 μmol/L) and aerobic (1.62-2.03 μmol/L) effluents, with nonylphenol (NP) (0.24-0.31 μmol/L) as another group of metabolites in the anaerobic effluent, and nonylphenoxy carboxylates (NPECs) (2.79-3.30 μmol/L) in the aerobic effluent. Significant accumulation of NP in the anaerobic sludge and NPEO1-3 in the sludge of two reactors was observed. These results indicated that it was difficult to control these harmful metabolites in the conventional treatment processes. Denaturing gradient gel electrophoresis profiles of sludge samples support the speculation that the NPEO degradation bacteria might be the dominant indigenous species.

  20. Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus.

    Science.gov (United States)

    Brodehl, Antje; Möller, Anne; Kunte, Hans-Jörg; Koch, Matthias; Maul, Ronald

    2014-10-01

    Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food.

  1. Citotoxicity of Fipronil on Hepatocytes Isolated from Rat and Effects of Its Biotransformation

    Directory of Open Access Journals (Sweden)

    Marieli Guelfi

    2015-12-01

    Full Text Available ABSTRACT The aim of this study was to characterize the mechanism of toxicity of fipronil on hepatocytes isolated from the rat and the effect of its biotransformation on the toxicological potential. The toxicity of fipronil was assessed by monitoring the oxygen consumption and mitochondrial membrane potential, intracellular ATP concentration, Ca2+ homeostasis and cell viability. The cell viability was evaluated by trypan blue exclusion in hepatocytes that were isolated from the normal rats and by the release of the enzymes alanine transaminase and aspartate transaminase in hepatocytes that were isolated from the normal rats or proadifen-pretreated rats. Fipronil reduced mitochondrial respiration in the cells that were energized with glutamate plus malate in a dose-dependent manner and dissipated the mitochondrial membrane potential that was accompanied by a reduction in ATP concentration and a disruption of intracellular Ca2+ homeostasis. The cell viability was affected by fipronil with higher potency in hepatocytes that were isolated from the normal rats, which indicated that the metabolism of this insecticide increased its toxicological potential. The results of this study indicated that the toxicity of fipronil to the hepatocytes was related to the inhibition of mitochondrial activity, which led to decreased ATP synthesis and a consequent alteration in intracellular Ca2+ homeostasis and ultimately resulted in cell death.

  2. Biotransformation of butachlor through mercapturic acid pathway in rat tissue homogenates.

    Science.gov (United States)

    Ou, Y H; Lin, J K

    1992-01-01

    The metabolism of butachlor was studied in rat liver and kidney homogenates. In vitro incubation of butachlor with liver fractions (S9, microsome, and cytosolic fractions) formed a considerable amount of butachlor glutathione conjugate (BGSC), while the conjugating activity was not efficient for the kidney S9 fraction. There is a sex difference in the distribution of glutathione S-transferase in the liver. It seems that more enzyme activity is detected in the female liver microsome, while this is not the case in its cytosolic fraction. Further biotransformation of BGSC to mercapturate was not observed in the liver S9 fraction. This metabolite was further transformed to butachlor acetyl cysteine conjugate (BACC) in the presence of acetyl CoA, but to butachlor cysteine conjugate (BCC) in the absence of acetyl CoA. These findings demonstrated that butachlor is initially conjugated with GSH to form BGSC by the enzyme glutathione S-transferase in the liver. This metabolite is apparently transported to the kidneys, where it is transformed to the mercapturate.

  3. Biotransformation of the mycotoxin zearalenone by fungi of the genera Rhizopus and Aspergillus.

    Science.gov (United States)

    Brodehl, Antje; Möller, Anne; Kunte, Hans-Jörg; Koch, Matthias; Maul, Ronald

    2014-10-01

    Zearalenone (ZEN) is a nonsteroidal estrogenic mycotoxin biosynthesized by various Fusarium fungi. These fungal species frequently infest grains; therefore, ZEN represents a common contaminant in cereal products. The biotransformation of ZEN differs significantly from species to species, and several metabolites are known to be formed by animals, plants, and microorganisms. The aim of the present study was to investigate the microbial conversion of ZEN by species of the genera Rhizopus and Aspergillus representing relevant fungi for food processing (e.g. fermentation). To monitor the ZEN metabolism, ZEN was added to liquid cultures of the different fungal species. After a period of 3 days, the media were analyzed by HPLC-MS/MS for metabolite formation. Two Aspergillus oryzae strains and all seven Rhizopus species were able to convert ZEN into various metabolites, including ZEN-14-sulfate as well as ZEN-O-14- and ZEN-O-16-glucoside. Microbial transformation of ZEN into the significantly more estrogenic α-zearalenol (α-ZEL) was also observed. Additionally, a novel fungal metabolite, α-ZEL-sulfate, was detected. Semi-quantification of the main metabolites indicates that more than 50% of initial ZEN may be modified. The results show that fungal strains have the potential to convert ZEN into various metabolites leading to a masking of the toxin, for example in fermented food. PMID:25145804

  4. Anaerobic biotransformation of chlorinated aliphatic hydrocarbons: Ugly duckling to beautiful swan

    Energy Technology Data Exchange (ETDEWEB)

    Parkin, G.F.

    1999-10-01

    For many years anaerobic biological processes were reputed to be more sensitive than aerobic processes to toxic substances such as chlorinated aliphatic hydrocarbons (CAH) and thus a poor choice for treating water containing these compounds. This was especially true for water containing perchloroethylene (PCE) or trichloroethylene (TCE) because vinyl chloride, a human carcinogen, is produced when these two compounds are degraded anaerobically. Aerobic treatment with organisms containing oxygenase enzyme systems, which could fortuitously degrade a wide variety of chlorinated aliphatics (but not PCE), was favored. Recently, however, several enrichments and organisms have been isolated that will convert PCE and TCE into ethene and ethane, as shown by field data. Because of this evidence, anaerobic processes are now considered a significant alternative treatment for CAH contamination. Recent work at the University of Iowa, Iowa City, has focused on the effect of mixtures of CAHs on biotransformation of individual organic compounds and the potential for a combined methanogen-iron (Fe(0)) system to improve CAH bioremediation. At the concentration ranges tested, the presence of a mixture of CAHs seems to decrease rate of transformation of individual organics. However, there are important exceptions; in some cases a mixture of CAHs seems to facilitate transformation of an individual organic compound. Combination of an active methanogenic population with Fe(0) increases the rate and extent of transformation of carbon tetrachloride and chloroform. Results with PCE and 1,1,1-trichloroethane are less clear.

  5. Preparation of Glycyrrhetinic Acid Monoglucuronide by Selective Hydrolysis of Glycyrrhizic Acid via Biotransformation

    Institute of Scientific and Technical Information of China (English)

    LU Li; MA Bai-ping; ZHAO Yang; YU He-shui; HUANG Hong-zhi; KANG Li-ping; CAO Man; CUI Jiang-ming; YU Li-yan; SONG Xin-bo

    2012-01-01

    Objective To search for the microorganisms which have the high selectivity of hydrolyzing glycyrrhizic acid(GL)into 18β-glycyrrhetinic acid-3-O-β-D-glucuronide(GAMG)without glycyrrhetinic acid(GA)byproduct.Methods GL was biotransformed by Aspergillus sp.,the products were separated by chromatography on reverse phase C18 column and semi-preparative HPLC,and their structures were elucidated on the basis of HR-ESI-MS,1D NMR(1H-NMR,13C-NMR,and NOESY)and 2D NMR(1H-1H COSY,HSQC,and HMBC)spectral analyses.Results Aspergillus sp.could partially hydrolyze GL into GAMG(3),along with two minor byproducts,3-O-β-D-glucurono-pyranosyl-18β-liquiritic acid(1)and 3-O-β-D-glucuronopyranosyl-24-hydroxy-18β-glycyrrhetinic acid(2).Conclusion Aspergillus sp.has the high selectivity of hydrolyzing GL into GAMG without GA byproduct and the yield of GAMG is about 60%.The complete assignments of 1H-NMR and 13C-NMR data for compounds 1 and 2 are reported for the first time.

  6. Phytotoxicity, Translocation, and Biotransformation of NaYF₄ Upconversion Nanoparticles in a Soybean Plant.

    Science.gov (United States)

    Yin, Wenyan; Zhou, Liangjun; Ma, Yuhui; Tian, Gan; Zhao, Jiating; Yan, Liang; Zheng, Xiaopeng; Zhang, Peng; Yu, Jie; Gu, Zhanjun; Zhao, Yuliang

    2015-09-01

    The increasing uses of rare-earth-doped upconversion nanoparticles (UCNPs) have obviously caused many concerns about their potential toxicology on live organisms. In addition, the UCNPs can be released into the environment, then transported into edible crop plants, and finally entered into food chain. Here, the soybean is chosen as a model plant to study the subchronic phytotoxicity, translocation, and biotransformation of NaYF4 UCNPs. The incubation with UCNPs at a relative low concentration of 10 μg mL(-1) leads to growth promotion for the roots and stems, while concentration exceeding 50 μg mL(-1) brings concentration-dependent inhibition. Upconversion luminescence imaging and scanning electron microscope characterization show that the UCNPs can be absorbed by roots and parts of the adsorbed UCNPs are then transported through vessels to stems and leaves. The near-edge X-ray absorption fine structure spectra reveal that the adsorbed NaYF4 nanoparticles are relatively stable during a 10 d incubation. Energy-dispersive X-ray spectrum further indicates that a small amount of NaYF4 is dissolved/digested and can transform into Y-phosphate clusters in roots. PMID:26099115

  7. Biotransformation of acetoin to 2,3-butanediol: Assessment of plant and microbial biocatalysts.

    Science.gov (United States)

    Javidnia, Katayoun; Faghih-Mirzaei, Ehsan; Miri, Ramin; Attarroshan, Mahshid; Zomorodian, Kamiar

    2016-07-01

    2,3-Butanediol (2,3-BD) is a valuable bulk chemical owing to its extensive application in chemical and pharmaceutical industry with diverse applications in drug, cosmetics and food products. In the present study, the biotransformation of acetoin to 2,3-BD by five plant species (Brassica oleracea, Brassica rapa, Daucuscarota, Pastinaca sativa, and Raphnussativus) and five microorganisms (Aspergillusfoetidus, Penicillumcitrinum, Saccharomyces carlbergensis, Pichiafermentans, and Rhodotrulaglutinis) was investigated as a method for the production of 2,3-BD, which can serve as an alternative to the common pentoses and hexoses fermentation by microorganisms. The produced 2,3-BD stereoisomers were characterized and their total conversion yields were determined. The results showed that the examined plants can be used as a green factory for the production of all 2,3-BD stereoisomers, except B. rapa. In microorganisms, P. fermentans and S. carlbergensis produced (-)-2R,3R and mesobutanediol, while P. citrinum produced (+)-2S,3S and mesobutanediol. R. glutinis and A. foetidus produced all three isomers. In conclusion, efficient whole-cell biocatalysts from plants and microorganisms were determined in the bioconversion of acetoin to 2,3-BD. The profile of produced stereoisomers demonstrated that microorganisms produce more specific stereoisomers. PMID:27651816

  8. Dietary modulation of the biotransformation and genotoxicity of aflatoxin B(1).

    Science.gov (United States)

    Gross-Steinmeyer, Kerstin; Eaton, David L

    2012-09-28

    Diet and its various components are consistently identified as among the most important 'risk factors' for cancer worldwide, yet great uncertainty remains regarding the relative contribution of nutritive (e.g., vitamins, calories) vs. non-nutritive (e.g., phytochemicals, fiber, contaminants) factors in both cancer induction and cancer prevention. Among the most potent known human dietary carcinogens is the mycotoxin, aflatoxin B(1) (AFB). AFB and related aflatoxins are produced as secondary metabolites by the molds Aspergillus flavus and Aspergillus parasiticus that commonly infect poorly stored foods including peanuts, pistachios, corn, and rice. AFB is a potent hepatocarcinogenic agent in numerous animal species, and has been implicated in the etiology of human hepatocellular carcinoma. Recent research has shown that many diet-derived factors have great potential to influence AFB biotransformation, and some efficiently protect from AFB-induced genotoxicity. One key mode of action for reducing AFB-induced carcinogenesis in experimental animals was shown to be the induction of detoxification enzymes such as certain glutathione-S-transferases that are regulated through the Keap1-Nrf2-ARE signaling pathway. Although initial studies utilized the dithiolthione drug, oltipraz, as a prototypical inducer of antioxidant response, dietary components such as suforaphane (SFN) are also effective inducers of this pathway in rodent models. However, human GSTs in general do not appear to be extensively induced by SFN, and GSTM1 - the only human GST with measurable catalytic activity toward aflatoxin B(1)-8,9-epoxide (AFBO; the genotoxic metabolite of AFB), does not appear to be induced by SFN, at least in human hepatocytes, even though its expression in human liver cells does appear to offer considerable protection against AFB-DNA damage. Although induction of detoxification pathways has served as the primary mechanistic focus of chemoprevention studies, protective effects of

  9. Dietary modulation of the biotransformation and genotoxicity of aflatoxin B1

    International Nuclear Information System (INIS)

    Diet and its various components are consistently identified as among the most important ‘risk factors’ for cancer worldwide, yet great uncertainty remains regarding the relative contribution of nutritive (e.g., vitamins, calories) vs. non-nutritive (e.g., phytochemicals, fiber, contaminants) factors in both cancer induction and cancer prevention. Among the most potent known human dietary carcinogens is the mycotoxin, aflatoxin B1 (AFB). AFB and related aflatoxins are produced as secondary metabolites by the molds Aspergillus flavus and Aspergillus parasiticus that commonly infect poorly stored foods including peanuts, pistachios, corn, and rice. AFB is a potent hepatocarcinogenic agent in numerous animal species, and has been implicated in the etiology of human hepatocellular carcinoma. Recent research has shown that many diet-derived factors have great potential to influence AFB biotransformation, and some efficiently protect from AFB-induced genotoxicity. One key mode of action for reducing AFB-induced carcinogenesis in experimental animals was shown to be the induction of detoxification enzymes such as certain glutathione-S-transferases that are regulated through the Keap1–Nrf2–ARE signaling pathway. Although initial studies utilized the dithiolthione drug, oltipraz, as a prototypical inducer of antioxidant response, dietary components such as suforaphane (SFN) are also effective inducers of this pathway in rodent models. However, human GSTs in general do not appear to be extensively induced by SFN, and GSTM1 – the only human GST with measurable catalytic activity toward aflatoxin B1-8,9-epoxide (AFBO; the genotoxic metabolite of AFB), does not appear to be induced by SFN, at least in human hepatocytes, even though its expression in human liver cells does appear to offer considerable protection against AFB–DNA damage. Although induction of detoxification pathways has served as the primary mechanistic focus of chemoprevention studies, protective

  10. On-line near-infrared spectroscopy optimizing and monitoring biotransformation process of γ-aminobutyric acid

    Directory of Open Access Journals (Sweden)

    Guoyu Ding

    2016-06-01

    Full Text Available Near-infrared spectroscopy (NIRS with its fast and nondestructive advantages can be qualified for the real-time quantitative analysis. This paper demonstrates that NIRS combined with partial least squares (PLS regression can be used as a rapid analytical method to simultaneously quantify l-glutamic acid (l-Glu and γ-aminobutyric acid (GABA in a biotransformation process and to guide the optimization of production conditions when the merits of NIRS are combined with response surface methodology. The high performance liquid chromatography (HPLC reference analysis was performed by the o-phthaldialdehyde pre-column derivatization. NIRS measurements of two batches of 141 samples were firstly analyzed by PLS with several spectral pre-processing methods. Compared with those of the HPLC reference analysis, the resulting determination coefficients (R2, root mean square error of prediction (RMSEP and residual predictive deviation (RPD of the external validation for the l-Glu concentration were 99.5%, 1.62 g/L, and 11.3, respectively. For the GABA concentration, R2, RMSEP, and RPD were 99.8%, 4.00 g/L, and 16.4, respectively. This NIRS model was then used to optimize the biotransformation process through a Box-Behnken experimental design. Under the optimal conditions without pH adjustment, 200 g/L l-Glu could be catalyzed by 7148 U/L glutamate decarboxylase (GAD to GABA, reaching 99% conversion at the fifth hour. NIRS analysis provided timely information on the conversion from l-Glu to GABA. The results suggest that the NIRS model can not only be used for the routine profiling of enzymatic conversion, providing a simple and effective method of monitoring the biotransformation process of GABA, but also be considered to be an optimal tool to guide the optimization of production conditions.

  11. On-line near-infrared spectroscopy optimizing and monitoring biotransformation process ofγ-aminobutyric acid$

    Institute of Scientific and Technical Information of China (English)

    Guoyu Ding; Yuanyuan Hou; Jiamin Peng; Yunbing Shen; Min Jiang; Gang Bai

    2016-01-01

    Near-infrared spectroscopy (NIRS) with its fast and nondestructive advantages can be qualified for the real-time quantitative analysis. This paper demonstrates that NIRS combined with partial least squares (PLS) regression can be used as a rapid analytical method to simultaneously quantify L-glutamic acid (L-Glu) andγ-aminobutyric acid (GABA) in a biotransformation process and to guide the optimization of production conditions when the merits of NIRS are combined with response surface methodology. The high performance liquid chromatography (HPLC) reference analysis was performed by the o-phthaldialdehyde pre-column derivatization. NIRS measurements of two batches of 141 samples were firstly analyzed by PLS with several spectral pre-processing methods. Compared with those of the HPLC reference analysis, the resulting determination coefficients (R2), root mean square error of prediction (RMSEP) and residual predictive deviation (RPD) of the external validation for the L-Glu concentration were 99.5%, 1.62 g/L, and 11.3, respectively. For the GABA concentration, R2, RMSEP, and RPD were 99.8%, 4.00 g/L, and 16.4, re-spectively. This NIRS model was then used to optimize the biotransformation process through a Box-Behnken experimental design. Under the optimal conditions without pH adjustment, 200 g/L L-Glu could be catalyzed by 7148 U/L glutamate decarboxylase (GAD) to GABA, reaching 99%conversion at the fifth hour. NIRS analysis provided timely information on the conversion from L-Glu to GABA. The results suggest that the NIRS model can not only be used for the routine profiling of enzymatic conversion, providing a simple and effective method of monitoring the biotransformation process of GABA, but also be considered to be an optimal tool to guide the optimization of production conditions.

  12. Biotransformation and cytotoxic effects of hydroxychavicol, an intermediate of safrole metabolism, in isolated rat hepatocytes.

    Science.gov (United States)

    Nakagawa, Yoshio; Suzuki, Toshinari; Nakajima, Kazuo; Ishii, Hidemi; Ogata, Akio

    2009-06-15

    The biotransformation and cytotoxic effects of hydroxychavicol (HC; 1-allyl-3,4-dihydroxybenzene), which is a catecholic component in piper betel leaf and a major intermediary metabolite of safrole in rats and humans, was studied in freshly isolated rat hepatocytes. The exposure of hepatocytes to HC caused not only concentration (0.25-1.0mM)- and time (0-3h)-dependent cell death accompanied by the loss of cellular ATP, adenine nucleotide pools, reduced glutathione, and protein thiols, but also the accumulation of glutathione disulfide and malondialdehyde, indicating lipid peroxidation. At a concentration of 1mM, the cytotoxic effects of safrole were less than those of HC. The loss of mitochondrial membrane potential and generation of oxygen radical species assayed using 2',7'-dichlorodihydrofluoresein diacetate (DCFH-DA) in hepatocytes treated with HC were greater than those with safrole. HC at a weakly toxic level (0.25 and/or 0.50mM) was metabolized to monoglucuronide, monosulfate, and monoglutathione conjugates, which were identified by mass spectra and/or (1)H nuclear magnetic resonance spectra. The amounts of sulfate rather than glucuronide or glutathione conjugate predominantly increased, accompanied by a loss of the parent compound, with time. In hepatocytes pretreated with either diethyl maleate or salicylamide, HC-induced cytotoxicity was enhanced, accompanied by a decrease in the formation of these conjugates and by the inhibition of HC loss. Taken collectively, our results indicate that (a) mitochondria are target organelles for HC, which elicits cytotoxicity through mitochondrial failure related to mitochondrial membrane potential at an early stage and subsequently lipid peroxidation through oxidative stress at a later stage; (b) the onset of cytotoxicity depends on the initial and residual concentrations of HC rather than those of its metabolites; (c) the toxicity of HC is greater than that of safrole, suggesting the participation of a catecholic

  13. In vitro heme biotransformation by the HupZ enzyme from Group A streptococcus.

    Science.gov (United States)

    Sachla, Ankita J; Ouattara, Mahamoudou; Romero, Elvira; Agniswamy, Johnson; Weber, Irene T; Gadda, Giovanni; Eichenbaum, Zehava

    2016-08-01

    In Group A streptococcus (GAS), the metallorepressor MtsR regulates iron homeostasis. Here we describe a new MtsR-repressed gene, which we named hupZ (heme utilization protein). A recombinant HupZ protein was purified bound to heme from Escherichia coli grown in the presence of 5-aminolevulinic acid and iron. HupZ specifically binds heme with stoichiometry of 1:1. The addition of NADPH to heme-bound HupZ (in the presence of cytochrome P450 reductase, NADPH-regeneration system and catalase) triggered progressive decrease of the HupZ Soret band and the appearance of an absorption peak at 660 nm that was resistance to hydrolytic conditions. No spectral changes were observed when ferredoxin and ferredoxin reductase were used as redox partners. Differential spectroscopy with myoglobin or with the ferrous chelator, ferrozine, confirmed that carbon monoxide and free iron are produced during the reaction. ApoHupZ was crystallized as a homodimer with a split β-barrel conformation in each monomer comprising six β strands and three α helices. This structure resembles the split β-barrel domain shared by the members of a recently described family of heme degrading enzymes. However, HupZ is smaller and lacks key residues found in the proteins of the latter group. Phylogenetic analysis places HupZ on a clade separated from those for previously described heme oxygenases. In summary, we have identified a new GAS enzyme-containing split β-barrel and capable of heme biotransformation in vitro; to the best of our knowledge, this is the first enzyme among Streptococcus species with such activity. PMID:27154580

  14. Biotransformation of methanol and formaldehyde by bacteria isolated from clouds. Comparison with radical chemistry

    Science.gov (United States)

    Husárová, Slavomíra; Vaïtilingom, Mickaël; Deguillaume, Laurent; Traikia, Mounir; Vinatier, Virginie; Sancelme, Martine; Amato, Pierre; Matulová, Mária; Delort, Anne-Marie

    2011-10-01

    The kinetics of biodegradation of methanol and formaldehyde in phosphate buffer at pH 7 by 4 bacterial strains ( Pseudomonas spp., Bacillus sp. and Frigoribacterium sp.) isolated from cloud water at the puy de Dôme mountain have been investigated using 1H and 13C NMR spectroscopy. We showed that biodegradation occurred at 5 °C and 17 °C, respectively average and summertime temperature considered within the cloud system at this site. They ranged from 10 -19 to 10 -21 mol cell -1 s -1 both at 5 and 17 °C for formaldehyde, and from 10 -21 to 10 -23 mol cell -1 s -1 at 5 and 17 °C for methanol. Metabolic intermediates were identified, with notably production of C3 compounds (glycerol, 1,2- and 1,3-propanediol) from formaldehyde by the strain Bacillus sp. In order to evaluate to which extent microbiological oxidation of organic compounds has to be considered as an alternative route to radical chemistry in cloud water, the biodegradation rates measured were compared with rates related to the reactivity of organic species with free radicals rad OH (daytime chemistry) and NO 3rad (nighttime chemistry) under two cloud situations (urban and remote cases). Clearly, measured biological and chemical reaction rates were in the same range of magnitude and their relative contribution varies according to the scenarios we tested, including the temperature of the clouds (5 or 17 °C), the category of the clouds (urban and remote) and the diurnal cycle (day and nighttime). Except for the degradation of methanol at 5 °C in remote clouds, our results show that biotransformation processes could be the main sink for C1 compounds in liquid clouds ( T ≥ 5 °C ≡ "warm cloud") during the night and both in polluted and non polluted clouds.

  15. Biotransformation of trace organic chemicals during groundwater recharge: How useful are first-order rate constants?

    KAUST Repository

    Regnery, J.

    2015-05-29

    This study developed relationships between the attenuation of emerging trace organic chemicals (TOrC) during managed aquifer recharge (MAR) as a function of retention time, system characteristics, and operating conditions using controlled laboratory-scale soil column experiments simulating MAR. The results revealed that MAR performance in terms of TOrC attenuation is primarily determined by key environmental parameters (i.e. redox, primary substrate). Soil columns with suboxic and anoxic conditions performed poorly (i.e. less than 30% attenuation of moderately degradable TOrC) in comparison to oxic conditions (on average between 70-100% attenuation for the same compounds) within a residence time of three days. Given this dependency on redox conditions, it was investigated if key parameter-dependent rate constants are more suitable for contaminant transport modeling to properly capture the dynamic TOrC attenuation under field-scale conditions. Laboratory-derived first-order removal kinetics were determined for 19 TOrC under three different redox conditions and rate constants were applied to MAR field data. Our findings suggest that simplified first-order rate constants will most likely not provide any meaningful results if the target compounds exhibit redox dependent biotransformation behavior or if the intention is to exactly capture the decline in concentration over time and distance at field-scale MAR. However, if the intention is to calculate the percent removal after an extended time period and subsurface travel distance, simplified first-order rate constants seem to be sufficient to provide a first estimate on TOrC attenuation during MAR.

  16. Transcriptomics reveals extensive inducible biotransformation in the soil-dwelling invertebrate Folsomia candida exposed to phenanthrene

    Directory of Open Access Journals (Sweden)

    van Straalen Nico M

    2009-05-01

    Full Text Available Abstract Background Polycyclic aromatic hydrocarbons are common pollutants in soil, have negative effects on soil ecosystems, and are potentially carcinogenic. The Springtail (Collembola Folsomia candida is often used as an indicator species for soil toxicity. Here we report a toxicogenomic study that translates the ecological effects of the polycyclic aromatic hydrocarbon phenanthrene in soil to the early transcriptomic responses in Folsomia candida. Results Microarrays were used to examine two different exposure concentrations of phenanthrene, namely the EC10 (24.95 mg kg-1 soil and EC50 (45.80 mg kg-1 soil on reproduction of this springtail, which evoked 405 and 251 differentially expressed transcripts, respectively. Fifty transcripts were differential in response to either concentration. Many transcripts encoding xenobiotic detoxification and biotransformation enzymes (phases I, II, and III were upregulated in response to either concentration. Furthermore, indications of general and oxidative stress were found in response to phenanthrene. Chitin metabolism appeared to be disrupted particularly at the low concentration, and protein translation appeared suppressed at the high concentration of phenanthrene; most likely in order to reallocate energy budgets for the detoxification process. Finally, an immune response was evoked especially in response to the high effect concentration, which was also described in a previous transcriptomic study using the same effect concentration (EC50 of cadmium. Conclusion Our study provides new insights in the molecular mode of action of the important polluting class of polycyclic aromatic hydrocarbons in soil animals. Furthermore, we present a fast, sensitive, and specific soil toxicity test which enhances traditional tests and may help to improve current environmental risk assessments and monitoring of potentially polluted sites.

  17. Biotransformation of magnetic nanoparticles as a function of coating in a rat model

    Science.gov (United States)

    Ruiz, A.; Gutiérrez, L.; Cáceres-Vélez, P. R.; Santos, D.; Chaves, S. B.; Fascineli, M. L.; Garcia, M. P.; Azevedo, R. B.; Morales, M. P.

    2015-10-01

    Long-term in vivo studies in murine models have shown that DMSA-coated nanoparticles accumulate in spleen, liver and lung tissues during extended periods of time (at least up to 3 months) without any significant signs of toxicity detected. During that time, nanoparticles undergo a process of biotransformation either by reducing the size or the particle aggregation or both. Using a rat model, we have evaluated the transformations of magnetic nanoparticles injected at low doses. Particles with two different coatings, dimercaptosuccinic acid (NP-DMSA) and polyethylene glycol (NP-PEG-(NH2)2) have been administered to animals, to evaluate the role of coating in the degradation of the particles. We have found that low doses of magnetic nanoparticles are quickly metabolized by the animals. In fact, using a nanoparticle dose four times lower than in previous experiments, NP-DMSA were not observed 24 h after the administration either in the liver or in the lungs. Interestingly, an increased amount of ferritin, the iron storage protein, was observed in liver tissues from rats that were treated with the low dose of NP-DMSA in comparison with the control ones, suggesting a rapid metabolization of the particles into ferritin iron. On the other side we have found that, NP-PEG-(NH2)2 are still detectable in several organs 24 h after their administration at low doses. Probably, due to the longer circulation times of the NP-PEG-(NH2)2, there is a delay in the arrival of the particles to the tissue and this is the reason why we are able to see the particles 24 h post-administration. PEG coating could also be protecting the nanoparticles from rapid degradation of the reticuloendothelial system. Knowledge on the biodistribution, circulation time and degradation processes is required to gain a better understanding of the safety evaluation of this kind of nanomaterial for biomedical applications.

  18. 3,4,5-Trichloroaniline nephrotoxicity in vitro: potential role of free radicals and renal biotransformation.

    Science.gov (United States)

    Racine, Christopher; Ward, Dakota; Anestis, Dianne K; Ferguson, Travis; Preston, Deborah; Rankin, Gary O

    2014-11-13

    Chloroanilines are widely used in the manufacture of drugs, pesticides and industrial intermediates. Among the trichloroanilines, 3,4,5-trichloroaniline (TCA) is the most potent nephrotoxicant in vivo. The purpose of this study was to examine the nephrotoxic potential of TCA in vitro and to determine if renal biotransformation and/or free radicals contributed to TCA cytotoxicity using isolated renal cortical cells (IRCC) from male Fischer 344 rats as the animal model. IRCC (~4 million cells/mL; 3 mL) were incubated with TCA (0, 0.1, 0.25, 0.5 or 1.0 mM) for 60-120 min. In some experiments, IRCC were pretreated with an antioxidant or a cytochrome P450 (CYP), flavin monooxygenase (FMO), cyclooxygenase or peroxidase inhibitor prior to incubation with dimethyl sulfoxide (control) or TCA (0.5 mM) for 120 min. At 60 min, TCA did not induce cytotoxicity, but induced cytotoxicity as early as 90 min with 0.5 mM or higher TCA and at 120 min with 0.1 mM or higher TCA, as evidenced by increased lactate dehydrogenase (LDH) release. Pretreatment with the CYP inhibitor piperonyl butoxide, the cyclooxygenase inhibitor indomethacin or the peroxidase inhibitor mercaptosuccinate attenuated TCA cytotoxicity, while pretreatment with FMO inhibitors or the CYP inhibitor metyrapone had no effect on TCA nephrotoxicity. Pretreatment with an antioxidant (α-tocopherol, glutathione, ascorbate or N-acetyl-L-cysteine) also reduced or completely blocked TCA cytotoxicity. These results indicate that TCA is directly nephrotoxic to IRCC in a time and concentration dependent manner. Bioactivation of TCA to toxic metabolites by CYP, cyclooxygenase and/or peroxidase contributes to the mechanism of TCA nephrotoxicity. Lastly, free radicals play a role in TCA cytotoxicity, although the exact nature of the origin of these radicals remains to be determined.

  19. Coexpression of CPR from various origins enhances biotransformation activity of human CYPs in S. pombe.

    Science.gov (United States)

    Neunzig, Ina; Widjaja, Maria; Peters, Frank T; Maurer, Hans H; Hehn, Alain; Bourgaud, Frédéric; Bureik, Matthias

    2013-08-01

    Cytochrome P450 enzymes (CYPs or P450s) are the most important enzymes involved in the phase I metabolism of drugs (and other xenobiotics) in humans, and the corresponding drug metabolites are needed as reference substances for their structural confirmation and for pharmacological or toxicological characterization. We have previously shown that biotechnological synthesis of such metabolites is feasible by whole-cell biotransformation with human CYPs recombinantly expressed in the fission yeast Schizosaccharomyces pombe. It was the aim of this study to compare the activity of seven human microsomal CYPs (CYP2C9, CYP2D6, CYP3A4, CYP3A5, CYP3A7, CYP17, and CYP21) upon coexpression with NADPH-cytochrome P450 oxidoreductases (CPRs) from various origins, namely, human CPR (hCPR) and its homologues from fission yeast (ccr1) and the bishop's weed Ammi majus (AmCPR), respectively. For this purpose, 28 recombinant strains were needed, with five of them having been constructed previously and 23 strains being newly constructed. Bioconversion experiments showed that coexpression of a CPR does not only influence the reaction rate but, in some cases, also exerts an influence on the metabolite pattern. For CYP3A enzymes, coexpression of hCPR yielded the best results, while for another two, hCPR was equally helpful as ccr1 (both CYP17 and CYP21) or AmCPR (CYP17 only), respectively. Interestingly, CYP2D6 displayed its highest activity when coexpressed with ccr1 and CYP2C9 with AmCPR. These results corroborate the view of CPR as a well-suited bio-brick in synthetic biology for the construction of artificial enzyme complexes.

  20. Statistically optimized biotransformation protocol for continuous production of L-DOPA using Mucuna monosperma callus culture.

    Science.gov (United States)

    Inamdar, Shrirang Appasaheb; Surwase, Shripad Nagnath; Jadhav, Shekhar Bhagwan; Bapat, Vishwas Anant; Jadhav, Jyoti Prafull

    2013-01-01

    L-DOPA (3,4-dihydroxyphenyl-L-alanine), a modified amino acid, is an expansively used drug for the Parkinson's disease treatment. In the present study, optimization of nutritional parameters influencing L-DOPA production was attempted using the response surface methodology (RSM) from Mucuna monosperma callus. Optimization of the four factors was carried out using the Box-Behnken design. The optimized levels of factors predicted by the model include tyrosine 0.894 g l(-1), pH 4.99, ascorbic acid 31.62 mg l(-1)and copper sulphate 23.92 mg l(-1), which resulted in highest L-DOPA yield of 0.309 g l(-1). The optimization of medium using RSM resulted in a 3.45-fold increase in the yield of L-DOPA. The ANOVA analysis showed a significant R (2) value (0.9912), model F-value (112.465) and probability (0.0001), with insignificant lack of fit. Optimized medium was used in the laboratory scale column reactor for continuous production of L-DOPA. Uninterrupted flow column exhibited maximum L-DOPA production rate of 200 mg L(-1) h(-1) which is one of the highest values ever reported using plant as a biotransformation source. L-DOPA production was confirmed by HPTLC and HPLC analysis. This study demonstrates the synthesis of L- DOPA using Mucuna monosperma callus using a laboratory scale column reactor. PMID:25674405

  1. Polychlorinated biphenyl (PCB) load, lipid reserves and biotransformation activity in migrating Atlantic salmon from River Moerrum, Sweden

    International Nuclear Information System (INIS)

    Atlantic salmon accumulate high levels of contaminants such as polychlorinated biphenyls (PCBs) in their lipids during the adult growth phase spent at sea. The lipids are later utilized during migration for swimming and biological adaptations. We hypothesize that migrating salmons' biotransformation processes are affected by the high levels of built-up PCBs compared to salmon that in a pre-migrational stage. For these analyses we sampled adult Atlantic salmon during migration in the Swedish River Moerrum and measured the 21 most common PCB congeners (ΣPCB) and lipid levels in muscle tissue, aryl hydrocarbon receptor (AHR2) and cytochrome P4501A1 (CYP1A1) transcript levels as well as ethoxyresorufin-O-deethylase activity (EROD) in liver. We also determined which AHR2 genotypes the salmon carried. We show that EROD activity is correlated to CYP1A1 level but not to ΣPCB concentration. ΣPCB concentration does not predict levels of neither the AHR2 nor CYP1A1 genes. We find no associations between specific AHR2 transcription levels and AHR2 genotypes or a correlation between AHR2 and CYP1A1 transcription levels, which is in direct contrast to pre-migrational adult salmon from the Baltic Sea. When we compare River Moerrum to salmon we have previously sampled in the Baltic Sea we show that migrating salmon have significantly lower lipid levels in their muscles; higher muscle concentrations of ΣPCB on a lipid basis; and significantly lower CYP1A1 and EROD levels compared to salmon from the Baltic Sea. Also, transcript levels of three out of four AHR2 genes are significantly different. In conclusion, migrating Swedish Atlantic salmon carry higher concentrations of PCBs in their lipids compared to salmon in the Baltic Sea, but have lower activation of biotransformation genes and enzymes. Our results indicate that accumulated pollutants from the Baltic Sea are deactivated inside the migrating salmon's lipid tissues and increase in concentration when migration is initiated

  2. Microbial biotransformation as a tool for drug development based on natural products from mevalonic acid pathway: A review

    Directory of Open Access Journals (Sweden)

    Mohamed-Elamir F. Hegazy

    2015-01-01

    Full Text Available Natural products are structurally and biologically interesting metabolites, but they have been isolated in minute amounts. The syntheses of such natural products help in obtaining them in bulk amounts. The recognition of microbial biotransformation as important manufacturing tool has increased in chemical and pharmaceutical industries. In recent years, microbial transformation is increasing significantly from limited interest into highly active area in green chemistry including preparation of pharmaceutical products. This is the first review published on the usage of microbial biocatalysts for some natural product classes and natural product drugs.

  3. Biotransformation of sesquiterpenoids having α,β-unsaturated carbonyl groups with cultured plant cells of Marchantia polymorpha

    OpenAIRE

    Hegazy, Mohamed-Elamir F.; Kuwata, Chika; Matsushima, Akihito; Ahmed, Ahmed A.; Hirata, Toshifumi

    2006-01-01

    The biotransformation of sesquiterpenoids having an α,β-unsaturated carbonyl group, such as -santonin (1), lancerodiol p-hydroxybenzoate (2), 8,9-dehydronootkatone (3) and nootkatone (4), with cultured suspension cells of Marchantia polymorpha was investigated. It was found that the C-C double bond of 1 and 2 was hydrogenated to give 1,2-dihydro--santonin (5) and 3,4-dihydrolancerodiol p-hydroxybenzoate (6), respectively, while the allylic position of the C-C double bond of 3 and 4 was hydr...

  4. Biotransformation of Cholesterol and 16α,17α-Epoxypregnenolone and Isolation of Hydroxylase in Burkholderia cepacia SE-1

    Science.gov (United States)

    Zhu, XiangDong; Pang, CuiPing; Cao, Yuting; Fan, Dan

    2016-01-01

    The metabolism of cholesterol is critical in eukaryotes as a precursor for vitamins, steroid hormones, and bile acids. Some steroid compounds can be transformed into precursors of steroid medicine by some microorganisms. In this study, the biotransformation products of cholesterol and 16α,17α-epoxypregnenolone produced by Burkholderia cepacia SE-1 were investigated, and a correlative enzyme, hydroxylase, was also studied. The biotransformation products, 7β-hydroxycholesterol, 7-oxocholesterol, and 20-droxyl-16α,17α-epoxypregn-1,4-dien-3-one, were purified by silica gel and Sephadex LH-20 column chromatography and identified by nuclear magnetic resonance and mass spectroscopy. The hydroxylase was isolated from the bacterium and the partial sequences of the hydroxylase, which belong to the catalases/peroxidase family, were analyzed using MS/MS analyses. The enzyme showed activity toward cholesterol and had a specific activity of 37.2 U/mg of protein at 30°C and pH 7.0. PMID:27340662

  5. Bioaccumulation of glyphosate and its formulation Roundup Ultra in Lumbriculus variegatus and its effects on biotransformation and antioxidant enzymes

    International Nuclear Information System (INIS)

    The bioaccumulation potential of glyphosate and the formulation Roundup Ultra, as well as possible effects on biotransformation and antioxidant enzymes in Lumbriculus variegatus were compared by four days exposure to concentrations between 0.05 and 5 mg L-1 pure glyphosate and its formulation. Bioaccumulation was determined using 14C labeled glyphosate. The bioaccumulation factor (BCF) varied between 1.4 and 5.9 for the different concentrations, and was higher than estimated from log Pow. Glyphosate and its surfactant POEA caused elevation of biotransformation enzyme soluble glutathione S-transferase at non-toxic concentrations. Membrane bound glutathione S-transferase activity was significantly elevated in Roundup Ultra exposed worms, compared to treatment with equal glyphosate concentrations, but did not significantly differ from the control. Antioxidant enzyme superoxide dismutase was significantly increased by glyphosate but in particular by Roundup Ultra exposure indicating oxidative stress. The results show that the formulation Roundup Ultra is of more ecotoxicological relevance than the glyphosate itself. - Roundup Ultra is of more ecotoxicological relevance than the active ingredient, glyphosate, to Lumbriculus variegatus regarding accumulation potential and enzymatic responses

  6. Bioaccumulation of glyphosate and its formulation Roundup Ultra in Lumbriculus variegatus and its effects on biotransformation and antioxidant enzymes

    Energy Technology Data Exchange (ETDEWEB)

    Contardo-Jara, Valeska [Leibniz-Institute of Freshwater Ecology and Inland Fisheries, Department of Inland Fisheries, Biochemical Regulation, Mueggelseedamm 301, 12587 Berlin (Germany)], E-mail: contardo@igb-berlin.de; Klingelmann, Eva [Technische Universitaet Berlin/Berlin Institute of Technology, Department of Ecology, Chair of Soil Protection, Salzufer 12, 10587 Berlin (Germany)], E-mail: eva.klingelmann@TU-Berlin.de; Wiegand, Claudia [Leibniz-Institute of Freshwater Ecology and Inland Fisheries, Department of Inland Fisheries, Biochemical Regulation, Mueggelseedamm 301, 12587 Berlin (Germany); Humboldt University Berlin, Faculty of Biology, Unter den Linden 6, 10099 Berlin (Germany)], E-mail: cwiegand@igb-berlin.de

    2009-01-15

    The bioaccumulation potential of glyphosate and the formulation Roundup Ultra, as well as possible effects on biotransformation and antioxidant enzymes in Lumbriculus variegatus were compared by four days exposure to concentrations between 0.05 and 5 mg L{sup -1} pure glyphosate and its formulation. Bioaccumulation was determined using {sup 14}C labeled glyphosate. The bioaccumulation factor (BCF) varied between 1.4 and 5.9 for the different concentrations, and was higher than estimated from log P{sub ow}. Glyphosate and its surfactant POEA caused elevation of biotransformation enzyme soluble glutathione S-transferase at non-toxic concentrations. Membrane bound glutathione S-transferase activity was significantly elevated in Roundup Ultra exposed worms, compared to treatment with equal glyphosate concentrations, but did not significantly differ from the control. Antioxidant enzyme superoxide dismutase was significantly increased by glyphosate but in particular by Roundup Ultra exposure indicating oxidative stress. The results show that the formulation Roundup Ultra is of more ecotoxicological relevance than the glyphosate itself. - Roundup Ultra is of more ecotoxicological relevance than the active ingredient, glyphosate, to Lumbriculus variegatus regarding accumulation potential and enzymatic responses.

  7. Biotransformation of colchicinoids into their corresponding 3-O-glucosyl derivatives by selected strains of Bacillus megaterium.

    Science.gov (United States)

    Ponzone, Cesare; Berlanda, Davide; Donzelli, Fabio; Acquati, Valter; Ciulla, Rosalba; Negrini, Alberto; Rovati, Marco; Evangelista, Douglas; Fata, Emilio; Ciceri, Daniele; Perterlongo, Federico; Cabri, Walter

    2014-07-01

    Natural colchicinoids and their semisynthetic derivatives are important active ingredients for pharmaceutical applications. Thiocolchicoside (3-demethoxy-3-glucosyloxythiocolchicine) is used in several countries as standard therapy for the treatment of diseases of the muscle-skeletal system, due to its potent antiinflammatory and myorelaxant properties. Manufacturing of thiocolchicoside requires a key step, the regioselective demethylation and glucosylation of chemically derivative thiocolchicine. High selectivity and efficiency of this transformation cannot be achieved in a satisfactory way with a chemical approach. In particular, the chemical demethylation, a part from requiring toxic and aggressive reagents, generates a complex mixture of products with no industrial usefulness. We report herein an efficient, direct and green biotransformation of thiocolchicine into thiocolchicoside, performed by a specific strain of Bacillus megaterium. The same process, with minor modifications, can be used to convert the by-product 3-O-demethyl-thiocolchicine into thiocolchicoside. In addition, we describe the B. megaterium strain selection process and the best conditions for this effective double biotransformation. The final product has a pharmaceutical quality, and the process has been industrialised. PMID:24553816

  8. Biotransformation of Domestic Wastewater Treatment Plant Sludge by Two-Stage Integrated Processes -Lsb & Ssb

    Directory of Open Access Journals (Sweden)

    Md. Zahangir Alam, A. H. Molla and A. Fakhru’l-Razi

    2012-10-01

    Full Text Available The study of biotransformation of domestic wastewater treatment plant (DWTP sludge was conducted in laboratory-scale by two-stage integrated process i.e. liquid state bioconversion (LSB and solid state bioconversion (SSB processes. The liquid wastewater sludge [4% w/w of total suspended solids (TSS] was treated by mixed filamentous fungi Penicillium corylophilum and Aspergillus niger, isolated, screened and mixed cultured in terms of their higher biodegradation potential to wastewater sludge. The biosolids was increased to about 10% w/w. Conversely, the soluble [i.e. Total dissolve solid (TDS] and insoluble substances (TSS in treated supernatant were decreased effectively in the LSB process. In the developed LSB process, 93.8 g kg-1of biosolids were enriched with fungal biomass protein and nutrients (NPK, and 98.8% of TSS, 98.2% of TDS, 97.3% of turbidity, 80.2% of soluble protein, 98.8% of reducing sugar and 92.7% of chemical oxygen demand (COD in treated sludge supernatant were removed after 8 days of treatment. Specific resistance to filtration (1.39x1012 m/kg was decreased tremendously by the microbial treatment of DWTP sludge after 6 days of fermentation. The treated biosolids in DWTP sludge was considered as pretreated resource materials for composting and converted into compost by SSB process. The SSB process was evaluated for composting by monitoring the microbial growth and its subsequent roles in biodegradation in composting bin (CB. The process was conducted using two mixed fungal cultures, Trichoderma harzianum with Phanerochaete chrysosporium 2094 and (T/P and T. harzianum and Mucor hiemalis (T/M; and two bulking materials, sawdust (SD and rice straw (RS. The most encouraging results of microbial growth and subsequent solid state bioconversion were exhibited in the RS than the SD. Significant decrease of the C/N ratio and germination index (GI were attained as well as the higher value of glucosamine was exhibited in compost; which

  9. Steroid biotransformations in biphasic systems with Yarrowia lipolytica expressing human liver cytochrome P450 genes

    Directory of Open Access Journals (Sweden)

    Braun Andreas

    2012-08-01

    Full Text Available Abstract Background Yarrowia lipolytica efficiently metabolizes and assimilates hydrophobic compounds such as n-alkanes and fatty acids. Efficient substrate uptake is enabled by naturally secreted emulsifiers and a modified cell surface hydrophobicity and protrusions formed by this yeast. We were examining the potential of recombinant Y. lipolytica as a biocatalyst for the oxidation of hardly soluble hydrophobic steroids. Furthermore, two-liquid biphasic culture systems were evaluated to increase substrate availability. While cells, together with water soluble nutrients, are maintained in the aqueous phase, substrates and most of the products are contained in a second water-immiscible organic solvent phase. Results For the first time we have co-expressed the human cytochromes P450 2D6 and 3A4 genes in Y. lipolytica together with human cytochrome P450 reductase (hCPR or Y. lipolytica cytochrome P450 reductase (YlCPR. These whole-cell biocatalysts were used for the conversion of poorly soluble steroids in biphasic systems. Employing a biphasic system with the organic solvent and Y. lipolytica carbon source ethyl oleate for the whole-cell bioconversion of progesterone, the initial specific hydroxylation rate in a 1.5 L stirred tank bioreactor was further increased 2-fold. Furthermore, the product formation was significantly prolonged as compared to the aqueous system. Co-expression of the human CPR gene led to a 4-10-fold higher specific activity, compared to the co-overexpression of the native Y. lipolytica CPR gene. Multicopy transformants showed a 50-70-fold increase of activity as compared to single copy strains. Conclusions Alkane-assimilating yeast Y. lipolytica, coupled with the described expression strategies, demonstrated its high potential for biotransformations of hydrophobic substrates in two-liquid biphasic systems. Especially organic solvents which can be efficiently taken up and/or metabolized by the cell might enable more

  10. Exogenous cofactors for the improvement of bioremoval and biotransformation of sulfamethoxazole by Alcaligenes faecalis.

    Science.gov (United States)

    Zhang, Yi-Bi; Zhou, Jiao; Xu, Qiu-Man; Cheng, Jing-Sheng; Luo, Yu-Lu; Yuan, Ying-Jin

    2016-09-15

    Sulfamethoxazole (SMX), an extensively prescribed or administered antibiotic pharmaceutical product, is usually detected in aquatic environments, because of its incomplete metabolism and elimination. This study investigated the effects of exogenous cofactors on the bioremoval and biotransformation of SMX by Alcaligenes faecalis. High concentration (100mg·L(-1)) of exogenous vitamin C (VC), vitamin B6 (VB6) and oxidized glutathione (GSSG) enhanced SMX bioremoval, while the additions of vitamin B2 (VB2) and vitamin B12 (VB12) did not significantly alter the SMX removal efficiency. Globally, cellular growth of A. faecalis and SMX removal both initially increased and then gradually decreased, indicating that SMX bioremoval is likely dependent on the primary biomass activity of A. faecalis. The decreases in the SMX removal efficiency indicated that some metabolites of SMX might be transformed into parent compound at the last stage of incubation. Two transformation products of SMX, N-hydroxy sulfamethoxazole (HO-SMX) and N4-acetyl sulfamethoxazole (Ac-SMX), were identified by a high-performance liquid chromatograph coupled with mass spectrometer. High concentrations of VC, nicotinamide adenine dinucleotide hydrogen (NADH, 7.1mg·L(-1)), and nicotinamide adenine dinucleotide (NAD(+), 6.6mg·L(-1)), and low concentrations of reduced glutathione (GSH, 0.1 and 10mg·L(-1)) and VB2 (1mg·L(-1)) remarkably increased the formation of HO-SMX, while VB12 showed opposite effects on HO-SMX formation. In addition, low concentrations of GSH and NADH enhanced Ac-SMX formation by the addition of A. faecalis, whereas cofactors (VC, VB2, VB12, NAD(+), and GSSG) had no obvious impact on the formation of Ac-SMX compared with the controls. The levels of Ac-SMX were stable when biomass of A. faecalis gradually decreased, indicating the direct effect of biomass on the formation of Ac-SMX by A. faecalis. In sum, these results help us understand the roles played by exogenous cofactors in

  11. Hepatic biotransformation pathways and ruminal metabolic stability of the novel anthelmintic monepantel in sheep and cattle.

    Science.gov (United States)

    Ballent, M; Virkel, G; Maté, L; Viviani, P; Lanusse, C; Lifschitz, A

    2016-10-01

    Monepantel (MNP) is a new amino-acetonitrile derivative anthelmintic drug used for the treatment of gastrointestinal (GI) nematodes in sheep. The present work investigated the main enzymatic pathways involved in the hepatic biotransformation of MNP in sheep and cattle. The metabolic stability in ruminal fluid of both the parent drug and its main metabolite (monepantel sulphone, MNPSO2 ) was characterized as well. Additionally, the relative distribution of both anthelmintic molecules between the fluid and particulate phases of the ruminal content was studied. Liver microsomal fractions from six (6) rams and five (5) steers were incubated with a 40 μm of MNP. Heat pretreatment (50 °C for 2 min) of liver microsomes was performed for inactivation of the flavin-monooxygenase (FMO) system. Additionally, MNP was incubated in the presence of 4, 40, and 80 μm of methimazole (MTZ), a FMO inhibitor, or equimolar concentrations of piperonyl butoxide (PBx), a well-known general cytochrome P450 (CYP) inhibitor. In both ruminant species, MNPSO2 was the main metabolite detected after MNP incubation with liver microsomes. The conversion rate of MNP into MNPSO2 was fivefold higher (P < 0.05) in sheep (0.15 ± 0.08 nmol/min·mg) compared to cattle. In sheep, the relative involvement of both FMO and CYP systems (FMO/CYP) was 36/64. Virtually, only the CYP system appeared to be involved in the production of MNPSO2 in cattle liver. Methimazole significantly reduced (41 to 79%) the rate of MNPSO2 production in sheep liver microsomes whereas it did not inhibit MNP oxidation in cattle liver microsomes. On the other hand, PBx inhibited the production of MNPSO2 in liver microsomes of both sheep (58 to 98%, in a dose-dependent manner) and cattle (almost 100%, independently of the PBx concentration added). The incubation of MNP and MNPSO2 with ruminal contents of both species showed a high chemical stability without evident metabolism and/or degradation as well as an extensive

  12. Biotransformation of (±)-4,8-dimethylcyclodeca-3(E),7(E)-dien-1β-ol and (+)-Hedycaryol by Cichorium intybus.

    OpenAIRE

    Piet, Dennis P.; Adriaan J. Minnaard; Heyden, Karel A. van der; Franssen, Maurice C. R.; Wijnberg, Joannes B. P. A.; Groot, Aede de

    1995-01-01

    The biotransformation of the synthetic (E,E)-1,5-cyclodecadienol 5 and (+)-hedycaryol (11) by a root suspension of fresh chicory has been investigated. Incubation of 5 with a root suspension gave a 2 : 1 mixture of the epimeric eudesmanediols 7a and 7b whereas 11 was selectively converted into cryptomeridiol (12). An explanation for the obtained results is proposed.

  13. Tracing the biotransformation of polychlorinated biphenyls (PCBs) in common carp (Cryprinus carpio): Enantiomeric fraction and compound-specific stable carbon isotope analyses.

    Science.gov (United States)

    Tang, Bin; Luo, Xiao-Jun; Zeng, Yan-Hong; Sun, Run-Xia; Chen, Hua-Shan; Li, Zong-Rui; Mai, Bi-Xian

    2016-09-01

    Metabolites of polychlorinated biphenyls (PCBs) in fish are difficult to detect in vivo due to the complexity of biometabolism. In the present study, atropisomeric fraction analysis of chiral PCB congeners and compound-specific isotopic analysis (CSIA) were applied to trace the biotransformation of PCBs in fish by exposure of common carp (Cryprinus carpio) to the commercial PCB mixture Aroclor 1242. Stereoselective elimination of the chiral PCB congeners 91, 95, and 136 was observed, indicating a stereoselective biotransformation process. The δ(13)C values of PCBs 5/8, 18, and 20/33 in fish were increased compared with those in the spiked food, while PCBs 47/48 and 49 showed significant heavy isotope depletion. These results suggested a significant biotransformation of the corresponding individual PCB congeners although the potential PCB metabolites, hydroxylated PCBs (OH-PCBs) and methylsulfone PCBs (MeSO2-PCBs), were not detected in the fish tissue samples throughout this experiment. The results of the present study demonstrated that a combination of chiral analysis and CSIA is a promising new approach for investigating the biotransformation of PCBs in biota. PMID:27341148

  14. Effects of 17alpha-ethynylestradiol on hormonal responses and xenobiotic biotransformation system of Atlantic salmon (Salmo salar).

    Science.gov (United States)

    Mortensen, Anne S; Arukwe, Augustine

    2007-11-30

    Pharmaceuticals are ubiquitous pollutants in the aquatic environment where their potential effects on non-target species like fish has only recently become subject of systematic investigations. In the present study, experiments were undertaken to examine the effects of a synthetic pharmaceutical endocrine disruptor, ethynylestradiol (EE2), given in water at 5 or 50 ng/L and sampled at days 0 (control), 3 and 7 after exposure, on hepatic phase I and II biotransformation and hormonal pathways of juvenile salmon using quantitative (real-time) polymerase chain reaction (qPCR), Vtg ELISA and 7-ethoxyresorufin O-deethylase (EROD) catalytic activity. Our data show that EE2 produced time- and concentration-specific modulation of estrogen receptor isoforms (ERalpha, ERbeta) and androgen receptor-beta (ARbeta). EE2 produced a concentration-specific induction of vitellogenin (Vtg) and zona radiata protein (Zr-protein) at day 3 after exposure. At day 7, Vtg and Zr-protein mRNA (and plasma Vtg protein) expression were significantly decreased in the group given 5 ng EE2/L, compared to dimethyl sulfoxide (DMSO) control group. In the xenobiotic biotransformation pathway, EE2 produced a significant increase of aryl hydrocarbon receptor-alpha (AhRalpha) at day 3 in the group given 5 ng EE2/L and AhRbeta was decreased at the same concentration at day 7. While CYP3A was not significantly affected by EE2 exposure, the CYP1A1, AhR nuclear translocator (Arnt) and AhR repressor (AhRR) mRNA showed an apparent EE2 concentration and time-dependent decrease. The expression of uridine diphosphoglucuronosyl transferase (UGT) and glutathione S-transferase class pi-like (GSTpi-like) mRNA were decreased after exposure to 50ng EE2/L at both day 3 and 7 after exposure. The effect of EE2 on the CYP1A1 gene expressions paralleled effect on EROD and AhRR mRNA, suggesting a direct role of EE2 in controlling cellular detoxification machinery. Interestingly, the carrier vehicle, DMSO produced significant

  15. Highly selective biotransformation of ginsenoside Rb1 to Rd by the phytopathogenic fungus Cladosporium fulvum (syn. Fulvia fulva).

    Science.gov (United States)

    Zhao, Xuesong; Wang, Juan; Li, Jie; Fu, Ling; Gao, Juan; Du, Xiuli; Bi, Hongtao; Zhou, Yifa; Tai, Guihua

    2009-05-01

    Fourteen phytopathogenic fungi were tested for their ability to transform the major ginsenosides to the active minor ginsenoside Rd. The transformation products were identified by TLC and HPLC, and their structures were assigned by NMR analysis. Cladosporium fulvum, a tomato pathogen, was found to transform major ginsenoside Rb(1) to Rd as the sole product. The following optimum conditions for transforming Rd by C. fulvum were determined: the time of substrate addition, 24 h; substrate concentration, 0.25 mg ml(-1); temperature, 37 degrees C; pH 5.0; and biotransformation period, 8 days. At these optimum conditions, the maximum yield was 86% (molar ratio). Further, a preparative scale transformation with C. fulvum was performed at a dose of 100 mg of Rb(1) by a yield of 80%. This fungus has potential to be applied on the preparation for Rd in pharmaceutical industry.

  16. Investigation of the in vitro biotransformation and simultaneous enantioselective separation of thalidomide and its neutral metabolites by capillary electrophoresis.

    Science.gov (United States)

    Weinz, C; Blaschke, G

    1995-12-15

    Reversed-phase liquid chromatography is a long established method for the analysis of drug metabolism. The current investigation demonstrates that micellar electrokinetic capillary chromatography can be an attractive alternative. Two methods were developed using sodium dodecyl sulfate and hexadecyltrimethylammonium bromide for the determination of possible hydroxylated metabolites of the former sedative drug thalidomide (Contergan) in order to study the in vitro metabolism of the drug by incubation with rat liver microsomes. The biotransformation was found to be stereoselective: S-(-)-thalidomide mainly formed 5-hydroxythalidomide, whereas R-(+)-thalidomide was preferentially transformed to two metabolites tentatively assigned to be diastereomers of 5'-hydroxythalidomide. Furthermore, the simultaneous enantioseparation of thalidomide and two of its possible hydroxylated metabolites was achieved using capillary electrophoresis with negatively charged carboxymethyl-beta-cyclodextrin. The dependencies of the selectivity of the enantioseparation on the concentration of the chiral additive and the pH of the run buffer were investigated. PMID:8788158

  17. Biotransformation kinetics and sorption of cocaine and its metabolites and the factors influencing their estimation in wastewater

    DEFF Research Database (Denmark)

    Plósz, Benedek G.; Reid, Malcolm J.; Borup, Morten;

    2013-01-01

    The quantitative analysis of human urinary metabolites as biomarkers in wastewater streams has been used to estimate the rates of illicit drug use in the wider community. The primary underlying assumption in such studies is that a sample of wastewater is equivalent to a cumulative sample of urine....... Drug metabolism in humans is predominantly enzymatically mediated, but these processes are not exclusive to the human body, and are found to occur in the environment and the sewer network. Understanding what happens to drugs and their urinary metabolites in the sewer system between the point...... of excretion and sampling is particularly important since it is possible that in-sewer transformation may influence final biomarker concentration. The present study uses batch experiments to measure and assess the biotransformation processes of cocaine and its two major human metabolites, benzoylecgonine...

  18. Biotransformation of 17-alkylsteroids in the equine: gas chromatographic-mass spectral identification of ten intermediate metabolites of methyltestosterone.

    Science.gov (United States)

    Stanley, S M; Smith, L; Rodgers, J P

    1997-03-01

    The metabolism of the orally active anabolic steroid methyltestosterone in the equine was investigated by administration of the drug along with a tritiated radiolabel tracer. In this study some of the metabolites were identified and a radio immunoassay screen and immunoaffinity chromatography gel for methyltestosterone were also evaluated. Pathway intermediates, in particular the 17-methylandrostanediols, were studied to gain an insight into the most likely stereochemistry of the major metabolites. The predominant phase I biotransformations involve reduction of the A ring 3-oxo and 4-ene groups to yield predominantly 3 beta-hydroxy-5 alpha-androstane products and hydroxylation of the steroid nucleus at several positions. Epimerisation of the 17 alpha-methyl group also occurred. Ten steroids could be positively identified by comparison with authentic reference materials and many other triol, tetrol and pentols were also observed. Phase II metabolites and sulphate conjugates in particular, were common.

  19. Optimisation de deux systèmes de production piscicole : biotransformation des nutriments et gestion des rejets

    OpenAIRE

    Roque D'Orbcastel, Emmanuelle

    2008-01-01

    La durabilité des élevages piscicoles est aujourd'hui confrontée à une contrainte réglementaire de protection de l'environnement et à un contexte socio-économique de limitations des consommations en eau et en énergie. L'objectif de ce travail était l'étude des biotransformations et de la gestion des rejets d'une salmoniculture (Charles Murgat S.A.S, Isère, France). Ces connaissances sont nécessaires aux professionnels de la filière pour construire les outils de contrôle et de traitement qui p...

  20. Biotransformation modulation and genotoxicity in white seabream upon exposure to paralytic shellfish toxins produced by Gymnodinium catenatum

    Energy Technology Data Exchange (ETDEWEB)

    Reis Costa, Pedro, E-mail: prcosta@ipimar.pt [IPIMAR - National Institute for Biological Resources (INRB/IPIMAR), Av. Brasilia, 1449-006 Lisboa (Portugal); Pereira, Patricia [IPIMAR - National Institute for Biological Resources (INRB/IPIMAR), Av. Brasilia, 1449-006 Lisboa (Portugal); Department of Biology and CESAM, Aveiro University, Campus Universitario de Santiago, 3810-193 Aveiro (Portugal); Guilherme, Sofia [Department of Biology and CESAM, Aveiro University, Campus Universitario de Santiago, 3810-193 Aveiro (Portugal); Barata, Marisa; Nicolau, Lidia [IPIMAR - National Institute for Biological Resources (INRB/IPIMAR), Av. 5 Outubro, 8700-305 Olhao (Portugal); Santos, Maria Ana; Pacheco, Mario [Department of Biology and CESAM, Aveiro University, Campus Universitario de Santiago, 3810-193 Aveiro (Portugal); Pousao-Ferreira, Pedro [IPIMAR - National Institute for Biological Resources (INRB/IPIMAR), Av. 5 Outubro, 8700-305 Olhao (Portugal)

    2012-01-15

    Fish are recurrently exposed to paralytic shellfish toxins (PSTs) produced by Gymnodinium catenatum. Nevertheless, the knowledge regarding metabolism of PSTs and their toxic effects in fish is scarce. Consequently, the current study aims to investigate the role of phase I and II detoxification enzymes on PST metabolism in the liver of white seabream (Diplodus sargus), assessing ethoxyresorufin-O-deethylase (EROD) and glutathione S-transferase (GST) activities. Moreover, the genotoxic potential of PSTs was examined through the erythrocytic nuclear abnormality (ENA) assay. Fish were intracoelomically (IC) injected with a nominal dose (expressed as saxitoxin equivalents) of 1.60 {mu}g STXeq kg{sup -1} semipurified from a G. catenatum cell culture with previously determined toxin profile. Fish were sacrificed 2 and 6 days after IC injection. PST levels determined in fish liver were15.2 and 12.2 {mu}g STXeq kg{sup -1}, respectively, at 2 and 6 days after the injection. Though several PSTs were administered, only dcSTX was detected in the liver after 2 and 6 days. This was regarded as an evidence that most of the N-sulfocarbamoyl and decarbamoyl toxins were rapidly biotransformed in D. sargus liver and/or eliminated. This was corroborated by a hepatic GST activity induction at 2 days after injection. Hepatic EROD activity was unresponsive to PSTs, suggesting that these toxins enter phase II of biotransformation directly. The genotoxic potential of PSTs was also demonstrated; these toxins were able to induce cytogenetic damage, such as chromosome (or chromatid) breaks or loss and segregational anomalies, measured by the ENA assay. Overall, this study pointed out the ecological risk associated with the contamination of fish with PSTs generated by G. catenatum blooms, providing the necessary first data for a proper interpretation of biomonitoring programs aiming to assess the impact of phytoplankton blooms in fish.

  1. Application of immobilized cell preparation obtained from biomass of Gluconacetobacter xylinus bacteria in biotransformation of glycerol to dihydroxyacetone

    Directory of Open Access Journals (Sweden)

    Lidia Stasiak-Różańska

    2011-03-01

    Full Text Available Introduction. Dihydroxyacetone (DHA, being a product of glycerol oxidation by acetic acid bacteria, is an important compound widely applied in the cosmetic, food, and pharmaceutical industry, as well as in medicine. Biotransformation of glycerol to DHA is catalyzed by glycerol dehydrogenase (GlyDH, EC 1.1.1.6 bound with the cytoplasmic membrane of bacteria. An attempt was undertaken in this study to conduct glycerol biotransformation with immobilized fractions of a cell preparation with GlyDH activity. The content of dihydroxyacetone obtained with the cell preparation was compared with its content achieved in the reaction with immobilized viable cells of G. xylinus. Material and methods. Cell walls of Gluconacetobacter xylinus bacteria were disintegrated enzymatically. The resultant preparation was immobilized on calcium alginate or first separated into two fractions (precipitate and supernatant by centrifugation and then immobilized. DHA content was determined colorimetrically after the reaction with 3,5-dinitrosalicilic acid. Glycerol content was assayed with the refractometric method. Results. After 20 days of the process, the concentration of DHA obtained with immobilized whole cells reached 25 g/l. In turn, the content of DHA obtained in the same period with immobilized fractions of the cell preparation accounted for 16.9 g/l and 8.95 g/l (depending on the fraction applied. Conclusions. DHA may be obtained in the process independent of G. xylinus metabolic activity using a preparation which displays the catalytic activity of glycerol dehydrogenase and obtained as a result of disintegration of live bacterial cells. The application of such a preparation may in the future eliminate technological problems posed by the presence of bacterial cells and their metabolites in the culture medium.

  2. Evaluating the roles of biotransformation, spatial concentration differences, organism home range, and field sampling design on trophic magnification factors.

    Science.gov (United States)

    Kim, Jaeshin; Gobas, Frank A P C; Arnot, Jon A; Powell, David E; Seston, Rita M; Woodburn, Kent B

    2016-05-01

    Trophic magnification factors (TMFs) are field-based measurements of the bioaccumulation behavior of chemicals in food-webs. TMFs can provide valuable insights into the bioaccumulation behavior of chemicals. However, bioaccumulation metrics such as TMF may be subject to considerable uncertainty as a consequence of systematic bias and the influence of confounding variables. This study seeks to investigate the role of systematic bias resulting from spatially-variable concentrations in water and sediments and biotransformation rates on the determination of TMF. For this purpose, a multibox food-web bioaccumulation model was developed to account for spatial concentration differences and movement of organisms on chemical concentrations in aquatic biota and TMFs. Model calculated and reported field TMFs showed good agreement for persistent polychlorinated biphenyl (PCB) congeners and biotransformable phthalate esters (PEs) in a marine aquatic food-web. Model testing showed no systematic bias and good precision in the estimation of the TMF for PCB congeners but an apparent underestimation of model calculated TMFs, relative to reported field TMFs, for PEs. A model sensitivity analysis showed that sampling designs that ignore the presence of concentration gradients may cause systematically biased and misleading TMF values. The model demonstrates that field TMFs are most sensitive to concentration gradients and species migration patterns for substances that are subject to a low degree of biomagnification or trophic dilution. The model is useful in anticipating the effect of spatial concentration gradients on the determination of the TMF; guiding species collection strategies in TMF studies; and interpretation of the results of field bioaccumulation studies in study locations where spatial differences in chemical concentration exist.

  3. Biotransformation modulation and genotoxicity in white seabream upon exposure to paralytic shellfish toxins produced by Gymnodinium catenatum

    International Nuclear Information System (INIS)

    Fish are recurrently exposed to paralytic shellfish toxins (PSTs) produced by Gymnodinium catenatum. Nevertheless, the knowledge regarding metabolism of PSTs and their toxic effects in fish is scarce. Consequently, the current study aims to investigate the role of phase I and II detoxification enzymes on PST metabolism in the liver of white seabream (Diplodus sargus), assessing ethoxyresorufin-O-deethylase (EROD) and glutathione S-transferase (GST) activities. Moreover, the genotoxic potential of PSTs was examined through the erythrocytic nuclear abnormality (ENA) assay. Fish were intracoelomically (IC) injected with a nominal dose (expressed as saxitoxin equivalents) of 1.60 μg STXeq kg−1 semipurified from a G. catenatum cell culture with previously determined toxin profile. Fish were sacrificed 2 and 6 days after IC injection. PST levels determined in fish liver were15.2 and 12.2 μg STXeq kg−1, respectively, at 2 and 6 days after the injection. Though several PSTs were administered, only dcSTX was detected in the liver after 2 and 6 days. This was regarded as an evidence that most of the N-sulfocarbamoyl and decarbamoyl toxins were rapidly biotransformed in D. sargus liver and/or eliminated. This was corroborated by a hepatic GST activity induction at 2 days after injection. Hepatic EROD activity was unresponsive to PSTs, suggesting that these toxins enter phase II of biotransformation directly. The genotoxic potential of PSTs was also demonstrated; these toxins were able to induce cytogenetic damage, such as chromosome (or chromatid) breaks or loss and segregational anomalies, measured by the ENA assay. Overall, this study pointed out the ecological risk associated with the contamination of fish with PSTs generated by G. catenatum blooms, providing the necessary first data for a proper interpretation of biomonitoring programs aiming to assess the impact of phytoplankton blooms in fish.

  4. 生物法制备乙醇酸的研究%Preparation of glycolic acid by biotransformation

    Institute of Scientific and Technical Information of China (English)

    尹秀莲; 游庆红; 蒋中海

    2011-01-01

    目的:对氧化葡萄糖酸杆菌生物转化乙二醇生产乙醇酸的工艺进行研究.方法:首先采用单因素试验优化了氧化葡萄糖酸杆菌生物转化乙二醇生成乙醇酸的工艺,在此基础上通过正交试验对转化工艺进行了进一步探讨.结果:氧化葡萄糖酸杆菌生物转化乙二醇生成乙醇酸的最优工艺为12.6%静息细胞、5.6%乙二醇维持pH5.84转化48h,乙二醇单体转化率可达60.886%.结论:应用氧化葡萄糖酸杆菌生物转化乙二醇生产乙醇酸的工艺的切实可行.%Objective: Study on transformation technology of ethylene glycol to glycolic acid by Gluconobater oxydans.Methods: Biotransformation from ethylene glycol to glycolic acid by G.oxydans was optimized with single factor experiments and further study with orthogonal experiment.Results: the optimum conditions for ethylene glycol transformation were as follows: concentration of resting cells 12.6%, ethylene glycol 5.6%, pH 5.84,48h.Transformation rate reached 60.886% under the optimum conditions.Conclusion: biotransformation of ethylene glycol to glycolic acid by G.oxydans is practicable.

  5. Transferred multipolar atom model for 10β,17β-dihydroxy-17α-methylestr-4-en-3-one dihydrate obtained from the biotransformation of methyloestrenolone.

    Science.gov (United States)

    Faroque, Muhammad Umer; Yousuf, Sammer; Zafar, Salman; Choudhary, M Iqbal; Ahmed, Maqsood

    2016-05-01

    Biotransformation is the structural modification of compounds using enzymes as the catalysts and it plays a key role in the synthesis of pharmaceutically important compounds. 10β,17β-Dihydroxy-17α-methylestr-4-en-3-one dihydrate, C19H28O3·2H2O, was obtained from the fungal biotransformation of methyloestrenolone. The structure was refined using the classical independent atom model (IAM) and a transferred multipolar atom model using the ELMAM2 database. The results from the two refinements have been compared. The ELMAM2 refinement has been found to be superior in terms of the refinement statistics. It has been shown that certain electron-density-derived properties can be calculated on the basis of the transferred parameters for crystals which diffract to ordinary resolution.

  6. Prediction of the adaptability of Pseudomonas putida DOT-T1E to a second phase of a solvent for economically sound two-phase biotransformations.

    Science.gov (United States)

    Neumann, Grit; Kabelitz, Nadja; Zehnsdorf, Andreas; Miltner, Anja; Lippold, Holger; Meyer, Daniel; Schmid, Andreas; Heipieper, Hermann J

    2005-11-01

    The strain Pseudomonas putida DOT-T1E was tested for its ability to tolerate second phases of different alkanols for their use as solvents in two-liquid-phase biotransformations. Although 1-decanol showed an about 10-fold higher toxicity to the cells than 1-octanol, the cells were able to adapt completely to 1-decanol only and could not be adapted in order to grow stably in the presence of a second phase of 1-octanol. The main explanation for this observation can be seen in the higher water and membrane solubility of 1-octanol. The hydrophobicity (log P) of a substance correlates with a certain partitioning of that compound into the membrane. Combining the log P value with the water solubility, the maximum membrane concentration of a compound can be calculated. With this simple calculation, it is possible to predict the property of an organic chemical for its potential applicability as a solvent for two-liquid-phase biotransformations with solvent-tolerant P. putida strains. Only compounds that show a maximum membrane concentration of less than 400 mM, such as 1-decanol, seem to be tolerated by these bacterial strains when applied in supersaturating concentrations to the medium. Taking into consideration that a solvent for a two-liquid-phase system should possess partitioning properties for potential substrates and products of a fine chemical synthesis, it can be seen that 1-decanol is a suitable solvent for such biotransformation processes. This was also demonstrated in shake cultures, where increasing amounts of a second phase of 1-decanol led to bacteria tolerating higher concentrations of the model substrate 3-nitrotoluene. Transferring this example to a 5-liter-scale bioreactor with 10% (vol/vol) 1-decanol, the amount of 3-nitrotoluene tolerated by the cells is up to 200-fold higher than in pure aqueous medium. The system demonstrates the usefulness of two-phase biotransformations utilizing solvent-tolerant bacteria.

  7. Engineering of Baeyer-Villiger monooxygenase-based Escherichia coli biocatalyst for large scale biotransformation of ricinoleic acid into (Z)-11-(heptanoyloxy)undec-9-enoic acid

    Science.gov (United States)

    Seo, Joo-Hyun; Kim, Hwan-Hee; Jeon, Eun-Yeong; Song, Young-Ha; Shin, Chul-Soo; Park, Jin-Byung

    2016-01-01

    Baeyer-Villiger monooxygenases (BVMOs) are able to catalyze regiospecific Baeyer-Villiger oxygenation of a variety of cyclic and linear ketones to generate the corresponding lactones and esters, respectively. However, the enzymes are usually difficult to express in a functional form in microbial cells and are rather unstable under process conditions hindering their large-scale applications. Thereby, we investigated engineering of the BVMO from Pseudomonas putida KT2440 and the gene expression system to improve its activity and stability for large-scale biotransformation of ricinoleic acid (1) into the ester (i.e., (Z)-11-(heptanoyloxy)undec-9-enoic acid) (3), which can be hydrolyzed into 11-hydroxyundec-9-enoic acid (5) (i.e., a precursor of polyamide-11) and n-heptanoic acid (4). The polyionic tag-based fusion engineering of the BVMO and the use of a synthetic promoter for constitutive enzyme expression allowed the recombinant Escherichia coli expressing the BVMO and the secondary alcohol dehydrogenase of Micrococcus luteus to produce the ester (3) to 85 mM (26.6 g/L) within 5 h. The 5 L scale biotransformation process was then successfully scaled up to a 70 L bioreactor; 3 was produced to over 70 mM (21.9 g/L) in the culture medium 6 h after biotransformation. This study demonstrated that the BVMO-based whole-cell reactions can be applied for large-scale biotransformations. PMID:27311560

  8. Biotransformation of perfumery terpenoids, (−-ambrox® by a fungal culture Macrophomina phaseolina and a plant cell suspension culture of Peganum harmala

    Directory of Open Access Journals (Sweden)

    Musharraf Syed Ghulam

    2012-08-01

    Full Text Available Abstract Background Biotransformation offers chemo enzymatic system to modify the compounds into their novel analogues which are difficult to synthesize by chemical methods. This paper describes the biotransformational studies of ambrox, one of the most important components of natural Ambergris (wale sperm with fungal and plant cell culture. Results Biotransformation of (−-ambrox (1 with a fungal cell culture of Macrophomina phaseolina and a plant cell suspension cultures of Peganum harmala yielded oxygenated products, 3β-hydroxyambrox (2, 6β-hydroxyambrox (3, 1α-hydroxy-3oxoambrox (4, 1α,3β-dihydroxyambrox (5, 13,14,15,16-tetranorlabdane-3-oxo-8,12-diol (6, 3-oxoambrox (7, 2α-hydroxyambrox (8, 3β-hydroxysclareolide (9, and 2α,3β-dihydroxyambrox (10. Metabolite 4 was found to be new compound. These metabolites were structurally characterized on the basis of spectroscopic studies. Conclusion Nine oxygenated metabolites of (−-ambrox (1 were obtained from Macrophomina phaseolina and Peganum harmala. Enzymatic system of screened organisms introduced hydroxyl and keto functionalities at various positions of compound 1 in a stereo- and regio-controlled manner.

  9. Tannase-mediated biotransformation assisted separation and purification of theaflavin and epigallocatechin by high speed counter current chromatography and preparative high performance liquid chromatography: A comparative study.

    Science.gov (United States)

    Xia, Guobin; Lin, Chunfang; Liu, Songbai

    2016-09-01

    A large scale isolation and purification of theaflavin (TF) and epigallocatechin (EGC) has been successfully developed by tannase-mediated biotransformation combining high-speed countercurrent chromatography. After tannase hydrolysis of a commercially available theaflavins extract (TE), the content of TF and EGC in tannase-mediated biotransformation product (TBP) achieved approximately 3 times enrichment. SEM studies revealed smooth tannase biotransformation and the possibility of recovery of the tannase. A single 1.5 hours' HSCCC separation for TF and EGC employing a two-phase solvent system could simultaneously produce 180.8 mg of 97.3% purity TF and 87.5 mg of 97.3% purity EGC. However, a preparative HPLC separation of maximum injection volume containing 120 mg TBP prepared 11.2 mg TF of 94.9% purity and 7.7 mg EGC of 89.9% purity. HSCCC separation demonstrated significant advantages over Prep HPLC in terms of sample loading size, separation time, environmental friendly solvent systems, and the production. PMID:27389804

  10. Accumulation, biotransformation, histopathology and paralysis in the Pacific calico scallop Argopecten ventricosus by the paralyzing toxins of the dinoflagellate Gymnodinium catenatum.

    Science.gov (United States)

    Escobedo-Lozano, Amada Y; Estrada, Norma; Ascencio, Felipe; Contreras, Gerardo; Alonso-Rodriguez, Rosalba

    2012-05-01

    The dinoflagellate Gymnodinium catenatum produces paralyzing shellfish poisons that are consumed and accumulated by bivalves. We performed short-term feeding experiments to examine ingestion, accumulation, biotransformation, histopathology, and paralysis in the juvenile Pacific calico scallop Argopecten ventricosus that consume this dinoflagellate. Depletion of algal cells was measured in closed systems. Histopathological preparations were microscopically analyzed. Paralysis was observed and the time of recovery recorded. Accumulation and possible biotransformation of toxins were measured by HPLC analysis. Feeding activity in treated scallops showed that scallops produced pseudofeces, ingestion rates decreased at 8 h; approximately 60% of the scallops were paralyzed and melanin production and hemocyte aggregation were observed in several tissues at 15 h. HPLC analysis showed that the only toxins present in the dinoflagellates and scallops were the N-sulfo-carbamoyl toxins (C1, C2); after hydrolysis, the carbamate toxins (epimers GTX2/3) were present. C1 and C2 toxins were most common in the mantle, followed by the digestive gland and stomach-complex, adductor muscle, kidney and rectum group, and finally, gills. Toxin profiles in scallop tissue were similar to the dinoflagellate; biotransformations were not present in the scallops in this short-term feeding experiment.

  11. Biotransformation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by a prospective consortium and its most effective isolate Serratia marcescens

    Energy Technology Data Exchange (ETDEWEB)

    Young, D.M.; Ogden, K.L. [Univ. of Arizona, Tucson, AZ (United States). Dept. of Chemical and Environmental Engineering; Unkefer, P.J. [Los Alamos National Lab., NM (United States). Chemical Science and Technology Div.

    1997-03-05

    The biotransformation of hexahydro-1,3,5-trinitro-1,3,5 triazine (RDX) has been observed in liquid culture by a consortium of bacteria found in horse manure. Five types of bacteria were found to predominate in the consortium and were isolated. The most effective of these isolates at transforming RDX was Serratia marcescens. The biotransformation of RDX by all of these bacteria was found to occur only in the anoxic stationary phase. The process of bacterial growth and RDX biotransformation was quantified for the purpose of developing a predictive type model. Cell growth was assumed to follow Monod kinetics. All of the aerobic and anoxid growth parameters were determined: {mu}{sub max}, K{sub s}, and Y{sub x/s}. RDX was found to competitively inhibit cell growth in both atmospheres. Degradation of RDX by Serratia marcescens was found to proceed through the stepwise reduction of the three nitro groups to nitroso groups. Each of these reductions was found to be first order in both component and cell concentrations. The degradation rate constant for the first step in this reduction process by the consortium was 0.022 L/g cells {center_dot} h compared to 0.033 L/g cells {center_dot} h for the most efficient isolate.

  12. Accumulation, Biotransformation, Histopathology and Paralysis in the Pacific Calico Scallop Argopecten ventricosus by the Paralyzing Toxins of the Dinoflagellate Gymnodinium catenatum

    Science.gov (United States)

    Escobedo-Lozano, Amada Y.; Estrada, Norma; Ascencio, Felipe; Contreras, Gerardo; Alonso-Rodriguez, Rosalba

    2012-01-01

    The dinoflagellate Gymnodinium catenatum produces paralyzing shellfish poisons that are consumed and accumulated by bivalves. We performed short-term feeding experiments to examine ingestion, accumulation, biotransformation, histopathology, and paralysis in the juvenile Pacific calico scallop Argopecten ventricosus that consume this dinoflagellate. Depletion of algal cells was measured in closed systems. Histopathological preparations were microscopically analyzed. Paralysis was observed and the time of recovery recorded. Accumulation and possible biotransformation of toxins were measured by HPLC analysis. Feeding activity in treated scallops showed that scallops produced pseudofeces, ingestion rates decreased at 8 h; approximately 60% of the scallops were paralyzed and melanin production and hemocyte aggregation were observed in several tissues at 15 h. HPLC analysis showed that the only toxins present in the dinoflagellates and scallops were the N-sulfo-carbamoyl toxins (C1, C2); after hydrolysis, the carbamate toxins (epimers GTX2/3) were present. C1 and C2 toxins were most common in the mantle, followed by the digestive gland and stomach-complex, adductor muscle, kidney and rectum group, and finally, gills. Toxin profiles in scallop tissue were similar to the dinoflagellate; biotransformations were not present in the scallops in this short-term feeding experiment. PMID:22822356

  13. Microsomal biotransformation of benzo[ghi]perylene, a mutagenic polycyclic aromatic hydrocarbon without a "classic" bay region.

    Science.gov (United States)

    Platt, Karl L; Grupe, Stefanie

    2005-04-01

    Carcinogenic polycyclic aromatic hydrocarbons (PAH), e.g., benzo[a]pyrene (BaP), possess a bay region comprising an ortho-fused benzene ring. Benzo[ghi]perylene (BghiP) represents the group of PAHs lacking such a "classic" bay region and hence cannot be metabolically converted like BaP to bay region dihydrodiol epoxides considered as ultimate mutagenic and carcinogenic metabolites of PAH. BghiP exhibits bacterial mutagenicity in strains TA98 (1.3 his(+)-revertant colonies/nmol) and TA100 (4.3 his(+)-revertant colonies/nmol) of Salmonella typhimurium after metabolic activation by the postmitochondrial hepatic fraction of CD rats treated with 3-methylcholanthrene. Inhibition of microsomal epoxide hydrolase (mEH) with 1,1,1-trichloro-2-propene oxide raised the bacterial mutagenicity of BghiP in TA98 almost 4-fold indicating arene oxides as ultimate mutagens. To confirm this assumption, the biotransformation of BghiP was elucidated. Incubation of BghiP with liver microsomes of CD rats treated with Aroclor 1254 yielded 17 ethyl acetate extractable metabolic products. Twelve metabolites were identified by a combination of chromatographic, spectroscopic, and biochemical methods. The microsomal biotransformation of BghiP proceeds by two pathways: Pathway I starts with the monooxygenase attack at the 7-position leading to the 7-phenol, which is transformed to the 7,8- and 7,10-diphenols followed by oxidation to the 7,8- and 7,10-quinones. On pathway II, the K regions of BghiP are successively converted to arene oxides yielding the indirectly identified 3,4-oxide and the 3,4,11,12-bisoxides. Enzymatic hydrolysis of the 3,4-oxide leads to the trans-3,4-dihydrodiol, which is oxidized to the 3,4-quinone. Similarly, the trans-3,4-trans-11,12-bisdihydrodiols and the trans-3,4-dihydrodiol 11,12-quinone are generated from the 3,4,11,12-bisoxides. The trans-3,4-dihydrodiol and the trans-3,4-trans-11,12-bisdihydrodiols are preferentially formed as R,R and R,R,R,R enantiomers

  14. Technology of biotransformation pharmaceutical art%制药工艺中的生物转化技术

    Institute of Scientific and Technical Information of China (English)

    王艳红

    2015-01-01

    制药工艺中的生物转化技术有两个主要特征:一是植物细胞可以在实验室的环境下生长,二是具有很高的重现性。主要合成的物质包括生物碱、类固醇、萜类、芳香族化合物在内的化合物。基本分为烃基化、糖基化、醇和酮的氧化还原反应、水解反应和环氧化作用五种类型。具有专一性、高转化率和污染小的特点。%Pharmaceutical biotransformation process technology has two main characteristics:First, plant cells can be grown in a laboratory environment, the second is a high reproducibility. The main synthetic substances including alkaloids, steroids, terpenes, aromatics compounds. Basically divided alkylation, glycosylation, oxidation of alcohols and ketones reduction reaction, hydrolysis reaction and epoxidation of five types. Has a specific, small high conversion and pollution.

  15. Hepatic phase I and phase II biotransformations in quail and trout: comparison to other species commonly used in toxicity testing.

    Science.gov (United States)

    Gregus, Z; Watkins, J B; Thompson, T N; Harvey, M J; Rozman, K; Klaassen, C D

    1983-03-15

    The ability of quail and trout to perform a number of representative phase I and phase II biotransformations was examined. To facilitate interspecies comparisons, metabolism of the same substrates was examined simultaneously under uniform conditions for rat, mouse, rabbit, guinea pig, cat, and dog. Both nonmammalian species can metabolize four representative substrates of phase I mixed-function oxidases and one substrate of epoxide hydrolase, though activity tended to be lower than that of the mammals. Important differences in the conjugative pathways were also noted. Among these differences were the quail's relative deficiency in glutathione conjugation and the trout's low ability to conjugate sulfate compounds. Trout liver UDP-glucuronosyltransferase activity was remarkably high toward testosterone and bilirubin, while quail liver formed glucuronides of naphthol, p-nitrophenol, and digitoxigenin-monodigitoxoside. Also noteworthy was the high N-acetyltransferase activity of both quail and trout toward isoniazid, beta-naphthylamine, and 2-aminofluorene. Differences in substrate specificity for a given enzymatic pathway may be an indication that multiple forms of drug metabolizing systems also occur in these nonmammalian species. Observation of several hundred- or even thousand-fold differences between species in their enzyme activities for certain substrates under uniform conditions re-emphasizes the need for caution in extrapolation of xenobiotic metabolism from one species to another.

  16. Expression of biotransformation and oxidative stress genes in the giant freshwater prawn Macrobrachium rosenbergii exposed to chlordecone.

    Science.gov (United States)

    Gaume, Béatrice; Dodet, Nathalie; Thomé, Jean-Pierre; Lemoine, Soazig

    2015-06-01

    Chlordecone is a persistent organochlorine pesticide widely used between 1972 and 1993 in the French West Indies to control the root borer in banana fields. Chlordecone use resulted in long-term pollution of soils, contamination of waters, of aquatic organisms, and of fields. Chlordecone is known to be neurotoxic, to increase prostate cancer, and to have negative effects on cognitive and motor development during infancy. In Guadeloupe, most of the freshwater species living in contaminated rivers exceed the French legal limit of 20 μg·kg(-1) wet weight. In the present study, we chose a transcriptomic approach to study the cellular effects of chlordecone in the giant freshwater prawn Macrobrachium rosenbergii, an important economical species in Guadeloupe. Quantitative PCR revealed an induction of genes involved in defense mechanism against oxidative stress (catalase and selenium-dependent glutathione peroxidase) in prawns exposed to low environmental concentrations of chlordecone after 12 and 24 h of exposure. In prawns reared in a contaminated farm, transcription of genes involved in the biotransformation process (cytochrome P450 and glutathione-S-transferase (GST)) were induced after 8 days of exposure. Our results provide information on the mechanims of defense induced by chlordecone in aquatic crustacean species. This gene expression study of selected genes should be further strengthened by proteomic analyses and enzymatic activity assays to confirm the response of these biomarkers of stress in crustaceans and to give new insights into the mechanism of toxicity by chlordecone.

  17. Stress response, biotransformation effort, and immunotoxicity in captive birds exposed to inhaled benzene, toluene, nitrogen dioxide, and sulfur dioxide.

    Science.gov (United States)

    Cruz-Martinez, Luis; Smits, Judit E G; Fernie, Kim

    2015-02-01

    In the oil sands of Alberta, Canada, toxicology research has largely neglected the effects of air contaminants on biota. Captive Japanese quail (Coturnix c. japonica) and American kestrels (Falco sparverius) were exposed to mixtures of volatile organic compounds and oxidizing agents (benzene, toluene, NO2 and SO2) in a whole-body inhalation chamber, to test for toxicological responses. Hepatic biotransformation measured through 7-ethoxyresorufin-O-dealkylase (EROD) tended to be increased in exposed kestrels (p=0.06) but not in quail (p=0.15). Plasma corticosterone was increased in the low dose group for quail on the final day of exposure (p=0.0001), and midway through the exposure period in exposed kestrels (p=0.04). For both species, there was no alteration of T and B-cell responses, immune organ mass, or histology of immune organs (p>0.05). This study provides baseline information valuable to complement toxicology studies and provides a better understanding of potential health effects on wild avifauna. PMID:25463874

  18. In vitro study on the biotransformation and cytotoxicity of three hexabromocyclododecane diastereoisomers in liver cells.

    Science.gov (United States)

    Huang, Xiaomei; Chen, Cen; Shang, Yu; Zhong, Yufang; Ren, Guofa; Yu, Zhiqiang; An, Jing

    2016-10-01

    In order to clarify the cytotoxicity of hexabromocyclododecane (HBCD) diastereoisomers, and to investigate the correlation of cytotoxicity and biotransformation of HBCDs, the immortalized human liver cells L02 and human hepatoma cells HepG2 were exposed to individual HBCD diastereoisomer (α-, β- and γ-HBCD). Cytotoxicity was assayed in terms of cell viability, reactive oxygen species (ROS) level and DNA damage. Metabolic rate, bioisomerization and enantiomer fractions were analyzed using the liquid chromatograph coupled to triple quadrupole mass spectrometer (LC-MS/MS). The α-, β- and γ-HBCD all had cytotoxicity in L02 and HepG2 cells with the toxicity order β-HBCD ≥ γ-HBCD > α-HBCD according to the results of proliferation assay. The cytotoxicity mechanism between the two cells seemed different: a) the stability of intracellular redox state plays an important role in inducing cell toxicity in HepG2 cells. b) DNA damage status is central to inhibit proliferation in L02 cells. The metabolic capability of HepG2 was superior to L02 for HBCD diastereoisomers, which may explain the greater toxicity of HBCDs in HepG2 cells. The bioisomerization and enantiomer enrichment were also detected in this study, although the results were inconsistent with other reports, which might result from species-specific differences in HBCDs metabolism or experimental conditions. The cytotoxicity and metabolic mechanism of individual enantiomers must be further investigated to evaluate the health risks of HBCDs. PMID:27434255

  19. Biotransformation of Momordica charantia fresh juice by Lactobacillus plantarum BET003 and its putative anti-diabetic potential.

    Science.gov (United States)

    Mazlan, Farhaneen Afzal; Annuar, M Suffian M; Sharifuddin, Yusrizam

    2015-01-01

    Lactobacillus plantarum BET003 isolated from Momordica charantia fruit was used to ferment its juice. Momordica charantia fresh juice was able to support good growth of the lactic acid bacterium. High growth rate and cell viability were obtained without further nutrient supplementation. In stirred tank reactor batch fermentation, agitation rate showed significant effect on specific growth rate of the bacterium in the fruit juice. After the fermentation, initially abundant momordicoside 23-O-β-Allopyranosyle-cucurbita-5,24-dien-7α,3β,22(R),23(S)-tetraol-3-O-β-allopyranoside was transformed into its corresponding aglycone in addition to the emergence of new metabolites. The fermented M. charantia juice consistently reduced glucose production by 27.2%, 14.5%, 17.1% and 19.2% at 15-minute intervals respectively, when compared against the negative control. This putative anti-diabetic activity can be attributed to the increase in availability and concentration of aglycones as well as other phenolic compounds resulting from degradation of glycosidic momordicoside. Biotransformation of M. charantia fruit juice via lactic acid bacterium fermentation reduced its bitterness, reduced its sugar content, produced aglycones and other metabolites as well as improved its inhibition of α-glucosidase activity compared with the fresh, non-fermented juice. PMID:26539336

  20. A normal and biotransforming model of the human bronchial epithelium for the toxicity testing of aerosols and solubilised substances.

    Science.gov (United States)

    Prytherch, Zoë C; BéruBé, Kelly A

    2014-12-01

    In this article, we provide an overview of the experimental workflow by the Lung and Particle Research Group at Cardiff University, that led to the development of the two in vitro lung models - the normal human bronchial epithelium (NHBE) model and the lung-liver model, Metabo-Lung™. This work was jointly awarded the 2013 Lush Science Prize. The NHBE model is a three-dimensional, in vitro, human tissue-based model of the normal human bronchial epithelium, and Metabo-Lung involves the co-culture of the NHBE model with primary human hepatocytes, thus permitting the biotransformation of inhaled toxicants in an in vivo-like manner. Both models can be used as alternative test systems that could replace the use of animals in research and development for safety and toxicity testing in a variety of industries (e.g. the pharmaceutical, environmental, cosmetics, and food industries). Metabo-Lung itself is a unique tool for the in vitro detection of toxins produced by reactive metabolites. This 21st century animal replacement model could yield representative in vitro predictions for in vivo toxicity. This advancement in in vitro toxicology relies on filter-well technology that will enable a wide-spectrum of researchers to create viable and economic alternatives for respiratory safety assessment and disease-focused research. PMID:25635646

  1. The Role of Dissolved Organic Carbon and Preadaptation in the Biotransformation of Trace Organic Chemicals during Aquifer Recharge and Recovery

    KAUST Repository

    Ouf, Mohamed

    2012-05-01

    Aquifer recharge and recovery (ARR) is a low-cost and environmentally-friendly treatment technology which uses conventionally treated wastewater effluent for groundwater recharge and subsequent recovery for agricultural, industrial or drinking water uses. This study investigated the effect of different dissolved organic carbon (DOC) composition in wastewater effluent on the fate of trace organic chemicals (TOrCs) during ARR. Four biologically active columns were setup receiving synthetic wastewater effluent with varying DOC compositions. The difference in DOC composition triggered variations in the microbial community’s diversity and hence its ability to degrade TOrCs. It was found that the presence of protein-like DOC enhances the removal of DOC in comparison with the presence of humic-like DOC. On the other hand, the presence of humic-like DOC, which is more difficult to degrade, improved the removal of several degradable TOrCs. Other column experiments were also carried out to investigate the role of previous and continuous exposure to TOrCs in their removal. The use of soil pre-exposed to low concentrations of TOrCs and DOC provided better removal of both DOC and TOrCs. The findings of this study suggest that the presence of more humic-like DOC in the effluent enhances the biotransformation of TOrCs during ARR. In addition, long exposure to both DOC and TOrCs increases the degree of their removal over time

  2. Innovative use of Mucuna monosperma (Wight) callus cultures for continuous production of melanin by using statistically optimized biotransformation medium.

    Science.gov (United States)

    Inamdar, Shrirang; Joshi, Swati; Bapat, Vishwas; Jadhav, Jyoti

    2014-01-20

    Melanins are predominantly indolic polymers which are having extensive applications in cosmetics, agriculture and medicine. In the present study, optimization of nutritional parameters influencing melanin production by Mucuna monosperma callus cultures was attempted using the response surface methodology (RSM). Standardization of four factors was carried out using the Box-Behnken design. The optimized levels of factors predicted by the model include tyrosine 0.978gL(-1), pH 5.85, SDS 34.55mgL(-1)and copper sulphate 21.14mgL(-1) tyrosine, which resulted in highest melanin yield of 0.887gL(-1). The optimization of medium using RSM resulted in a 3.06-fold increase in the yield of melanin. The ANOVA analysis showed a significant R(2)-value (0.9995), model F-value (1917.72) and probability (0.0001), with insignificant lack of fit. Optimized medium was used in the laboratory scale column reactor for the continuous production of melanin. Uninterrupted flow column exhibited maximum melanin production rate of 250mgL(-1)h(-1) which is the highest value ever reported using plant as a biotransformation source. Melanin production was confirmed by spectrophotometric and chemical analysis. Thus, this study demonstrates the production of melanin by M. monosperma callus, using a laboratory scale column reactor. PMID:24291190

  3. Purification of liquid products of cotton wipes biotransformation with the aid of Trichoderma viridae in orbital flight

    Science.gov (United States)

    Viacheslav, Ilyin; Korshunov, Denis

    Recovery of various organic wastes in space flight is an actual problem of modern astronautics and future interplanetary missions. Currently, organic waste are incinerated in the dense layers of the Earth's atmosphere in cargo containers. However, this method of anthropogenic waste treatment is not environmentally compatible with future interplanetary missions, and is not suitable due to planetary quarantine requirements. Furthermore, the maintaining of a closed ecosystem in spaceship is considered as one of the main ways of ensuring the food and air crew in the long term fully autonomous space expedition. Such isolated ecosystem is not conceivable without biotransformation of organic waste. In this regard, currently new ways of recycling organic waste are currently developed. The most promising method is a method for processing organic waste using thermophilic anaerobic microbial communities.However, the products of anaerobic fermentation of solid organic materials contain significant amounts of organic impurities, which often give them sour pH. This presents a significant problem because it does not allow to use this fluid as process water without pretreatment. Fermentation products - alcohols, volatile fatty acids other carbonaceous substances must be withdrawn.One way to solve this problem may be the use of microorganisms biodestructors for recycling organic impurities in the products of anaerobic biodegradation Under the proposed approach, the metabolic products (having acidic pH) of primary biotransformation of solid organic materials are used as media for the cultivation of fungi. Thus, cellulosic wastes are recycled in two successive stages. The aim of this work was to test the effectiveness of post-treatment liquid products of biodegradation of hygienic cotton wipes (common type of waste on the ISS) by the fungus Trichoderma viridae under orbital flight. The study was conducted onboard biosatellite Bion -M1, where was placed a bioreactor, designed to carry

  4. Influence of dietary fat type on benzo(a)pyrene [B(a)P] biotransformation in a B(a)P-induced mouse model of colon cancer.

    Science.gov (United States)

    Diggs, Deacqunita L; Myers, Jeremy N; Banks, Leah D; Niaz, Mohammad S; Hood, Darryl B; Roberts, L Jackson; Ramesh, Aramandla

    2013-12-01

    In the US alone, around 60,000 lives/year are lost due to colon cancer. Diet and environment have been implicated in the development of sporadic colon tumors. The objective of this study was to determine how dietary fat potentiates the development of colon tumors through altered B(a)P biotransformation, using the Adenomatous polyposis coli with Multiple intestinal neoplasia mouse model. Benzo(a)pyrene was administered to mice through tricaprylin, and unsaturated (USF; peanut oil) and saturated (SF; coconut oil) fats at doses of 50 and 100 μg/kg via oral gavage over a 60-day period. Blood, colon, and liver were collected at the end of exposure period. The expression of B(a)P biotransformation enzymes [cytochrome P450 (CYP)1A1, CYP1B1 and glutathione-S-transferase] in liver and colon were assayed at the level of protein, mRNA and activities. Plasma and tissue samples were analyzed by reverse phase high-performance liquid chromatography for B(a)P metabolites. Additionally, DNA isolated from colon and liver tissues was analyzed for B(a)P-induced DNA adducts by the (32)P-postlabeling method using a thin-layer chromatography system. Benzo(a)pyrene exposure through dietary fat altered its metabolic fate in a dose-dependent manner, with 100 μg/kg dose group registering an elevated expression of B(a)P biotransformation enzymes, and greater concentration of B(a)P metabolites, compared to the 50 μg/kg dose group (Pcolon and liver, whose concentrations also registered a dose-dependent increase. These metabolites were found to bind with DNA and form B(a)P-DNA adducts, which may have contributed to colon tumors in a subchronic exposure regimen.

  5. Biotransformation and Oxidative Stress Responses in Captive Nile Crocodile (Crocodylus niloticus Exposed to Organic Contaminants from the Natural Environment in South Africa.

    Directory of Open Access Journals (Sweden)

    Augustine Arukwe

    Full Text Available In the present study, the biotransformation and oxidative stress responses in relation to chemical burden in the liver of male and female Nile crocodiles--Crocodylus niloticus--from a commercial crocodile farm passively exposed to various anthropogenic aquatic pollutants was investigated. In general, the data showed that male crocodiles consistently produced higher biotransformation and oxidative stress responses compared to females. Relationships between these responses and concentrations of aliphatic hydrocarbons and polycyclic aromatic hydrocarbons (PAHs were also observed. Specifically, the catalytic assays for EROD and BROD (not PROD and MROD showed sex-differences between male and female crocodiles and paralleled immunochemically determined CYP1A and CYP3A protein levels; the relatively similar levels of PAHs in both sexes suggest an estrogen-mediated reduction of this pathway in females. The antioxidant system exhibited higher levels in male crocodiles with slight or significant higher values for catalase (CAT, glutathione reductase (GR, glutathione peroxidases-H2O2 (GPx-H2O2, glutathione peroxidases-Cu (GPx-Cu, total antioxidant capacity towards peroxyl radicals (TOSC-ROO and hydroxyl radicals (TOSC-HO, total glutathione (GSH and malondialdehyde (MDA. On the other hand, the activities of acyl-CoA oxidase (AOX and glutathione S-transferases (GST were significantly higher in females. Principal component analysis (PCA produced significant groupings that revealed correlative relationships (both positive and negative between biotransformation/oxidative stress variables and liver PAHs and aliphatic hydrocarbon burden. The overall results suggest that these captive pre-slaughter crocodiles exhibited adverse exposure responses to anthropogenic aquatic contaminants with potentially relevant effects on key cellular pathways, and these responses may be established as relevant species biomarkers of exposure and effects in this endangered species.

  6. BIOTRANSFORMATION USING RECOMBINANT CMP SIALIC ACID SYNTHETASE AND α-2, 6-SIALYLTRAN SFERASE: ENZYMATIC SYNTHESIS OF SIALOSIDES

    Directory of Open Access Journals (Sweden)

    Ulrike Hubl

    2012-01-01

    Full Text Available In this research, we successfully expressed recombinant CMP-sialic Acid Synthetase (CSS from Neisseria meningitides and 2,6-Sialyltransferase (SAT from Photobacterium damsela in E. coli BL21(DE3 fermented at a scale of up to 8 litres using individual plasmids pIRL-1 and pIRL-4b, respectively. After cell lysis with BugBuster, enzyme levels of 2U and 22U per litre were produced for CSS and SAT, respectively. The enzyme solutions were either used directly as crude preparations or further purified by affinity chromatography. Characterization of the CSS and SAT confirmed that both enzymes had comparable properties to those described in the literature. The production of cytidine 5’-monophosphate N-acetylneuraminic acid (CMP-NeuAc and CMP-9-azido-NeuAc using crude CSS was successful with >90% conversion at scales from 100 mg to 5 g. Activated sugar purification by ethanol precipitation was optimized. Finally, the CSS and SAT enzymes were applied to a large-scale synthesis of a sialylated lactosamine glycoside via a two-step biotransformation. The initial step employed crude CSS to convert Cytidine Triphosphate (CTP and 9-azido-NeuAc to CMP-9-azido-NeuAc at a conversion efficiency of 98%. This reaction mixture, after ultrafiltration to remove β-galactosidase activity co-expressed by E. coli BL21, was used as the donor substrate for the second step involving SAT. The sialoside 9-azido-sialyl-α-2,6’-lactosamine glycoside was produced with 86% conversion of the starting glycoside. Purification of the product was achieved by chromatography on Diaion HP-20 (a hydrophobic styrenic resin.

  7. CYP450-dependent biotransformation of the insecticide fipronil into fipronil sulfone can mediate fipronil-induced thyroid disruption in rats.

    Science.gov (United States)

    Roques, Béatrice B; Lacroix, Marlène Z; Puel, Sylvie; Gayrard, Véronique; Picard-Hagen, Nicole; Jouanin, Isabelle; Perdu, Elisabeth; Martin, Pascal G; Viguié, Catherine

    2012-05-01

    In rats, the widely used insecticide fipronil increases the clearance of thyroxine (T(4)). This effect is associated with a high plasma concentration of fipronil sulfone, the fipronil main metabolite in several species including rats and humans. In sheep, following fipronil treatment, fipronil sulfone plasma concentration and thyroid disruption are much lower than in rats. We postulated that fipronil biotransformation into fipronil sulfone by hepatic cytochromes P450 (CYP) could act as a potential thyroid disruptor. The aim of this study was to determine if fipronil sulfone treatment could reproduce the fipronil treatment effects on T(4) clearance and CYP induction in rats. Fipronil and fipronil sulfone treatments (3.4 μmol/kg/day per os, 14 days) increased total and free T(4) clearances to the same extent in THX + T(3), euthyroid-like rats. Both treatments induced a 2.5-fold increase in Ugt1a1 and Sult1b1 messenger RNA (mRNA) expressions and a twofold increase in UGT1A activity suggesting that T(4) elimination was mediated, at least in part, by hepatic uridine 5'-diphospho-glucuronosyltransferases (UGT) and/or sulfotransferases (SULT) induction. Both treatments induced a 10-fold increase in Cyp3a1 and Cyp2b2 mRNA expressions concomitant with a threefold increase in CYP3A immunoreactivity and a 1.7-fold increase in antipyrine clearance, a biomarker of CYP3A activity. All these results showed that fipronil sulfone treatment could reproduce the fipronil treatment effects on T(4) clearance and hepatic enzyme induction in rats. The potential of fipronil sulfone to act as a thyroid disruptor is all the more critical because it persists much longer in the organism than fipronil itself.

  8. Prediction of the Adaptability of Pseudomonas putida DOT-T1E to a Second Phase of a Solvent for Economically Sound Two-Phase Biotransformations

    OpenAIRE

    Neumann, Grit; Kabelitz, Nadja; Zehnsdorf, Andreas; Miltner, Anja; Lippold, Holger; Meyer, Daniel; Schmid, Andreas; Heipieper, Hermann J

    2005-01-01

    The strain Pseudomonas putida DOT-T1E was tested for its ability to tolerate second phases of different alkanols for their use as solvents in two-liquid-phase biotransformations. Although 1-decanol showed an about 10-fold higher toxicity to the cells than 1-octanol, the cells were able to adapt completely to 1-decanol only and could not be adapted in order to grow stably in the presence of a second phase of 1-octanol. The main explanation for this observation can be seen in the higher water a...

  9. Production of phenylpyruvic acid from L-phenylalanine using an L-amino acid deaminase from Proteus mirabilis: comparison of enzymatic and whole-cell biotransformation approaches.

    Science.gov (United States)

    Hou, Ying; Hossain, Gazi Sakir; Li, Jianghua; Shin, Hyun-Dong; Liu, Long; Du, Guocheng

    2015-10-01

    Phenylpyruvic acid (PPA) is an important organic acid that has a wide range of applications. In this study, the membrane-bound L-amino acid deaminase (L-AAD) gene from Proteus mirabilis KCTC 2566 was expressed in Escherichia coli BL21(DE3) and then the L-AAD was purified. After that, we used the purified enzyme and the recombinant E. coli whole-cell biocatalyst to produce PPA via a one-step biotransformation from L-phenylalanine. L-AAD was solubilized from the membrane and purified 52-fold with an overall yield of 13 %, which corresponded to a specific activity of 0.94 ± 0.01 μmol PPA min(-1)·mg(-1). Then, the biotransformation conditions for the pure enzyme and the whole-cell biocatalyst were optimized. The maximal production was 2.6 ± 0.1 g·L(-1) (specific activity of 1.02 ± 0.02 μmol PPA min(-1)·mg(-1) protein, 86.7 ± 5 % mass conversion rate, and 1.04 g·L(-1)·h(-1) productivity) and 3.3 ± 0.2 g L(-1) (specific activity of 0.013 ± 0.003 μmol PPA min(-1)·mg(-1) protein, 82.5 ± 4 % mass conversion rate, and 0.55 g·L(-1)·h(-1) productivity) for the pure enzyme and whole-cell biocatalyst, respectively. Comparative studies of the enzymatic and whole-cell biotransformation were performed in terms of specific activity, production, conversion, productivity, stability, need of external cofactors, and recycling. We have developed two eco-friendly and efficient approaches for PPA production. The strategy described herein may aid the biotransformational synthesis of other α-keto acids from their corresponding amino acids.

  10. Biotransformation of (-)-α-pinene and geraniol to α-terpineol and p-menthane-3,8-diol by the white rot fungus, Polyporus brumalis.

    Science.gov (United States)

    Lee, Su-Yeon; Kim, Seon-Hong; Hong, Chang-Young; Park, Se-Yeong; Choi, In-Gyu

    2015-07-01

    In this study, the monoterpenes, α-pinene and geraniol, were biotransformed to synthesize monoterpene alcohol compounds. Polyporus brumalis which is classified as a white rot fungus was used as a biocatalyst. Consequently α-terpineol was synthesized from α-pinene by P. brumalis mycelium, after three days. Moreover, another substrate, the acyclic monoterpenoids geraniol was transformed into the cyclic compound, p-menthane-3, 8-diol (PMD). The main metabolites, i.e., α-terpineol and PMD, are known to be bioactive monoterpene alcohol compounds. This study highlights the potential of fungal biocatalysts for monoterpene transformation. PMID:26115995

  11. Biotransformation of Benzaldehyde to L-Phenylacetylcarbinol (L-PAC by Free Cells of Torulaspora delbrueckii in presence of Beta-Cyclodextrin

    Directory of Open Access Journals (Sweden)

    Vilas. B. Shukla

    2002-09-01

    Full Text Available Studies were carried out to explore the possibility of decreasing the toxic and inhibitory effects of the substrate benzaldehyde during its biotransformation to L-PAC by free cells of Torulaspora delbrueckii using beta -cyclodextrin (beta -CD. Use of various levels of benzaldehyde and acetaldehyde in presence of 2% of beta -CD showed that, in presence of beta -CD, the organism could tolerate higher levels of benzaldehyde and acetaldehyde. Semi-continuous feeding of benzaldehyde and acetaldehyde was found to increase the yield of L-PAC in comparison with one time feeding.

  12. Biotransformation of citronellol in rose-oxide using cassava wastewater as a medium Biotransformação de citronelol em óxido de rosa utilizando manipueira como meio de cultura

    OpenAIRE

    Mário Roberto Maróstica Jr.; Gláucia Maria Pastore

    2006-01-01

    The use of liquid cassava waste (manipueira) as the medium for the biotransformation of citronellol using a Penicillium sp strain was studied. The strain was able to grow in the waste and production of cellular mass reaching 25 g/L over three days of contact of the spores with the medium. Submerged cultures of Penicillium sp grown in manipueira were able to convert the substrate into cis- and trans-rose oxides when the cells were transferred into a mineral medium for the biotransformation exp...

  13. Biotransformation of 5-hydroxy-methylfurfural into 2,5-furan-dicarboxylic acid by bacterial isolate using thermal acid algal hydrolysate.

    Science.gov (United States)

    Yang, Chu-Fang; Huang, Ci-Ruei

    2016-08-01

    Thermal acid hydrolysis is often used to deal with lignocellulosic biomasses, but 5-hydroxy-methylfurfural (5-HMF) formed during hydrolysis deeply influences downstream fermentation. 2,5-Furan-dicarboxylic acid (FDCA), which is in the list of future important biomass platform molecules can be obtained using 5-HMF biotransformation. Based on the connection between 5-HMF removal in acid hydrolysate and FDCA production, the optimum thermal acid hydrolysis condition for macroalgae Chaetomorpha linum was established. Potential microbes capable of transforming 5-HMF into FDCA were isolated and characterized under various parameters and inoculated into algal hydrolysate to perform 5-HMF biotransformation. The optimum hydrolysis condition was to apply 0.5M HCl to treat 3% algal biomass under 121°C for 15min. Isolated Burkholderia cepacia H-2 could transform 2000mg/L 5-HMF at the initial pH of 7 at 28°C and 1276mg/L FDCA was received. Strain B. cepacia H-2 was suitable for treating the algal hydrolysate without dilution, receiving 989.5mg/L FDCA. PMID:27151683

  14. A Macrosphelide as the Unexpected Product of a Pleurotus ostreatus Strain-Mediated Biotransformation of Halolactones Containing the gem-Dimethylcyclohexane Ring. Part 1.

    Science.gov (United States)

    Wińska, Katarzyna; Mączka, Wanda; Grabarczyk, Małgorzata; Sugimoto, Kenji; Matsuya, Yuji; Szumny, Antoni; Anioł, Mirosław

    2016-01-01

    The aim of the study was to obtain new compounds during biotransformation of two halocompounds, the δ-bromo and δ-iodo-γ-bicyclolactones 1 and 2. Unexpectedly Pleurotus ostreatus produced together with the hydroxylactone, 2-hydroxy-4,4-dimethyl-9-oxabicyclo[4.3.0]nonane-8-one (3), its own metabolite (3S,9S,15S)-(6E,12E)-3,9,15-trimethyl-4,10,16-trioxacyclohexa-deca-6,12-diene-1,5,8,11,14-pentaone (4). The method presented here, in which this macrosphelide 4 was obtained by biotransformation, has not been previously described in the literature. To the best of our knowledge, this compound has been prepared only by chemical synthesis to date. This is the first report on the possibility of the biosynthesis of this compound by the Pleurotus ostreatus strain. The conditions and factors, like temperature, salts, organic solvents, affecting the production of this macrosphelide by Pleurotus ostreatus strain were examined. The highest yield of macroshphelide production was noticed for halolactones, as well with iodide, bromide, iron and copper (2+) ions as inductors. PMID:27376255

  15. Improved Growth of Lactobacillus bulgaricus and Streptococcus thermophilus as well as Increased Antioxidant Activity by Biotransforming Litchi Pericarp Polysaccharide with Aspergillus awamori

    Directory of Open Access Journals (Sweden)

    Sen Lin

    2013-01-01

    Full Text Available This study was conducted to increase the bioactivity of litchi pericarp polysaccharides (LPPs biotransformed by Aspergillus awamori. Compared to the non-A. awamori-fermented LPP, the growth effects of A. awamori-fermented LPP on Lactobacillus bulgaricus and Streptococcus thermophilus were four and two times higher after 3 days of fermentation, respectively. Increased 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity and DNA protection activity of litchi pericarp polysaccharides were also achieved after A. awamori fermentation. Moreover, the relative content of glucose and arabinose in LPP after fermentation decreased from 58.82% to 22.60% and from 18.82% to 10.09%, respectively, with a concomitant increase in the relative contents of galactose, rhamnose, xylose, and mannose. Furthermore, lower molecular weight polysaccharides were obtained after A. awamori fermentation. It can be concluded that A. awamori was effective in biotransforming LPP into a bioactive mixture with lower molecular weight polysaccharides and higher antioxidant activity and relative galactose content.

  16. Purification of Biotransformation Products of Cis-Isoflavan-4-ol by Biphenyl Dioxygenase of Pseudomonas pseudoalcaligenes KF707 Strain Expressed in Escherichia coli

    Directory of Open Access Journals (Sweden)

    Tri Ratna Sulistiyani

    2013-04-01

    Full Text Available Isoflavone has multiple beneficial effects on human health, especially through its antioxidant and anticancer activities. The biotransformation of isoflavone using byphenyl dioxygenase could be performed to extend the diversity of flavonoids and to improve their biological and physiological properties. Biotransformation of two enantiomers (3R, 4R-cis-isoflavan-4-ol and (3S, 4S-cis-isoflavan-4-ol by E. coli JM109 (pJHF108 carrying a biphenyl dioxygenase gene from P. pseudoalcaligenesKF707 produced two products, designated as CM1 andCM2. The products had a retention time of 11.9 and 14.6 min, respectively, and the same absorption peaks at 204, 220, and 275 nm. CM1 and CM2 had [M-H2O+H]+ at m/z 225. Based on the molecular mass and hydrolysis products, we proposed that epoxidation occurred on cis-isoflavan-4-ol. Chloroform extraction instead of ethyl acetate extraction was performed to improve the stability of cismetabolites, CM1 and CM2.

  17. Comparative study of 17 β-estradiol on endocrine disruption and biotransformation in fingerlings and juveniles of Japanese sea bass Lateolabrax japonicus.

    Science.gov (United States)

    Thilagam, Harikrishnan; Gopalakrishnan, Singaram; Bo, Jun; Wang, Ke-Jian

    2014-08-30

    Estrogenic contaminants in the aquatic environment are associated with endocrine disruption and feminization in fish. The effects of endocrine disrupting chemicals (EDCs) on fish have been well documented. However, very few studies have focused on 17 β-estradiol (E2) and its effects on endocrine system and biotransformation in a single prolonged exposure. This study investigated changes in the levels of serotonin (5-hydroxytryptamine) and acetyl choline esterase (AchE) in brain, cortisol in plasma and Ethoxyresorufin-O-deethylase (EROD) activity in gill of two different size groups (fingerlings and juveniles) of Japanese sea bass (Lateolabrax japonicus) upon exposure to two sub-lethal concentrations (200 and 2000 ng L(-1)) of E2 for 30 d. The results indicate that cortisol level and EROD activity significantly increased in both groups, whereas serotonin level increased in juveniles and decreased in fingerlings due to E2 exposure. The correlation analysis revealed that E2 significantly affected the endocrine and biotransformation systems in both age groups.

  18. Studies on the Biotransformation of Poria cocos by Ganoderma lucidum%灵芝菌对茯苓药材的生物转化研究*

    Institute of Scientific and Technical Information of China (English)

    2013-01-01

      目的:利用灵芝菌对中药材茯苓药材进行固态生物转化,研究转化产物中总多糖和总三萜量的变化情况。方法:采用微波法提取茯苓及转化产物中的总多糖并采用苯酚-硫酸法进行含量测定;采用超声法提取茯苓及转化产物中总三萜并用香草醛-高氯酸法进行含量测定。结果:经生物转化后产物中的总多糖含量明显高于未经转化的茯苓药材(P<0.01),而总三萜含量明显升高(P<0.01),说明灵芝菌的生物转化过程改变了茯苓药材的原始特性;茯苓对灵芝生长具有促进作用,表现为灵芝菌丝生长旺盛未受抑制、转化产物中总多糖及总三萜含量显著高于茯苓原药材。结论:利用灵芝菌对中药茯苓进行生物转化来提高总多糖和总三萜含量,具有方法简单、成本低等优点,在中药现代化中有较高的应用价值。%Objective: To study the biotransformation of Poria cocos by Ganoderma lucidum and the changes of total polysaccharide and total triterpenes contents of the biotransformation products. Method: The experiment uses the microwave method to extract and sulfuric acid-phenol method to measure total polysaccharide content. And the ultrasonic wave method was used to extract total triterpenes and the content was measured by vanillin-perchloric method. Result: After treatment by G. lucidum, the total polysaccharide and triterpenes content of the biotransformation products were significantly higher than the non-conversed P. cocos (P<0.01), showing that the original performance of P. cocos was changed by way of biotransformation of G. lucidum; P. cocos had a promotion effect on the growth of G. lucidum. Conclusion: Biotransformation of P. cocos for Increasing the total polysaccharide and triterpenes contents by using G. lucidum has advantages of simple, low cost and so on. This method has a certain application value in modernization of Chinese traditional

  19. Modulatory effect of troxerutin on biotransforming enzymes and preneoplasic lesions induced by 1,2-dimethylhydrazine in rat colon carcinogenesis.

    Science.gov (United States)

    Vinothkumar, Rajamanickam; Vinoth Kumar, Rajenderan; Sudha, Mani; Viswanathan, Periyaswamy; Balasubramanian, Thangavel; Nalini, Namasivayam

    2014-02-01

    Colon cancer is the third most global oncologic problem faced by medical fraternity. Troxerutin, a flavonoid present in tea, coffee, cereal grains, and a variety of fruits and vegetables, exhibits various pharmacological and biological activities. This study was carried out to investigate the effect of troxerutin on xenobiotic metabolizing enzymes, colonic bacterial enzymes and the development of aberrant crypt foci (ACF) during 1,2-dimethylhydrazine (DMH) induced experimental rat colon carcinogenesis. Male albino Wistar rats were randomly divided into six groups. Group 1 served as control. Group 2 received troxerutin (50 mg/kg b.w., p.o. every day) for 16 weeks. Groups 3-6 received subcutaneous injections of DMH (20 mg/kg b.w.) once a week, for the first four weeks. In addition, groups 4-6 received different doses of troxerutin (12.5, 25, 50 mg/kg b.w., p.o. every day respectively) along with DMH injections. Our results reveal that DMH treated rats exhibited elevated activities of phase I enzymes such as cytochrome P450, cytochrome b5, cytochrome P4502E1, NADPH-cytochrome P450 reductase and NADH-cytochrome b5 reductase and reduced activities of phase II enzymes such as glutathione-S-transferase (GST), DT-diaphorase (DTD) and uridine diphospho glucuronyl transferase (UDPGT) in the liver and colonic mucosa of control and experimental rats. Furthermore, the activities of fecal and colonic mucosal bacterial enzymes, such as β-glucronidase, β-glucosidase, β-galactosidase and mucinase were found to be significantly higher in DMH alone treated rats than those of the control rats. On supplementation with troxerutin to DMH treated rats, the alterations in the activities of the biotransforming enzymes, bacterial enzymes and the pathological changes were significantly reversed, the effect being more pronounced when troxerutin was supplemented at the dose of 25 mg/kg b.w. Thus troxerutin could be considered as a good chemopreventive agent against the formation of

  20. Influence of predominant aerobic bacteria isolated from different healthy animals on daidzein biotransforming capacity by co-culture with different daidzein biotransforming bacteria%不同动物肠道优势需氧菌对黄豆苷原转化菌株转化能力的影响

    Institute of Scientific and Technical Information of China (English)

    罗景龙; 王秀伶; 樊进茹; 王世英; 李佳

    2011-01-01

    [目的]探讨不同动物肠道优势需氧菌对黄豆苷原转化菌株转化能力的影响.[方法]有氧条件下,采用稀释涂布法分别从ICR小鼠、芦花鸡、长白猪和獭兔等4种健康动物肠道中分离优势需氧菌,将不同动物的优势需氧菌分别与不同类型黄豆苷原转化菌株进行厌氧混合培养,高效液相色谱检测培养液中黄豆苷原的转化情况.[结果]16S rRNA基因序列分析,结合形态学及相关理化特性分析表明,分离的22株优势需氧菌分属埃希氏菌属(10株)、变形菌属(5株)、肠球菌属(4株)、芽胞杆菌属(2株)和假单胞菌属(1株)五个属.混菌培养结果显示,兔源蜡样芽胞杆菌(R1)和铜绿假单胞菌(R5)与转化菌株混合并连续转接2-3次后,转化菌株的转化活性完全丧失,而其它用于混合培养的肠道优势需氧菌对转化菌株转化能力均无明显影响.菌株R1和R5分别与30只ICR小鼠肠道菌群在人工模拟肠道营养液中混合并连续5次转接培养后,约90%的ICR小鼠肠道菌群完全丧失将黄豆苷原转化为雌马酚的能力.[结论]不同动物肠道优势需氧菌对黄豆苷原转化菌株转化能力有不同影响,兔源蜡样芽胞杆菌R1和铜绿假单胞菌R5对转化菌株的转化能力有明显抑制作用.%[ Objective ] To investigate the influence of isolated predominant aerobic bacteria on daidzein biotransformation capacity by co-culture with daidzein biotransforming bacteria. [ Methods ] Predominant aerobic bacteria were isolated from diluted feces solutions of different healthy animals, including ICR mice, Luhua chicken, Landrace pigs and Rex rabbits. Daidzein biotransforming bacteria were anaerobically co-cultured with the isolated predominant aerobic bacteria and the cultural broth was extracted and detected by high performance liquid chromatography ( HPLC). [ Results ] Twenty two predominant aerobic bacteria were isolated from the four different healthy animals mentioned

  1. Anaerobic biotransformation of estrogens

    Energy Technology Data Exchange (ETDEWEB)

    Czajka, Cynthia P. [Department of Microbiology, University of Manitoba, Winnipeg, MB, R3T 2N2 (Canada); Londry, Kathleen L. [Department of Microbiology, University of Manitoba, Winnipeg, MB, R3T 2N2 (Canada)]. E-mail: londryk@cc.umanitoba.ca

    2006-08-31

    Estrogens are important environmental contaminants that disrupt endocrine systems and feminize male fish. We investigated the potential for anaerobic biodegradation of the estrogens 17-{alpha}-ethynylestradiol (EE2) and 17-{beta}-estradiol (E2) in order to understand their fate in aquatic and terrestrial environments. Cultures were established using lake water and sediment under methanogenic, sulfate-, iron-, and nitrate-reducing conditions. Anaerobic degradation of EE2 (added at 5 mg/L) was not observed in multiple trials over long incubation periods (over three years). E2 (added at 5 mg/L) was transformed to estrone (E1) under all four anaerobic conditions (99-176 {mu}g L{sup -1} day{sup -1}), but the extent of conversion was different for each electron acceptor. The oxidation of E2 to E1 was not inhibited by E1. Under some conditions, reversible inter-conversion of E2 and E1 was observed, and the final steady state concentration of E2 depended on the electron-accepting condition but was independent of the total amount of estrogens added. In addition, racemization occurred and E1 was also transformed to 17-{alpha}-estradiol under all but nitrate-reducing conditions. Although E2 could be readily transformed to E1 and in many cases 17-{alpha}-estradiol under anaerobic conditions, the complete degradation of estrogens under these conditions was minimal, suggesting that they would accumulate in anoxic environments.

  2. Simulation of subsurface biotransformation.

    NARCIS (Netherlands)

    Bosma, T.N.P.

    1994-01-01

    Hydrophobic organic contaminants like DDT, Polychlorobiphenyls (PCB's) and polyaromatic hydrocarbons (PAH's), have been detected all over the world. They tend to accumulate in the atmosphere and in the soil as a result of their physical and chemical properties. Breakdown mainly proceeds by (photo)ch

  3. Simulation of subsurface biotransformation.

    OpenAIRE

    Bosma, T.N.P.

    1994-01-01

    Hydrophobic organic contaminants like DDT, Polychlorobiphenyls (PCB's) and polyaromatic hydrocarbons (PAH's), have been detected all over the world. They tend to accumulate in the atmosphere and in the soil as a result of their physical and chemical properties. Breakdown mainly proceeds by (photo)chemical reactions in the atmosphere and via microbial transformation in the soil. Microbial transformation can be viewed as part of the ecological process of decomposition, that is, the remineraliza...

  4. Biotransformation of zearalenone

    Energy Technology Data Exchange (ETDEWEB)

    El-Sharkawy, S.H.

    1987-01-01

    Zearalenone is a non-steroidal mold metabolite which as been associated with the estrogenising syndromes in swines and reproduction problems in cattle when fed with infected grains. This study investigates the metabolism of zearalenone by microorganisms using different fungal species as a model system employing the two-stage fermentation protocol. Screening with 170 microorganisms was carried out and those fermentations showing appreciable transformation were scaled up for large-scale fermentation. Following extraction of the fermentation with chloroform, the solvent was concentrated and the residue purified by silica gel columns or preparative thin layer chromatography. The identification of the purified metabolites was established by using IR, 'H-NMR, /sup 13/C-NMR, and high resolution mass spectral analysis, as well as comparison of their R/sub f/ values and R/sub t/ on thin layer chromatography (TLC) and high-pressure liquid chromatography (HPLC). The binding characteristics of zearalenone as well as its derivatives to estrogen-receptors using the /sup 3/H-estradiol receptor competition assay were determined. Six metabolites were shown to interact directly with the estrogen receptors. Alpha-zearalanol was found to be the most active competitor for estradiol binding. The remaining six metabolites lacked the ability to bind to the estrogen receptor and are therefore biologically inactive.

  5. Fungal biotransformation of ezetimibe

    Science.gov (United States)

    Pervaiz, Irfan; Ahmad, Saeed; Khaliq, Farhan Hameed; Arshad, Adeel; Imran, Muhammad; Khan, Barkat Ali; Ullah, Aftab; Ali, Usman; Iqbal, Kashif; Usman, Muhammad; Bibi, Hafsa; Khan, Najm Ul Hassan; Mahmood, Wajahat

    2014-01-01

    Structural transformation of ezetimibe was performed by fungi Beauvaria bassiana and Cunninghamella blakesleeana. The metabolites were identified by different spectroscopic techniques as (3R,4S)-1-(4-fluorophenyl)-3-((E)-3-(4-fluorophenyl) allyl)-4-(4-hydroxyphenyl) azetidin-2-one (2), (3R, 4S)-1-(4-fluorophenyl)-3-(3-(4fluorophenyl)-3-oxopropyl)-4-(4-hydroxyphenyl) azetidin-2-one (3), (3R,4S) 1-(4-fluorophenyl)-3-(3-(4-fluorophenyl) propyl)-4-(4-hydroxyphenyl) azetidin-2-one (4) and (2R,5S)-N, 5-bis (4-fluorophenyl)-5-hydroxy-2-(4-hydroxybenzyl) pentanamide (5). This study displays two important features of these fungi, viz., their ability to metabolize halogenated compounds, and their capacity to metabolize drugs that are targets of the UDP-Glucuronyl Transferase System, a phenomenon not commonly observed. PMID:26019581

  6. Effects of different inorganic arsenic species in Cyprinus carpio (Cyprinidae) tissues after short-time exposure: Bioaccumulation, biotransformation and biological responses

    Energy Technology Data Exchange (ETDEWEB)

    Ventura-Lima, Juliane [Instituto de Ciencias Biologicas, Universidade Federal do Rio Grande - FURG, Rio Grande, RS (Brazil); Programa de Pos-Graduacao em Ciencias Fisiologicas - Fisiologia Animal Comparada (FURG), Rio Grande, RS (Brazil); Fattorini, Daniele; Regoli, Francesco [Istituto di Biologia e Genetica, Universita Politecnica delle Marche, 60100, Ancona (Italy); Monserrat, Jose M., E-mail: josemmonserrat@pesquisador.cnpq.b [Instituto de Ciencias Biologicas, Universidade Federal do Rio Grande - FURG, Rio Grande, RS (Brazil); Programa de Pos-Graduacao em Ciencias Fisiologicas - Fisiologia Animal Comparada (FURG), Rio Grande, RS (Brazil)

    2009-12-15

    Differences in the toxicological and metabolic pathway of inorganic arsenic compounds are largely unknown for aquatic species. In the present study the effects of short-time and acute exposure to As{sup III} and As{sup V} were investigated in gills and liver of the common carp, Cyprinus carpio (Cyprinidae), measuring accumulation and chemical speciation of arsenic, and the activity of glutathione-S-transferase omega (GST OMEGA), the rate limiting enzyme in biotransformation of inorganic arsenic. Oxidative biomarkers included antioxidant defenses (total glutathione-S-transferases, glutathione reductase, glutathione, and glucose-6-phosphate dehydrogenase), total scavenging capacity toward peroxyl radicals, reactive oxygen species (ROS) measurement and lipid peroxidation products. A marked accumulation of arsenic was observed only in gills of carps exposed to 1000 ppb As{sup V}. Also in gills, antioxidant responses were mostly modulated through a significant induction of glucose-6-phosphate dehydrogenase activity which probably contributed to reduce ROS formation; however this increase was not sufficient to prevent lipid peroxidation. No changes in metal content were measured in liver of exposed carps, characterized by lower activity of GST OMEGA compared to gills. On the other hand, glutathione metabolism was more sensitive in liver tissue, where a significant inhibition of glutathione reductase was concomitant with increased levels of glutathione and higher total antioxidant capacity toward peroxyl radicals, thus preventing lipid peroxidation and ROS production. The overall results of this study indicated that exposure of C. carpio to As{sup III} and As{sup V} can induce different responses in gills and liver of this aquatic organism. - Common carp (Cyprinus carpio) presented marked differences between gills and liver after arsenic exposure in terms of antioxidant responses and also in biotransformation.

  7. Biotransformation of aflatoxin B1 and aflatoxin G1 in peanut meal by anaerobic solid fermentation of Streptococcus thermophilus and Lactobacillus delbrueckii subsp. bulgaricus.

    Science.gov (United States)

    Chen, Yujie; Kong, Qing; Chi, Chen; Shan, Shihua; Guan, Bin

    2015-10-15

    The purpose of this study was to explore the ability of anaerobic solid fermentation of Streptococcus thermophilus and Lactobacillus delbrueckii subsp. bulgaricus to biotransform aflatoxins in peanut meal. The pH of the peanut meal was adjusted above 10, and then heated for 10 min at 100 °C, 115 °C and 121 °C. The S. thermophilus and L. delbrueckii subsp. bulgaricus were precultured together in MRS broth for 48 h at 37 °C. The heated peanut meal was mixed with precultured MRS broth containing 7.0×10(8) CFU/mL of S. thermophilus and 3.0×10(3) CFU/mL of L. delbrueckii subsp. bulgaricus with the ratio of 1 to 1 (weight to volume) and incubated in anaerobic jars at 37 °C for 3 days. The aflatoxin content in the peanut meal samples was determined by HPLC. The results showed that the peanut meal contained mainly aflatoxin B1 (AFB1) (10.5±0.64 μg/kg) and aflatoxin G1 (AFG1) (18.7±0.55 μg/kg). When heat treatment was combined with anaerobic solid fermentation, the biotransformation rate of aflatoxins in peanut meal could attain 100%. The cytotoxicity of fermented peanut meal to L929 mouse connective tissue fibroblast cells was determined by MTT assay and no significant toxicity was observed in the fermented peanut meal. Furthermore, heat treatment and anaerobic solid fermentation did not change the amino acid concentrations and profile in peanut meal.

  8. Research in biotransformation of allyl-phenol compounds to produce natural flavors%生物转化烯丙基酚类化合物生产天然香料的研究

    Institute of Scientific and Technical Information of China (English)

    李巧峰; 余旭亚; 孟庆雄; 王亚明

    2011-01-01

    Allyl-phenol compounds is a kind of common aromatic compounds that are often used as starting compounds for the production of various flavors.Recently, biotransformation has emerged as an important approach for producing natural flavors in high quantities.Because the biotransformation processes are environmentally friendly and the products are considered ‘ natural’, flavor production using this method is attracting more and more attention.The recent advances in the synthesis, biotransformation of allyl- phenol compounds and its production of relevant natural flavors were reviewed.Using vanillin as a model to show recent progress in high-value natural flavor production, and the significance of future research in metabolic mechanism character and optimization of biotransformation to improve the yields of target products for scale-up and industrial use were discussed.%烯丙基苯酚类化合物是常见的芳香化合物,是香料生产的常用原料.生物转化已成为生产天然香料的一个重要方法.生物转化过程以其环境友好性、产品是"天然的"等优点,越来越被大家关注.综述了烯丙基苯酚类化合物的生物转化及其生产相关香料的最新进展,并以香草醛为例阐述了生物转化生产高附加值天然香料的潜力.同时,展望了研究生物转化的代谢机制及其工艺优化的现实意义.

  9. Characterization of Arsenic Biotransformation Products from an Open Anaerobic Degradation of Fucus distichus by Hydride Generation Gas Chromatography Atomic Absorption Spectrometry and High Performance Liquid Chromatography Inductively Coupled Plasma Mass Spectrometry

    OpenAIRE

    Abiodun A. Ojo; Onasanya, Amos

    2013-01-01

    This work reports on the isolation and determination of biotransformation products obtained from the organoarsenic compounds that are present in Fucus distichus when it was subjected to an open anaerobic decomposition by using the Hydride Generation Gas Chromatography Atomic Absorption Spectrometry (HG-GC-AAS) and High Performance Liquid Chromatography Inductively Coupled Plasma Mass Spectrometry (HPLC-ICP-MS). The seaweed and filtrate residues obtained from the open anaerobic degradation pro...

  10. Accumulation, Biotransformation, Histopathology and Paralysis in the Pacific Calico Scallop Argopecten ventricosus by the Paralyzing Toxins of the Dinoflagellate Gymnodinium catenatum

    Directory of Open Access Journals (Sweden)

    Rosalba Alonso-Rodriguez

    2012-05-01

    Full Text Available The dinoflagellate Gymnodinium catenatum produces paralyzing shellfish poisons that are consumed and accumulated by bivalves. We performed short-term feeding experiments to examine ingestion, accumulation, biotransformation, histopathology, and paralysis in the juvenile Pacific calico scallop Argopecten ventricosus that consume this dinoflagellate. Depletion of algal cells was measured in closed systems. Histopathological preparations were microscopically analyzed. Paralysis was observed and the time of recovery recorded. Accumulation and possible biotransformation of toxins were measured by HPLC analysis. Feeding activity in treated scallops showed that scallops produced pseudofeces, ingestion rates decreased at 8 h; approximately 60% of the scallops were paralyzed and melanin production and hemocyte aggregation were observed in several tissues at 15 h. HPLC analysis showed that the only toxins present in the dinoflagellates and scallops were the N-sulfo-carbamoyl toxins (C1, C2; after hydrolysis, the carbamate toxins (epimers GTX2/3 were present. C1 and C2 toxins were most common in the mantle, followed by the digestive gland and stomach-complex, adductor muscle, kidney and rectum group, and finally, gills. Toxin profiles in scallop tissue were similar to the dinoflagellate; biotransformations were not present in the scallops in this short-term feeding experiment.

  11. Effects of turmeric (Curcuma longa) on the expression of hepatic genes associated with biotransformation, antioxidant, and immune systems in broiler chicks fed aflatoxin.

    Science.gov (United States)

    Yarru, L P; Settivari, R S; Gowda, N K S; Antoniou, E; Ledoux, D R; Rottinghaus, G E

    2009-12-01

    The objective of the present study was to evaluate the efficacy of curcumin, an antioxidant found in turmeric (Curcuma longa) powder (TMP), to ameliorate changes in gene expression in the livers of broiler chicks fed aflatoxin B(1) (AFB(1)). Four pen replicates of 5 chicks each were assigned to each of 4 dietary treatments, which included the following: A) basal diet containing no AFB(1) or TMP (control), B) basal diet supplemented with TMP (0.5%) that supplied 74 mg/kg of curcumin, C) basal diet supplemented with 1.0 mg of AFB(1)/kg of diet, and D) basal diet supplemented with TMP that supplied 74 mg/kg of curcumin and 1.0 mg of AFB(1)/kg of diet. Aflatoxin reduced (P < 0.05) feed intake and BW gain and increased (P < 0.05) relative liver weight. Addition of TMP to the AFB(1) diet ameliorated (P < 0.05) the negative effects of AFB(1) on growth performance and liver weight. At the end of the 3-wk treatment period, livers were collected (6 per treatment) to evaluate changes in the expression of genes involved in antioxidant function [catalase (CAT), superoxide dismutase (SOD), glutathione peroxidase (GPx), glutathione S-transferase (GST)], biotransformation [epoxide hydrolase (EH), cytochrome P450 1A1 and 2H1 (CYP1A1 and CYP2H1)], and the immune system [interleukins 6 and 2 (IL-6 and IL-2)]. Changes in gene expression were determined using the quantitative real-time PCR technique. There was no statistical difference in gene expression among the 4 treatment groups for CAT and IL-2 genes. Decreased expression of SOD, GST, and EH genes due to AFB(1) was alleviated by inclusion of TMP in the diet. Increased expression of IL-6, CYP1A1 and CYP2H1 genes due to AFB(1) was also alleviated by TMP. The current study demonstrates partial protective effects of TMP on changes in expression of antioxidant, biotransformation, and immune system genes in livers of chicks fed AFB(1). Practical application of the research is supplementation of TMP in diets to prevent or reduce the

  12. Initial reaction(s) in biotransformation of CL-20 is catalyzed by salicylate 1-monooxygenase from Pseudomonas sp. strain ATCC 29352.

    Science.gov (United States)

    Bhushan, Bharat; Halasz, Annamaria; Spain, Jim C; Hawari, Jalal

    2004-07-01

    CL-20 (2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane) (C(6)H(6)N(12)O(12)), a future-generation high-energy explosive, is biodegradable by Pseudomonas sp. strain FA1 and Agrobacterium sp. strain JS71; however, the nature of the enzyme(s) involved in the process was not understood. In the present study, salicylate 1-monooxygenase, a flavin adenine dinucleotide (FAD)-containing purified enzyme from Pseudomonas sp. strain ATCC 29352, biotransformed CL-20 at rates of 0.256 +/- 0.011 and 0.043 +/- 0.003 nmol min(-1) mg of protein(-1) under anaerobic and aerobic conditions, respectively. The disappearance of CL-20 was accompanied by the release of nitrite ions. Using liquid chromatography/mass spectrometry in the negative electrospray ionization mode, we detected a metabolite with a deprotonated mass ion [M - H](-) at 345 Da, corresponding to an empirical formula of C(6)H(6)N(10)O(8), produced as a result of two sequential N denitration steps on the CL- 20 molecule. We also detected two isomeric metabolites with [M - H](-) at 381 Da corresponding to an empirical formula of C(6)H(10)N(10)O(10). The latter was a hydrated product of the metabolite C(6)H(6)N(10)O(8) with addition of two H(2)O molecules, as confirmed by tests using (18)O-labeled water. The product stoichiometry showed that each reacted CL-20 molecule produced about 1.7 nitrite ions, 3.2 molecules of nitrous oxide, 1.5 molecules of formic acid, and 0.6 ammonium ion. Diphenyliodonium-mediated inhibition of salicylate 1-monooxygenase and a comparative study between native, deflavo, and reconstituted enzyme(s) showed that FAD site of the enzyme was involved in the biotransformation of CL-20 catalyzed by salicylate 1-monooxygenase. The data suggested that salicylate 1-monooxygenase catalyzed two oxygen-sensitive single-electron transfer steps necessary to release two nitrite ions from CL-20 and that this was followed by the secondary decomposition of this energetic chemical. PMID:15240281

  13. NADPH-dependent reductive biotransformation with Escherichia coli and its pfkA deletion mutant: influence on global gene expression and role of oxygen supply.

    Science.gov (United States)

    Siedler, Solvej; Bringer, Stephanie; Polen, Tino; Bott, Michael

    2014-10-01

    An Escherichia coli ΔpfkA mutant lacking the major phosphofructokinase possesses a partially cyclized pentose phosphate pathway leading to an increased NADPH per glucose ratio. This effect decreases the amount of glucose required for NADPH regeneration in reductive biotransformations, such as the conversion of methyl acetoacetate (MAA) to (R)-methyl 3-hydroxybutyrate (MHB) by an alcohol dehydrogenase from Lactobacillus brevis. Here, global transcriptional analyses were performed to study regulatory responses during reductive biotransformation. DNA microarray analysis revealed amongst other things increased expression of soxS, supporting previous results indicating that a high NADPH demand contributes to the activation of SoxR, the transcriptional activator of soxS. Furthermore, several target genes of the ArcAB two-component system showed a lower mRNA level in the reference strain than in the ΔpfkA mutant, pointing to an increased QH2 /Q ratio in the reference strain. This prompted us to analyze yields and productivities of MAA reduction to MHB under different oxygen regimes in a bioreactor. Under anaerobic conditions, the specific MHB production rates of both strains were comparable (7.4 ± 0.2 mmolMHB  h(-1)  gcdw (-1) ) and lower than under conditions of 15% dissolved oxygen, where those of the reference strain (12.8 mmol h(-1)  gcdw (-1) ) and of the ΔpfkA mutant (11.0 mmol h(-1)  gcdw (-1) ) were 73% and 49% higher. While the oxygen transfer rate (OTR) of the reference strain increased after the addition of MAA, presumably due to the oxidation of the acetate accumulated before MAA addition, the OTR of the ΔpfkA strain strongly decreased, indicating a very low respiration rate despite sufficient oxygen supply. The latter effect can likely be attributed to a restricted conversion of NADPH into NADH via the soluble transhydrogenase SthA, as the enzyme is outcompeted in the presence of MAA by the recombinant NADPH-dependent alcohol

  14. Study on Biotransformation of L-Phenylacetylcarbinol Using Dual-Enzyme Coupled Reaction System%双酶法生物合成L-苯基乙酰基甲醇的研究

    Institute of Scientific and Technical Information of China (English)

    丁丹; 卞筱泓; 许激扬; 马丽娜

    2012-01-01

    With the development of biotechnology, Dual-enzyme Coupled Reaction System has been put on increaseing emphasis in the study. As an important method for biotransformation, it has been widely used in the respect of medicine and foodstuff. In this paper, biotransformation of L-phenylacetylcarbinol (Z,-PAC),a key intermediate for L-ephedrine synthesis, has been evaluated by coupled Lactate Oxidase and Pyruvatedecarboxylase system, using benzaldehyde and sodium lactate as substrate. The results suggested that the yield reached the highest for six hour's biotransformation at 34 ℃ and pH 6.8, with L-PAC yield of 8. 79 g/L by adding 160 mmol/L benzaldehyde, 330 mmol/L sodium lactate and 3 g/100 mL glucose in batches. In the preparation of L-PAC, compared with the consumption of pyruvic acid ,sodium lactate as the substitute can largely reduce the production cost,cut down biotransformation time and simplify the operational processes in L-PAC industry. Dual-enzyme Coupled System provides a novel method and a new direction of biotransformation of L-PAC.%双酶偶联体系越来越受到人们重视,广泛应用于医药、食品等领域,是实现高效生物合成的重要方法.本文利用乳酸氧化酶(Lactate Oxidase,LOD)和丙酮酸脱羧酶(Pyruvatedecarboxylase,PDC)偶联构建双酶体系,催化乳酸钠和苯甲醛合成L-苯基乙酰基甲醇( L-Phenylacetylcarbinol,L-PAC),后者是合成L-麻黄素的重要中间体.转化反应的最佳温度为34℃,pH6.8,转化时间6h,苯甲醛用量160 mmol/L,乳酸钠用量330 mmol/L,葡萄糖用量3 g/100 mL,L-PAC产量达到8.79 g/L.在L-PAC的制备过程中,以廉价的乳酸钠代替丙酮酸大大降低了生产成本,缩短了反应时间,简化了操作步骤,有利于工业生产.双酶偶联体系为生物合成L-PAC提供了一个新的思路和新方法.

  15. [Non-specific bronchial hyper-responsiveness and polymorphysm of xenobiotics biotransformation GSTM1 and GSTT1 genes under neutrophilic bronchial asthma in children].

    Science.gov (United States)

    Ivanova, L A; Mykaliuk, L V; Hryhola, O H

    2014-01-01

    With a view to study the effect of genes GSTT1 and GSTM1 deletion on the non-specific bronchial hyperresponsiveness in children with neutrophilic bronchial asthma (BA) 46 school age children having neutrophilic BA (1st clinical group) and their 48 coevals with eosinophilic phenotype of the disease (2nd clinical group) were subjected to a complex examination at the pulmo-allergologic department of the regional child clinical hospital of Chernivtsi. The study proved that genotype T1+M1del was more frequently registered in patients with the neutrophilic phenotype of the disease, and genotype T1delM1del was equifrequent in patients with different types of the inflammation of the respiratory ways. In patients with neutrophilic BA and deletion polymorphism of genes GSTT1 and GSTM1, there was a tendency to decreasing of the bronchial lability index through the decrease of bronchodilation, and bronchial response to histamine occurred to be higher than in children with the absence of polymorphism of the referred genes of the xenobiotics biotransformation system. PMID:24908960

  16. Investigation of Catalytic Properties of Manganese Peroxidase (MnP) Produced from Agaricus bisporus A21 and its Potential Application in the Biotransformation of Xenobiotic Compound

    International Nuclear Information System (INIS)

    In this study Manganese peroxidase, from novel fungus Agaricus bisporus A21 was purified, thermally characterized and its catalytic properties were investigated. The four step purification procedure i.e., ammonium sulphate precipitation, dialysis, ion exchange and gel filtration chromatography yielded 6.9 % activity with a purification factor of 8.48. The optimum temperature and pH of Manganese peroxidase for the oxidation of Manganese peroxidase were 40 degree C and pH 6.0 respectively and remain active within the pH range of 3-10 after 24 h.The catalysis of MnSO/sub 4/ by Manganese peroxidase was expressed by the Michaelis-Menten equation, suggesting that the maximum velocity (V/sub max/) was 231 U/mL and the Michaelis constant was 3.33mM revealing a binding site with higher substrate affinity. Enthalpy of activation decreased where Free energy of activation for thermal denaturation increased at higher temperatures. The partially purified manganese peroxidase shows excellent decolorization potential for Orange G (from 19.32 to 96 %) by the addition of natural mediator of wheat bran. UV-Vis spectrum and HPLC chromatogram clearly revealed that orange G transformed into different products. Thermostability and efficient decolorization suggest that this enzyme could be receiving substantial attention for its potential application in the biotransformation of organo-pollutants. (author)

  17. Isolation, Identification, and Biotransformation of Teadenol A from Solid State Fermentation of Pu-erh Tea and In Vitro Antioxidant Activity

    Directory of Open Access Journals (Sweden)

    Xiao-qin Su

    2016-05-01

    Full Text Available Post-fermented Pu-erh tea (PFPT has several health benefits, however, little is known about the bioactive compounds. In this study, a PFPT compound was isolated by column chromatography and identified as Teadenol A by spectroscopic data analyses, including mass spectrometry and 1D and 2D NMR spectroscopy. Teadenol A in tea leaves was biotransformed by Aspergillus niger and A. tamari at 28 °C for 14 d at concentrations ranging from 9.85 ± 1.17 to 12.93 ± 0.38 mg/g. Additionally, the compound was detected in 22 commercial PFPTs at concentrations ranging from 0.17 ± 0.1 to 8.15 ± 0.1 mg/g. Teadenol A promoted the secretion of adiponectin and inhibited the expression of protein tyrosine phosphatase-1B. Antioxidant assays (e.g., 1,1-diphenyl-2-picrylhydrazyl (DPPH scavenging activity, total antioxidant capacity (T-AOC, hydrogen donating ability, and superoxide anion radical scavenging capacity revealed that Teadenol A has antioxidant properties. Therefore, Teadenol A is an important bio-active component of PFPT.

  18. Copper Enhanced Monooxygenase Activity and FT-IR Spectroscopic Characterisation of Biotransformation Products in Trichloroethylene Degrading Bacterium: Stenotrophomonas maltophilia PM102

    Directory of Open Access Journals (Sweden)

    Piyali Mukherjee

    2013-01-01

    Full Text Available Stenotrophomonas maltophilia PM102 (NCBI GenBank Acc. no. JQ797560 is capable of growth on trichloroethylene as the sole carbon source. In this paper, we report the purification and characterisation of oxygenase present in the PM102 isolate. Enzyme activity was found to be induced 10.3-fold in presence of 0.7 mM copper with a further increment to 14.96-fold in presence of 0.05 mM NADH. Optimum temperature for oxygenase activity was recorded at 36∘C. The reported enzyme was found to have enhanced activity at pH 5 and pH 8, indicating presence of two isoforms. Maximum activity was seen on incubation with benzene compared to other substrates like TCE, chloroform, toluene, hexane, and petroleum benzene. Km and Vmax for benzene were 3.8 mM and 340 U/mg/min and those for TCE were 2.1 mM and 170 U/mg/min. The crude enzyme was partially purified by ammonium sulphate precipitation followed by dialysis. Zymogram analysis revealed two isoforms in the 70% purified enzyme fraction. The activity stain was more prominent when the native gel was incubated in benzene as substrate in comparison to TCE. Crude enzyme and purified enzyme fractions were assayed for TCE degradation by the Fujiwara test. TCE biotransformation products were analysed by FT-IR spectroscopy.

  19. Biotransformation of pineapple juice sugars into dietetic derivatives by using a cell free oxidoreductase from Zymomonas mobilis together with commercial invertase.

    Science.gov (United States)

    Aziz, M G; Michlmayr, H; Kulbe, K D; Del Hierro, A M

    2011-01-01

    An easy procedure for cell free biotransformation of pineapple juice sugars into dietetic derivatives was accomplished using a commercial invertase and an oxidoreductase from Zymomonas mobilis. First, pineapple juice sucrose was quantitatively converted into glucose and fructose by invertase, thus increasing the concentration of each monosaccharide in the original juice to almost twice. In a second step, glucose-fructose oxidoreductase (GFOR) transformed glucose into gluconolactone, and fructose into the low calorie sweetener sorbitol. The advantage of using GFOR is simultaneous reduction of fructose and oxidation of glucose, allowing the continuous regeneration of the essential coenzyme NADP(H), that is tightly bound to the enzyme. The yield of GFOR catalyzed sugar conversion depends on initial pH and control of pH during the reaction. At optimal conditions (pH control at 6.2) a maximum of 80% (w/v) sugar conversion was obtained. Without pH control, GFOR is inactivated rapidly due to gluconic acid formation. Therefore, conversion yields are relatively low at the natural pH of pineapple juice. The application of this process might be more advantageous on juices of other tropical fruits (papaya, jackfruit, mango) due to their naturally given higher pH. PMID:22112775

  20. Study of lignin biotransformation by Aspergillus fumigatus and white-rot fungi using 14C-labeled and unlabeled kraft lignins

    International Nuclear Information System (INIS)

    The biodegradation of lignin by fungi was studied in shake flasks using 14C-labeled kraft lignin and in a deep-tank fermentor using unlabeled kraft lignin. Among the fungi screened, A. fumigatus - isolated in our laboratories - was most potent in lignin biotransformation. Dialysis-type fermentation, designed to study possible accumulation of low MW lignin-derived products, showed no such accumulation. Recalcitrant carbohydrates like microcrystalline cellulose supported higher lignolytic activity than easily metabolized carbohydrates like cellobiose. An assay developed to distinguish between CO2 evolved from lignin and carbohydrate substrates demonstrated no stoichiometric correlation between the metabolism of the two cosubstrates. The submerged fermentations with unlabeled liqnin are difficult to monitor since chemical assays do not give accurate and true results. Lignolytic efficiencies that allowed monitoring of such fermentations were defined. Degraded lignins were clearly superior to C. versicolor in all aspects of lignin degradation; A fumigatus brought about substantial demethoxylation and dehydroxylation, whereas C. versicolor degraded lignins closely resembled undegraded kraft lignin. There was a good agreement among the different indices of lignin degradation, namely, 14CO evolution, OCH3 loss, OH loss, and monomer and dimer yield after permanganate oxidation

  1. CHOLESTEROL BIOTRANSFORMATION TO CHOLESTA-4, 6-DIEN-3-OL AND EFFECT OF ASSIMILATION ON ADHESION PROPERTIES OF LACTOBACILLUS HELVETICUS CD6

    Directory of Open Access Journals (Sweden)

    Jayesh J. Ahire

    2014-04-01

    Full Text Available Cholesterol biotransformation by Lactobacillus helveticus CD6 was observed in minimal medium supplemented with 3 mM cholesterol when grown for 120 h at 37 °C. Its gas chromatography-mass spectrometry (GC-MS showed production of cholesta-4, 6-dien-3-ol and cholest-5-en-3-ol (3.beta with 12 U ∕mg cholesterol oxidase-like enzyme activity. The cholesterol assimilation was evaluated at varied concentrations of bile salt in MRS medium. The cell survival and cholesterol assimilation was found to be adversely affected in presence of bile salt. Microscopic studies revealed changed cell morphology when grown with cholesterol. The cell adhesion properties like autoaggregation, microbial adhesion to solvents where found to be affected by cholesterol. The 7.49 % cell adhesion to ethyl acetate indicates the decrease in electron accepting properties of cell surface, while 9 % decrease in xylene adhesion and 13 % decrease in autoaggregation was observed which would be helpful in cholesterol lowering when supplemented in the form of probiotic preparation.

  2. Construction of a Food Grade Recombinant Bacillus subtilis Based on Replicative Plasmids with an Auxotrophic Marker for Biotransformation of d-Fructose to d-Allulose.

    Science.gov (United States)

    He, Weiwei; Mu, Wanmeng; Jiang, Bo; Yan, Xin; Zhang, Tao

    2016-04-27

    A food grade recombinant Bacillus subtilis that produces d-psicose 3-epimerase (DPEase; EC 5.1.3.30) was constructed by transforming a replicative multicopy plasmid with a d-alanine racemase gene marker into B. subtilis 1A751 with the d-alanine racemase gene knocked out. The DPEase was expressed in B. subtilis without antibiotic resistance genes and without adding antibiotics during fermentation. Whole cells of the food grade recombinant B. subtilis were used to biotransform d-fructose to d-allulose. The two tandem promoters, including the HpaII and P43 promoters, increased expression levels compared to the use of one promoter, HpaII. For large-scale d-allulose production, the optimal enzyme dose was 40 enzyme activity units of dry cells per gram of d-fructose, which produced a 28.5% turnover yield in 60 min. The recombinant plasmid exhibited stability over 100 generations. This food grade recombinant B. subtilis may be used for large-scale d-allulose production in the food industry. PMID:27056339

  3. Oxidative cleavage of the pentyl side-chain of cannabinoids. Identification of new biotransformation pathways in the metabolism of 4'-hydroxy-delta-9-tetrahydrocannabinol in the mouse.

    Science.gov (United States)

    Harvey, D J

    1990-01-01

    During an investigation of the mechanisms leading to the formation of metabolites of cannabinoids in which the pentyl side chain is reduced to 2, 3 or 4 carbon atoms, the further metabolism of 4'-hydroxy-delta 9-tetrahydrocannabinol was investigated in vivo in mice. Metabolites were extracted with ethyl acetate, concentrated by chromatography on Sephadex LH-20 and identified by GC/MS. Ten metabolites were identified and a further two had tentative structural assignments made. The major metabolic route, in common with that seen with most cannabinoids, was hydroxylation at the allylic 11-position, followed by oxidation to a carboxylic acid. Additional hydroxylation occurred at C-8. Abundant metabolites were also formed by oxidative cleavage of the pentyl side chain. The major metabolites of this type had lost the terminal two carbon atoms to give compounds containing a carboxyethyl side chain. This is the major product normally produced by beta-oxidation of the acid formed from 5'-hydroxy-delta 9-tetrahydrocannabinol. Trace concentrations of two other acids that appeared to have a carboxypropyl side chain were also found. The results show that, in addition to beta-oxidation, initiated by hydroxylation at the 5'-carbon atom (omega-hydroxylation), at least one other oxidative route, initiated by omega-1-hydroxylation, is involved in the production of metabolites with two carbon atoms missing from the pentyl side chain. This pathway does not seem to have been characterized as a biotransformation mechanism in drug metabolism and a possible mechanism is suggested. PMID:1974198

  4. Development of in vivo biotransformation enzyme assays for ecotoxicity screening: In vivo measurement of phases I and II enzyme activities in freshwater planarians.

    Science.gov (United States)

    Li, Mei-Hui

    2016-08-01

    The development of a high-throughput tool is required for screening of environmental pollutants and assessing their impacts on aquatic animals. Freshwater planarians can be used in rapid and sensitive toxicity bioassays. Planarians are known for their remarkable regeneration ability but much less known for their metabolic and xenobiotic biotransformation abilities. In this study, the activities of different phase I and II enzymes were determined in vivo by directly measuring fluorescent enzyme substrate disappearance or fluorescent enzyme metabolite production in planarian culture media. For phase I enzyme activity, O-deethylation activities with alkoxyresorufin could not be detected in planarian culture media. By contrast, O-deethylation activities with alkoxycoumarin were detected in planarian culture media. Increases in 7-ethoxycoumarin O-deethylase (ECOD) activities was only observed in planarians exposed to 1μM, but not 10μM, β-naphthoflavone for 24h. ECOD activity was inhibited in planarians exposed to 10 and 100μM rifampicin or carbamazepine for 24h. For phase II enzyme activity, DT-diaphorase, arylsulfatases, uridine 5'-diphospho (UDP)-glucuronosyltransferase or catechol-O-methyltransferase activity was determined in culture media containing planarians. The results of this study indicate that freshwater planarians are a promising model organism to monitor exposure to environmental pollutants or assess their impacts through the in vivo measurement of phase I and II enzyme activities. PMID:27062342

  5. Production of Two Novel Methoxy-Isoflavones from Biotransformation of 8-Hydroxydaidzein by Recombinant Escherichia coli Expressing O-Methyltransferase SpOMT2884 from Streptomyces peucetius

    Directory of Open Access Journals (Sweden)

    Chien-Min Chiang

    2015-11-01

    Full Text Available Biotransformation of 8-hydroxydaidzein by recombinant Escherichia coli expressing O-methyltransferase (OMT SpOMT2884 from Streptomyces peucetius was investigated. Two metabolites were isolated and identified as 7,4′-dihydroxy-8-methoxy-isoflavone (1 and 8,4′-dihydroxy-7-methoxy-isoflavone (2, based on mass, 1H-nuclear magnetic resonance (NMR and 13C-NMR spectrophotometric analysis. The maximum production yields of compound (1 and (2 in a 5-L fermenter were 9.3 mg/L and 6.0 mg/L, respectively. The two methoxy-isoflavones showed dose-dependent inhibitory effects on melanogenesis in cultured B16 melanoma cells under non-toxic conditions. Among the effects, compound (1 decreased melanogenesis to 63.5% of the control at 25 μM. This is the first report on the 8-O-methylation activity of OMT toward isoflavones. In addition, the present study also first identified compound (1 with potent melanogenesis inhibitory activity.

  6. Colonization of isoflavone biotransforming bacterium in the intestinal tract of ICR mice%大豆异黄酮转化菌株在ICR小鼠体内定植研究

    Institute of Scientific and Technical Information of China (English)

    李术宝; 倪鑫; 王秀伶

    2012-01-01

    The intestinal microflora of ICR mice is able to biotranform isoflavones to different metabolites stably. In order to completely kill or inhibit the isoflavone biotransforming bacteria in the intestine of ICR mice, we screened different varieties of antibiotics and chose a suitable one to feed healthy ICR mice. Strain Niu-016 capable of biotransforming isoflavones was coated in microcapsules before it was fed to the healthy ICR mice which have totally lost the ability to biotransform isoflavones through intragastric administration after being treated with the suitable antibiotics. High-performance liquid chromatography (HPLC) was used to detect whether strain Niu-O16 colonized in the intestinal tract of ICR mice or not. The results showed that ICR mice completely lost the ability to transform isoflavones after being fed with azithro-mycin (AZI) continuously for one week through intragastric administration, the concentration of AZI was 420 mg/mL. The ICR mice fed with AZI recovered their capacity to biostransform isoflavones about 20 days after they were fed with AZI. Furthermore, the ICR mice fed the microcapsules of Niu-O16 were detected the ability to biotransform isoflavones within two weeksafter they were fed with the microcapsules of Niu-O16. Based on HPLC detection profiles, the ICR mice which were fed with the microcapsules of strain Niu-O16 showed exactly the same biotransforming activity as that of the strain Niu-016. However, we did not detect any isofla-vone biotransforming activity from the control. Our study indicated that bacterium Niu-016 coated in the microcapsule colonized in the intestinal tract of the ICR mice.%健康ICR小鼠肠道菌群对大豆异黄酮有稳定转化作用.本研究选用合适抗生素对健康ICR小鼠进行连续灌服,使ICR小鼠在不影响其正常生理活动状况下完全丧失对大豆异黄酮的转化能力,并对该类完全丧失转化能力的ICR小鼠灌服大豆异黄酮还原菌株Niu-O16的微胶囊,用

  7. Aerobic biotransformation of 14C-labeled 8-2 telomer B alcohol by activated sludge from a domestic sewage treatment plant.

    Science.gov (United States)

    Wang, Ning; Szostek, Bogdan; Folsom, Patrick W; Sulecki, Lisa M; Capka, Vladimir; Buck, Robert C; Berti, William R; Gannon, John T

    2005-01-15

    This study investigated the biodegradation potential of 3-(14)C,1H,1H,2H,2H-perfluorodecanol [CF3(CF2)6(14)CF2CH2CH2OH, 14C-labeled 8-2 telomer B alcohol or 14C-labeled 8-2 TBA] by diluted activated sludge from a domestic wastewater treatment plant under aerobic conditions. After sample extraction with acetonitrile, biotransformation products were separated and quantified by LC/ARC (on-line liquid chromatography/accurate radioisotope counting) with a limit of quantification about 0.5% of the 14C counts applied to the test systems. Identification of biotransformation products was performed by quadrupole time-of-flight mass spectrometry. Three transformation products have been identified: CF3(CF2)6(14)CF2CH2COOH (8-2 saturated acid); CF3(CF2)6(14)CF=CHCOOH (8-2 unsaturated acid); and CF3(CF2)6(14)COOH (perfluorooctanoic acid, PFOA), representing 27, 6.0, and 2.1% of the initial 14C mass (14C counts applied) after 28 days, respectively. A transformation product, not yet reported in the literature, has also been observed and tentatively identified as CF3(CF2)6(14)CH2CH2COOH (2H,2H,3H,3H-perfluorodecanoic acid); it accounted for 2.3% of the mass balance after 28 days. The 2H,2H,3H,3H-perfluorodecanoic acid is likely a substrate for beta-oxidation, which represents one of the possible pathways for 8-2 telomer B alcohol degradation. The 8-2 saturated acid and 8-2 unsaturated acid cannot be directly used as substrates for beta-oxidation due to the proton deficiency in their beta-carbon (C3 carbon) and their further catabolism may be catalyzed by some other still unknown mechanisms. The 2H,2H,3H,3H-perfluorodecanoic acid may originate either from the major transformation product CF3(CF2)6(14)CF2CH2COOH or from other unidentified transformation products via multiple steps. Approximately 57% of the starting material remained unchanged after 28 days, likely due to its strong adsorption to the PTFE (poly(tetrafluoroethylene)) septa of the test vessels. No CF3(CF2)6(14)CF2COOH

  8. Activity and Transcriptional Responses of Hepatopancreatic Biotransformation and Antioxidant Enzymes in the Oriental River Prawn Macrobrachium nipponense Exposed to Microcystin-LR

    Directory of Open Access Journals (Sweden)

    Julin Yuan

    2015-10-01

    Full Text Available Microcystins (MCs are a major group of cyanotoxins with side effects in many organisms; thus, compounds in this group are recognized as potent stressors and health hazards in aquatic ecosystems. In order to assess the toxicity of MCs and detoxification mechanism of freshwater shrimp Macrobrachium nipponense, the full-length cDNAs of the glutathione S-transferase (gst and catalase (cat genes were isolated from the hepatopancreas. The transcription level and activity changes in the biotransformation enzyme (glutathione S-transferase (GST and antioxidant enzymes (superoxide dismutase (SOD, catalase (CAT, glutathione peroxidase (GPx in the hepatopancreas of M. nipponense exposed to MC-LR (0.2, 1, 5, and 25 μg/L for 12, 24, 72 and 96 h were analyzed. The results showed that the isolated full-length cDNAs of cat and gst genes from M. nipponense displayed a high similarity to other crustaceans, and their mRNAs were mainly expressed in the hepatopancreas. MC-LR caused significant increase of GST activity following 48–96 h (p < 0.05 and an increase in SOD activity especially in 24- and 48-h exposures. CAT activity was activated when exposed to MC-LR in 12-, 24- and 48-h exposures and then it was inhibited at 96-h exposure. There was no significant effect on GPx activity after the 12- and 24-h exposures, whereas it was significantly stimulated after the 72- and 96-h exposures (p < 0.05. The transcription was altered similarly to enzyme activity, but the transcriptional response was generally more immediate and had greater amplitude than enzymatic response, particularly for GST. All of the results suggested that MC-LR can induce antioxidative modulation variations in M. nipponense hepatopancreas in order to eliminate oxidative damage.

  9. Intestinal bioavailability and biotransformation of 3,3',4,4'-tetrachlorobiphenyl (CB 77) in in situ preparations of channel catfish following dietary induction of CYP1A

    International Nuclear Information System (INIS)

    [14C]-TCB slowly and independent of CYP1A, resulting in somewhat different profiles than published for other organs. In addition, it is likely that previous [14C]-TCB bioavailability findings in the perfused intestine may be based on TCB concentration gradients rather than biotransformation

  10. Upregulation of biotransformation genes in gills of oyster Crassostrea brasiliana exposed in situ to urban effluents, Florianópolis Bay, Southern Brazil.

    Science.gov (United States)

    Pessatti, Tomás B; Lüchmann, Karim H; Flores-Nunes, Fabrício; Mattos, Jacó J; Sasaki, Sílvio T; Taniguchi, Satie; Bícego, Márcia C; Dias Bainy, Afonso Celso

    2016-09-01

    The release of untreated sanitary sewage, combined with unplanned urban growth, are major factors contributing to degradation of coastal ecosystems in developing countries, including Brazil. Sanitary sewage is a complex mixture of chemicals that can negatively affect aquatic organisms. The use of molecular biomarkers can help to understand and to monitor the biological effects elicited by contaminants. The aim of this study was to evaluate changes in transcript levels of genes related to xenobiotic biotransformation in the gills of oysters Crassostrea brasiliana transplanted and kept for 24h at three areas potentially contaminated by sanitary sewage (Bücheller river, BUC; Biguaçu river, BIG; and Ratones island, RAT), one farming area (Sambaqui beach, SAM) and at one reference site (Forte beach, FOR) in the North Bay of Santa Catarina Island (Florianópolis, Brazil). Transcript levels of four cytochrome P450 isoforms (CYP2AU1, CYP3A-like, CYP356A1-like and CYP20A1-like), three glutathione S-transferase (GST alpha-like, GST pi-like and GST microsomal 3-like) and one sulfotransferase gene (SULT-like) were evaluated by means of quantitative reverse transcription PCR (qRT-PCR). Chemical analysis of the sediment from each site were performed and revealed the presence of aliphatic and polycyclic aromatic hydrocarbons, linear alkylbenzenes and fecal sterols in the contaminated areas (BUC and BIG). Water quality analysis showed that these sites had the highest levels of fecal coliforms and other parameters evidencing the presence of urban sewage discharges. Among the results for gene transcription, CYP2AU1 and SULT-like levels were upregulated by 20 and 50-fold, respectively, in the oysters kept for 24h at the most contaminated site (BUC), suggesting a role of these genes in the detoxification of organic pollutants. These data reinforce that gills possibly have an important role in xenobiotic metabolism and highlight the use of C. brasiliana as a sentinel for monitoring

  11. Silica ecosystem for synergistic biotransformation

    OpenAIRE

    Mutlu, Baris R.; Sakkos, Jonathan K.; Sujin Yeom; Wackett, Lawrence P.; Alptekin Aksan

    2016-01-01

    Synergistical bacterial species can perform more varied and complex transformations of chemical substances than either species alone, but this is rarely used commercially because of technical difficulties in maintaining mixed cultures. Typical problems with mixed cultures on scale are unrestrained growth of one bacterium, which leads to suboptimal population ratios, and lack of control over bacterial spatial distribution, which leads to inefficient substrate transport. To address these issues...

  12. 右旋磷霉素手性转化菌株的筛选与鉴定%Screening and identification of strain which has the ability to chiral biotransformation dextral-fosfomycin

    Institute of Scientific and Technical Information of China (English)

    孙杨; 姜平; 孙东阳; 张怡轩

    2011-01-01

    目的 筛选以右旋磷霉素为唯一碳源转化产生左旋磷霉素的菌株并进行种属鉴定.方法 采用固体琼脂块法对微生物菌种资源库中的真菌进行初步筛选;再利用液体摇瓶法对初筛阳性菌株进行复筛.利用薄层生物自显影的方法和质谱分析法对转化产物进行鉴定.采用形态学分类法及ITS-5.8S rDNA序列分析法对阳性菌株进行菌种鉴定.结果 初筛了2856株真菌,获得138株阳性菌株;对其中转化能力比较强的15株阳性菌株进行液体摇瓶复筛,发现菌株2221的转化率最高,当底物投料量为0.05%时,转化率达到36.8%.根据菌株2221的形态特征以及ITS-5.8S rDNA序列比对,菌株2221被鉴定为沙门柏干酪青霉.结论 沙门柏干酪青霉2221可手性转化右旋磷霉素为左旋磷霉素.%Objective To screen microorganism which can biotransform dextral-fosfomycin to levo-fosfomycin and to identify the species of the positive strains. Methods Fungal strains from microbiological resources were firstly screened by the agar block method, then the positive strains were screened by liquid shake-flask fermentation once more. The biotransformation product was detected by TLC combined with autobiography and mass spectrometry. The positive strain was identified by morphological characteristics and ITS-5.8S rDNA sequence. Results Totally 2856 fungal strains were screened by agar block method, and 138 strains showed positive results, 15 positive strains showed high biotransform ability by liquid shake-flask fermentation. Among them, strain 2221 was the best strain which could transform 36.8% dextral-fosfomycin to levo-fosfomycin when the concentration of substrate was 0.05%. According to morphological characteristics and ITS-5.8S rDNA sequence, strain 2221 was identified as Penicillium camemberti.Conclusion Dextral-fosfomycin can be chiral biotransformed to levo-fosfomycin by Penicillium camemberti 2221.

  13. Carotenóides: propriedades, aplicações e biotransformação para formação de compostos de aroma Carotenoids: properties, applications and biotransformation in flavor compounds

    Directory of Open Access Journals (Sweden)

    Mariana Uenojo

    2007-06-01

    Full Text Available Carotenoids are widely distributed in nature, providing yellow, orange or red color in a great number of vegetables, microorganisms and in some animals. Carotenoids act as biological antioxidants and seem to play an important role in human health by protecting cells and tissues from the damaging effects of free radicals and singlet oxygen. Several authors describe the oxidative cleavage of carotenoids in flavor compounds as occuring through chemical or photochemical degradations or through biotechnological processes. Biotransformation of carotenoids seems to be a reasonable alternative to produce flavor compounds since these compounds are considered 'natural' ingredients. In this work we describe the properties of some carotenoids, as well as biotechnological approaches to obtain its oxyfunctionalized derivatives.

  14. Theaflavin Synthesized in a Selective, Domino-Type, One-Pot Enzymatic Biotransformation Method with Camellia sinensis Cell Culture Inhibits Weight Gain and Fat Accumulation to High-Fat Diet-Induced Obese Mice.

    Science.gov (United States)

    Takemoto, Masumi; Takemoto, Hiroaki; Saijo, Ryoyasu

    2016-08-01

    The polyphenolic compound theaflavin, which is the main red pigment present in black tea, is reported to elicit various physiological effects. Because of the extremely low concentration of theaflavin present in black tea, its extraction from black tea leaves in quantities sufficient for use in medical studies has been difficult. We have developed a simple, inexpensive, selective, domino-type, one-pot enzymatic biotransformation method for the synthesis of theaflavin that is suitable for use in medical studies. Subsequent administration of this synthetic theaflavin to high-fat diet-induced obese mice inhibited both body weight gain and visceral fat accumulation, with no significant difference in the amount of faeces between the experimental and control mice. PMID:27237789

  15. Bisphenol A-Induced Ovotoxicity Involves DNA Damage Induction to Which the Ovary Mounts a Protective Response Indicated by Increased Expression of Proteins Involved in DNA Repair and Xenobiotic Biotransformation.

    Science.gov (United States)

    Ganesan, Shanthi; Keating, Aileen F

    2016-07-01

    Bisphenol A (BPA) is an endocrine disrupting chemical with ubiquitous human exposure. BPA causes primordial follicle loss and DNA damage in germ cells, thus we hypothesized that BPA induces ovarian DNA damage, thereby precipitating follicle loss. We also anticipated that the ovary activates DNA repair and xenobiotic biotransformation to minimize oocyte damage and/or, activate cell death signaling to deplete follicles. Postnatal day 4 F344 rat ovaries were cultured in medium containing vehicle control (1% dimethylsulfoxide [DMSO]) ± BPA (440 µM) for 2-8 days. BPA reduced (P telangiectasia mutated (ATM), markers of DNA double-strand breaks, were increased (P < .05) in abundance prior to observed follicle loss. DNA repair genes (Atm, Prkdc, Xrcc6, Brca1, Mre11a, Rad50, and Smc1a) were increased (P < .05) after 1 day of BPA exposure. mRNA encoding Meh, Gstm, c-kit, Kitlg, and Akt were increased (P < .05), as was MEH, AKT, pAKT, Jun N-terminal kinase, and P53 protein abundance, while GST isoforms pi and Nuclear factor erythroid-related factor 2 proteins were decreased (P < .05) by BPA exposure. These data demonstrate the dynamic ovarian response to BPA exposure, which indicates that BPA, via biotransformation, may be converted to a DNA alkylating agent, causing ovarian DNA damage, to which the ovary mounts a protective response and further our knowledge on the biological impacts of BPA on the female germline. PMID:27208089

  16. Production of Fructooligosaccharides using Free-whole-cell Biotransformation by Aspergillus niger CGMCC No.6640%Aspergillusniger CGMCC No.6640全细胞生物转化制备蔗果低聚糖

    Institute of Scientific and Technical Information of China (English)

    周康; 刘冬梅; 范梦珂; 叶嘉伦

    2013-01-01

    Fructooligosaecharides (FOS) have received particular interest because of their excellent biological and functional properties for using as a prebiotic compound.The strain Aspergillus niger CGMCC No.6640 with independent intellectual property rights was found capable of producing FOS using sucrose as the substrate.To produce FOS using free-whole-cell biotransformation by A.niger 6640,the effects of production parameters on the biotransformation of sucrose were investigated by HPLC with the column of Rezex RCM-Monosaccharife Cat.The catalysate concentration of the Nystose (or 1F-Fructofuranosylnystose),kestose,sucrose,glucose and fructose were simultaneously detected,and their retention time was 8.403 min,8.853 min,9.705 min,11.473 min and 14.683 min,respectively.The free-whole-cell concentration and substrate concentration positively affected the maximum FOS yield.However CaCl2 concentration negatively affected the FOS yield.The free-whole-cell concentration,the initial reaction pH,the temperature for catalysis,biotransformation time and sucrose concentration were 60g/L,7.0,33 ℃,40 h and 600 g/L,respectively.Under the optimal conditions were as follows,the FOS contents reached 314.60 g/L.In summary,the free-whole-cell biocatalyst of A.niger 6640 can effectively produce FOS indicating a potential for industrial production.%蔗果低聚糖(FOS)作为一种益生元物质,由于其具有极好的生物和功能性质,受到人们极大的关注.具有独立知识产权的菌株Aspergillus niger CGMCC No.6640被发现能利用蔗糖制备FOS.为利用A.niger 6640的全细胞制备FOS,以蔗糖为底物,利用高效液相法对该菌株的全细胞生物转化参数进行了研究.利用色谱柱Rezex RCM-Monosaccharife Cat的高效液相法能同时检测催化产物中蔗果四糖(或蔗果五糖)、蔗果三糖、蔗糖、葡萄糖和果糖的浓度,其保留时间分别为8.403 min,8.853 min,9.705 rmin,11.473min和14.683 min.全细胞生物催化剂浓度和底

  17. Combination effects of nano-TiO2 and 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) on biotransformation gene expression in the liver of European sea bass Dicentrarchus labrax.

    Science.gov (United States)

    Vannuccini, Maria Luisa; Grassi, Giacomo; Leaver, Michael J; Corsi, Ilaria

    2015-01-01

    The aim of present study was to investigate the influence of titanium dioxide nanoparticles (nano-TiO2, Aeroxide® P25) on 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) dependent biotransformation gene expression in liver of juvenile European sea bass Dicentrarchus labrax. An in vivo 7day waterborne exposure was performed with nano-TiO2 (1mg/L) and 2,3,7,8-TCDD (46pg/L), singly and in combination. The mRNA expression of aryl hydrocarbon receptor repressor (Ahrr), estrogen receptor (erβ2), ABC transport proteins as Abcb1, Abcc1-c2-g2, cytochrome P450 (cyp1a), glutathione-s-transferase (gsta), glutathione reductase (gr) and engulfment and motility (ELMO) domain-containing protein 2 (elmod2) was investigated. Ahrr, erβ2, abcc1 and abcg2 resulted down-regulated with respect to controls in all experimental groups. Co-exposure to nano-TiO2 and 2,3,7,8-TCDD caused a further significant down regulation of ahrr, erβ2, Abcb1 and Abcc2 compared to single chemical exposure (nano-TiO2 or 2,3,7,8-TCDD alone). No effects were observed for 2,3,7,8-TCDD and nano-TiO2 alone in abcb1 gene, while abcc2 was down-regulated by nano-TiO2 alone. Cyp1a, gst and elmod2 genes were up-regulated by 2,3,7,8-TCDD and to a similar extent after co-exposure. Overall the results indicate that nano-TiO2 is unlikely to interfere with 2,3,7,8-TCDD-dependent biotransformation gene expression in the liver of European sea bass, although the effects of co-exposure observed in ABC transport mRNAs might suggest an impact on xenobiotic metabolite disposition and transport in European sea bass liver. PMID:26235595

  18. Biotransformation of artemisinin by Catharanthus roseus and Ginkgo biloba cell suspension cultures%长春花及银杏植物细胞悬浮培养对青蒿素的生物转化研究

    Institute of Scientific and Technical Information of China (English)

    韩健; 戴均贵; 崔亚君; 占纪勋; 郭洪祝; 果德安

    2003-01-01

    Object To investigate the biotransformation of the antimalarial compound artemisinin( Ⅰ ) by Catharanthus roseus and Ginkgo biloba cell suspension cultures. Methods Plant tissue culture technology was employed. The product was isolated on silica gel column chromatography and its structure was elucidated by spectroscopic evidence. Results One product was obtained and its structure was characterized as 3α- hydroxydeoxyartemisinin ( Ⅱ ). Conclusion Both of C. roseus and G. biloba cell suspension cultures can bioconvert artemisinin.%目的对抗疟药物青蒿素(Ⅰ)进行了生物转化研究.方法利用长春花及银杏植物细胞悬浮培养细胞进行生物转化.用硅胶柱色谱进行产物的分离,波谱方法鉴定产物的结构.结果此两种植物悬浮细胞体系均能将青蒿素转化成3α-羟基去氧青蒿素(Ⅱ).结论此两种植物悬浮细胞体系均能有效转化青蒿素.

  19. Biotransformation enzyme-dependent formation of micronucleus and multinuclei in cell line V79-hCYP2E1-hSULT1A1 by 2-nitropropane and N-nitrosodimethylamine.

    Science.gov (United States)

    Deng, Hong; Gao, Hai; Liu, Yungang

    2011-11-27

    V79-hCYP2E1-hSULT1A1, a V79-derived cell line co-expressing both human CYP2E1 and SULT1A1, has been constructed and efficiently used in detection of the mutagenic activities of a number of promutagens. 2-Nitropropane (2-NP) and N-nitrosodimethylamine (NDMA), both being hepatocarcinogenic to animals but inactive in standard genotoxicity assays in vitro, are activated to mutagenic metabolites by human SULT1A1 and CYP2E1, respectively. Nevertheless, little is known about the chromosomal effects of these two carcinogens. In the present study, we investigated the effects of 2-NP and NDMA on frequencies of micronucleated (F(mi)) and multinucleated cells (F(mu)) in V79-hCYP2E1-hSULT1A1 cells. The results showed induction of both F(mi) and F(mu) by 2-NP and NDMA individually, and this effect was completely suppressed by relatively specific inhibitor of SULT1A1 and CYP2E1, i.e., pentachlorophenol and 1-aminobenzotriazole, respectively. The F(mu)/F(mi) ratio in 2-NP groups was significantly higher than NDMA groups, probably indicating an aneugenic activity of 2-NP based on proposed F(mu)/F(mi) ratio as a simple index to discriminate aneugens from clastogens. The present study has established biotransformation enzyme-dependent formation of multinuclei and micronuclei induced by 2-NP and NDMA. PMID:21903177

  20. Is Increased Susceptibility to Balkan Endemic Nephropathy in Carriers of Common GSTA1 (*A/*B Polymorphism Linked with the Catalytic Role of GSTA1 in Ochratoxin A Biotransformation? Serbian Case Control Study and In Silico Analysis

    Directory of Open Access Journals (Sweden)

    Zorica Reljic

    2014-08-01

    Full Text Available Although recent data suggest aristolochic acid as a putative cause of Balkan endemic nephropathy (BEN, evidence also exists in favor of ochratoxin A (OTA exposure as risk factor for the disease. The potential role of xenobiotic metabolizing enzymes, such as the glutathione transferases (GSTs, in OTA biotransformation is based on OTA glutathione adducts (OTHQ-SG and OTB-SG in blood and urine of BEN patients. We aimed to analyze the association between common GSTA1, GSTM1, GSTT1, and GSTP1 polymorphisms and BEN susceptibility, and thereafter performed an in silico simulation of particular GST enzymes potentially involved in OTA transformations. GSTA1, GSTM1, GSTT1 and GSTP1 genotypes were determined in 207 BEN patients and 138 non-BEN healthy individuals from endemic regions by polymerase chain reaction (PCR. Molecular modeling in silico was performed for GSTA1 protein. Among the GST polymorphisms tested, only GSTA1 was significantly associated with a higher risk of BEN. Namely, carriers of the GSTA1*B gene variant, associated with lower transcriptional activation, were at a 1.6-fold higher BEN risk than those carrying the homozygous GSTA1*A/*A genotype (OR = 1.6; p = 0.037. In in silico modeling, we found four structures, two OTB-SG and two OTHQ-SG, bound in a GSTA1 monomer. We found that GSTA1 polymorphism was associated with increased risk of BEN, and suggested, according to the in silico simulation, that GSTA1-1 might be involved in catalyzing the formation of OTHQ-SG and OTB-SG conjugates.

  1. Design, Synthesis, and Investigation of Novel Nitric Oxide (NO)-Releasing Prodrugs as Drug Candidates for the Treatment of Ischemic Disorders: Insights into NO-Releasing Prodrug Biotransformation and Hemoglobin-NO Biochemistry.

    Science.gov (United States)

    Xu, Guoyan G; Deshpande, Tanvi M; Ghatge, Mohini S; Mehta, Akul Y; Omar, Abdel Sattar M; Ahmed, Mostafa H; Venitz, Jurgen; Abdulmalik, Osheiza; Zhang, Yan; Safo, Martin K

    2015-12-15

    We have developed novel nitric oxide (NO)-releasing prodrugs of efaproxiral (RSR13) for their potential therapeutic applications in a variety of diseases with underlying ischemia. RSR13 is an allosteric effector of hemoglobin (Hb) that decreases the protein's affinity for oxygen, thereby increasing tissue oxygenation. NO, because of its vasodilatory property, in the form of ester prodrugs has been found to be useful in managing several cardiovascular diseases by increasing blood flow and oxygenation in ischemic tissues. We synthesized three NO-donor ester derivatives of RSR13 (DD-1, DD-2, and DD-3) by attaching the NO-releasing moieties nitrooxyethyl, nitrooxypropyl, and 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate, respectively, to the carboxylate of RSR13. In vitro studies demonstrated that the compounds released NO in a time-dependent manner upon being incubated with l-cysteine (1.8-9.3%) or human serum (2.3-52.5%) and also reduced the affinity of Hb for oxygen in whole blood (ΔP50 of 4.9-21.7 mmHg vs ΔP50 of 25.4-32.1 mmHg for RSR13). Crystallographic studies showed RSR13, the hydrolysis product of the reaction between DD-1 and deoxygenated Hb, bound to the central water cavity of Hb. Also, the hydrolysis product, NO, was observed exclusively bound to the two α hemes, the first such HbNO structure to be reported, capturing the previously proposed physiological bis-ligated nitrosylHb species. Finally, nitrate was observed bound to βHis97. Ultraperformance liquid chromatography-mass spectrometry analysis of the compounds incubated with matrices used for the various studies demonstrated the presence of the predicted reaction products. Our findings, beyond the potential therapeutic application, provide valuable insights into the biotransformation of NO-releasing prodrugs and their mechanism of action and into hemoglobin-NO biochemistry at the molecular level.

  2. Research on the mechanism of biosynthesis, biotransformation and toxicity of ochratoxin A%赭曲霉毒素A生成转化及致毒机制的研究进展

    Institute of Scientific and Technical Information of China (English)

    郝俊冉; 许文涛; 黄昆仑

    2012-01-01

    赭曲霉毒素A(Ochratoxin A,OTA)是由曲霉属(Aspergillus.sp)和青霉属(Penicillium.sp)真菌产生的一种次级代谢产物,它的生成受温度、水活度等的影响。检测食品及饲料中OTA含量的基本方法有薄层层析法、高效液相色谱法和酶联免疫吸附法。OTA因被认为与巴尔干半岛肾病有关而引起全球的关注,研究发现,OTA具有肾毒性、肝毒性、免疫毒性、基因毒性等,并且主要是通过促进膜的过氧化反应,抑制线粒体的呼吸作用和影响细胞信号传导通路中蛋白及关键因子的转录表达等来达到致毒效应。吸附、转化、降解是OTA脱毒的主要方式。本文就OTA的检测方法、生物合成、致毒机制和脱毒转化的相关研究进展进行了综述。%As a secondary metabolite,ochratoxin A(OTA)was a mycotoxin produced by fungi of two genera:Aspergillus and Penicillium,and its production was influenced by temperature and water activity,etc.The basic methods for determination of ochratoxin A content in food or feed samples were Thin-layer chromatography(TLC),High-performance liquid chromatography(HPLC)and Enzyme-linked immunosorbent assay(ELISA).OTA was first grabbed global attention and concern for the hazard and impact that might account for the "Balken Endemic Nephropathy"(BEN).Moreover,researches had shown that:OTA was nephrotoxic,hepatotoxic,immunotoxic and genetoxic mainly through promotion of membrane peroxidation,inhibition of mitochondrial respiration and affect on the expression of some important protein or transcription factors in the signal transduction,etc.The main means to detoxify OTA were adsorption,transformation and degradation.Here,some advances on the determination and the mechanism of biosynthesis,toxicity,detoxification and biotransformation of ochratoxin A had been reviewed.

  3. Preparation of L-Rhamnose by Two-step Biotransformation of Naringin%两步生物法转化柚皮苷制备L-鼠李糖

    Institute of Scientific and Technical Information of China (English)

    魏胜华; 孟娜; 李婉珍; 陶玉贵

    2011-01-01

    考察了利用柚苷酶和酵母静息细胞作为催化剂,两步生物法转化柚皮苷制备L-鼠李糖的工艺过程.柚苷酶水解柚皮苷的最佳工艺条件是p(柚皮苷)=14 g/L的水溶液为底物,加酶量10 mL/L(即每升底物中加入酶的体积,下同),pH =5.5,酶解时间22 h.酵母代谢葡萄糖的最佳工艺条件是酵母用量2.5 g/L(即每升水解液中加入酵母的质量,下同),温度32℃,pH=6.0,发酵时间120 min.在30 L发酵罐中进行了小试,最终获得了质量分数大于98.5%的鼠李糖结晶85.6 g,为理论得率的86.5%.%The preparation of L-rhamnose by two-step biotransformation of naringin using naringinase and rest cells of yeast as catalyst was studied in this paper. The optimum conditions of hydrolysis were as follows; the mass concentration of naringin at 14 g/L, 10 mL/L of naringinase, pH at 5.5, and reaction time of 22 h. The optimum conditions of fermentation were; the yeast dosage 2. 5 g/L, the temperature at 32 ℃ ,pH at 6. 0,and fermentation time of 120 min. A small-scale pilot was carried out in 30 L fermentor,and 85. 6 g crystals of rhamnose was obtained, the purity of which was more than 98. 5%. This yield accounted for 86. 5% of the theoretical yield.

  4. [Experimental study of pinostrobine oxime biotransformation].

    Science.gov (United States)

    Sariev, A K; Abaimov, D A; Tankevich, M V; Prokhorov, D I; Adekenov, S M; Arystan, L I; Seĭfulla, R D

    2014-01-01

    We have experimentally studied pathways of elimination of an oximized derivative of phytoflavonoid pinostrobine by HPLC/mass spectrometry. Four potential metabolites of pinostrobine oxime have been found and there was an attempt to determine their molecular structures on the basis of their fragmentation under positive electrospray ionization conditions. It is established that pinostrobine oxime is removed from the organism mainly unchanged and also in the form of glucuronated derivative. PMID:25335390

  5. Biotransformation of sterols; Biotransformacao de esterois

    Energy Technology Data Exchange (ETDEWEB)

    Oliveira, Bras Heleno de [Parana Univ., Curitiba, PR (Brazil). Dept. de Quimica; Bueno, Deise Dias [Universidade Estadual de Maringa, PR (Brazil). Dept. de Quimica

    1996-05-01

    In this work we describe the isolation of a Gram positive bacterium from a soil sample and its ability to transform {beta}-sitosterol into androst-4-en-3,17-dione, a valuable intermediate in the synthesis of steroids. Carbon-13 and proton NMR are used its identify and characterize their molecular structure. (author) 26 refs., 6 figs., 3 tabs.

  6. The biodegradation vs. biotransformation of fluorosubstituted aromatics.

    Science.gov (United States)

    Kiel, Martina; Engesser, Karl-Heinrich

    2015-09-01

    Fluoroaromatics are widely and--in recent years--increasingly used as agrochemicals, starting materials for chemical syntheses and especially pharmaceuticals. This originates from the special properties the carbon-fluorine bond is imposing on organic molecules. Hence, fluoro-substituted compounds more and more are considered to be important potential environmental contaminants. On the other hand, the microbial potentials for their transformation and mineralization have received less attention in comparison to other haloaromatics. Due to the high electronegativity of the fluorine atom, its small size, and the extraordinary strength of the C-F bond, enzymes and mechanisms known to facilitate the degradation of chloro- or bromoarenes are not necessarily equally active with fluoroaromatics. Here, we review the literature on the microbial degradation of ring and side-chain fluorinated aromatic compounds under aerobic and anaerobic conditions, with particular emphasis being placed on the mechanisms of defluorination reactions.

  7. Pesticide biotransformation and fate in heterogeneous environments.

    NARCIS (Netherlands)

    Vink, J.P.M.

    1997-01-01

    The effects and relative impacts of environmental variables on the behaviour of pesticides, through the effect on pesticide-degrading microorganisms, was studied in a broad spectrum and covered the most relevant emission routes. It is shown that the effect of landscape geochemistry, which is a pre-s

  8. IMPORTANCE OF ENZYMATIC BIOTRANSFORMATION IN IMMUNOTOXICOLOGY

    Science.gov (United States)

    Many immunotoxic compounds, such as benzene and other organic solvents, pesticides, mycotoxins and polycyclic aromatic hydrocarbons, can alter immune function only after undergoing enzyme-mediated reactions within various tissues. In the review that follows, the role of enzymatic...

  9. Simultaneous analysis of trehalose,glucose and maltose in biotransformation samples by high performance anion exchange chromatography with pulsed ampere detection%高效阴离子交换色谱-脉冲安培检测法同时测定生物转化样品中的海藻糖、葡萄糖和麦芽糖

    Institute of Scientific and Technical Information of China (English)

    徐颖; 臧颖; 姜婷; 郑兆娟; 欧阳嘉

    2014-01-01

    An analytical method for the determination of trehalose,maltose,and glucose in biotransformation samples was developed by using high performance anion exchange chroma-tography coupled with pulsed ampere detection( HPAEC-PAD). The analysis was performed on a CarboPacTM 10 column( 250 mm × 2 mm ) with the gradient elution of NaOH-NaAc as the mobile phase. The column temperature was set at 30 ℃,the flow rate was 0. 30 mL/min. The results showed that trehalose,maltose,and glucose in biotransformation system were com-pletely separated and determined in 15 min. The linear ranges and the working curves were determined by using standard samples. The correlation coefficients of three kinds of carbohy-drates were over 0. 999 8 . The detection limits( LODs)were 0. 010-0. 100 mg/L. Under the optimized separation conditions,the recoveries of saccharides in the transformation system at three different spiked levels ranged from 89. 4% to 103. 2%. In biotransformation system,50 IU trehalose synthase were added into 200 g/L maltose for reaction of 8 h at 37 ℃,pH 8. 0. Under the above conditions,the concentration of trehalose in biotransformation sample was 101. 084 g/L,and the conversion rate of trehalose reached 50. 5%. The method can be applied to deter-mine the composition in the transformation system with the advantages of simplicity and con-venience.%建立了高效阴离子交换色谱-脉冲安培电化学检测法同时测定生物转化样品中海藻糖、葡萄糖和麦芽糖的分析方法。选用 CarboPacTM10色谱柱(250 mm×2 mm)对分离条件进行优化,使用标准样品测定了线性范围和工作曲线,柱温为30℃,流速为0.30 mL/min,以氢氧化钠溶液和醋酸钠溶液为流动相进行梯度洗脱,脉冲安培法进行检测。研究结果表明,该方法可在15 min内实现海藻糖生物转化液中3种糖的快速定量分析。海藻糖、葡萄糖和麦芽糖峰面积与质量浓度的线性关系良好,检出限为0

  10. 3-Fluorophenmetrazine, a fluorinated analogue of phenmetrazine: Studies on in vivo metabolism in rat and human, in vitro metabolism in human CYP isoenzymes and microbial biotransformation in Pseudomonas Putida and wastewater using GC and LC coupled to (HR)-MS techniques.

    Science.gov (United States)

    Mardal, Marie; Miserez, Bram; Bade, Richard; Portolés, Tania; Bischoff, Markus; Hernández, Félix; Meyer, Markus R

    2016-09-01

    Wastewater-based epidemiology (WBE) as means to estimate illicit drug and new psychoactive substance (NPS) consumption with spatial and temporal resolution is gaining increasing attention. In order to evaluate a given NPS using WBE, in vivo metabolism and microbial biotransformation of excretion products and unchanged compounds need evaluation. The aims of this study were to identify in vivo phase I and II metabolites of the NPS 3-fluorophenmetrazine (3-FPM) in human and rat urine and study the in vitro contribution of Cytochrome P450 (CYP) isoenzymes in phase I metabolism. Additionally, to study microbial biotransformation products (MBPs) of 3-FPM from incubations in wastewater and in a wastewater isolated Pseudomonas Putida strain. To these aims gas chromatography and liquid chromatography coupled to mass spectrometry were applied. Metabolites and MBPs were isolated from urine and microbial incubations after solid phase extraction and precipitation with or without enzymatic conjungate cleaving. The main transformation pathways were N-oxidation, aryl hydroxylation and subsequent O-methylation, alkyl hydroxylation, oxidation, and degradation of the ethyl-bridge yielding the O/N-bis-dealkylated metabolite, combinations thereof and further glucuronidation or sulfations. The main excretion products in the human urine sample were the unchanged compound and the N-oxide, and the main MBPs were the N-oxide and hydroxylation with subsequent oxidations on the alpha-methyl position. Based on these findings, the proposed strategy for WBE analysis of 3-FPM is quantitative determination of unchanged 3-FPM together with qualitative verification of a number of selected metabolites to verify consumption and rule out discharge. PMID:27372653

  11. 大鼠肠道酶和菌群对人参皂苷Rg1的代谢转化研究%Experimental Study on Metabolism and Bio-Transformation of Ginsenoside Rg1 by Intestinal Enzyme and Microflora in Rats

    Institute of Scientific and Technical Information of China (English)

    陈新梅

    2011-01-01

    Objective:To investigate the effect of metabolism and bio-transformation of GRg1 by intestinal enzyme and microflora in rats.Method: The stability of GRg1 in the artificial gastric juice and intestinal juice was tested.The metabolism and bio-transformation of GRg1 administrated orally in rats were studied.Result: GRg1 was degraded totally within 2 hours in artificial gastric juice.Meanwhile, GRg1 was stable in artificial intestinal juice.GRg1 was metabolized by intestinal enzyme microflora in rats.Conclusion: GRg1 should be administrated from other routes instead of oral route in order to improve the bioavailability.%目的:考察大鼠肠道酶和菌群对人参皂苷Rg1(GRg1)的代谢转化作用.方法:研究100 mg·L-1的GRg1溶液在37℃人工胃液(pH 1.0)和人工肠液(pH 6.8)中的稳定性;考察大鼠ig GRg1后粪便和尿液巾的GRg1代谢状况.结果:GRg1在人工胃液中2 h内100%降解;在人工肠液pH中4 h相对稳定(RSD<1.5%);GRg1被大鼠肠道内酶和菌群代谢.结论:为提高生物利用度,GRg1应选择非口服途径给药.

  12. Fungal Biotransformation of Polyfluoroalkyl Substances: Identification of Growth Substrates for Favorable Biotransformation Pathways

    OpenAIRE

    Merino, Nancy Shiao-lynn

    2016-01-01

    Polyfluoroalkyl and perfluoroalkyl substances (PFASs) are a group of highly stable organic compounds that provide products with several useful properties, including water, oil, and stain resistance. However, many PFASs are reproductive and developmental toxicants, endocrine disrupters, and potential human carcinogens. They are found globally, such as in contaminated groundwater and surface water and in pristine environments. Since PFAS-containing industrial and consumer products will be dispo...

  13. Production of Arbutin through Biotransformation of Exogenous Hydroquinone by Datura stramonium Cell Suspension Cultures%白花曼陀罗细胞悬浮培养生物转化外源氢醌合成熊果苷的研究

    Institute of Scientific and Technical Information of China (English)

    彭春秀; 龚加顺

    2006-01-01

    研究了白花曼陀罗细胞悬浮培养对外源氢醌的糖基化.转化细胞来自白花曼陀罗嫩茎在LS固体培养基上诱导产生的愈伤组织.白花曼陀罗悬浮培养细胞不能分泌熊果苷,但能糖基化外源氢醌合成熊果苷.当氢醌添加量达240 μmol/100mL培养物时,约有93.4%的氢醌转化形成了熊果苷,并应用多种色谱技术进行分离纯化,进行了HPLC分析和结构鉴定.%To investigate the biotransformation of hydroquinone by cell suspension cultures of Datura stramonium. Cultured cells derived from stems of Datura stramonium were maintained in Linsmaiher and Skoog (LS) solid medium. Datura stramonium cells in suspension cultures did not accumulate arbutin (4-hydroxyphenyl-β-D-glucopyranoside) but were able to specifically o-glucosylate exogenous hydroquinone at position 1. In particular, Datura cultures glucosylated ca 93.4% of hydroquinone (240 μmol/100 mL cultures) within 8 days after hydroquinone administered. The arbutin obtained was extracted from the cultures and further purified by silicon Gel column chromatography. The exogenous hydroquinone and arbutin were analyzed by HPLC.

  14. Enhanced Biotransformation of 2,4-D by Fe(Ⅲ)/Humus-reducing Bacteria with Addition of Iron Oxide and Humus Analog%腐殖质/铁氧化物协同促进2,4-D微生物厌氧降解

    Institute of Scientific and Technical Information of China (English)

    武春媛; 周顺桂; 李芳柏

    2012-01-01

    构建“铁/腐殖质还原菌(Comamonas koreensis,CY01)、腐殖质模式物、铁氧化物、2,4-D”厌氧反应体系,研究2,4-D转化效率与转化途径,探讨2,4-D转化促进机制.结果表明,CY01对2,4-D的直接脱氯效果微弱,蒽醌-2,6-二磺酸钠(AQDS)与针铁矿(α-FeOOH)的加入可有效促进2,4-D厌氧转化,25 d时降解率提高2倍,达33.3%. CY01/AQDS/α-FeOOH/2,4-D体系中,AQDS、Fe(Ⅲ)及2,4-D微生物还原3种过程同时存在,AQDS和Fe(Ⅲ)充当电子穿梭体,加速胞内电子向胞外2,4-D的转移,协同促进2,4-D还原脱氯.本研究可为难降解有机氯农药污染土壤的修复研究提供借鉴.%The biotransformation of 2,4-D was studied in an anaerobic system of Fe(Ⅲ)/humus-reducing bacteria (Comamonas koreensis, CY01)/humus analog/iron oxide/2,4-D. The results showed that the CY01 biotic system alone exhibited low 2,4-D dechlorination rate, and the rate was significantly accelerated by the presence of iron oxide (α-FeOOH) and humus analog (sodium anthraquinone-2,6-disulphonate, AQDS). On the 25th day, 2,4-D biodegradation efficiency increased two times to 33.3% in the CY01/AQDS/α-FeOOH treatment than in CY01 biotic treatment. Fe(Ⅲ)/AQDS reduction and 2,4-D biodegradation by strain CY01 occurred simultaneously. AQDS and α-FeOOH could severed as the electron shuttles between the strain CY01 and 2,4-D to facilitate 2,4-D reductive dechlorination. The study would be helpful for exploring in-situ remediation strategies of organic chlorine pesticides-contaminating sites in iron oxide or humus-rich environments.

  15. Arsenite tolerance and biotransformation potential in estuarine bacteria

    Digital Repository Service at National Institute of Oceanography (India)

    Nagvenkar, G.S.; Ramaiah, N.

    Bacterial isolates from water and sediment samples from freshwater, estuarine and marine regions were tested for their growth in the presence of different concentrations of arsenic. Despite the generation times being longer in case of all bacterial...

  16. Biotransformation of toluene, benzene and naphthalene under anaerobic conditions.

    NARCIS (Netherlands)

    Langenhoff, A.A.M.

    1997-01-01

    Aromatic hydrocarbons are widespread in nature, due to increasing industrial activity, and often contribute to polluted soils, sediments, and groundwater. Most of these compounds are toxic at relatively high concentrations, but some are already carcinogenic at very low concentrations, e.g. benzene.

  17. Testosterone biotransformation by the isolated perfused canine pancreas

    Energy Technology Data Exchange (ETDEWEB)

    Fernandez-del Castillo, C.; Diaz-Sanchez, V.; Varela-Fascinetto, G.; Altamirano, A.; Odor-Morales, A.; Lopez-Medrano, R.M.; Robles-Diaz, G. (Instituto Nacional de la Nutricion Salvador Zubiran, Mexico City (Mexico))

    1991-01-01

    There is strong evidence indicating that the pancreas is under the influence of sex steroid hormones, and that it may even participate in their biosynthesis and metabolism. In the present study, (3H)testosterone was perfused into the isolated canine pancreas, and measured in the effluent with several of its metabolites (5 alpha-dihydrotestosterone, androstenedione, and estradiol). Results show that testosterone is readily transformed by the canine pancreas. The main product found in the effluent is androstenedione. The testis and spleen were also perfused with (3H)testosterone and used as controls. In both cases, this hormone appeared mostly unchanged in the effluent as compared to the pancreatic perfusion (p less than 0.0001). From our data, we conclude that the canine pancreas has the capacity to transform sex steroid hormones, and could be considered an extragonadal site of sex steroid biosynthesis.

  18. Biotransformation of quinazoline and phthalazine by Aspergillus niger.

    Science.gov (United States)

    Sutherland, John B; Heinze, Thomas M; Schnackenberg, Laura K; Freeman, James P; Williams, Anna J

    2011-03-01

    Cultures of Aspergillus niger NRRL-599 in fluid Sabouraud medium were grown with quinazoline and phthalazine for 7 days. Metabolites were purified by high-performance liquid chromatography and identified by mass spectrometry and proton nuclear magnetic resonance spectroscopy. Quinazoline was oxidized to 4-quinazolinone and 2,4-quinazolinedione, and phthalazine was oxidized to 1-phthalazinone.

  19. Biotransformation of inorganic arsenic in germfree and conventional mice

    International Nuclear Information System (INIS)

    Whole-body retention of orally administered 74As-labelled arsenic increased with increasing dose (0.4-4 mg/kg b.wt) in mice. As(III) was retained to a greater extent than As(V) at the high doses. Methylated arsenic (in percent of dose) in 48-hour urine decreased with increasing dose level. As(III) was generally more methylated than As(V). Differences in retention in relation to valence state and dose is discussed against the differences in methylation, binding and excretion of the different forms of arsenic. Germfree mice were shown to methylate inorganic arsenic to the same extent as conventional mice. Intestinal bacteria can thus not be a major source of methylation in mice. (author)

  20. Biotransformation of micropollutants: kinetics, threshold and residual concentrations.

    OpenAIRE

    Tros, M E

    1996-01-01

    The pollution of our environment with a large number of synthetic organic chemicals has raised serious concern about their toxicity to existing life forms. Microorganisms play an essential role in the breakdown of xenobiotic compounds by using them as a carbon and energy source. However, pollutants that are intrinsically biodegradable are still widespread in soil, groundwater and natural waters at typical concentrations at the nanomolar to micromolar level. This has raised questions about mic...

  1. Biotransformation of fluorene by the fungus Cunninghamella elegans

    Energy Technology Data Exchange (ETDEWEB)

    Pothuluri, J.V.; Freeman, J.P.; Evans, F.E.; Cerniglia, C.E. (Food and Drug Administration, Jefferson, AR (United States))

    1993-06-01

    Fluorene, a tricyclic aromatic hydrocarbon, is formed during the combustion of fossil fuels and is an important pollutant of aquatic ecosystems where it is highly toxic to fish and algae. Few studies on microbial biodegradation of fluorene have been reported. This investigation describes the metabolism of fluorene by the fungus Cunninghamella elegans ATCC 36112 and the identification of major metabolites. 26 refs., 2 figs., 1 tab.

  2. Biotransformation von 11-Desoxycortisol mit Schizosaccharomyces pombe und Aspergillus nidulans

    OpenAIRE

    Appel, Daniel

    2005-01-01

    In diesem Projekt, welches in Kooperation mit dem Institut für Biochemie der Universität des Saarlandes und der Schering AG Bergkamen durchgeführt wurde, sollte mit Hilfe von rekombinanten Spalthefestämmen, welche die humane Monooxygenase P450 CYP11B1 exprimieren, eine nachhaltigere Bio-Produktion von Hydrocortison entwickelt werden, um das bestehende Verfahren der Hydrocortisonherstellung, mittels des filamentösen Pilz Curvularia lunata zu ersetzen. Um die Optimierung der Hydrocortisonpro...

  3. Biotransformation of micropollutants: kinetics, threshold and residual concentrations.

    NARCIS (Netherlands)

    Tros, M.E.

    1996-01-01

    The pollution of our environment with a large number of synthetic organic chemicals has raised serious concern about their toxicity to existing life forms. Microorganisms play an essential role in the breakdown of xenobiotic compounds by using them as a carbon and energy source. However, pollutants

  4. Biotransformation of germacranolide from Onopordon leptolepies by Aspergillus niger.

    Science.gov (United States)

    Esmaeili, Akbar; Moazami, Nasrin; Rustaiyan, Abdolhossein

    2012-01-01

    Terpenes are present in the essential oils obtained from herbs and spices. They are produced by these plant species as a chemical defense mechanism against phytopathogenic microorganisms. Therefore, terpenes have attracted great attention in the food industry, e.g., they have been used in foods such as cheese as natural preservatives to prevent fungal growth. Herein, we describe the microbial transformation of onopordopicrin (1) by Aspergillus niger. Four product 11α H-dihydroonopordopicrin (2), 11β H-dihydroonopordopicrin (3), 3β-hydroxy-11β H-dihydroonopordopicrin (4), and 14-hydroxy-11β H-dihydroonopordopicrin (5) were obtained. Their structures were identified on the basis of chemical and spectroscopic data. All the four compounds were novel. PMID:22186324

  5. Biotransformation of nitrobenzene by bacteria containing toluene degradative pathways

    Energy Technology Data Exchange (ETDEWEB)

    Haigler, B.E.; Spain, J.C. (Air Force Civil Engineering Support Agency, Tyndall AFB, FL (United States))

    1991-11-01

    Nonpolar nitroaromatic compounds have been considered resistant to attack by oxygenases because of the electron withdrawing properties of the nitro group. The authors have investigate the ability of seven bacterial strains containing toluene degradative pathways to oxidize nitrobenzene. Cultures were induced with toluene vapor prior to incubation with nitrobenzene, and products were identified by high-performance liquid chromatography and gas chromatography-mass spectrometry. Pseudomonas cepacia G4 and a strain of Pseudomonas harboring the TOL plasmid (pTN2) did not transform nitrobenzene. Cells of Pseudomonas putida F1 and Pseudomonas sp. strain JS150 converted nitrobenzene to 3-nitrocatechol. Transformation of nitrobenzene in the presence of {sup 18}O{sub 2} indicated that the reaction in JS150 involved the incorporation of both atoms of oxygen in the 3-nitrocatechol, which suggests a dioxygenase mechanism. P. putida 39/D, a mutant strain of P. putida F1, converted nitrobenzene to a compound tentatively identified as cis-1, 2-dihydroxy-3-nitrocyclohexa-3, 5-diene. This compound was rapidly converted to 3-nitrocatechol by cells of strain JS150. Cultures of Pseudomonas mendocina KR-1 converted nitrobenzene to a mixture of 3- and 4-nitrophenol (10 and 63%, respectively). Pseudomonas pickettii PKO1 converted nitrobenzene to 3- and 4-nitrocatechol via 3- and 4-nitrophenol. The nitrocatechols were slowly degraded to unidentified metabolites. Nitrobenzene did not serve as an inducer for the enzymes that catalyzed its oxidation.

  6. In vitro biotransformation of flavonoids by rat liver microsomes

    DEFF Research Database (Denmark)

    Nielsen, S. E.; Breinholt, V.; Justesen, U.;

    1998-01-01

    1. Sixteen naturally occurring flavonoids were investigated as substrates for cytochrome P450 in uninduced and Aroclor 1254-induced rat liver microsomes. Naringenin, hesperetin, chrysin, apigenin, tangeretin, kaempferol, galangin and tamarixetin were all metabolized extensively by induced rat liver......-ring seemed to prevent further hydroxylation. The results indicate that demethylation only occurs in the B-ring when the methoxy group is positioned at C-4'-, and not at the C-3'-position. 3. The CYP1A isozymes were found to be the main enzymes involved in flavonoid hydroxylation, whereas other cytochrome P...

  7. Superparamagnetic nanotraps containing MIP based mimic lipase for biotransformations uses

    International Nuclear Information System (INIS)

    The nanoparticle comprises a superparamagnetic iron oxide nanoparticle core conjugated with trimethoxylsilyl propylmethacrylate (TMSPM) and methacryloylamido serine (MASE), methacryloylamido histidine (MAH), methacryloylamido glutamic acid (MAGA) monomers, and p-nitrophenyl palmitate (p-NPP) which is a substrate of lipase as a template molecule, which enables the creation of lipase active region. The resulting hybrid superparamagnetic nanotraps are magnetically separable, highly active, and stable under harsh conditions. In this study, the advantages of high selectivity of molecular imprinting technique have used to get mimic lipase for the synthesis of methyl jasmonate and methyl oleate.

  8. Biotransformation of geosmin by terpene-degrading bacteria.

    Science.gov (United States)

    Two terpene-degrading bacteria that are able to transform geosmin have been identified. Pseudomonas sp. SBR3-tpnb, isolated on -terpinene, converts geosmin to several products; the major products are keto-geosmins. This geosmin transformation ability is inducible by -terpinene. Rhodococcus wratisl...

  9. Biotransformations of (+/-)-geosmin by terpene-degrading bacteria.

    Science.gov (United States)

    Eaton, Richard W; Sandusky, Peter

    2010-02-01

    Two terpene-degrading bacteria able to transform (+/-)-geosmin have been identified. Pseudomonas sp. SBR3-tpnb, following growth on gamma-terpinene, converts (+/-)-geosmin to several products; the major products are ketogeosmins. Rhodococcus wratislaviensis DLC-cam, isolated on D-camphor, also converts (+/-)-geosmin to several oxidation products, primarily ketogeosmins identical to those produced by strain SBR3-tpnb as well as hydroxygeosmins. This conversion appears to be inducible by (+/-)-geosmin and not by D-camphor.

  10. Biotechnological application of Yarrowia lipolytica for biotransformation in biphasic media

    OpenAIRE

    Gomes, N.; Aguedo, Mario; J. A. Teixeira; Belo, I.

    2005-01-01

    The yeast Yarrowia lipolytica is able to grow on hydrophobic substrates such as oils, alkanes, fatty acids1. This characteristic notably offers interesting prospects in different industrial areas: food (production of aroma compounds2, organic acids, proteins), environment (degradation of hydrophobic polluting agents), pharmacy and others (production of lipases, of “single cell oils”). With the growing interest of this species, the fundamental studies have increased, concerni...

  11. Identification of bottlenecks for P450 biotransformation processes

    DEFF Research Database (Denmark)

    Andersson, Marie Therese; Törnvall, Ulrika; Tufvesson, Pär;

    Cytochrome P450 monooxygenases (P450 or CYP) is a group of heme-containing enzymes hydroxylating non-activated hydrocarbons in a stereospecific manner, something that is hard to achieve via classical chemistry. The importance of these reactions can be stressed by the hydroxylation of steroids, bu...

  12. Biotransformation of polycyclic aromatic hydrocarbons in marine polychaetes

    DEFF Research Database (Denmark)

    Jørgensen, Anne; Giessing, Anders; Rasmussen, Lene Juel;

    2008-01-01

    Deposit-feeding polychaetes constitute the dominant macrofauna in marine environments that tend to be depositional centers for organic matter and contaminants. Polychaetes are known to accumulate polycyclic aromatic hydrocarbons (PAHs) from both particulate and dissolved phases but less is known...

  13. Feline hepatic biotransformation of diazepam: Differences between cats and dogs

    NARCIS (Netherlands)

    Beusekom, C.D. van; Heuvel, J.J.M.W. van den; Koenderink, J.B.; Russel, F.G.; Schrickx, J.A.

    2015-01-01

    In contrast to humans and dogs, diazepam has been reported to induce severe hepatic side effects in cats, particularly after repeated dosing. With the aim to elucidate the mechanisms underlying this apparent sensitivity of cats to drug-induced liver injury, in a series of in vitro experiments, the f

  14. Biotransformations of 2-methylisoborneol by camphor-degrading bacteria.

    Science.gov (United States)

    Many camphor-degrading bacteria that are able to transform 2-methylisoborneol (MIB) have been identified. Three strains representative of these, have been examined in detail. Rhodococcus ruber T1 metabolizes camphor through 6-hydroxycamphor, but converts MIB to 2,3-dihydroxy-2-methylbornane. Pseu...

  15. Rhodococcus erythropolis MTHt3 biotransforms ergopeptines to lysergic acid

    OpenAIRE

    Thamhesl, Michaela; Apfelthaler, Elisabeth; Schwartz-Zimmermann, Heidi Elisabeth; Kunz-Vekiru, Elisavet; Krska, Rudolf; Kneifel, Wolfgang; Schatzmayr, Gerd; Moll, Wulf-Dieter

    2015-01-01

    Background Ergopeptines are a predominant class of ergot alkaloids produced by tall fescue grass endophyte Neotyphodium coenophialum or cereal pathogen Claviceps purpurea. The vasoconstrictive activity of ergopeptines makes them toxic for mammals, and they can be a problem in animal husbandry. Results We isolated an ergopeptine degrading bacterial strain, MTHt3, and classified it, based on its 16S rDNA sequence, as a strain of Rhodococcus erythropolis (Nocardiaceae, Actinobacteria). For strai...

  16. Rapid biotransformation of arsenic by a model protozoan Tetrahymena thermophila

    Energy Technology Data Exchange (ETDEWEB)

    Yin Xixiang [Key Lab of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021 (China); State Key Lab of Urban and Regional Ecology, Research Center for Eco-environmental Sciences, Chinese Academy of Sciences, 18 Shuangqing Road, Beijing 100085 (China); Zhang Yongyu; Yang Jun [Key Lab of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021 (China); Zhu Yongguan, E-mail: ygzhu@rcees.ac.cn [Key Lab of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021 (China); State Key Lab of Urban and Regional Ecology, Research Center for Eco-environmental Sciences, Chinese Academy of Sciences, 18 Shuangqing Road, Beijing 100085 (China)

    2011-04-15

    Arsenic biomethylation and biovolatilization are thought to be two important metabolic pathways in aquatic and soil environments. Tetrahymena thermophila is a genus of free-living ciliated protozoan that is widely distributed in freshwater environments around the world. In this study, we studied arsenic accumulation, speciation, efflux, methylation and volatilization in this unicellular eukaryote exposed to various concentrations of arsenate. Our results show that T. thermophila accumulated 187 mg.kg{sup -1} dry weight of arsenic when exposed to 40 {mu}M for 48 h, with MMAs(V) (monomethylarsenate) and DMAs(V) (dimethylarsenate) as the dominant species, accounting for 66% of the total arsenic. Meanwhile, arsenate, arsenite, MMAs(V) and DMAs(V) were detected in the culture medium; the last three were released by the cells. The production of volatile arsenic increased with increasing external As(V) concentrations and exposure time. To our knowledge, this is the first study on arsenic metabolism, particularly biomethylation and biovolatilization, in protozoa. - Tetrahymena thermophila can rapidly methylate arsenic, and produce volatile arsenicals.

  17. 辛醇/水两相体系中生物合成L-苯基乙酰基甲醇的研究%Biotransformation of L-Phenylacetylcarbinol ( L-PAC ) Production in Aqueous/Octanol Two-Phase System

    Institute of Scientific and Technical Information of China (English)

    向禧; 尤晓清; 赵玉成; 赵刚刚; 邵飞; 卞筱泓; 许激扬

    2012-01-01

    利用酿酒酵母作为生物催化剂合成L-苯基乙酰基甲醇(L-Phenylacetylcarbiol,L-PAC)的过程中,通过加入有机溶剂(辛醇)形成两相体系,可改善底物和产物的溶解度,以减少对细胞内丙酮酸脱羧酶(PDC)的强烈抑制和钝化作用,从而促进L-PAC产量的提高.实验结果表明,两相体系合成L-PAC的最佳条件为活化60 min,苯甲醛的起始浓度940 mmol/L,丙酮酸钠的起始浓度460 mmol/L,葡萄糖的含量8%,水醇两相体积比为3:1,且加入一定量的甘油时,L-PAC产量可达在醇相中24.1 g/L和水相中3.7 g/L,比单一水相体系高出1.8倍.%L-Phenylacetylearbinol (L-PAC) ,a key pharmaceutical precursor for L-ephedrine synthesis,was produced from pyruvate and benzaldehyde using whole cells pyruvate decarboxylase ( PDC) from Saccharomyces cerevisiae in an aqueous/organic two-phase systems. In a solvent screen, octanol was identified as the most suitable solvent for PAC production in the two-phase systems. Using the systems have been evaluated for improved the solubility of substrate benzaldehyde and product PAC. The high partitioning coefficient of the toxicsubstrate benzaldehyde in octanol allowed delivery of large amounts of benzaldehyde into the aqueous phase. PDC catalyzed the biotransformation of benzaldehyde and pyruvate into PAC in the aqueous phase, and continuous extraction of PAC into the octanolphase further minimized enzyme inactivation and inhibition. It is clear that the results achieved with enhancing PAC production. For the two-phase system with a 3: 1 phase ratio,60minutes activation time,940 mmol/L benzaldehyde,460 mmol/L sodium pyruvate and 8% glucose,24. 1 g/L PAC was produced in the octanol phase and 3. 7 g/L in the aqueous phase with adding a certain amount of glycerol. By comparison with previously published data by our group utilizing whole cells of yeast for the traditional fermentation process aqueous single-phase system without octanol( 15 g/L PAC,200 mmol

  18. Terpenoid biotransformation in mammals. IV Biotransformation of (+)-longifolene, (-)-caryophyllene, (-)-caryophyllene oxide, (-)-cyclocolorenone, (+)-nootkatone, (-)-elemol, (-)-abietic acid and (+)-dehydroabietic acid in rabbits.

    Science.gov (United States)

    Asakawa, Y; Ishida, T; Toyota, M; Takemoto, T

    1986-08-01

    The metabolism of (+)-longifolene, (-)-caryophyllene, (-)-caryophyllene oxide, (-)-cyclocolorenone, (+)-nootkatone, (-)-elemol, (-)-abietic acid and (+)-dehydroabietic acid was studied in rabbits. Each of these sesquiterpenoids was converted to primary, secondary or tertiary alcohols, among which the primary alcohol was predominant. A vinylic methyl group and an exomethylene group were easily hydroxylated and converted to a glycol via an epoxide in many cases. Eight new metabolites were determined by chemical and spectroscopic methods. PMID:3765656

  19. Metallic nanoparticles: microbial synthesis and unique properties for biotechnological applications, bioavailability and biotransformation

    NARCIS (Netherlands)

    Pereira, L.; Mehboob, F.; Stams, A.J.M.; Mota, M.M.; Rijnaarts, H.H.M.; Alves, M.M.

    2015-01-01

    The impact of nanotechnology in all areas of science and technology is evident. The expanding availability of a variety of nanostructures with properties in the nanometer size range has sparked widespread interest in their use in biotechnological systems, including the field of environmental remedia

  20. Benznidazole biotransformation and multiple targets in Trypanosoma cruzi revealed by metabolomics.

    Directory of Open Access Journals (Sweden)

    Andrea Trochine

    2014-05-01

    Full Text Available The first line treatment for Chagas disease, a neglected tropical disease caused by the protozoan parasite Trypanosoma cruzi, involves administration of benznidazole (Bzn. Bzn is a 2-nitroimidazole pro-drug which requires nitroreduction to become active, although its mode of action is not fully understood. In the present work we used a non-targeted MS-based metabolomics approach to study the metabolic response of T. cruzi to Bzn.Parasites treated with Bzn were minimally altered compared to untreated trypanosomes, although the redox active thiols trypanothione, homotrypanothione and cysteine were significantly diminished in abundance post-treatment. In addition, multiple Bzn-derived metabolites were detected after treatment. These metabolites included reduction products, fragments and covalent adducts of reduced Bzn linked to each of the major low molecular weight thiols: trypanothione, glutathione, γ-glutamylcysteine, glutathionylspermidine, cysteine and ovothiol A. Bzn products known to be generated in vitro by the unusual trypanosomal nitroreductase, TcNTRI, were found within the parasites, but low molecular weight adducts of glyoxal, a proposed toxic end-product of NTRI Bzn metabolism, were not detected.Our data is indicative of a major role of the thiol binding capacity of Bzn reduction products in the mechanism of Bzn toxicity against T. cruzi.

  1. Microbial diversity of a Mediterranean soil and its changes after biotransformed dry olive residue amendment.

    Directory of Open Access Journals (Sweden)

    José A Siles

    Full Text Available The Mediterranean basin has been identified as a biodiversity hotspot, about whose soil microbial diversity little is known. Intensive land use and aggressive management practices are degrading the soil, with a consequent loss of fertility. The use of organic amendments such as dry olive residue (DOR, a waste produced by a two-phase olive-oil extraction system, has been proposed as an effective way to improve soil properties. However, before its application to soil, DOR needs a pre-treatment, such as by a ligninolytic fungal transformation, e.g. Coriolopsis floccosa. The present study aimed to describe the bacterial and fungal diversity in a Mediterranean soil and to assess the impact of raw DOR (DOR and C. floccosa-transformed DOR (CORDOR on function and phylogeny of soil microbial communities after 0, 30 and 60 days. Pyrosequencing of the 16S rRNA gene demonstrated that bacterial diversity was dominated by the phyla Proteobacteria, Acidobacteria, and Actinobacteria, while 28S-rRNA gene data revealed that Ascomycota and Basidiomycota accounted for the majority of phyla in the fungal community. A Biolog EcoPlate experiment showed that DOR and CORDOR amendments decreased functional diversity and altered microbial functional structures. These changes in soil functionality occurred in parallel with those in phylogenetic bacterial and fungal community structures. Some bacterial and fungal groups increased while others decreased depending on the relative abundance of beneficial and toxic substances incorporated with each amendment. In general, DOR was observed to be more disruptive than CORDOR.

  2. Biotransformation of 14-Deacetoxy-13-oxo sinenxan A by Ginkgo Cell Cultures

    Institute of Scientific and Technical Information of China (English)

    Jun Gui DAI; Meng ZHANG; Min YE; Wei Hua ZHU; Ji Yu GUO; Xiao Tian LIANG

    2003-01-01

    14-Deacetoxy-13-oxo sinenxan A (1) was converted to 9α-hydroxy-13-oxo-2α, 5α, 10β-triacetoxy-4(20),11-taxadiene (2) and 10β-hydroxy-13-oxo-2α,5α,9α-triacetoxy- 4(20), 11- taxadiene (3) by Ginkgo cell suspension cultures in 45% and 15% yields, respectively.

  3. SECONDARY PLANT METABOLITES IN MICROBIAL MEDIATED REMEDIATION AND BIOTRANSFORMATION. (R829404)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  4. In vitro biotransformation of tris(2-butoxyethyl) phosphate (TBOEP) in human liver and serum

    International Nuclear Information System (INIS)

    Tris(2-butoxyethyl) phosphate (TBOEP) is a plasticizer present in indoor dust, reaching levels of several micrograms per gram. Such levels could lead to significant daily exposure of adults and children. Currently, no toxicokinetic data are available to estimate TBOEP clearance in humans after uptake and therefore, one objective of this study was to investigate intrinsic clearance of TBOEP by human liver microsome (HLM) and serum enzymes. Another objective was to generate information to identify and prioritize several metabolites of TBOEP for investigation of human exposure by biomonitoring. 1D and 2D-NMR methodologies were successfully applied on a mixture of the metabolites to confirm the structure of 3-HO-TBOEP (bis(2-butoxyethyl) 3-hydroxyl-2-butoxyethyl phosphate) and to tentatively assign structures to 1-HO-TBOEP and 2-HO-TBOEP. HO-TBOEP isomers and bis(2-butoxyethyl) phosphate (BBOEP), bis(2-butoxyethyl) hydroxyethyl phosphate (BBOEHEP) were further monitored by liquid chromatography–tandem mass spectrometry. Rates of formation of BBOEHEP and HO-TBOEP metabolites by liver enzymes were best described by the Michaelis–Menten model. Apparent Km values for BBOEHEP, 3-HO-TBOEP, and sum of 1- and 2-HO-TBOEP isomer formation were 152, 197 and 148 μM, respectively. Apparent Vmax values for the formation of BBOEHEP, 3-HO-TBOEP, and the sum of 1- and 2-HO-TBOEP isomers were 2560, 643, and 254 pmol/min/mg protein, respectively. No detectable formation of BBOEP occurred with liver or serum enzymes. Our findings indicate that intrinsic clearance of TBOEP is mainly catalyzed by oxidative enzymes in the liver and that its major in vitro metabolite is BBOEHEP. These findings can be applied in human biomonitoring studies and risk assessment. - Highlights: • First steps in the elucidation of TBOEP toxicokinetics • Quantification of TBOEP metabolites in human serum and liver microsomes • No detectable formation of BBOEP occurred with liver or serum enzymes. • Oxidative dealkylation to BBOEHEP was likely the major metabolic pathway. • 1D-NMR and 2D-NMR were used to tentatively assign structures of HO-TBOEP isomers

  5. Biosynthesis and biotransformation of lipids in plant cell cultures and algae

    International Nuclear Information System (INIS)

    The biosynthesis and metabolism of lipids in plant cell cultures grown photoautotrophically, has been studied since 1970. The most prominently occuring lipids in cell cultures and whole plants are phospholipids, glycolipids, triglycerides and glycosides. Radioactively labelled lipids have been produced from soybean cell cultures incubated with 14C-linoleic acid, and the fate of the phospholipid formed was investigated. Freshwater and marine algae cultured under different conditions of light, temperature and nutrient media have also been investigated for their lipid and fatty acid content. The exploitation of biotechnological processes for producing valuable lipids is encouraged. (U.K.)

  6. Rhizospere Redox Cycling and Implications for Rhizosphere Biotransformation of Selected Polychlorinated Biphenyl (PCB) Congeners

    OpenAIRE

    Meggo, Richard E.; Schnoor, Jerald L.

    2013-01-01

    Theoretically, sequential cycles of dechlorination followed by aerobic bio-oxidation are desirable to achieve complete degradation of a mixture of higher and lower chlorinated PCBs. In this research, soil was artificially contaminated with polychlorinated biphenyls (PCBs) in mixture and as single congeners, aged, and planted with two different plant species. Alternating redox cycles were created in the root zone of plants by flooding and draining the soil. Over 32 weeks, switchgrass (Panicum ...

  7. Application of passive dosing to study the biotransformation and biodegradation of hydrophobic

    DEFF Research Database (Denmark)

    Smith, Kilian E. C.; Rein, A.; Heringa, MB;

    Achieving well-defined and constant dissolved concentrations of hydrophobic compounds is challenging due to volatilization or sorptive losses. With passive dosing, continual partitioning into the test medium of compound(s) loaded in a polymer compensates for losses, and provides defined and const...

  8. Interactions of prostaglandin A2 with the glutathione-mediated biotransformation system

    NARCIS (Netherlands)

    Iersel, M.L.P.S. van; Cnubben, N.H.P.; Smink, N.; Koeman, J.H.; Bladeren, P.J. van

    1999-01-01

    The cyclopentenone prostaglandin A2 (PGA2) is known to inhibit cell proliferation, and metabolism of this compound thus might be important in controlling its ultimate function. The glutathione-related metabolism of PGA2 was therefore investigated both with purified glutathione S-transferase P1-1 (GS

  9. In vitro characterization of the human biotransformation of marine derived anti-cancer drugs

    OpenAIRE

    Brandon, E.F.A. (Esther Fleur Annette)

    2004-01-01

    Cancer is the second cause of death in The Netherlands. Although the treatment options over the past few decades have substantially improved, the cure rate for patients with advanced cancer remains low. In addition, hopefully new therapies will induce less severe side effects compared to the present therapies. Overall, new anti cancer drugs are still very much needed to improve treatment outcome of patients. Many active cytotoxic agents originate from natural resources, mainly plants (e.g. pa...

  10. Biotransformation of Eugenol to Ferulic Acid by a Recombinant Strain of Ralstonia eutropha H16

    OpenAIRE

    Overhage, Jörg; Steinbüchel, Alexander; Priefert, Horst

    2002-01-01

    The gene loci ehyAB, calA, and calB, encoding eugenol hydroxylase, coniferyl alcohol dehydrogenase, and coniferyl aldehyde dehydrogenase, respectively, which are involved in the first steps of eugenol catabolism in Pseudomonas sp. strain HR199, were amplified by PCR and combined to construct a catabolic gene cassette. This gene cassette was cloned in the newly designed broad-host-range vector pBBR1-JO2 (pBBR1-JO2ehyABcalAcalB) and transferred to Ralstonia eutropha H16. A recombinant strain of...

  11. Microbial biotransformation of polyphenols during in vitro colonic fermentation of masticated mango and banana.

    Science.gov (United States)

    Low, Dorrain Y; Hodson, Mark P; Williams, Barbara A; D'Arcy, Bruce R; Gidley, Michael J

    2016-09-15

    Mango and banana cell structures, which survived in vivo mastication and in vitro gastrointestinal digestion, were fermented in vitro for 48h. For both fruits, flavonoids and phenolic acids were liberated and underwent microbial metabolism involving ring fission, dehydroxylation and decarboxylation. UHPLC-PDA/Q-ToF-MS profiles revealed rapid degradation (72-78%) of most intact precursors (epicatechin and several unidentified compounds) within 10h, before the exponential phase of the cumulative gas production. Concomitant formation of catabolites (e.g. 4-hydroxyphenylacetic acid) occurred within 4-8h, while metabolism of catechin derivative and 3-(4-hydroxyphenyl)propanoic acid continued slowly for at least 48h, suggesting intact plant cell walls can be a controlling factor in microbial susceptibility. Untargeted PCA and OPLS-DA demonstrated clear classifications in the compositional fruit type and compound profiles as a function of time. Clusters and distinct discriminating compounds were recognised, which could lead to subsequent biomarker identification for establishing differences in polyphenol microbial metabolism of various fruit matrices. PMID:27080899

  12. Application of electrodialysis in integrated microbial fermentation and enzymatic biotransformation processes

    OpenAIRE

    Wong, M

    2011-01-01

    Electrodialysis (ED) is an established technology used to transport small ions from one solution to another through an ion exchange (IE) membrane under the influence of an applied electric potential difference. This project aimed to develop a novel integrated bioreactor-ED system and to explore its application to a variety of bioprocesses including microbial fermentation and enzymatic bioconversion. A custom ED module was first designed and constructed that enabled the flexible configurati...

  13. Lead biotransformation potential of allochthonous Bacillus sp. SKK11 with sesame oil cake in mine soil

    Science.gov (United States)

    This study was aimed at assessing the potential of allochthonous Bacillus sp. SKK11 and sesame oil cake extract for transformation of Pb in mine soil. The bacteria were isolated from a brackish environment and identified as Bacillus sp. based on partial 16S rDNA sequences. The isolate SKK11 exhibite...

  14. Microcosm and in situ field studies of enhanced biotransformation of trichloroethylene by phenol-utilizing microorganisms.

    OpenAIRE

    Hopkins, G D; Semprini, L; McCarty, P L

    1993-01-01

    The ability of different aerobic groundwater microorganisms to cometabolically degrade trichloroethylene (TCE), 1,2-cis-dichloroethylene (c-DCE), and 1,2-trans-dichloroethylene (t-DCE) was evaluated both in groundwater-fed microcosms and in situ in a shallow aquifer. Microcosms amended with phenol or toulene were equally effective in removing c-DCE (> 90%) followed by TCE (60 to 70%), while the microcosm fed methane was most effective in removing t-DCE (> 90%). The microcosm fed ammonia was t...

  15. Involvement of CYP2B6 in the biotransformation of propofol by human liver microsomes

    Institute of Scientific and Technical Information of China (English)

    TANG Bing; WANG Jun-ke; FENG Wan-yu

    2008-01-01

    Objective To determine whether the cytochrome P4502B6 (CYP2B6) is involved in the oxidation of propofol by human liver microsomes. Methods The change of propofol concentration in an incubation mixture with human liver microsomes was monitored by the high performance liquid chromatography (HPLC), in order to calculate the rate constants of metabolism of propofol. The correlation between the rate constants and the rate of metabolism of CYP2B6 selective substrate bupropion, and the effect of two different CYP2B6 specific inhibitors on the propofol metabolism were examined. Results The mean rate constant of propofol metabolism by liver microsomes obtained from twelve individuals was 3.9 (95 % confidence intervals 3.3, 4.5) nmol·min-1·mg-1 protein. The rate constants of propofol metabolism by liver microsomes were significantly correlated with bupropion hydroxylation (r=0.888, P<0.001). Both selective chemical inhibitors of CYP2B6, orphenadrine and N, N′, N″-triethylenethiophosphoramide (thioTEPA), reduced the rate constants of propofol metabolism by 37.596 (P<0.001) and 42.796 (P<0.001)in liver microsomes, respectively. Conclusions CYP2B6 is predominantly involved in the oxidation of propofol by human liver microsomes.

  16. Biodegradation of Green HE4B: Co-substrate effect, biotransformation enzymes and metabolite toxicity analysis

    OpenAIRE

    Kalme, S. D.; Jadhav, S. U.; Parshetti, G. K.; Govindwar, S. P.

    2010-01-01

    A high exhaust reactive dye, Green HE4B (GHE4B) was 98% degraded in nutrient medium by Pseudomonas desmolyticum NCIM 2112 (pd2112) within 72 h at static condition. Decolorization time in synthetic 10 g/l molasses. Addition of 5 g/l peptone to NaCl medium had reduced decolorization time from 108 to 72 h. Beef extract do not contribute more to the inducing effect of peptone, however it is a good co-substrate in sucrose or urea containing NaCl medium. Intracellular lignin peroxidase (Lip), lacca...

  17. Biotransformation of Ferulic acid to 4-Vinylguaiacol by Enterobacter soli and E. aerogenes

    Science.gov (United States)

    We investigated the conversion of ferulic acid to 4-vinylguaiacol (4-VG), vanillin, vanillyl alcohol and vanillic acid by five Enterobacter strains. These high-value chemicals are usually synthesized using chemical methods but biological synthesis adds value. Ferulic acid, a relatively inexpensive...

  18. Novel Ring Cleavage Products in the Biotransformation of Biphenyl by the Yeast Trichosporon mucoides

    OpenAIRE

    Sietmann, Rabea; Hammer, Elke; Specht, Michael; Carl E Cerniglia; Schauer, Frieder

    2001-01-01

    The yeast Trichosporon mucoides, grown on either glucose or phenol, was able to transform biphenyl into a variety of mono-, di-, and trihydroxylated derivatives hydroxylated on one or both aromatic rings. While some of these products accumulated in the supernatant as dead end products, the ortho-substituted dihydroxylated biphenyls were substrates for further oxidation and ring fission. These ring fission products were identified by high-performance liquid chromatography, gas chromatography-m...

  19. Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus.

    Science.gov (United States)

    Palazzolo, Martín A; Mascotti, María L; Lewkowicz, Elizabeth S; Kurina-Sanz, Marcela

    2015-12-01

    Aromatic carboxylic acids are readily obtained from lignin in biomass processing facilities. However, efficient technologies for lignin valorization are missing. In this work, a microbial screening was conducted to find versatile biocatalysts capable of transforming several benzoic acids structurally related to lignin, employing vanillic acid as model substrate. The wild-type Aspergillus flavus growing cells exhibited exquisite selectivity towards the oxidative decarboxylation product, 2-methoxybenzene-1,4-diol. Interestingly, when assaying a set of structurally related substrates, the biocatalyst displayed the oxidative removal of the carboxyl moiety or its reduction to the primary alcohol whether electron withdrawing or donating groups were present in the aromatic ring, respectively. Additionally, A. flavus proved to be highly tolerant to vanillic acid increasing concentrations (up to 8 g/L), demonstrating its potential application in chemical synthesis. A. flavus growing cells were found to be efficient biotechnological tools to perform self-sufficient, structure-dependent redox reactions. To the best of our knowledge, this is the first report of a biocatalyst exhibiting opposite redox transformations of the carboxylic acid moiety in benzoic acid derivatives, namely oxidative decarboxylation and carboxyl reduction, in a structure-dependent fashion. PMID:26445878

  20. Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3.

    Science.gov (United States)

    Sowden, Rebecca J; Yasmin, Samina; Rees, Nicholas H; Bell, Stephen G; Wong, Luet-Lok

    2005-01-01

    The sesquiterpenoids are a large class of naturally occurring compounds with biological functions and desirable properties. Oxidation of the sesquiterpene (+)-valencene by wild type and mutants of P450cam from Pseudomonas putida, and of P450BM-3 from Bacillus megaterium, have been investigated as a potential route to (+)-nootkatone, a fine fragrance. Wild type P450cam did not oxidise (+)-valencene but the mutants showed activities up to 9.8 nmol (nmol P450)(-1) min(-1), with (+)-trans-nootkatol and (+)-nootkatone constituting >85% of the products. Wild type P450BM-3 and mutants had higher activities (up to 43 min(-1)) than P450cam but were much less selective. Of the many products, cis- and trans-(+)-nootkatol, (+)-nootkatone, cis-(+)-valencene-1,10-epoxide, trans-(+)-nootkaton-9-ol, and (+)-nootkatone-13S,14-epoxide were isolated from whole-cell reactions and characterised. The selectivity patterns suggest that (+)-valencene has one binding orientation in P450cam but multiple orientations in P450BM-3. PMID:15602599

  1. Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.

    Science.gov (United States)

    Ishida, Takashi

    2005-05-01

    This review article summarizes our knowledge of the metabolism of mono- and sesquiterpenoids in mammals, microorganisms, cloned-insect enzymes, and plant-cultured cells. A number of unusual enzymatic reactions and products are reported such as the stereoselective formation of primary alcohols from sterically congested Me2C groups. Such enzymatic processes, including unknown chemical transformations under abiotic conditions, could lead to the discovery of new chemical reactions and might be helpful in the design of new drugs. The transformations of the following mono- and sesquiterpenoids (in alphabetical order) are discussed: (+)-(1R)-aromadendrene (61), (-)-allo-aromadendrene (62), (+/-)-camphene (21), (-)-cis-carane (20), (+)-3-carene (17), (+/-)-carvone (27), (-)-beta-caryophyllene (43), (+)-cedrol (35), cuminaldehyde (25), (+)-curdione (69), (-)-cyclocolorenone (60), (-)-elemol (51), (2E,6E)-farnesol (31), germacrone (67), ginsenol (40), (-)-globulol (63), isoprobotryan-9alpha-ol (82a), juvenile hormone III (33), (+)-ledol (65), (+)-longifolene (46), myrcene (3), (-)-myrtenal (23), (+)-nootkatone (48), patchouli alcohol (37), (-)-perillaldehyde (24), (-)-alpha- and beta-pinene (8 and 9), alpha-santalol (28), (-)-6beta-santonin (83a), 6beta-tetrahydrosantonin (83b), beta-selinene (57), alpha-thujone (26a), beta-thujone (26b), T-2 toxin (87), and valerianol (53). PMID:17192005

  2. Methimazole-mediated modulation of netobimin biotransformation in sheep: a pharmacokinetic assessment.

    Science.gov (United States)

    Lanusse, C E; Gascon, L; Prichard, R K

    1992-09-01

    The effects of modulation of liver microsomal sulphoxidation on the disposition kinetics of netobimin (NTB) metabolites were investigated in sheep. A zwitterion suspension of NTB was given orally at 7.5 mg/kg to sheep either alone (control treatment) or co-administered with methimazole (MTZ) orally (NTB + MTZ oral treatment) or intra-muscularly (NTB + MTZ i.m.) at 3 mg/kg. Blood samples were taken serially over a 72 h period and plasma was analysed by HPLC for NTB and its major metabolites, i.e. albendazole (ABZ), albendazole sulphoxide (ABZSO) and albendazole sulphone (ABZSO2). Only trace amounts of NTB parent drug and ABZ were detected in the earliest samples after either treatment. There were significant modifications to the disposition kinetics of ABZSO in the presence of MTZ. ABZSO elimination half-life increased from 7.27 h (control treatment) to 14.57 h (NTB + MTZ oral) and to 11.39 h (NTB + MTZ i.m.). ABZSO AUCs were significantly higher (P less than 0.05) for the NTB + MTZ oral treatment (+55%) and for the NTB + MTZ i.m. treatment (+61%), compared with the NTB alone treatment. The mean residence times for ABZSO were 12.66 +/- 0.68 h (control treatment), 18.85 +/- 2.35 h (NTB + MTZ oral) and 17.02 +/- 0.90 h (NTB + MTZ i.m.). There were no major changes in the overall pharmacokinetics of ABZSO2 for the concomitant MTZ treatments. However, delayed appearance of this metabolite in the plasma resulted in longer ABZSO2 lag times and a delayed Tmax for treatments with MTZ.(ABSTRACT TRUNCATED AT 250 WORDS) PMID:1433490

  3. Biotransformation of CL-20 by a dehydrogenase enzyme from Clostridium sp. EDB2.

    Science.gov (United States)

    Bhushan, Bharat; Halasz, Annamaria; Hawari, Jalal

    2005-12-01

    In a previous study, a marine isolate Clostridium sp. EDB2 degraded 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20) under anaerobic conditions (Bhushan B, Halasz A, Thiboutot S, Ampleman G, Hawari J (2004c) Chemotaxis-mediated biodegradation of cyclic nitramine explosives RDX, HMX, and CL-20 by Clostridium sp. EDB2. Biochem Biophys Res Commun 316:816-821); however, the enzyme responsible for CL-20 degradation was not known. In the present study, we isolated and purified an enzyme, from strain EDB2, responsible for CL-20 degradation. The enzyme was membrane-associated and NADH-dependent and had a molecular weight of 56 kDa (with SDS-PAGE). N-terminal amino acid sequence of enzyme revealed that it belonged to dehydrogenase class of enzymes. The purified enzyme degraded CL-20 at a rate of 18.5 nmol/h mg protein under anaerobic conditions. Carbon and nitrogen mass balance of the products were 100 and 64%, respectively. In LC-MS-MS studies, we detected three different initial metabolites from CL-20, i.e., mono-nitroso derivative, denitrohydrogenated product, and double-denitrated isomers with molecular weight of 422, 393, and 346 Da, corresponding to presumed empirical formulas of C(6)H(6)N(12)O(11), C(6)H(7)N(11)O(10), and C(6)H(6)N(10)O(8), respectively. Identity of all the three metabolites were confirmed by using ring-labeled [(15)N]CL-20 and the nitro-group-labeled [(15)NO(2)]CL-20. Taken together, the above data suggested that the enzyme degraded CL-20 via three different routes: Route A, via two single electron transfers necessary to release two nitro-groups from CL-20 to produce two double-denitrated isomers; Route B, via a hydride transfer necessary to produce a denitrohydrogenated product; and Route C, via transfer of two redox equivalents to CL-20 necessary to produce a mono-nitroso derivative of CL-20. This is the first biochemical study which showed that CL-20 degradation can be initiated via more than one pathway. PMID:15841370

  4. Biotransformation of volatile fatty acids by oleaginous and non-oleaginous yeast species.

    Science.gov (United States)

    Kolouchová, Irena; Schreiberová, Olga; Sigler, Karel; Masák, Jan; Řezanka, Tomáš

    2015-11-01

    The possibility of utilizing volatile fatty acids (VFA)-containing waste substrates from biotechnological and industrial processes was investigated by cultivating both oleaginous (Candida sp., Rhodotorula glutinis, Trichosporon cutaneum, Yarrowia lipolytica) and non-oleaginous (Kluyveromyces polysporus, Saccharomyces cerevisiae, Torulaspora delbrueckii) yeast species on acetic acid, propionic acid and a combination of either acid with glucose as carbon and energy sources. Both oleaginous and non-oleaginous yeasts grew on VFA. Oleaginous yeasts accumulated lipids to 15-48% of dry cell weight, non-oleaginous yeasts also grew on VFA and showed comparable biomass yields but the lipid content was only 2-5%. Biomass and lipid yield increased in cultivations on VFA plus glucose. The lipid composition was comparable to plant-derived oils and therefore might be exploitable in biodiesel production; nearly all species, when cultured on propionate, showed a high content of the desirable odd-chain unsaturated FA, especially 17:1 acid. This study points at the wide array of possible applications of many yeasts, even non-oleaginous strains, for biovalorization of industrial wastes. Despite their low lipid content these species are useful because they can readily utilize VFA from waste products and, since they are not biologically hazardous, their biomass can be afterwards used, e.g. as livestock fodder. PMID:26323601

  5. BIOTRANSFORMATION OF 2,4,6-TRINITROTOLUENE (TNT) BY A PLANT-ASSOCIATED FUNGUS FUSARIUM OXYSPORUM

    Science.gov (United States)

    The capability of a plant-associated fungus, Fusarium oxyvorum, to transform TNT in liquid cultures was investigated. TNT was transformed into 2-amino-4, 6-dinitrotoluene (2-A-DNT), 4-amino-2, 6-dinitrotoluene (4-A- DNT), and 2, 4-diamino-6-nitrotoluene (2, 4-DAT) via 2- and 4-hy...

  6. In vitro biotransformation of tris(2-butoxyethyl) phosphate (TBOEP) in human liver and serum

    Energy Technology Data Exchange (ETDEWEB)

    Van den Eede, Nele, E-mail: nele.vandeneede@uantwerpen.be [Toxicological Center, Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Antwerp (Belgium); Erratico, Claudio [Toxicological Center, Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Antwerp (Belgium); Exarchou, Vassiliki [Natural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Antwerp (Belgium); Maho, Walid; Neels, Hugo [Toxicological Center, Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Antwerp (Belgium); Covaci, Adrian, E-mail: adrian.covaci@uantwerpen.be [Toxicological Center, Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Wilrijk, Antwerp (Belgium)

    2015-04-15

    Tris(2-butoxyethyl) phosphate (TBOEP) is a plasticizer present in indoor dust, reaching levels of several micrograms per gram. Such levels could lead to significant daily exposure of adults and children. Currently, no toxicokinetic data are available to estimate TBOEP clearance in humans after uptake and therefore, one objective of this study was to investigate intrinsic clearance of TBOEP by human liver microsome (HLM) and serum enzymes. Another objective was to generate information to identify and prioritize several metabolites of TBOEP for investigation of human exposure by biomonitoring. 1D and 2D-NMR methodologies were successfully applied on a mixture of the metabolites to confirm the structure of 3-HO-TBOEP (bis(2-butoxyethyl) 3-hydroxyl-2-butoxyethyl phosphate) and to tentatively assign structures to 1-HO-TBOEP and 2-HO-TBOEP. HO-TBOEP isomers and bis(2-butoxyethyl) phosphate (BBOEP), bis(2-butoxyethyl) hydroxyethyl phosphate (BBOEHEP) were further monitored by liquid chromatography–tandem mass spectrometry. Rates of formation of BBOEHEP and HO-TBOEP metabolites by liver enzymes were best described by the Michaelis–Menten model. Apparent K{sub m} values for BBOEHEP, 3-HO-TBOEP, and sum of 1- and 2-HO-TBOEP isomer formation were 152, 197 and 148 μM, respectively. Apparent V{sub max} values for the formation of BBOEHEP, 3-HO-TBOEP, and the sum of 1- and 2-HO-TBOEP isomers were 2560, 643, and 254 pmol/min/mg protein, respectively. No detectable formation of BBOEP occurred with liver or serum enzymes. Our findings indicate that intrinsic clearance of TBOEP is mainly catalyzed by oxidative enzymes in the liver and that its major in vitro metabolite is BBOEHEP. These findings can be applied in human biomonitoring studies and risk assessment. - Highlights: • First steps in the elucidation of TBOEP toxicokinetics • Quantification of TBOEP metabolites in human serum and liver microsomes • No detectable formation of BBOEP occurred with liver or serum enzymes. • Oxidative dealkylation to BBOEHEP was likely the major metabolic pathway. • 1D-NMR and 2D-NMR were used to tentatively assign structures of HO-TBOEP isomers.

  7. Correlation between mechanistic biotransformation and biochemical toxicology of some antihypertensive drugs.

    Science.gov (United States)

    Akintonwa, D A

    1986-11-01

    Mechanistic biochemistry (consideration of metabolism in the context of knowledge of contemporary biochemistry) was applied to propanolol (1), hydrochlorothiazide (2), hydralazine (3), and triamterene (4), representative of the main types of anti-hypertensive drugs in common use. Three routes of metabolism, that is, acetylation, generation of free radicals (leading to peroxidation of lipids), and osazone formation were considered in relation to the structures of these drugs. The possibility that acetylation can lead to hepatic toxicity, lipid peroxidation to membrane lesion, and osazone formation to glucose and energy depletion was highlighted. Hydralazine, with its potential for osazone formation and great susceptibility to acetylation and free radical formation, was judged most capable of giving rise to these side effects, in agreement with reported toxicity. Triamterene was judged less susceptible than hydralazine to acetylation and free radical formation, and hydrochlorothiazide even less so. Propanolol is immune to any of these consequences. PMID:3509327

  8. The in vitro biotransformation of hexachlorobenzene in relation to its toxicity.

    NARCIS (Netherlands)

    Ommen, van B.

    1987-01-01

    Hexachlorobenzene (HCB) has become a major environmental pollutant due to its formation as an unwanted byproduct in the industrial production of a number of chlorinated compounds, and because of its former use as fungicide. In laboratory animals, HCB induces tumor formation. In man and animals, HCB

  9. Biosynthesis of Succulent Bamboo Shoots of Bambusa balcooa into Phytosterols and Its Biotransformation into ADD

    Institute of Scientific and Technical Information of China (English)

    Kananbala SARANGTHEM; Thongam Nabakumar SINGH

    2003-01-01

    Fermentation of the succulent bamboo shoots of Bambusa balcooa Roxb. resulted in an enrichment of phytosterols from 0.12% to 0.62% dry weight as compared to that of the fresh unfermented samples. The bacterial strains responsible for higher accumulation of phytosterols during fermentation of the bamboo shoots have been isolated and further extraction and purification of the crude phytosterols (isolated from the fermented samples) were done by TLC, UV, NMR, IR and Mass spectral analysis. The isolated phytosterols (β-sitos-terols) were then subjected to microbial transformation which yielded a considerable amount of androsta-1, 4-diene-3,17-dione (ADD) in the incubation mixture in presence of metabolic inhibitors (α, α'-dipyridyl and sodium arsenate).

  10. Species-specific cutaneous biotransformation of the pesticide propoxur during percutaneous absorption in vitro.

    Science.gov (United States)

    van de Sandt, J J; Rutten, A A; van Ommen, B

    1993-11-01

    Propoxur (2-isopropoxyphenyl N-methylcarbamate) is a pesticide with a wide spectrum of applications, including use in agriculture and greenhouses. Percutaneous absorption and concurrent cutaneous metabolism of propoxur were studied in a two-compartment organ culture model. Nontoxic concentrations of [14C]propoxur were applied topically to skin discs from human, rabbit, and porcine origin. Permeation rates were comparable in human and rabbit skin, while pig skin was found to be twice as permeable. Furthermore, it was demonstrated that skin tissue of all three species had the capacity to metabolize propoxur. Hydrolysis of propoxur yielded 2-isopropoxyphenol (IPP), followed by phase II conjugation reactions. Interestingly, the type of IPP conjugation appeared to be species specific. In porcine skin cultures, glucuronides and sulfates were detected in equal amounts, whereas in human skin only sulfate conjugation was observed. For rabbit skin, glucuronidation was the major route of conjugation, with minor amounts of the sulfate conjugate and an unidentified metabolite. The percentage of propoxur metabolism in rabbit skin was not influenced by the dose in the range of 25-200 micrograms/cm2; in contrast, human skin metabolism was virtually saturated at 100 micrograms/cm2.

  11. Site-directed mutagenesis of aldehyde dehydrogenase-2 suggests three distinct pathways of nitroglycerin biotransformation.

    Science.gov (United States)

    Wenzl, M Verena; Beretta, Matteo; Griesberger, Martina; Russwurm, Michael; Koesling, Doris; Schmidt, Kurt; Mayer, Bernd; Gorren, Antonius C F

    2011-08-01

    To elucidate the mechanism underlying reduction of nitroglycerin (GTN) to nitric oxide (NO) by mitochondrial aldehyde dehydrogenase (ALDH2), we generated mutants of the enzyme lacking the cysteines adjacent to reactive Cys302 (C301S and C303S), the glutamate that participates as a general base in aldehyde oxidation (E268Q) or combinations of these residues. The mutants were characterized regarding acetaldehyde dehydrogenation, GTN-triggered enzyme inactivation, GTN denitration, NO formation, and soluble guanylate cyclase activation. Lack of the cysteines did not affect dehydrogenase activity but impeded GTN denitration, aggravated GTN-induced enzyme inactivation, and increased NO formation. A triple mutant lacking the cysteines and Glu268 catalyzed sustained formation of superstoichiometric amounts of NO and exhibited slower rates of inactivation. These results suggest three alternative pathways for the reaction of ALDH2 with GTN, all involving formation of a thionitrate/sulfenyl nitrite intermediate at Cys302 as the initial step. In the first pathway, which predominates in the wild-type enzyme and reflects clearance-based GTN denitration, the thionitrate apparently reacts with one of the adjacent cysteine residues to yield nitrite and a protein disulfide. The predominant reaction catalyzed by the single and double cysteine mutants requires Glu268 and results in irreversible enzyme inactivation. Finally, combined lack of the cysteines and Glu268 shifts the reaction toward formation of the free NO radical, presumably through homolytic cleavage of the sulfenyl nitrite intermediate. Although the latter reaction accounts for less than 10% of total turnover of GTN metabolism catalyzed by wild-type ALDH2, it is most likely essential for vascular GTN bioactivation.

  12. Biotransformation of alpha- and 6beta-santonin by fungus and plant cell cultures.

    Science.gov (United States)

    Yang, L; Dai, J; Sakai, J-I; Ando, M

    2006-06-01

    One fungus, Abisidia coerulea IFO 4011, and suspended cell cultures of one plant, Asparagus officinalis, were employed to bioconvert alpha- and 6beta-santonin. Incubation of alpha-santonin with the cell cultures of the fungus afforded two products, 11beta-hydroxy-alpha-santonin (1, in 76.5% yield) and 8alpha-hydroxy-alpha-santonin (2, in 2.0% yield). And from 6beta-santonin, four major products (3, 4, 5 and 6) and four minor products (7, 8, 9 and 10) were obtained, including 8alpha-hydroxylated products in trace yields. Very interestingly, a skeletal rearrangement occurred and a guaiane product (13) formed in a very low yield when alpha-santonin incubating with A.officinalis cell cultures, while not in the case of 6beta-santonin as substrate. Among the obtained 15 products, 2, 7, 8, 9, 10 and 12 are new compounds. The fact of 8alpha hydroxylation of santonin enables the formation of 8,12-eudesmanolide instead of 6,12-eudesmanolide and some useful modification at C-8 position. In addition, these reactions would provide evidence for the biogenesis between different types of eudesmane and/or guaiane compounds in the plants in nature. PMID:16864442

  13. Transport and biotransformation of organic carbon and nitrate compounds in unsaturated soil conditions.

    Science.gov (United States)

    Bunsri, Thidarat; Sivakumar, Muttucumaru; Hagare, Dharmappa

    2008-01-01

    The lack of drinking water was one of the hot environmental issues that focused on the contaminants released from the failure of sanitary systems. Organic carbon and nitrate compounds were concerned since they represented a potential risk to human health and environment. Mathematical modelling was an effective tool for understanding and estimating the fate and transport of contaminants. An organic carbon and nitrate compounds transport model was developed using the mass balance concept. Richards and multiplicative Monod equations supported the estimating of advection-dispersion transport and biodegradation processes, respectively. The numerical solutions were obtained using the MATLAB programme. The model capability was evaluated using pilot scale experimental data. The depth-averaged time series of pressure head and contaminants concentration profiles were measured several times a week during 91 days. Simulations were found to provide reasonable agreement with the observed data. The aerobic biodegradation zone was observed within 15 cm depth of soil column. Even though the column was operated for 91 days, soil microbes were enough to retard these contaminants. This confirmed that the developed model could be applied to simulate the transport of the contaminants under real time boundary conditions. PMID:19092190

  14. Biotransformation of nitro-polycyclic aromatic compounds by vegetable and fruit cell extracts*

    OpenAIRE

    Xie, Bo; Yang, Jun; Yang, Qing

    2012-01-01

    Extracts from various vegetables and fruits were investigated for their abilities to reduce nitro-polycyclic aromatic hydrocarbons (NPAHs). The extracts from grape and onion exhibited an interesting selectivity, yielding corresponding hydroxylamines or amines as major products under mild conditions of 30 °C and pH 7.0. Grape extracts reduced the 4-nitro-1,8-naphthalic anhydride with the highest conversion rate (>99%) and the highest ratio of hydroxylamine to amine (95:5). In contrast, the oni...

  15. TNT biotransformation potential of the clinical isolate of Salmonella typhimurium - potential ecological implications

    Directory of Open Access Journals (Sweden)

    Litake Geetanjali

    2005-01-01

    Full Text Available Out of fifty-six isolates screened three bacterial strains enriched with TNT either as sole source of nitrogen (for Salmonella typhimurium, Klebsiella pneumoniae or along with co-substrate (for Acinetobacter baumannii, have been carried out nitro group reduction under aerobic conditions. During studies, S. typhimurium found to have high potential (100% of 50 mg l-l in removal of TNT, than K. pneumoniae (70% of 20 mg l-l and A. baumannii (52% of 40 mg l-l, in presence of co-substrate. Therefore studies were focused on S. typhimurium, which had shown good growth, and protein contents, with disappearance of TNT, and concomitantly release of nitrite over the period of time. Removal of TNT was analyzed by HPLC, and nitrite liberation was consistently found coincided with TNT disappearance from the medium. As compared to earlier reports, 100% disappearance of TNT within 30 h by S. typhimurium is encouraging, and may indicate its potential in bioremediation of TNT. This is the first report on S. typhimurium, Klebsiella pneumoniae and Acinetobacter baumannii for transformation of TNT with nitrite release into the medium.

  16. Activated Carbon as an Electron Acceptor and Redox Mediator during the Anaerobic Biotransformation of Azo Dyes

    NARCIS (Netherlands)

    Zee, van der F.P.; Bisschops, I.A.E.; Lettinga, G.; Field, J.A.

    2003-01-01

    The role of AC as redox mediator in accelerating the reductive transformation of pollutants as well as a terminal electron acceptor in the biological oxidation of an organic substrate is described. This study explores the use of AC as an immobilized redox mediator for the reduction of a recalcitrant

  17. Application of passive dosing to study the biotransformation and biodegradation of hydrophobic

    DEFF Research Database (Denmark)

    Smith, Kilian E. C.; Rein, Arno; Heringa, MB;

    Achieving well-defined and constant dissolved concentrations of hydrophobic compounds is challenging due to volatilization or sorptive losses. With passive dosing, continual partitioning into the test medium of compound(s) loaded in a polymer compensates for losses, and provides defined and const......Achieving well-defined and constant dissolved concentrations of hydrophobic compounds is challenging due to volatilization or sorptive losses. With passive dosing, continual partitioning into the test medium of compound(s) loaded in a polymer compensates for losses, and provides defined...... solely be explained by partitioning, and is due to slow dissolution kinetics as well as massdepletion of the spiked benzo(a)pyrene. Therefore, passive dosing is a useful tool for the study of hydrophobic compound bio-transformation/degradation at well-defined dissolved concentrations down to very low...

  18. Application of passive dosing to study the biotransformation and biodegradation of hydrophobic compounds

    DEFF Research Database (Denmark)

    Smith, E. C.; Rein, Arno; Trapp, Stefan;

    2011-01-01

    Achieving well-defined and constant dissolved concentrations of hydrophobic compounds is challenging due to volatilization or sorptive losses. With passive dosing, continual partitioning into the test medium of compound(s) loaded in a polymer compensates for losses, and provides defined and const......Achieving well-defined and constant dissolved concentrations of hydrophobic compounds is challenging due to volatilization or sorptive losses. With passive dosing, continual partitioning into the test medium of compound(s) loaded in a polymer compensates for losses, and provides defined...... solely be explained by partitioning, and is due to slow dissolution kinetics as well as massdepletion of the spiked benzo(a)pyrene. Therefore, passive dosing is a useful tool for the study of hydrophobic compound bio-transformation/degradation at well-defined dissolved concentrations down to very low...

  19. Biotransformation of aloenin, a bitter glucoside constituent of Aloe arborescens, by rats.

    Science.gov (United States)

    Hirata, T; Sakano, S; Suga, T

    1981-12-15

    Aloenin has been established to be 4-methoxy-6-(2-beta-D-glucopyranosyloxy-4-hydroxy-6-methylphenyl)-2-pyrone; it shows an inhibitory activity for gastric juice secretion. Rats metabolized it to 4-methoxy-6-(2,4-dihydroxy-6-methylphenyl)-2-pyrone, 2,5-dimethyl-7-hydroxychromone and glucose, which were excreted in the feces and the urine. The distribution of the radioactivity originating from 14C-labeled aloenin was studied. The tracer found in the kidney and the liver reached 60% of the amount administered 24 h after feeding and decreased rapidly in the next 24 h. PMID:7035211

  20. Maternal transfer and biotransformation of persistent organic pollutants (POPs) in hooded seal (Cystophora cristata)

    OpenAIRE

    Bakken, Karl Johan Ullavik

    2015-01-01

    The Arctic has in the later years become a final destination for persistent organic pollutants (POPs) which are, due to long-range atmospheric transport, river outlets and ocean currents, brought into the pristine arctic region from southern latitudes. POPs can accumulate in biota and reach high concentrations in the upper trophic levels in the arctic food webs due to biomagnification. The hooded seal (Cystophora cristata) is a top-predator in the arctic marine food web and is susceptible to ...

  1. Biotransformations of Imbricatolic Acid by Aspergillus niger and Rhizopus nigricans Cultures

    Directory of Open Access Journals (Sweden)

    Cristina Theoduloz

    2007-05-01

    Full Text Available Microbial transformation of imbricatolic acid (1 by Aspergillus niger afforded 1α-hydroxyimbricatolic acid (2, while transformation with Rhizopus nigricans yielded 15-hydroxy-8,17-epoxylabdan-19-oic acid (3. When the diterpene 1 was added to a Cunninghamella echinulata culture, the main products were the microbial metabolites mycophenolic acid (4 and its 3-hydroxy derivative 5. All the structures were elucidated by spectroscopic methods. The cytotoxicity of these compounds towards human lung fibroblasts and AGS cells was assessed. While 4 and 5 showed low cytotoxicity, with IC50 values > 1000 μM against AGS cells and fibroblasts, 1α-hydroxyimbricatolic acid (2 presented moderate toxicity towards these targets, with IC50 values of 307 and 631 μM, respectively. The structure of 2 is presented for the first time.

  2. Translocation and biotransformation of CuO nanoparticles in rice (Oryza sativa L.) plants

    International Nuclear Information System (INIS)

    Metal-based nanoparticles (MNPs) may be translocated and biochemically modified in vivo, which may influence the fate of MNPs in the environment. Here, synchrotron-based techniques were used to investigate the behavior of CuO NPs in rice plants exposed to 100 mg/L CuO NPs for 14 days. Micro X-ray fluorescence (μ-XRF) and micro X-ray absorption near edge structure (μ-XANES) analysis revealed that CuO NPs moved into the root epidermis, exodermis, and cortex, and they ultimately reached the endodermis but could not easily pass the Casparian strip; however, the formation of lateral roots provided a potential pathway for MNPs to enter the stele. Moreover, bulk-XANES data showed that CuO NPs were transported from the roots to the leaves, and that Cu (II) combined with cysteine, citrate, and phosphate ligands and was even reduced to Cu (I). CuO NPs and Cu-citrate were observed in the root cells using soft X-ray scanning transmission microscopy (STXM). - Highlights: • CuO NPs could not easily pass through the Casparian strip. • The formation of lateral root provides a possible pathway for CuO NPs to enter the stele. • CuO NPs can be transformed and even reduced in the rice plant. • This is the first in-depth study of the translocation pathway of CuO NPs and the presence of Cu compounds in rice plants. - The formation of the lateral root provides a potential pathway for CuO NPs to enter the stele in which Cu (II) was reduced to Cu (I)

  3. Biotransformation of tetrachloroethylene to trichloroethylene, dichloroethylene, vinyl chloride, and carbon dioxide under methanogenic conditions.

    OpenAIRE

    Vogel, T M; McCarty, P L

    1985-01-01

    Tetrachloroethylene (PCE) and trichloroethylene (TCE), common industrial solvents, are among the most frequent contaminants found in groundwater supplies. Due to the potential toxicity and carcinogenicity of chlorinated ethylenes, knowledge about their transformation potential is important in evaluating their environmental fate. The results of this study confirm that PCE can be transformed by reductive dehalogenation to TCE, dichloroethylene, and vinyl chloride (VC) under anaerobic conditions...

  4. Fluorescent Pseudomonas isolates from Mississippi Delta oxbow lakes: in vitro herbicide biotransformations.

    Science.gov (United States)

    Zablotowicz, R M; Locke, M A; Hoagland, R E; Knight, S S; Cash, B

    2001-01-01

    Fluorescent pseudomonads were a major component [log (10) 4.2-6.1 colony-forming units mL-1] of the culturable heterotrophic gram-negative bacterioplankton observed in three Mississippi Delta oxbow lakes in this study. Pure cultures of fluorescent pseudomonads were isolated from three Mississippi Delta oxbow lakes (18 per lake), using selective media S-1. Classical physiological tests and Biolog GN plates were used in criteria for taxonomic identification. Most isolates were identified as biotypes of Pseudomonas fluorescens 55% (II), 7% (III), and 25% (V). About 7% of the isolates were identified as P. putida and 7% as non-fluorescent Pseudomonas-like. Cell suspensions of these isolates were tested for their ability to metabolize/co-metabolize six 14C-radiolabeled herbicides (2,4-dichlorophenoxyacetic acid (2,4-D), cyanazine, fluometuron, metolachlor, propanil, and trifluralin) that are commonly used for crop production in this geographical area. Almost all (53 of 54) isolates transformed trifluralin via aromatic nitroreduction. Most isolates (70%) dechlorinated metolachlor to polar metabolites via glutathione conjugation. About 60% of the isolates hydrolyzed the amide bond of propanil (a rice herbicide) to dichloroaniline, with the highest frequency of propanil-hydrolyzing isolates observed in the lake from the watershed with rice cultivation. All propanil-hydrolyzing isolates were identified as P. fluorescens biotype II. No metabolism of cyanazine or fluometuron was observed by any isolates tested, indicating little or no potential for N-dealkylation among this group of bacterioplankton. No mineralization of 2,4-D labeled in either the carboxyl or ring position was observed. These results indicate that reductive and hydrolytic pathways for herbicide co-metabolism (aromatic nitroreduction, aryl acylamidase, and glutathione conjugation) are common in Mississippi Delta aquatic fluorescent pseudomonads; however, the potential for certain oxidative transformations (N-dealkylation, cyano group oxidation) may be rare in this group of bacterioplankton. PMID:11345550

  5. Restitution of Energy Metabolism in Irradiated Rats Considering Curcumin Antioxidant Capacity and Metal Biotransformation

    International Nuclear Information System (INIS)

    The primary source of energy in living cells is ATP. Creatine kinase attached to the inner mitochondrial membrane (Mi-CK) is a key enzyme catalyzing the reversible phosphoryl transfer form phosphoryl creatine to ADP. The objective of this study was to evaluate the role of curcumin in minimizing the radiation induced alterations in Mi-CK related to the antioxidant status of mitochondria. Curcumin was supplemented daily to rats (45 mg/kg body weight/day); by gavage, 15 days before whole body exposure to 7 Gy gamma radiation. Experimental investigation performed 1,3,10 days after irradiation reveals that curcumin treatment significantly ameliorated the decrease in the activity of Mi-Ck in brain and heart tissues of irradiated rats. Curcumin was also effective in minimizing the radiation induced increase in lipid peroxidation determined as thiobarbituric acid reactive substances (TBARS). Significant amelioration was observed for the changes in superoxide dismutase (SOD) and catalase activities. Furthermore, the data obtained showed that, the decrease of mitochondrial trace metals (Fe, Zn, Cu, Mg and Mn) was less pronounced. According to the results obtained it was concluded that curcumin maintains the integrity of mitochondrial membrane and Mi-CK activity, and plays a role in cellular energy production

  6. BIOTRANSFORMATION OF 2,4,6-TRINITROTOLUENE (TNT) IN ANABAENA SP. CULTURES. (R825513C013)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  7. SORPTION OF TRICHLOROETHYLENE ONTO A ZEOLITE, ACCOMPANIED BY METHANOTROPHIC BIOTRANSFORMATION. (R825689C041)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  8. Biotransformation of sucrose into 5-hydroxy-2-hydroxymethyl-γ-pirone by Aspergillus flavus

    Directory of Open Access Journals (Sweden)

    Nelson R. Ferreira

    2010-09-01

    Full Text Available The sucrose hydrolysis and the preference of consumption of glucose instead of fructose were investigated for the production of 5-hydroxy-2-hydroxymethyl-γ-pyrone (HHMP in the presence of Aspergillus flavus IOC 3974 cultivated in liquid Czapeck medium. Standardized 0.5g of pellets were transferred as inoculum into twelve conical flasks of 250 ml containing 100 ml of medium with different sucrose concentration, which was kept at 120 rpm and 28"C for 16 days without pH adjustment. Aliquots of 500μl of the broth culture were withdrawn at 24 h intervals and analyzed. The major yield of HHMP was 26g l-1 in 120g l-1 of sucrose. At these conditions, A. flavus produced an invertase capable of hydrolyzing 65% of total sucrose concentration in 24h, and an isomerase capable of converting fructose into glucose. In this work, it focused the preference for glucose and, then, of fructose by A. flavus and the strategy used to produce HHMP.Foram investigadas a hidrólise da sacarose e a preferência pela glicose frente à frutose no processo de produção do 5-hidroxi-2-hidroximetil-γ-pirona (HHMP na presença de Aspergillus flavus IOC 3974 cultivado em meio líquido Czapeck. Quantidades de 0,5g de pelletes foram utilizadas como inóculo. Doze frascos cônicos de 250 ml contendo 100 ml de meio de culturacom diferentes concentrações de sacarose foram utilizados.Os microrganismos foram cultivados a 120 rpm e 28"C por 16 dias sem ajuste do pH. O maior rendimento do HHMP foi 26g l-1em 120g l-1de sacarose. Nestas condições, A. flavus, foi capaz de produzir uma invertase possibilitando a hidrólise de 65% da concentração total de sacarose em 24 horas, conjuntamente com a produção de uma isomerase que foi capaz de converter a frutose em glicose. Este trabalho está focalizado preferencialmente no consumo da glicose frente à frutose por A. flavus e na estratégia de produção do HHMP.

  9. Instrumental analysis, metabolism and toxicity of cis- and trans-zearalenone and their biotransformation products

    OpenAIRE

    Drzymala, Sarah Stephanie

    2015-01-01

    trans-Zearalenon (ZEN) ist ein nicht-steroidales östrogenwirksames Mykotoxin, das weltweit Getreide kontaminiert. Tiere und Menschen können nach Aufnahme von befallenen Lebens- oder Futtermitteln zahlreiche Mykotoxikosen entwickeln, die auf der östrogenen Wirkung von ZEN beruhen. Strukturell zeichnet sich ZEN durch eine trans-konfigurierte Doppelbindung aus, die unter Lichteinfluss in die cis-Form isomerisieren kann. Die vorliegende Arbeit untersucht die instrumentelle Analytik, den Metabolis...

  10. Studies of the biotransformation and pharmacology of ketamine and its metabolites

    Energy Technology Data Exchange (ETDEWEB)

    Leung, Y.

    1986-01-01

    The first part of the research is concerned with the synthesis, resolution and metabolism of norketamine, the primary metabolite of ketamine. Incubations of racemic norketamine, individual enantiomers of norketamine and the pseudoracemates in rat liver microsomes revealed stereoselectivity and enantiomeric interactions during the metabolism of norketamine. The second part of the research describes the synthesis of 6-OH-norketamine, the major secondary metabolite of ketamine, and reports on its pharmacological activity and cerebral distribution in the rat. Primary deuterium isotope effects associated with the metabolism and pharmacological activity of ketamine-N-CD/sub 3/ were examined in the third part of this research. The last part of the research deals with the effect of diazepam on the metabolic transformation of ketamine to norketamine in the rat. The fractions of ketamine metabolized to norketamine were found not to be different in the presence or the absence of diazepam.

  11. In vitro characterization of the human biotransformation of marine derived anti-cancer drugs

    NARCIS (Netherlands)

    Brandon, E.F.A. (Esther Fleur Annette)

    2004-01-01

    Cancer is the second cause of death in The Netherlands. Although the treatment options over the past few decades have substantially improved, the cure rate for patients with advanced cancer remains low. In addition, hopefully new therapies will induce less severe side effects compared to the present

  12. ANAEROBIC BIOTRANSFORMATION OF CHLORINATED ALIPHATIC HYDROCARBONS: UGLY DUCKLING TO BEAUTIFUL SWAN. (R825549C053)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  13. TOXICITY OF CHLOROFORM BIOTRANSFORMATION TO METHANOGENIC BACTERIA. (R825549C053)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  14. Biotransformation of Spanish coals by microorganisms; Biotransformacion de Carbones Espanoles por Microorganismos

    Energy Technology Data Exchange (ETDEWEB)

    NONE

    2000-07-01

    some newly isolated microorganisms could solubilized different kinds of Spanish coals (hard coal, subbituminous coal and lignite). Certain fungi and bacteria could solubilized lignite when growing in a mineral medium. However, to solubilized higher rank coals (hard coal and subbituminous coal) microorganisms require a complete medium. Microorganisms, which showed higher capacity to solubilized coal, were incubated in the presence of coal (hard coal, subbituminous coal and lignite) at the optimal conditions to get coal liquefaction/solubilization. The resultant products were analysed by IR and UV/visible spectrometry. No major differences among the original coal, solubilized/liquefied coal and residual coal were detected. However, an increase in metallic carboxylate and a decrease in OH'- carboxylic groups were observed in the liquefied lignite. Humic acids derived from original lignite residual lignite and liquefied/solubilized lignite by microorganisms were analysed. Several differences were observed in the humic acids extracted from the liquefied lignite, such as an increase in the total acidity and in the proportion of the phenolic groups. Differences on the humic acid molecular weight were observed too. Several fungal and bacterial strains were able to grow using humic acids as sole carbon source. Microorganisms growing in humic acid were observed by Scanning Electron Microscopy. Besides, the coal solubilization capacity of several fungal strains (M2, m$ and AGI) growing in different culture media was assayed. In order to get some insight into the mechanisms of the liquefaction/solubilization of Spanish coals (hard coal, subbituminous coal and lignite) by these microorganisms, some features in the culture supernatants were studied: pH values; extracellular specific proteins; enzyme activities possibly related with coal solubilization and the presence of oxalate. M2 and M4 fungal strains grown in the presence of coal produced some specific extracellular proteins which could participate in coal solubilization. (Author)

  15. Translocation and biotransformation of CuO nanoparticles in rice (Oryza sativa L.) plants.

    Science.gov (United States)

    Peng, Cheng; Duan, Dechao; Xu, Chen; Chen, Yongsheng; Sun, Lijuan; Zhang, Hai; Yuan, Xiaofeng; Zheng, Lirong; Yang, Yuanqiang; Yang, Jianjun; Zhen, Xiangjun; Chen, Yingxu; Shi, Jiyan

    2015-02-01

    Metal-based nanoparticles (MNPs) may be translocated and biochemically modified in vivo, which may influence the fate of MNPs in the environment. Here, synchrotron-based techniques were used to investigate the behavior of CuO NPs in rice plants exposed to 100 mg/L CuO NPs for 14 days. Micro X-ray fluorescence (μ-XRF) and micro X-ray absorption near edge structure (μ-XANES) analysis revealed that CuO NPs moved into the root epidermis, exodermis, and cortex, and they ultimately reached the endodermis but could not easily pass the Casparian strip; however, the formation of lateral roots provided a potential pathway for MNPs to enter the stele. Moreover, bulk-XANES data showed that CuO NPs were transported from the roots to the leaves, and that Cu (II) combined with cysteine, citrate, and phosphate ligands and was even reduced to Cu (I). CuO NPs and Cu-citrate were observed in the root cells using soft X-ray scanning transmission microscopy (STXM).

  16. Biotransformation and Biodegradation of N-Substituted Aromatics in Methanogenic Granular Sludge.

    NARCIS (Netherlands)

    Razo Flores, E.

    1997-01-01

    N-substituted aromatic compounds are environmental contaminants associated with the production and use of dyes, explosives, pesticides and pharmaceuticals among others. Nitro- and azo-substituted aromatic compounds with strong electron withdrawing groups are poorly biodegradable in aerobic treatment

  17. Research review: interactions between environmental chemicals and drug biotransformation in man

    Energy Technology Data Exchange (ETDEWEB)

    Alvares, A.P.

    1978-11-01

    Besides genetic factors, environmental factors play a significant role in explaining the variation observed in the rates of drug metabolism between different individuals. Exposure to the heavy metal, lead, has been shown to inhibit drug metabolism; whereas intensive exposure to chlorinated insecticides has been shown to enhance the metabolism of test drugs such as antipyrine and phenylbutazone. An intentional source of exposure to foreign chemicals is cigarette smoke. Cigarette smoke contains polycyclic hydrocarbons, which are known inducers of hepatic mixed function oxidases. Pharmacokinetic studies have shown that cigarette smoking decreases the bioavailability of phenacetin and increases dosage requirements of theophylline by enhancing their rate of metabolism. Dietary factors may also play a significant role in the regulation of drug metabolism. Such intentional or unintentional exposure to environmental chemicals indicates the importance of individualisation of drug therapy.

  18. Biosorption and biotransformation of chromium by Serratia sp. isolated from tannery effluent.

    Science.gov (United States)

    Srivastava, Shaili; Thakur, Indu Shekhar

    2012-01-01

    A bacterium isolated from soil and sediment ofa leather tanning mill's effluent was identified as Serratia sp. by the analysis of 16S rDNA. Scanning electron microscopy-energy dispersive X-ray analysis (SEM-EDX) and transmission electron microscopy (TEM) were used to assess morphological changes and confirm chromium biosorption in Serratia sp. both in a shake-flask culture containing chromium and in a tannery wastewater. The SEMEDX and the elemental analysis of the chromate-containing samples confirmed the binding of chromium with the bacterial biomass. The TEM exhibited chromium accumulation throughout the bacterial cell, with some granular deposits in the cell periphery and in the cytoplasm. X-ray diffraction analysis (XRD) was used to quantify the chromium and to determine the chemical nature of the metal-microbe interaction. The XRD data showed the crystalline character of the precipitates, which consisted of mainly calcium chromium oxide, chromium fluoride phosphate and related organo-Cr(III) complex crystals. The XRD data also revealed a strong involvement of cellular carboxyl and phosphate groups in chromium binding by the bacterial biomass. The results of the study indicated that a combined mechanism of ion-exchange, complexation, croprecipitation and immobilization was involved in the biosorption of chromium by bacterial cells in contaminated environments. PMID:22519094

  19. Enantioselective analysis of ibuprofen and its biotransformation products in water/sediment systems,

    DEFF Research Database (Denmark)

    Sundström, Maria; Escola, Monica; Radke, Michael;

    2015-01-01

    As ibuprofen degrades enantioselectively in activated sludge, the same process is assumed to occur in surface lake-water and in river-water based biofilms. Yet, the effects of the wastewater inflow, containing non-racemic ibuprofen, into natural systems have never been studied. The role...... and oxic) from the Baltic Sea (Tvären and B1) were collected. All systems were spiked with ibuprofen and followed during one month (aerated and in darkness). The enantiomers of ibuprofen, 2-hydroxyibuprofen, 1-hydroxyibuprofen and 3-hydroxyibuprofen as well as carboxyibuprofen, were separated by HPLC...... equipped with an enantioselective HPLC-column. The detection was performed by MS/MS. Single first-order kinetics and Weibull distribution models were fitted to the data. Both models indicated that ibuprofen degraded with half-lives around 4-5 and 5-6 days in Largen and Fyrisån respectively and 3-4 and 5...

  20. The biotransformation of ibuprofen to trihydroxyibuprofen in activated sludge and by Variovorax Ibu-1.

    Science.gov (United States)

    Murdoch, Robert W; Hay, Anthony G

    2015-04-01

    A bacterium was isolated from activated sewage sludge that has the ability to use ibuprofen as its sole carbon and energy source. Phylogenetic analysis of the 16S rRNA gene sequence placed the strain in the Variovorax genus within the β-proteobacteria. When grown on ibuprofen it accumulated a transient yellow intermediate that disappeared upon acidification, a trait consistent with meta ring-fission metabolites. GC/MS analysis of derivatized culture supernatant yielded two spectra consistent with trihydroxyibuprofen bearing all three hydroxyl groups on the aromatic ring. These metabolites were only detected when 3-fluorocatechol, a meta ring-fission inhibitor, was added to Ibu-1 cultures and the supernatant was then derivatized with aqueous acetic anhydride and diazomethane. These findings suggest the possibility of ibuprofen metabolism proceeding via a trihydroxyibuprofen meta ring-fission pathway. Identical spectra, consistent with these putative ring-hydroxylated trihydroxyibuprofen metabolites, were also obtained from ibuprofen-spiked sewage sludge, but only when it was poisoned with 3-fluorocatechol. The presence of the same trihydroxylated metabolites in both spiked sewage sludge and culture supernatants suggests that this trihydroxyibuprofen extradiol ring-cleavage pathway for the degradation of ibuprofen may have environmental relevance.

  1. [Simultaneous Biotransformation of Ammonium and Nitrate via Zero-Valent Iron on Anaerobic Conditions].

    Science.gov (United States)

    Zhou, Jian; Huang, Yong; Yuan, Yi; Liu, Xin; Li, Xiang; Shen, Jie; Yang, Peng-bing

    2015-12-01

    Zero-valent iron (ZVI) was used to improve the biological autotrophic denitrification process between nitrate and ammonia by anaerobic ammonia oxidation ( ANAMMOX) bacteria. With the addition of ZVI, the biological autotrophic denitrification process could be reacted in the influent condition of pH was 7-8, at 35°C ±0.5°C, the concentration of ammonia was 50-100 mg · L⁻¹ and the concentration of nitrate was 50-100 mg · L⁻¹. The highest conversion rate could be reached to 17.2 mg · (L·h) ⁻¹. With the change of reaction time and the molar ratio of nitrate and ammonia in influent, the final molar conversion ratio of nitrate and ammonia in effluent fluctuated between 1.2-3. 5. The result showed that this autotrophic denitrification process was not belonged to elementary reaction. The mechanism of this autotrophic denitrification process could be summarized that with the reduction of ZVI, the nitrate could be reduced to nitrite. Hereafter, the ANAMMOX process reacted between the nitrite and ammonia. PMID:27011992

  2. The biotransformation in vitro of cysteinyl leukotrienes in blood of normal and asthmatic subjects

    Energy Technology Data Exchange (ETDEWEB)

    Zakrzewski, J.T.; Sampson, A.P.; Evans, J.M.; Barnes, N.C.; Piper, P.J.; Costello, J.F. (King' s College School of Medicine and Dentistry, Denmark Hill, London (England))

    1989-04-01

    The metabolism of exogenous leukotriene C4 (LTC4), LTD4 and LTE4 (10(-8) M) was studied in vitro in blood of normal and asthmatic subjects for up to 2 hr by reverse-phase high performance liquid chromatography. In whole blood, incubation of LTC4 (T1/2 = 11.5 min) resulted in the formation of LTD4 and LTE4 whose biosynthesis was inhibited by serine borate (30 mM). Similar experiments performed with LTD4 (T1/2 = 5 min) produced a single metabolite (LTE4) which was inhibited by L-cysteine (10 mM). On the other hand, LTE4 represented a highly stable product in our in vitro system. The bioconversion of LTC4 or LTD4 was slower in plasma but this effect appeared more pronounced for the cysteinylglycinyl derivative. The bioconversion of LTD4 in whole blood or plasma was almost twice as rapid as LTC4. Experiments performed with asthmatic blood showed no significant difference in the survival of LTC4. These results suggest that blood may play a role in regulating the bioavailability of cysteinyl-containing LTs which could be of relevance to their excretion in man.

  3. Oxytocin biotransformation in the rat limbic brain: Characterization of peptidase activities and significance in the formation of oxytocin fragments

    NARCIS (Netherlands)

    Burbach, J.P.H.; Kloet, E.R. de; Wied, D. de

    1980-01-01

    The enzymatic conversion of oxytocin by brain peptidases has been studied. Oxytocin was incubated with synaptosomal plasma membranes (SPM) isolated from the rat brain. Qualitative studies using a microdansylation technique revealed two types of oxytocin converting peptidases, e.g. aminopeptidase and

  4. Biotransformation of natural compounds: unexpected thio conjugation of Sch-642305 with 3-mercaptolactate catalyzed by Aspergillus niger ATCC 16404 cells.

    Science.gov (United States)

    Adelin, Emilie; Martin, Marie-Thérèse; Bricot, Marie-Françoise; Cortial, Sylvie; Retailleau, Pascal; Ouazzani, Jamal

    2012-12-01

    Sch-642305 is produced by the endophytic fungi Phomopsis sp. CMU-LMA and exhibits both antimicrobial and cytotoxic activities. The incubation of Sch-642305 with Aspergillus niger ATCC 16404 resting cells leads to two unexpected thio conjugates. Compound (1) is formed by the addition of the cysteine metabolite 3-mercaptolactate to the double bond of Sch-642305. Compound (1) undergoes an intramolecular rearrangement to give compound (2), which contains two rings: a five-membered hydroxylactone ring and a five-membered thiophene ring. The absolute configuration of compound (1) is similar to that of the parent compound, but the configuration of the mercaptolactate side-chain was not determined. The absolute configuration of compound (2) was deduced from the crystal structure and confirmed by the anomal effect of the sulfur atom. To the best of our knowledge, this is the first time such a conjugation rearrangement reactions were observed. The biological significance and the reaction mechanisms are discussed. Compound (1) exhibits a weak antimicrobial activity against Gram-positive bacteria, whereas derivatives (1) and (2) showed an IC₅₀ of 1 and 1.2 μM, respectively, against colonic epithelial cancer cells. PMID:22975164

  5. Polychlorinated Biphenyls and Biotransformation Enzymes in Three Species of Sea Turtles from the Baja California Peninsula of Mexico

    OpenAIRE

    Richardson, K L; Lopez Castro, M.; Gardner, S. C.; Schlenk, D.

    2009-01-01

    Concentrations of polychlorinated biphenyls (PCBs) as well as the expression patterns of cytochrome P450 (CYP) enzymes and glutathione-S-transferase (GST) activities were measured in livers of loggerhead (Caretta caretta), green (Chelonia mydas), and olive ridley (Lepidocheyls olivacea) sea turtles from the Baja California peninsula of Mexico. The mean concentrations of total PCBs were 18.1, 10.5, and 15.2 ng/g wet weight (ww) respectively for the three species and PCB 153 was the dominant co...

  6. Biotransformation of citrinin to decarboxycitrinin using an organic solvent-tolerant marine bacterium, Moraxella sp. (MB1)

    Digital Repository Service at National Institute of Oceanography (India)

    PrabhaDevi; Naik, C.G.; Rodrigues, C.

    -coated with 200 mm layer of Silica gel 60 F254 (Merk KgaA, Damstadt, Germany, Cat No. 1.05554). The plates were developed using chloroform: acetic acid (99:1%) and visualized after keeping the plates in iodine chamber for 2 minutes. Another set of flask... mol of sample was dissolved in methanol containing 0.1% formic acid in water. Sample was introduced using a syringe infusion pump and the scan rate was 1sec/cycle. About 10 scans were averaged to get a spectrum. For obtaining 1H NMR data...

  7. BIOTRANSFORMATION AND GENOTOXICITY OF THE DRINKING WATER DISINFECTION BYPRODUCT BROMODICHLOROMETHANE: DNA BINDING MEDIATED BY GLUTATHIONE TRANSFERASE THETA 1-1

    Science.gov (United States)

    The drinking water disinfection byproduct bromodichloromethane (CHBrCl2) waspreviously shown to be mutagenic in Salmonella typhimurium that overexpress rat glutathionetransferase theta 1-1 (GSTT1-1). Several experimental approaches were undertaken in this studyto inve...

  8. Continuous adsorption and biotransformation of micropollutants by granular activated carbon-bound laccase in a packed-bed enzyme reactor.

    Science.gov (United States)

    Nguyen, Luong N; Hai, Faisal I; Dosseto, Anthony; Richardson, Christopher; Price, William E; Nghiem, Long D

    2016-06-01

    Laccase was immobilized on granular activated carbon (GAC) and the resulting GAC-bound laccase was used to degrade four micropollutants in a packed-bed column. Compared to the free enzyme, the immobilized laccase showed high residual activities over a broad range of pH and temperature. The GAC-bound laccase efficiently removed four micropollutants, namely, sulfamethoxazole, carbamazepine, diclofenac and bisphenol A, commonly detected in raw wastewater and wastewater-impacted water sources. Mass balance analysis showed that these micropollutants were enzymatically degraded following adsorption onto GAC. Higher degradation efficiency of micropollutants by the immobilized compared to free laccase was possibly due to better electron transfer between laccase and substrate molecules once they have adsorbed onto the GAC surface. Results here highlight the complementary effects of adsorption and enzymatic degradation on micropollutant removal by GAC-bound laccase. Indeed laccase-immobilized GAC outperformed regular GAC during continuous operation of packed-bed columns over two months (a throughput of 12,000 bed volumes). PMID:26803903

  9. Metabolic pathways of biotransformation and biosynthesis of aromatic compounds for the flavour industry by the basidiomycete Pycnoporus cinnabarinus

    OpenAIRE

    Asther, Marcel; Lomascolo, A.; Asther, M.; Moukha, S.; Lesage-Meessen, L.

    1998-01-01

    Among filamentous fungi, white-rot Basidiomycetes have become a strategic group to generate industrial aromatic flavours. In the course of a basidiomycete screening, the biotechnological potential of #Pycnoporus cinnabarinus$ strains was studied in order to produce, by transformation or de novo, natural aromatic flavours in liquid cultures. Ferulic acid and L-phenylalanine were found to be suitable substrates for vanillin and benzaldehyde (bitter almond aroma) production, respectively. These ...

  10. 生物法生产香兰素研究进展%Advances in Production of Vanillin by Biotransformation

    Institute of Scientific and Technical Information of China (English)

    欧仕益; 李爱军; 包惠燕; 傅亮

    2004-01-01

    香兰素广泛用于食品工业和其它行业中,世界上年消费量达6000吨.目前市场上销售的香兰素主要为人工合成,但天然香兰素更受人们欢迎,价格也高得多.本文综述了国外采用生物方法利用不同前体物质生产香兰素的研究进展.

  11. Highly Efficient Biotransformation of Eugenol to Ferulic Acid and Further Conversion to Vanillin in Recombinant Strains of Escherichia coli

    OpenAIRE

    Overhage, Jörg; Steinbüchel, Alexander; Priefert, Horst

    2003-01-01

    The vaoA gene from Penicillium simplicissimum CBS 170.90, encoding vanillyl alcohol oxidase, which also catalyzes the conversion of eugenol to coniferyl alcohol, was expressed in Escherichia coli XL1-Blue under the control of the lac promoter, together with the genes calA and calB, encoding coniferyl alcohol dehydrogenase and coniferyl aldehyde dehydrogenase of Pseudomonas sp. strain HR199, respectively. Resting cells of the corresponding recombinant strain E. coli XL1-Blue(pSKvaomPcalAmcalB)...

  12. Physiological disposition and biotransformation of [allyl-1', 3' - 14C naloxone in the rat and some comparative observations on nalorphine.

    Science.gov (United States)

    Misra, A L; Pontani, R B; Vadlamani, N L; Mulé, S J

    1976-02-01

    A sensitive method is described for the estimation of [14C]naloxone in biological materials. After a 1 mg/kg s.c. dose of [14C]naloxone to male Wistar rats, mean peak levels of drug in brain (506 ng/g) and plasma (119 ng/ml) were attained within 15 minutes. No persistence of drug in brain was observed at this dose. After a 10 mg/kg s.c. dose, the peak levels of naloxone in brain and plasma were 4.31 mug/g and 1.27 mug/ml, respectively, and extensive localization of extractable free drug and its minor metabolite, naloxol, occurred in tissues with high levels in kidney, spleen, lung, heart, skeletal muscle and somewhat lower concentration in the liver. The T1/2 of naloxone and nalorphine in rat brain and plasma with 1 and 10 mg/kg s.c. doses was 0.4 hour. With a 10 mg/kg dose, significant amounts of radioactivity persisted in tissues but not in plasma 96 hours after injection. The brain/plasma ratios and degree of plasma-protein binding were significantly higher for naloxone as compared to nalorphine. The amounts of free naloxone excreted as a percentage of the dose in urine and feces 96 hours after injection of the 10 mg/kg s.c. dose were 4.1 and 3.9 (for nalorphine 4.7 and 8.3); conjugated drug 15.4 and 1.2 (for nalorphine 13 and 0.9); total radioactivity 43.3 and 20.9 (for nalorphine 34.8 and 19.2), respectively. Naloxone-3-glucuronide (major), 3-sulfate (minor), naloxol and conjugated naloxol (minor), 7,8-dihydro-14-hydroxynormorphine, 7,8-dihydro-14-hydroxynormorphine and their conjugates were shown to be the metabolites of naloxone. In addition, tentative evidence was obtained for two polar hydroxylated metabolites (with hydroxylation presumably in the 17-side chain or in position 2 of the aromatic nucleus). 7,8-Dihydro-14-hydroxynormorphinone and 2-polar metabolites were also observed in brain. Rapid metabolism of naloxone and rapid elimination are important factors in its short duration of action. Possible relevance of these observations on differential antagonistic properties of these two antagonists are discussed. PMID:1255476

  13. Impact of biotransformation and bioavailability on the toxicity of the insecticides alpha-cypermethrin and chlorfenvinphos in earthworm.

    Science.gov (United States)

    Hartnik, Thomas; Styrishave, Bjarne

    2008-11-26

    Knowledge about the bioavailability and metabolism of pesticides in soil organisms facilitates interpretation of its toxicity in soil. The present study relates uptake kinetics and metabolism of two insecticides, the pyrethroid alpha-cypermethrin (alpha-CYP) and the organophosphate chlorfenvinphos (CFVP), in the earthworm Eisenia fetida to their lethal and sublethal toxicity. Experiments were conducted in two soils with different organic matter contents to provide media with contrasting sorption capacity for the insecticides. The results showed that organophosphate CFVP was, when taken up by earthworms, rapidly and irreversibly bound to biomolecules and the fraction of extractable parent insecticide and metabolites was low. In contrast, alpha-CYP was rapidly metabolized by earthworms but did not form conjugates. It seems that the phase II metabolism of alpha-CYP is inhibited in earthworms, resulting in an increasing accumulation of its metabolites. Instantaneous binding of non-altered CFVP to the target site presumably resulted in a higher toxicity compared to alpha-CYP and explains the small difference between lethal and reproduction toxicity. For alpha-CYP, however, accumulation of alpha-CYP metabolites in earthworms during chronic exposure may explain the large observed difference between lethal and sublethal toxicity. Bioaccumulation and toxicity of either insecticide decreased with increasing organic matter content in soil, emphasizing the role of compound sorption on bioavailability and toxicity for soil organisms.

  14. Bio-transformation of agri-food wastes by newly isolated Neurospora crassa and Lactobacillus plantarum for egg production.

    Science.gov (United States)

    Liu, P; Li, J; Deng, Z

    2016-03-01

    Using bio-transferred feedstuff was a cost-effective approach to improve egg quality and production; particularly, the nutritive diet came from agri-food wastes. In this study, optimization of fermentation conditions and co-cultivation of Neurospora crassa with Lactobacillus plantarum was performed in a simple bioreactor. The optimized fermentation of beer lees substrates through N. crassa led to the hydrolysis rates of crude fiber increasing to 43.27%. Compared to that of using N. crassa alone, the combination of N. crassa and L. plantarum enhanced the content of amino acids (13,120 to 18,032 mg/100 g) on oil-tea seed cake substrates particularly. When hens were fed 10% fermented oil-tea seedcake substrate, the ratio of feed to egg decreased from 3.1 to 2.6, egg production ratio increased from 65.71 to 80.10%, and color of vitelline (Roche) increased from 8.20 to 10.20. Fifteen kinds of carotenoids were identified by HPLC in fermented oil-tea seed cake substrates. The results of this study highlighted that the mixed-fermentation by N. crassa and L. plantarum may be an effective way to convert agri-food wastes into high-valued biomass products, which could have a positive effect on hens and their eggs. PMID:26740129

  15. Purification and partial characterization of a peroxidase from plant cell cultures of Cassia didymobotrya and biotransformation studies.

    Science.gov (United States)

    Vitali, A; Botta, B; Delle Monache, G; Zappitelli, S; Ricciardi, P; Melino, S; Petruzzelli, R; Giardina, B

    1998-04-15

    An acidic peroxidase (EC 1.11.1.7) produced by cell suspension cultures of Cassia didymobotrya (wild senna) was purified from culture medium collected on the 29th day. The enzyme was shown to be a glycoprotein with a pI of 3.5, a molecular mass of approx. 43 kDa by SDS/PAGE and 50 kDa by gel filtration. The N-terminal sequence was very similar to those of other plant peroxidases. The peroxidase was characterized by a high specificity towards coniferyl alcohol and other natural phenolics such as guaiacol and ferulic and caffeic acids. These findings suggest that the enzyme is involved in lignification processes of the cell wall. Moreover, the enzyme was able to catalyse the oxidation of 4,3',4'-trihydroxychalcone and 4, 3',4'-trihydroxy-3-methoxychalcone to the corresponding 3, 3'-biflavanones, as mixtures of racemic and meso forms.

  16. Biotransformation of 1-nitropyrene to 1-aminopyrene and N-formyl-1-aminopyrene by the human intestinal microbiota

    Energy Technology Data Exchange (ETDEWEB)

    Manning, B.W.; Cerniglia, C.E.; Federle, T.W.

    1986-01-01

    The nitropolycyclic aromatic hydrocarbon 1-nitropyrene (1-NP) is an environmental pollutant, a potent bacterial and mammalian mutagen, and a carcinogen. The metabolism of 1-NP by the human intestinal microbiota was studied using a semicontinuous culture system that simulates the colonic lumen. (/sup 3/H)-1-Nitropyrene was metabolized by the intestinal microbiota to 1-aminopyrene (1-AP) and N-formyl-1-aminopyrene (FAP) as determined by high-performance liquid chromatography (HPLC) and mass spectrometry. Twenty-four hours after the addition of (/sup 3/H)-1-NP, the formylated compound and 1-AP accounted for 20 and 80% of the total metabolism respectively. This percentage increased to 66% for FAP after 24 h following 10 d of chronic exposure to unlabeled 1-NP, suggesting metabolic adaptation to 1-NP by the microbiota. Both 1-AP and FAP have been shown to be nonmutagenic towards Salmonella typhimurium TA98, which indicates that the intestinal microflora may potentially detoxify 1-NP.

  17. Modulation of antioxidant and biotransformation enzymes in the gills of Perna viridis (L.) exposed to water accomodate fraction of diesel

    Digital Repository Service at National Institute of Oceanography (India)

    Jena, K.B.; Verlecar, X.N.; Chainy, G.B.N.

    Investigations on the effect of oils on the oxidative stress and antioxidant molecules in gills of Perna viridis were carried out under controlled laboratory conditions. For this purpose water accommodate fraction of diesel oil at 0.5 arid 5% were...

  18. The biotransformation of benzene derivatives. The influence of active site and substrate characteristics on the metabolic fate.

    OpenAIRE

    Koerts, J.

    1996-01-01

    The amount of newly developed chemicals such as agrochemicals, drugs and food additives in our modem society is ever increasing. The industrial production, use and also the release in the environment of these chemicals expose organisms to these xenobiotics. Due to the often hydrophobic character of these xenobiotics they can be easily absorbed and accumulated in the body. However, organisms defend themselves against these agents by converting them enzymatically to more hydrophilic easily excr...

  19. Biotransformation of the flavonoid tiliroside to 7-methylether tiliroside: bioactivity of this metabolite and of its acetylated derivative.

    Science.gov (United States)

    Demetzos, C; Magiatis, P; Typas, M A; Dimas, K; Sotiriadou, R; Perez, S; Kokkinopoulos, D

    1997-07-01

    Incubation of kaempferol-3-O-beta-D-(6"-E-p-coumaroyl)-glucopyranoside (tiliroside) (1) with Aspergillus nidulans gives the 7-methyl ether of tiliroside (2) which is a new compound. Its structure is determined by spectroscopic methods. Cytotoxic studies of 2 and of its acetylated derivative 2a were carried out in vitro against fourteen human leukemic cell lines. Results clearly show that compound 2 is ineffective against all leukemic cell lines tested. On the contrary, compound 2a exhibited cytotoxic activity against four of the cell lines (HL60, DAUDI, HUT78 and MOLT3) and additionally, a dose- and time-dependent effect on DNA synthesis.

  20. Metabolic biotransformation of copper-benzo[a]pyrene combined pollutant on the cellular interface of Stenotrophomonas maltophilia.

    Science.gov (United States)

    Chen, Shuona; Yin, Hua; Tang, Shaoyu; Peng, Hui; Liu, Zehua; Dang, Zhi

    2016-03-01

    Previous studies have confirmed that Stenotrophomonas maltophilia can bind an appreciable amount of Cu(II) and degrade BaP. However, the removal mechanisms of Cu(II) coexisted with BaP by S. maltophilia are still unclear. In this study, the micro-interaction of contaminants on the cellular surface was investigated. The results indicated that carboxyl groups played an important role in the binding of copper to the thallus and that the cell walls were the main adsorption sites. Nevertheless, these reactive groups had no obvious effect on the uptake of BaP. Instead, the disruption and modification of cell walls accelerated transportation of BaP across the membrane into cells. The observation of SEM-EDS confirmed that Cu(II) would be adsorbed and precipitated onto the cell surface but would also be removed by extracellular precipitation when BaP coexisted. And the XPS analysis reflected that part of Cu(II) bound onto biosorbents changed into Cu(I) and Cu.

  1. Fate of cocaine drug biomarkers in sewer system: the role of suspended solids in biotransformation and sorption

    OpenAIRE

    Ramin, Pedram; Brock, Andreas Libonati; Polesel, Fabio; Causanilles Llanes, Ana; Emke, Erik; De Voogt, Pim; Plósz, Benedek G.

    2016-01-01

    Biochemical processes determining the fate of micropollutants in wastewater are not limited to treatment plants (WWTPs), occurring also in sewer systems after discharge by excretion. In-sewer processes are associated mainly to the presence of biofilm attached on pipelines and suspended solids in raw sewage. Among existing micropollutants, in-sewer fate assessment is specifically relevant to illicit drugs, impacting the calculation of consumption levels in catchments according to the wastewate...

  2. Biotransformation of pharmaceuticals in surface water and during waste water treatment: Identification and occurrence of transformation products.

    Science.gov (United States)

    Boix, Clara; Ibáñez, María; Sancho, Juan V; Parsons, John R; de Voogt, Pim; Hernández, Félix

    2016-01-25

    Venlafaxine, gemfibrozil, ibuprofen, irbesartan and ofloxacin are highly-consumed pharmaceuticals that show considerable removal efficiencies (between 40 and 98%) in wastewater treatment plants (WWTPs). Consequently, they are expected to generate transformation products (TPs) during wastewater treatment and in surface water (SW) receiving WWTP effluent. In this work, degradation experiments for these five pharmaceuticals have been carried out with SW and WWTP activated sludge under laboratory-controlled aerobic conditions to identify their transformation products by liquid chromatography coupled to time-of-flight mass spectrometry (LC-QTOF MS). Initially, 22 pharmaceutical TPs were tentatively identified. A retrospective analysis was performed in effluent wastewater (EWW) and SW samples. All parent compounds as well as several TPs were found in some of the selected EWW and SW samples. Additionally, valsartan and 3 TPs were also detected by searching for common fragments in these waters. It is important to highlight that some TPs, such as O-desmethyl-venlafaxine and an oxidized gemfibrozil TP, were more frequently found than their corresponding parent compounds. On the basis of these results, it would be recommendable to include these TPs (at least those found in EWW and SW samples analyzed) in monitoring programs in order to gain a more realistic understanding of the impact of pharmaceuticals on water quality. PMID:26476304

  3. MICROCOSM AND IN-SITU FIELD STUDIES OF ENHANCED BIOTRANSFORMATION OF TRICHLOROETHYLENE BY PHENOL-UTILIZING MICROORGANISMS

    Science.gov (United States)

    The ability of different aerobic groundwater microorganisms to cometabolically degrade trichloroethylene (TCE), 1,2-cis-dichloroethylene (c-DCE), and 1,2-trans-dichloroethylene (t-DCE) was evaluated both in groundwater-fed microcosms and in situ in a shallow aquifer. Microcosms a...

  4. Treatment and biotransformation of highly polluted agro-industrial wastewater from a palm oil mill into vermicompost using earthworms.

    Science.gov (United States)

    Lim, Su Lin; Wu, Ta Yeong; Clarke, Charles

    2014-01-22

    In this laboratory-scale study, earthworms were introduced as biodegraders of palm oil mill effluent (POME), which is a wastewater produced from the wet process of palm oil milling. POME was absorbed into amendments (soil or rice straw) in different ratios as feedstocks for the earthworm, Eudrilus eugeniae. The presence of earthworms led to significant increases in pH, electrical conductivity, and nutrient content but decreases in the C/N ratio (0.687-75.8%), soluble chemical oxygen demand (19.7-87.9%), and volatile solids (0.687-52.7%). However, earthworm growth was reduced in all treatments by the end of the treatment process. Rice straw was a better amendment/absorbent relative to soil, with a higher nutrient content and greater reduction in soluble chemical oxygen demand with a lower C/N ratio in the vermicompost. Among all treatments investigated, the treatment with 1 part rice straw and 3 parts POME (w/v) (RS1:3) produced the best quality vermicompost with high nutritional status. PMID:24372356

  5. ALTERATIONS IN SEXUALLY DIMORPHIC BIOTRANSFORMATION OF TESTOSTERONE IN JUVENILE AMERICAN ALLIGATORS (ALLIGATOR MISSISSIPPIENSIS) FROM CONTAMINATED LAKES. (R826129)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  6. Bio-transformation of agri-food wastes by newly isolated Neurospora crassa and Lactobacillus plantarum for egg production.

    Science.gov (United States)

    Liu, P; Li, J; Deng, Z

    2016-03-01

    Using bio-transferred feedstuff was a cost-effective approach to improve egg quality and production; particularly, the nutritive diet came from agri-food wastes. In this study, optimization of fermentation conditions and co-cultivation of Neurospora crassa with Lactobacillus plantarum was performed in a simple bioreactor. The optimized fermentation of beer lees substrates through N. crassa led to the hydrolysis rates of crude fiber increasing to 43.27%. Compared to that of using N. crassa alone, the combination of N. crassa and L. plantarum enhanced the content of amino acids (13,120 to 18,032 mg/100 g) on oil-tea seed cake substrates particularly. When hens were fed 10% fermented oil-tea seedcake substrate, the ratio of feed to egg decreased from 3.1 to 2.6, egg production ratio increased from 65.71 to 80.10%, and color of vitelline (Roche) increased from 8.20 to 10.20. Fifteen kinds of carotenoids were identified by HPLC in fermented oil-tea seed cake substrates. The results of this study highlighted that the mixed-fermentation by N. crassa and L. plantarum may be an effective way to convert agri-food wastes into high-valued biomass products, which could have a positive effect on hens and their eggs.

  7. The biotransformation of benzene derivatives. The influence of active site and substrate characteristics on the metabolic fate.

    NARCIS (Netherlands)

    Koerts, J.

    1996-01-01

    The amount of newly developed chemicals such as agrochemicals, drugs and food additives in our modem society is ever increasing. The industrial production, use and also the release in the environment of these chemicals expose organisms to these xenobiotics. Due to the often hydrophobic character of

  8. Precipitation of nanoscale mercuric sulfides in the presence of natural organic matter: Structural properties, aggregation, and biotransformation

    Science.gov (United States)

    Pham, Anh Le-Tuan; Morris, Amanda; Zhang, Tong; Ticknor, Jonathan; Levard, Clément; Hsu-Kim, Heileen

    2014-05-01

    Mercuric sulfide species are likely the predominant forms of mercury (Hg) in anoxic environments where the bioavailability of Hg is a key factor for the production of methylmercury (MeHg) by microorganisms. Dissolved organic matter (DOM) is known to affect the formation, aggregation, and dissolution of HgS particles; however the connection of these processes to Hg bioavailability is not well understood. The objectives of this study were to gain insights into the molecular structure and aggregation properties of nanoscale HgS particles that were formed and aged in the presence of DOM and to link this information to bioavailability for methylating bacteria. Characterization of nanoscale HgS was performed with a series of techniques including transmission electron microscopy, photon scattering, X-ray diffraction, and X-ray absorption spectroscopy. The characterization results indicated that the HgS precipitates formed were metacinnabar-like spherical nanoparticles that were 3-5 nm in diameter. Over the course of the aging process, HgS nanoparticles (nano-HgS) agglomerated to form mass-fractal aggregates, although the size of each primary particle within the aggregates remained unchanged. Furthermore, the crystallinity of nano-HgS increased as the particles aged. The methylation potential of nano-HgS by sulfate-reducing bacteria decreased during the aging process. No clear correlation was observed between the net productions of MeHg and the concentrations of dissolved Hg(II) in the culture media, suggesting that the decrease in the methylation potential of aged nano-HgS was not simply because of the slower supply of dissolved Hg(II) by nano-HgS. While the link between the aging of nano-HgS and decrease of methylation potential is not fully understood, the results of our study indicate that freshly formed HgS particles in DOM-rich water will include a variety of nanoscale structures that have a wide range of methylation potentials. This knowledge provides a basis for better prediction of mercury bioavailability and MeHg production in contaminated environments.

  9. Toxicity of arsenic species to three freshwater organisms and biotransformation of inorganic arsenic by freshwater phytoplankton (Chlorella sp. CE-35).

    Science.gov (United States)

    Rahman, M Azizur; Hogan, Ben; Duncan, Elliott; Doyle, Christopher; Krassoi, Rick; Rahman, Mohammad Mahmudur; Naidu, Ravi; Lim, Richard P; Maher, William; Hassler, Christel

    2014-08-01

    In the environment, arsenic (As) exists in a number of chemical species, and arsenite (As(III)) and arsenate (As(V)) dominate in freshwater systems. Toxicity of As species to aquatic organisms is complicated by their interaction with chemicals in water such as phosphate that can influence the bioavailability and uptake of As(V). In the present study, the toxicities of As(III), As(V) and dimethylarsinic acid (DMA) to three freshwater organisms representing three phylogenetic groups: a phytoplankton (Chlorella sp. strain CE-35), a floating macrophyte (Lemna disperma) and a cladoceran grazer (Ceriodaphnia cf. dubia), were determined using acute and growth inhibition bioassays (EC₅₀) at a range of total phosphate (TP) concentrations in OECD medium. The EC₅₀ values of As(III), As(V) and DMA were 27 ± 10, 1.15 ± 0.04 and 19 ± 3 mg L(-1) for Chlorella sp. CE-35; 0.57 ± 0.16, 2.3 ± 0.2 and 56 ± 15 mg L(-1) for L. disperma, and 1.58 ± 0.05, 1.72 ± 0.01 and 5.9 ± 0.1 mg L(-1) for C. cf. dubia, respectively. The results showed that As(III) was more toxic than As(V) to L. disperma; however, As(V) was more toxic than As(III) to Chlorella sp. CE-35. The toxicities of As(III) and As(V) to C. cf. dubia were statistically similar (p>0.05). DMA was less toxic than iAs species to L. disperma and C. cf. dubia, but more toxic than As(III) to Chlorella sp. CE-35. The toxicity of As(V) to Chlorella sp. CE-35 and L. disperma decreased with increasing TP concentrations in the growth medium. Phosphate concentrations did not influence the toxicity of As(III) to either organism. Chlorella sp. CE-35 showed the ability to reduce As(V) to As(III), indicating a substantial influence of phytoplankton on As biogeochemistry in freshwater aquatic systems.

  10. Biotransformation of finasteride by Ocimum sanctum L., and tyrosinase inhibitory activity of transformed metabolites: experimental and computational insights.

    Science.gov (United States)

    Ali, Sajid; Nisar, Muhammad; Iriti, Marcello; Shah, Mohammad Raza; Mahmud, Maqsood; Ali, Ihsan; Khan, Inamullah

    2014-12-01

    Transformation of Finasteride (I) by cell suspension cultures of Ocimum sanctum L. was investigated. Fermentation of compound (I) with O. sanctum afforded three oxidized derivatives, 16β-hydroxyfinasteride (II), 11α-hydroxyfinasteride (III) and 15β-hydroxyfinasteride (IV). Among these metabolites, compound (II) was a new metabolite. Compound (I) and its derivatives were studied for their tyrosinase inhibition assay. All test compounds exhibited significant activity compared to standard drug kojic acid, with compound IV being the most potent member with an IC50 of 1.87μM. Molecular docking revealed significant molecular interactions behind the potent tyrosinase inhibitory activity of the tested compounds. PMID:25159102

  11. Effects of x-irradiation on steroid biotransformations by testicular tissue. Final report, May 1, 1966--July 31, 1976

    International Nuclear Information System (INIS)

    A number of parameters of testicular and body function were investigated after various dosages of x-irradiation to ascertain: what relationship they have to the radiation syndrome and testicular repression and regeneration of the rat; and how sensitive these parameters are to radiation. Changes in androgen synthesis were not well correlated with either body or gonad weights, hematocrit values or testicular histology. Lipid peroxidation, catalase activity, metabolism of testosterone, prostaglandins, cyclic nucleotides and serotonin metabolism were all related to the direct effects of radiation on the male gonad. Indirect effects on the testis appear to be mediated by serotonin and the pineal gland. The pineal gland appeared to be responsible for variations in androgen synthesis and radiosensitivity of the testis through its secretory products-melatonin and arginine vasopressin. These compounds have the capacity of inducing endocrine rhythms by affecting: the hypothalamus-pituitary axis; the liver; and/or the gonad directly

  12. Effects of x-irradiation on steroid biotransformations by testicular tissue. Final report, May 1, 1966--July 31, 1976. [Rats

    Energy Technology Data Exchange (ETDEWEB)

    Ellis, L.C.

    1976-08-01

    A number of parameters of testicular and body function were investigated after various dosages of x-irradiation to ascertain: what relationship they have to the radiation syndrome and testicular repression and regeneration of the rat; and how sensitive these parameters are to radiation. Changes in androgen synthesis were not well correlated with either body or gonad weights, hematocrit values or testicular histology. Lipid peroxidation, catalase activity, metabolism of testosterone, prostaglandins, cyclic nucleotides and serotonin metabolism were all related to the direct effects of radiation on the male gonad. Indirect effects on the testis appear to be mediated by serotonin and the pineal gland. The pineal gland appeared to be responsible for variations in androgen synthesis and radiosensitivity of the testis through its secretory products-melatonin and arginine vasopressin. These compounds have the capacity of inducing endocrine rhythms by affecting: the hypothalamus-pituitary axis; the liver; and/or the gonad directly.

  13. Biotransformation of pharmaceuticals in surface water and during waste water treatment: identification and occurrence of transformation products

    NARCIS (Netherlands)

    C. Boix; M. Ibáñez; J.V. Sancho; J.R. Parsons; P. de Voogt; F. Hernández

    2015-01-01

    Venlafaxine, gemfibrozil, ibuprofen, irbesartan and ofloxacin are highly-consumed pharmaceuticals that show considerable removal efficiencies (between 40 and 98%) in wastewater treatment plants (WWTPs). Consequently, they are expected to generate transformation products (TPs) during wastewater treat

  14. Role of biotransformation in the activation of rat hepatic phospholipase C by carbon tetrachloride and related haloalkanes

    International Nuclear Information System (INIS)

    CCl4 exerts its hepatotoxicity through a reactive metabolite. Phospholipid degradation has been proposed as a mechanism by which CCl4-induced alterations at the endoplasmic reticulum result in damage to organelles distant from it. Activation of the hepatic phospholipid degradative enzyme phospholipase C (PLC) occurs rapidly after CCl4 exposure, yet the role of CCl4 metabolites in this activation has been uncertain. 1000 g rat hepatocellular fractions exposed to CCl4 exhibited time- and concentration-dependent increases in the conversion of membrane bound 14C-phosphatic acid into 14C-neutral lipid when 14C-glycerol-3-phosphate was incubated with the fraction in the presence of Ca2+, CoA, ATP, and palmitate. CCl4-induced PLC activation in the presence of NADPH (when CCl4 metabolism occurred) was 2-3 fold greater than in its absence at CCl4 concentrations below 1 mM. The metabolism-dependent activation occurred subsequent to the plateau of CCl4 metabolism, and was inhibited by metyrapone,whereas the metabolism-independent component was not

  15. The ultilization of whole-body autoradiography and allied tracer techniques in distribution and biotransformation studies of N-nitrosamines

    International Nuclear Information System (INIS)

    The tissue disposition of various N-nitrosamines has been examined by whole-body autoradiography and allied tracer techniques in a series of studies. Tracing of N-nitrosamine-metabolizing tissues was a major purpose of the studies. The data obtained provide evidence that the in vivo localization of N-nitrosamine metabolites in various tissues is almost invariably due to local metabolism in the same tissues and that the tumourigenesis by N-nitrosamines is to a considerable extent correlated with this metabolism. The epithelial linings of the upper digestive tract and respiratory pathways were usually very active in N-nitrosamine metabolism, and these tissues also were prevalent sites for N-nitrosamine carcinogenesis. The presence of cytochrome P-450 activity has been shown in these structures and may normally play a role in defending the body against unrestrained uptake of xenobiotics. However, noxious effects may instead be induced for chemicals bioacivated by cytochrome P-450-dependent reactions, such as N-nitrosamines. (author)

  16. Challenges and Opportunities for Increasing the Knowledge Base Related to Drug Biotransformation and Pharmacokinetics during Growth and Development.

    Science.gov (United States)

    Leeder, J Steven; Meibohm, Bernd

    2016-07-01

    It is generally acknowledged that there is a need and role for informative pharmacokinetic models to improve predictions and simulation as well as individualization of drug therapy in pediatric populations of different ages and developmental stages. This special issue contains more than 20 papers responding to the challenge of providing new information on scaling factors, ontogeny functions for drug metabolizing enzymes and transporters, the mechanisms underlying the observed developmental trajectories for these gene products, age-dependent changes in physiologic processes affecting drug disposition in children, as well as in vitro and in vivo studies describing the relative contribution of ontogeny and genetic factors as sources of variability in drug disposition in children. Considered together, these contributions serve to illustrate some of the current limitations regarding sample availability, number, and quality, but also provide a framework that allows for the potential value of the results of a given study to be interpreted within the context of these limitations. Among the challenges for the future are improving our understanding of the mechanisms regulating age-dependent changes in factors influencing drug disposition and response, thereby facilitating generalization to systems lacking detailed data, better integrating age-dependent changes in pharmacokinetics with age-dependent changes in pharmacodynamics, and allowing better predictability and individualization of drug disposition and response across the pediatric age spectrum. PMID:27302933

  17. Mutagenicity of N-nitrosodiethanolamine in a V79-derived cell line expressing two human biotransformation enzymes.

    Science.gov (United States)

    Liu, Yungang; Glatt, Hansruedi

    2008-08-25

    N-nitrosodiethanolamine (NDELA) has demonstrated carcinogenic activity in various rodent models. However, it is negative or only weakly active in standard in vitro genotoxicity assays. This poor response might be due to the requirement of specific enzymes for its activation. Previous work indicated that cytochrome P450 (CYP) 2E1, alcohol dehydrogenases and sulphotransferases (SULTs) can convert NDELA into reactive metabolites. We report here that NDELA induces concentration-dependent gene mutations (at the hprt locus) in V79-hCYP2E1-hSULT1A1 cells, engineered for expression of human CYP2E1 and human SULT1A1, but is inactive in parental V79 cells. Mutagenicity of NDELA in V79-hCYP2E1-hSULT1A1 cells was abolished by the CYP2E1 inhibitor 1-aminobenzotriazole, but unaffected by the SULT1A1 inhibitor pentachlorophenol. The efficiency and specificity of these inhibitors was demonstrated in gene mutation assays using SULT- and CYP2E1-dependent reference mutagens, 2-nitropropane and N-nitrosodimethylamine, respectively. In this study, it is documented for the first time that NDELA can induce gene mutations in mammalian cells. Whereas human CYP2E1 was required for its activation, human SULT1A1 was not involved either in its activation or its inactivation in our cell model. PMID:18616954

  18. Biotransformation of Momordica charantia fresh juice by Lactobacillus plantarum BET003 and its putative anti-diabetic potential

    OpenAIRE

    Mazlan, Farhaneen Afzal; Annuar, M. Suffian M.; Sharifuddin, Yusrizam

    2015-01-01

    Lactobacillus plantarum BET003 isolated from Momordica charantia fruit was used to ferment its juice. Momordica charantia fresh juice was able to support good growth of the lactic acid bacterium. High growth rate and cell viability were obtained without further nutrient supplementation. In stirred tank reactor batch fermentation, agitation rate showed significant effect on specific growth rate of the bacterium in the fruit juice. After the fermentation, initially abundant momordicoside 23-O-β...

  19. BIOTRANSFORMATION OF 2,4,6-TRINITROTOLUENE IN A CONTINUOUS-FLOW ANABAENA SP. SYSTEM. (R825513C013)

    Science.gov (United States)

    Reductive transformation of 2,4,6-trinitrotoluene (TNT) was observed in a continuous-flow system of Anabaena sp. operated for 33 d with a 5.7 d hydraulic retention time and a range of influent TNT concentrations of 1–58 mg/l. The TNT removal effici...

  20. Altered intestinal bile salt biotransformation in a cystic fibrosis (Cftr(-/-)) mouse model with hepato-biliary pathology

    NARCIS (Netherlands)

    Bodewes, Frank A. J. A.; van der Wulp, Mariette Y. M.; Beharry, Satti; Doktorova, Marcela; Havinga, Rick; Boverhof, Renze; Phillips, M. James; Durie, Peter R.; Verkade, Henkjan J.

    2015-01-01

    Background: Cftr(-/-tm1UC) mice develop progressive hepato-biliary pathology. We hypothesize that this liver pathology is related to alterations' in biliary bile hydrophobicity and bile salt metabolism in Cftr(-/-tm1Unc) mice. Methods: We determined bile production, biliary and fecal bile salt- and

  1. Optimization of the in Vitro Oxidative Biotransformation of Glimepiride as a Model Substrate for Cytochrome P450 Using Factorial Design

    Directory of Open Access Journals (Sweden)

    Sadhana J Rajput

    2012-09-01

    Full Text Available Background and purpose of the study Glimepiride (GLM was chosen as a model substrate in order to determine the kinetic parameters for in vitro metabolism via human liver micrososmes (HLM. We aimed to optimize the turnover of the substrate by the test system in relation to incubation time and HLM concentration in such a way that it was linearly dependent on time and less than 20% of the substrate was consumed which utilized the lowest amount of the HLM. Further we aimed to report Km and Vmax values for GLM.Methods:Linearity of enzyme reactions in microsomal incubations was assessed by monitoring the effect of incubation time (from 5 to 60 min and HLM concentration (from 0.2 to 0.75 mg/ml on metabolite formation of GLM. The ideal conditions for turnover of GLM were justified using 3x3 factorial design. F value was calculated to confirm the omission of insignificant terms from the full-model to derive a reduced- model polynomial equation. The regression equation was used to develop a contour plot that showed turnover rate within the limits of this design. The optimized reaction velocity data was extrapolated to carry out the kinetic studies in vitro to generate a saturation curve for the determination of Km and Vmax values. Results:The reaction was found to be linear with respect to both incubation time between 24 and 50 min and HLM concentration between 0.3 to 0.65 mg/ml. The Km and Vmax values obtained by nonlinear least squares regression method was found to be 28.9 +/- 2.97 muMole and 0.559 +/- 0.017 muMole respectively. Lineweaver-Burk plot was also used to estimate Km and Vmax which yield value of 29.411 +/- 1.25 muMole and 0.571 +/- 0.020 muMole/min/mg protein respectively. Major conclusion The statistical approach successfully allows for the optimization of reaction time course experiments. The results obtained with linear as well as the nonlinear transformation were found to be in close agreement with each other which shows the best precision for estimates of Km and Vmax.

  2. Development of a fully integrated falling film microreactor for gas-liquid-solid biotransformation with surface immobilized O2 -dependent enzyme.

    Science.gov (United States)

    Bolivar, Juan M; Krämer, Christina E M; Ungerböck, Birgit; Mayr, Torsten; Nidetzky, Bernd

    2016-09-01

    Microstructured flow reactors are powerful tools for the development of multiphase biocatalytic transformations. To expand their current application also to O2 -dependent enzymatic conversions, we have implemented a fully integrated falling film microreactor that provides controllable countercurrent gas-liquid phase contacting in a multi-channel microstructured reaction plate. Advanced non-invasive optical sensing is applied to measure liquid-phase oxygen concentrations in both in- and out-flow as well as directly in the microchannels (width: 600 μm; depth: 200 μm). Protein-surface interactions are designed for direct immobilization of catalyst on microchannel walls. Target enzyme (here: d-amino acid oxidase) is fused to the positively charged mini-protein Zbasic2 and the channel surface contains a negatively charged γ-Al2 O3 wash-coat layer. Non-covalent wall attachment of the chimeric Zbasic2 _oxidase resulted in fully reversible enzyme immobilization with fairly uniform surface coverage and near complete retention of biological activity. The falling film at different gas and liquid flow rates as well as reactor inclination angles was shown to be mostly wavy laminar. The calculated film thickness was in the range 0.5-1.3 × 10(-4)  m. Direct O2 concentration measurements at the channel surface demonstrated that the liquid side mass transfer coefficient (KL ) for O2 governed the overall gas/liquid/solid mass transfer and that the O2 transfer rate (≥0.75 mM · s(-1) ) vastly exceeded the maximum enzymatic reaction rate in a wide range of conditions. A value of 7.5 (±0.5) s(-1) was determined for the overall mass transfer coefficient KL a, comprising a KL of about 7 × 10(-5)  m · s(-1) and a specific surface area of up to 10(5)  m(-1) . Biotechnol. Bioeng. 2016;113: 1862-1872. © 2016 Wiley Periodicals, Inc.

  3. The effect of aqueous speciation and cellular ligand binding on the biotransformation and bioavailability of methylmercury in mercury-resistant bacteria.

    Science.gov (United States)

    Ndu, Udonna; Barkay, Tamar; Schartup, Amina Traore; Mason, Robert P; Reinfelder, John R

    2016-02-01

    Mercury resistant bacteria play a critical role in mercury biogeochemical cycling in that they convert methylmercury (MeHg) and inorganic mercury to elemental mercury, Hg(0). To date there are very few studies on the effects of speciation and bioavailability of MeHg in these organisms, and even fewer studies on the role that binding to cellular ligands plays on MeHg uptake. The objective of this study was to investigate the effects of thiol complexation on the uptake of MeHg by measuring the intracellular demethylation-reduction (transformation) of MeHg to Hg(0) in Hg-resistant bacteria. Short-term intracellular transformation of MeHg was quantified by monitoring the loss of volatile Hg(0) generated during incubations of bacteria containing the complete mer operon (including genes from putative mercury transporters) exposed to MeHg in minimal media compared to negative controls with non-mer or heat-killed cells. The results indicate that the complexes MeHgOH, MeHg-cysteine, and MeHg-glutathione are all bioavailable in these bacteria, and without the mer operon there is very little biological degradation of MeHg. In both Pseudomonas stutzeri and Escherichia coli, there was a pool of MeHg that was not transformed to elemental Hg(0), which was likely rendered unavailable to Mer enzymes by non-specific binding to cellular ligands. Since the rates of MeHg accumulation and transformation varied more between the two species of bacteria examined than among MeHg complexes, microbial bioavailability, and therefore microbial demethylation, of MeHg in aquatic systems likely depends more on the species of microorganism than on the types and relative concentrations of thiols or other MeHg ligands present.

  4. Going Beyond Common Drug Metabolizing Enzymes: Case Studies of Biotransformation Involving Aldehyde Oxidase, γ-Glutamyl Transpeptidase, Cathepsin B, Flavin-Containing Monooxygenase, and ADP-Ribosyltransferase.

    Science.gov (United States)

    Fan, Peter W; Zhang, Donglu; Halladay, Jason S; Driscoll, James P; Khojasteh, S Cyrus

    2016-08-01

    The significant roles that cytochrome P450 (P450) and UDP-glucuronosyl transferase (UGT) enzymes play in drug discovery cannot be ignored, and these enzyme systems are commonly examined during drug optimization using liver microsomes or hepatocytes. At the same time, other drug-metabolizing enzymes have a role in the metabolism of drugs and can lead to challenges in drug optimization that could be mitigated if the contributions of these enzymes were better understood. We present examples (mostly from Genentech) of five different non-P450 and non-UGT enzymes that contribute to the metabolic clearance or bioactivation of drugs and drug candidates. Aldehyde oxidase mediates a unique amide hydrolysis of GDC-0834 (N-[3-[6-[4-[(2R)-1,4-dimethyl-3-oxopiperazin-2-yl]anilino]-4-methyl-5-oxopyrazin-2-yl]-2-methylphenyl]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide), leading to high clearance of the drug. Likewise, the rodent-specific ribose conjugation by ADP-ribosyltransferase leads to high clearance of an interleukin-2-inducible T-cell kinase inhibitor. Metabolic reactions by flavin-containing monooxygenases (FMO) are easily mistaken for P450-mediated metabolism such as oxidative defluorination of 4-fluoro-N-methylaniline by FMO. Gamma-glutamyl transpeptidase is involved in the initial hydrolysis of glutathione metabolites, leading to formation of proximate toxins and nephrotoxicity, as is observed with cisplatin in the clinic, or renal toxicity, as is observed with efavirenz in rodents. Finally, cathepsin B is a lysosomal enzyme that is highly expressed in human tumors and has been targeted to release potent cytotoxins, as in the case of brentuximab vedotin. These examples of non-P450- and non-UGT-mediated metabolism show that a more complete understanding of drug metabolizing enzymes allows for better insight into the fate of drugs and improved design strategies of molecules in drug discovery. PMID:27117704

  5. BIOTRANSFORMATION OF PETROLEUM HYDROCARBONS BY MARINE FILAMENTOUS FUNGI%海洋丝状真菌转化石油烃的研究

    Institute of Scientific and Technical Information of China (English)

    陈碧娥; 刘祖同

    2002-01-01

    研究从湄洲湾海域分离的4株丝状真菌MF1、MF2、MF3、MF4的生长特性及去除油污的过程.观察在温度26 ℃,初始油浓度为3 g/l,培养12 d的过程中培养液的变化.分析培养液的pH值及原油的去除率与时间的关系,结果表明,丝状真菌去除原油的过程是生物吸咐与生物降解相结合的生物转化过程.比较革兰氏阴性细菌与丝状真菌细胞壁组成、结构,得出海洋微生物的脱油作用与其细胞壁有直接的关系.

  6. Evidence of uptake, biotransformation and DNA binding of polyaromatic hydrocarbons in Atlantic cod and corkwing wrasse caught in the vicinity of an aluminium works.

    Science.gov (United States)

    Aas, E; Beyer, J; Jonsson, G; Reichert, W L; Andersen, O K

    2001-09-01

    Feral Atlantic cod (Gadus morhua) and corkwing wrasse (Symphodus melops) were investigated for polyaromatic hydrocarbon (PAH) contamination in the Karmsund strait, western Norway. This strait is highly contaminated with PAHs, and a main source is the chronic release of gas-scrubbing effluents from a local aluminium works. In both species, the level of biliary PAH metabolites and hepatic DNA adducts were higher in fish collected near the aluminium works. Interestingly, a significantly higher level of both biliary PAH metabolites and hepatic DNA adducts was found in corkwing wrasse as compared to cod, indicating a higher potential for genotoxic effects in this species. Hepatic cytochrome P4501A (CYP1A) in cod estimated by ethoxyresorufin-O-deethylase and an immunoassay technique (ELISA), seemed to be weakly induced at the contaminated sites. At the most contaminated site, skin ulcers and fin erosion were detected in about 70 and 45% of the cods, respectively. The data demonstrated that both cod and corkwing wrasse may be suitable target species for PAH pollution monitoring.

  7. Mikrosomale Biotransformation von Benzo[ghi]perylen, einem mutagenen polyaromatischen Kohlenwasserstoff ohne das Strukturelement der Bay-Region des kanzerogenen Benzo[a]pyrens

    OpenAIRE

    Grupe, Stefanie

    2005-01-01

    Kanzerogene polyaromatische Kohlenwasserstoffe (PAKs), wie Benzo[a]pyren, besitzen eine Bay-Region mit ortho-kondensiertem Benzoring. Dadurch ist die enzymatische Bildung von Bay-Region-Dihydrodiolepoxiden (Oxiranylring in der sterisch abgeschirmten Molekülbucht) möglich, die als ultimal kanzerogene Metaboliten der PAKs gelten. Diese lösen durch DNA-Modifikation Primärläsionen aus, die, sofern sie nicht enzymatisch repariert werden, bei der DNA-Replikation Fehler verursachen (Mu-tationen). De...

  8. Biotransformation of pinoresinol diglucoside to mammalian lignans by human intestinal microflora, and isolation of Enterococcus faecalis strain PDG-1 responsible for the transformation of (+)-pinoresinol to (+)-lariciresinol.

    Science.gov (United States)

    Xie, Li-Hua; Akao, Teruaki; Hamasaki, Kenjiro; Deyama, Takeshi; Hattori, Masao

    2003-05-01

    By anaerobic incubation of pinoresinol diglucoside (1) from the bark of Eucommia ulmoides with a fecal suspension of humans, eleven metabolites were formed, and their structures were identified as (+)-pinoresinol (2), (+)-lariciresinol (3), 3'-demethyl-(+)-lariciresinol (4), (-)-secoisolariciresinol (5), (-)-3-(3", 4"-dihydroxybenzyl)-2-(4'-hydroxy-3'-methoxybenzyl)butane-1, 4-diol (6), 2-(3', 4'-dihydroxybenzyl)-3-(3", 4"-dihydroxybenzyl)butane-1, 4-diol (7), 3-(3"-hydroxybenzyl)-2-(4'-hydroxy-3'-methoxybenzyl)butane-1, 4-diol (8), 2-(3', 4'-dihydroxybenzyl)-3-(3"-hydroxybenzyl)butane-1, 4-diol (9), (-)-enterodiol (10), (-)-(2R, 3R)-3-(3", 4"-dihydroxybenzyl)-2-(4'-hydroxy-3'-methoxybenzyl)butyrolactone (11), (-)-(2R, 3R)-2-(3', 4'-dihydroxybenzyl)-3-(3", 4"-dihydroxybenzyl)butyrolactone (12), (-)-(2R, 3R)-3-(3"-hydroxybenzyl)-2-(4'-hydroxy-3'-methoxybenzyl)butyrolactone (13), 2-(3', 4'-dihydroxybenzyl)-3-(3"-hydroxybenzyl)butyrolactone (14), 2-(3'-hydroxybenzyl)-3-(3", 4"-dihydroxybenzyl)butyrolactone (15) and (-)-(2R, 3R)-enterolactone (16) by various spectroscopic means, including two dimensional (2D)-NMR, mass spectrometry and circular dichroism. A possible metabolic pathway was proposed on the basis of their structures and time course experiments monitored by thin-layer chromatography. Furthermore, a bacterial strain responsible for the transformation of (+)-pinoresinol to (+)-lariciresinol was isolated from a human fecal suspension and identified as Enterococcus faecalis strain PDG-1.

  9. Possible degradation/biotransformation of lutein in vitro and in vivo: isolation and structural elucidation of lutein metabolites by HPLC and LC-MS (atmospheric pressure chemical ionization).

    Science.gov (United States)

    Lakshminarayana, Rangaswamy; Aruna, Gorusupudi; Sangeetha, Ravi Kumar; Bhaskar, Narayan; Divakar, Sounder; Baskaran, Vallikannan

    2008-10-01

    Metabolites of lutein are highly concentrated in the human macula and are known to provide protection against age-related macular degeneration. The aim of this investigation was to characterize the in vitro oxidation products of lutein obtained through photo-oxidation and to compare them with biologically transformed dietary lutein in intestine, plasma, liver, and eyes of rats. In vivo studies involved feeding rats a diet devoid of lutein for 2 weeks to induce deficiency. Rats were divided into two equal groups (n=6/group) and received either micellar lutein by gavage for 10 days or diet supplemented with fenugreek leaves as a lutein source for 4 weeks. Lutein metabolites/oxidation products obtained from in vivo and in vitro studies were characterized by HPLC and LC-MS (APCI) techniques to elucidate their structure. The characteristic fragmented ions resulting from photo-oxidation of lutein were identified as 523 (M(+)+H(+)-3CH(3)), 476 (M(+)+H(+)-6CH(3)), and 551 (M(+)+H(+)-H(2)O). In the eyes, the fragmented molecules resulting from lutein were 13-Z lutein, 13'-Z lutein, 13-Z zeaxanthin, all-E zeaxanthin, 9-Z lutein, 9'-Z lutein, and 3'-oxolutein. Epoxycarotenoids were identified in liver and plasma, whereas anhydrolutein was identified in intestine. This study emphasizes the essentiality of dietary lutein to maintain its status in the retina. PMID:18640265

  10. A Distinctive Pattern of Beauveria bassiana-biotransformed Ginsenoside Products Triggers Mitochondria/FasL-mediated Apoptosis in Colon Cancer Cells.

    Science.gov (United States)

    Gum, Sang Il; Rahman, Md Khalilur; Won, Jong Soon; Cho, Min Kyung

    2016-01-01

    Ginseng is one of the most commonly used adaptogens. Transformation into the minor ginsenosides produces compounds with more effective action. Beauveria bassiana, a teleomorph of Cordyceps bassiana, is a highly efficient producer of mammalian steroids and produces large amounts of sugar-utilizing enzymes. However, the fermentation of steroid glycosides in ginseng with B. bassiana has never been studied. Thus, we evaluated the bioconversion of the major ginsenosides in white ginseng by B. bassiana. Interestingly, B. bassiana increased the total amount of protopanaxadiols and hydrolyzed Rb1 into minor ginsenosides, exhibiting high levels of Rd and Rg3, as well as moderate levels of Rb2 and Rc analyzed by high-performance liquid chromatography coupled with evaporative light-scattering detection. The β-glucosidase activity was highly increased, which led to the selective elimination of sugar moiety at the 20-C position of Rb1 to Rd, followed by Rg3. Rb2 and Rc accumulated because of the minimal activities of α-L-arabinopyranosidase and α-L-arabinofuranosidase, respectively. The fermentation product exerted dose-dependent cytotoxicity in HCT-15 cells, which are resistant to ginseng. The product, but not white ginseng, exhibited apoptotic effects via the Fas ligand and caspase 8/9. This study demonstrates for the first time that the B. bassiana-fermented metabolites have potent apoptotic activity in colon cancer cells, linking to a therapeutic use. PMID:26609787

  11. INTERACTION BETWEEN GAMMA-HEXACHLOROCYCLOHEXANE AND THE GASTROINTESTINAL MICROFLORA AND THEIR EFFECT ON THE ABSORPTION, BIOTRANSFORMATION, AND EXCRETION OF PARATHION BY THE RAT

    Science.gov (United States)

    Pretreatment of rats with the organochlorine insecticide lindane reduced the estimated absorption rate of parathion from the gastrointestinal tract. Lindane pretreatment also significantly reduced the metabolism of parathion to p-nitrophenol in vivo. Lindane pretreatment altered ...

  12. 生物转化法水解牛蒡子苷制备苷元%Preparation of arctigenin by hydrolysis of arctii by biotransformation method

    Institute of Scientific and Technical Information of China (English)

    欧志敏; 严琴英; 杨根生

    2009-01-01

    采用黑曲霉CGMCC No.2594发酵产生的β-萄糖苷酶酶液水解牛蒡子苷制备牛蒡子苷元.黑曲霉CGMCC No.2594发酵生产β-葡萄糖苷酶的最佳产酶时间为7 d.水解时添加200mmol/L的硫酸镁有利于提高牛蒡子苷元产率.β-萄糖苷酶酶液放置于4℃冰箱中冷藏15 d仍然具有较高的酶活.当牛蒡子苷初始浓度为0.3 mmol/L,添加200 mmol/L硫酸镁,最佳初始pH值为6.0,最佳温度为30℃,摇床转速为150 r/min时,β-葡萄糖苷酶酶液水解牛蒡子苷36 h牛蒡子苷元的产率可以达到94.7%.在36 h内黑曲霉CGMCC No.2594发酵产生的β-葡萄糖苷酶酶液水解牛蒡子苷的过程符合Monod方程,动力学常数Vm=1.7×10-2 mmol/(L·d),Km=2.2×10-1 mmol/L,实验数据与模型数据能够很好地吻合.

  13. Modulating effects of thyroid state on the induction of biotransformation enzymes byu 2,3,7,8-tetrachlorodibenzo-p-dioxin.

    NARCIS (Netherlands)

    Schuur, A.G.; Tacken, P.J.; Visser, T.J.; Brouwer, A.

    1998-01-01

    In this study we investigated to what extent the induction of detoxification enzymes by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) is modulated by concomitant TCDD-induced changes in thyroid state. Euthyroid (Eu) male Sprague-Dawley rats, surgically thyroidectomized (Tx) rats and Tx rats receiving s

  14. The biotransformation of isoprene and the two isoprene monoepoxides by human cytochrome P450 enzymes, compared to mouse and rat liver microsomes

    NARCIS (Netherlands)

    Bogaards, J.J.P.; Venekamp, J.C.; Bladeren, P.J. van

    1996-01-01

    The metabolism of isoprene was investigated with microsomes derived from cell lines expressing human CYP1A1, CYP1A2, CYP2A6, CYP2B6, CYP2C9, CYP2D6, CYP2E1, or CYP3A4. The formation of epoxide metabolites was determined by gas chromatographic analysis. CYP2E1 showed the highest rates of formation of

  15. Identification and biotransformation of aliphatic hydrocarbons during co-composting of sewage sludge-Date Palm waste using Pyrolysis-GC/MS technique.

    Science.gov (United States)

    El Fels, Loubna; Lemee, Laurent; Ambles, André; Hafidi, Mohamed

    2016-08-01

    The behavior of aliphatic hydrocarbons during co-composting of sewage sludge activated with palm tree waste was studied for 6 months using Py-GC/MS. The main aliphatic compounds represented as doublet alkenes/alkanes can be classified into three groups. The first group consists of 11 alkenes (undecene, tridecene, pentadecene, hexadecene, heptadecene, octadecene, nonadecene, eicosene, uncosene, docosene, tricosene) and 15 alkanes (heptane, octane, nonane, decane, undecane, dodecane, tetradecane, pentadecane, heptadecane, octadecane, nonadecane, eicosane, uncosane, docosane, and tricosane), which remain stable during the co-composting process. The stability of these compounds is related to their recalcitrance behavior. The second group consists of five alkenes (heptene, octene, nonene, decene, dodecene) and tridecane as a single alkane that decreases during co-composting. The decrease in these compounds is the combined result of their metabolism and their conversion into other compounds. The third group is constituted with tetradecene and hexadecane that increase during composting, which could be explained by accumulation of these compounds, which are released by the partial breakdown of the substrate. As a result, these molecules are incorporated or adsorbed in the structure of humic substances. PMID:27197656

  16. Influence of dietary Coexposure to benzo(a)pyrene on the biotransformation and distribution of 14C-methoxychlor in the channel catfish (Ictalurus punctatus).

    Science.gov (United States)

    Nyagode, Beatrice A; James, Margaret O; Kleinow, Kevin M

    2009-04-01

    Methoxychlor (MXC) is an organochlorine pesticide whose mono- and bis-demethylated metabolites, 2-(4-hydroxyphenyl)-2-(4-methoxyphenyl)-1,1,1-trichloroethane (OH-MXC) and 2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane (HPTE), respectively, are estrogenic and antiandrogenic. Studies in vitro showed that treatment of channel catfish with a polycyclic aromatic hydrocarbon increased phase I and phase II metabolism of MXC. To determine the in vivo significance, groups of four channel catfish were treated by gavage for 6 days with 2 mg/kg (14)C-MXC alone or 2 mg/kg (14)C-MXC and 2 mg/kg benzo(a)pyrene (BaP). On day 7, blood and tissue samples were taken for analysis. Hepatic ethoxyresorufin O-deethylase activity was 10-fold higher in the BaP-treated catfish, indicating CYP1A induction. More MXC-derived radioactivity remained in control (42.8 +/- 4.1%) than BaP-induced catfish (28.5 +/- 3.2%), mean percent total dose +/- SE. Bile, muscle and fat contained approximately 90% of the radioactivity remaining in control and induced catfish. Extraction and chromatographic analysis showed that liver contained MXC, OH-MXC, HPTE, and glucuronide but not sulfate conjugates of OH-MXC and HPTE. Liver mitochondria contained more MXC, OH-MXC, and HPTE than other subcellular fractions. Bile contained glucuronides of OH-MXC and HPTE, and hydrolysis of bile gave HPTE and both enantiomers of OH-MXC. The muscle, visceral fat, brain and gonads contained MXC, OH-MXC, and HPTE in varying proportions, but no conjugates. This study showed that catfish coexposed to BaP and MXC retained less MXC and metabolites in tissues than those exposed to MXC alone, suggesting that induction enhanced the elimination of MXC, and further showed that potentially toxic metabolites of MXC were present in the edible tissues.

  17. INFLUENCE OF NAPHTHOFLAVONE AND METHOYXCHLOR PRETREATMENT ON THE BIOTRANSFORMATION AND ESTROGENIC ACTIVITY OF METHOXYCHLOR IN CHANNEL CATFISH (ICTALURUS PUNCTATUS) (R823450)

    Science.gov (United States)

    The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...

  18. Biotransformation of arsenite and bacterial aox activity in drinking water produced from surface water of floating houses: Arsenic contamination in Cambodia.

    Science.gov (United States)

    Chang, Jin-Soo

    2015-11-01

    The potential arsenite bioteansformation activity of arsenic was investigated by examining bacterial arsenic arsenite-oxidizing gene such as aoxS, aoxR, aoxA, aoxB, aoxC, and aoxD in high arsenic-contaminated drinking water produced from the surface water of floating houses. There is a biogeochemical cycle of activity involving arsenite oxidase aox system and the ars (arsenic resistance system) gene operon and aoxR leader gene activity in Alcaligenes faecalis SRR-11 and aoxS leader gene activity in Achromobacter xylosoxidans TSL-66. Batch experiments showed that SRR-11 and TSL-66 completely oxidized 1 mM of As (III) to As (V) within 35-40 h. The leaders of aoxS and aoxR are important for gene activity, and their effects in arsenic bioremediation and mobility in natural water has a significant ecological role because it allows arsenite oxidase in bacteria to control the biogeochemical cycle of arsenic-contaminated drinking water produced from surface water of floating houses.

  19. Development of a fully integrated falling film microreactor for gas-liquid-solid biotransformation with surface immobilized O2 -dependent enzyme.

    Science.gov (United States)

    Bolivar, Juan M; Krämer, Christina E M; Ungerböck, Birgit; Mayr, Torsten; Nidetzky, Bernd

    2016-09-01

    Microstructured flow reactors are powerful tools for the development of multiphase biocatalytic transformations. To expand their current application also to O2 -dependent enzymatic conversions, we have implemented a fully integrated falling film microreactor that provides controllable countercurrent gas-liquid phase contacting in a multi-channel microstructured reaction plate. Advanced non-invasive optical sensing is applied to measure liquid-phase oxygen concentrations in both in- and out-flow as well as directly in the microchannels (width: 600 μm; depth: 200 μm). Protein-surface interactions are designed for direct immobilization of catalyst on microchannel walls. Target enzyme (here: d-amino acid oxidase) is fused to the positively charged mini-protein Zbasic2 and the channel surface contains a negatively charged γ-Al2 O3 wash-coat layer. Non-covalent wall attachment of the chimeric Zbasic2 _oxidase resulted in fully reversible enzyme immobilization with fairly uniform surface coverage and near complete retention of biological activity. The falling film at different gas and liquid flow rates as well as reactor inclination angles was shown to be mostly wavy laminar. The calculated film thickness was in the range 0.5-1.3 × 10(-4)  m. Direct O2 concentration measurements at the channel surface demonstrated that the liquid side mass transfer coefficient (KL ) for O2 governed the overall gas/liquid/solid mass transfer and that the O2 transfer rate (≥0.75 mM · s(-1) ) vastly exceeded the maximum enzymatic reaction rate in a wide range of conditions. A value of 7.5 (±0.5) s(-1) was determined for the overall mass transfer coefficient KL a, comprising a KL of about 7 × 10(-5)  m · s(-1) and a specific surface area of up to 10(5)  m(-1) . Biotechnol. Bioeng. 2016;113: 1862-1872. © 2016 Wiley Periodicals, Inc. PMID:26927978

  20. Lack of in vitro and in vitro effects of fenbendazole on phase I and phase II biotransformation enzymes in rats, mice and chickens.

    Science.gov (United States)

    Dalvi, R R; Gawai, K R; Dalvi, P S

    1991-12-01

    Intraperitoneal administration of 10 mg fenbendazole/kg bw daily for 5 d caused no significant alterations in the activities of hepatic microsomal drug-metabolizing enzymes viz aminopyrine N-demethylase, aniline hydroxylase and cytosolic glutathione S-transferase in rats, mice and chickens. Similarly no significant difference in the amount of microsomal cytochrome P-450 and NADPH-cytochrome c reductase was found between control and treated animals. In vitro incubation of fenbendazole with rat, mouse and chicken microsomes suggests that the drug neither binds to microsomal protein cytochrome P-450 nor inhibits the activities of aminopyrine N-demethylase and aniline hydroxylase. Similarly in vitro addition of fenbendazole to cytosolic glutathione S-transferase from the above species did not alter the activity of this enzyme. The results indicate that fenbendazole does not alter the activity of hepatic microsomal monooxygenase system significantly in rats, mice and chickens at a dosage level of 10 mg/kg body weight. In vitro studies also indicate that fenbendazole does not interact with the hepatic microsomal monooxygenase system, indicating it is not a substrate for cytochrome P-450-dependent monooxygenase system.

  1. 生物转化法生产β-苯乙醇的中试研究%Pilot production of the β-phenylethanol by biotransformation method

    Institute of Scientific and Technical Information of China (English)

    卢少明; 马集锋; 卢健

    2012-01-01

    以L-苯丙氨酸为起始原料,酿酒酵母为生物催化剂,经过艾氏途径,得到β-苯乙醇,历时3个月完成50L发酵罐中试研究,L-苯丙氨酸转化率最高达到80.3%,发酵液β-苯乙醇含量多数可以达到3g/L以上,原料和产物的含量测定由气相色谱-质谱联用仪(GC-MS)完成.%β-Phenylethanol was synthesized from L-phenylalanine by Ehrlich-way with a biocatalyst of sac-charomyces cerevisiae. Enlarge pilot study was carried out at a fermenter-tank of 50 L for 3 months, the highest conversion rate of L-phenylalanine was reached 80. 3% ,most of the content of fermentation broth of β-phenylethanol was reached more than 3 g/L, the content of the raw materials and products was determined by GC-MS.

  2. Fungal biotransformation of chlorogenic and caffeic acids by Fusarium graminearum: New insights in the contribution of phenolic acids to resistance to deoxynivalenol accumulation in cereals.

    Science.gov (United States)

    Gauthier, Léa; Bonnin-Verdal, Marie-Noelle; Marchegay, Gisèle; Pinson-Gadais, Laetitia; Ducos, Christine; Richard-Forget, Florence; Atanasova-Penichon, Vessela

    2016-03-16

    Fusarium Head Blight and Gibberella Ear Rot, mainly caused by the fungi Fusarium graminearum and Fusarium culmorum, are two of the most devastating diseases of small-grain cereals and maize. In addition to yield loss, these diseases frequently result in contamination of kernels with toxic type B trichothecenes. The potential involvement of chlorogenic acid in cereal resistance to Fusarium Head Blight and Gibberella Ear Rot and to trichothecene accumulation was the focus of this study. The effects of chlorogenic acid and one of its hydrolyzed products, caffeic acid, on fungal growth and type B trichothecenes biosynthesis were studied using concentrations close to physiological amounts quantified in kernels and a set of F. graminearum and F. culmorum strains. Both chlorogenic and caffeic acids negatively impact fungal growth and mycotoxin production, with caffeic acid being significantly more toxic. Inhibitory efficiencies of both phenolic acids were strain-dependent. To further investigate the antifungal and anti "mycotoxin" effect of chlorogenic and caffeic acids, the metabolic fate of these two phenolic acids was characterized in supplemented F. graminearum broths. For the first time, our results demonstrated the ability of F. graminearum to degrade chlorogenic acid into caffeic, hydroxychlorogenic and protocatechuic acids and caffeic acid into protocatechuic and hydroxycaffeic acids. Some of these metabolic products can contribute to the inhibitory efficiency of chlorogenic acid that, therefore, can be compared as a "pro-drug". As a whole, our data corroborate the contribution of chlorogenic acid to the chemical defense that cereals employ to counteract F. graminearum and its production of mycotoxins.

  3. Biotransformation of Catechol from Phenol Catalyzed by immobilized Polyphenol Oxidase%固定化多酚氧化酶催化合成邻苯二酚

    Institute of Scientific and Technical Information of China (English)

    崔焱; 李刚; 孟雅; 张龙

    2006-01-01

    利用壳聚糖固定化蘑菇多酚氧化酶催化氧化苯酚合成邻苯二酚,考察了固定化多酚氧化酶羟基化反应条件对目的产物产率的影响.确定适宜的羟基化工艺条件为:以氯仿为溶剂、底物浓度为20 mmol·L-1,pH值为7.0,含水量为0.9%、温度为30℃、反应时间为5 h,在此条件下催化合成邻苯二酚的产率为11.02%.

  4. Xylitol production from waste xylose mother liquor containing miscellaneous sugars and inhibitors: one-pot biotransformation by Candida tropicalis and recombinant Bacillus subtilis

    OpenAIRE

    Wang, Hengwei; Li, Lijuan; Zhang, Lebin; AN, JIN; Cheng, Hairong; Deng, Zixin

    2016-01-01

    Background The process of industrial xylitol production is a massive source of organic pollutants, such as waste xylose mother liquor (WXML), a viscous reddish-brown liquid. Currently, WXML is difficult to reuse due to its miscellaneous low-cost sugars, high content of inhibitors and complex composition. WXML, as an organic pollutant of hemicellulosic hydrolysates, accumulates and has become an issue of industrial concern in China. Previous studies have focused only on the catalysis of xylose...

  5. Research Progress on the Manufacture of Arbutin by Biotransformation%生物转化生产熊果苷的研究进展

    Institute of Scientific and Technical Information of China (English)

    周防震; 郭勇

    2009-01-01

    熊果苷是一种天然存在的糖苷类物质,具有多种生理活性,近年来作为美白添加剂广泛用于化妆品中.介绍了植物细胞组织、微生物和酶3种利用生物转化制备熊果苷的方法,其中以植物器官培养和与酶工程相联系的转基因微生物生产熊果苷或其活性衍生物的方法是未来的主要发展方向.

  6. Biotransformation of poly (epsilon-caprolactone) and poly (vinyl chloride) blend Biotransformação da blenda poli (épsilon-caprolactona) e poli (cloreto de vinila)

    OpenAIRE

    Adriana de Campos; Sandra Mara Martins Franchetti; José Augusto Marcondes Agnelli

    2003-01-01

    Poly (caprolactone) is a famous biodegradable polymer and miscible with PVC, a commercial synthetic polymer, thermal susceptible and non-biodegradable. This blend is important concerning its mechanical properties and biodegradability. In this work, we testified the biomodification of blend films of PVC/PCL by UV-Vis. spectroscopy. The results show us that there is an interaction between the PVC/PCL film and the microrganisms.Poli épsilon-caprolactona é um importante polímero biodegradável e m...

  7. Biotransformation of poly (epsilon-caprolactone and poly (vinyl chloride blend Biotransformação da blenda poli (épsilon-caprolactona e poli (cloreto de vinila

    Directory of Open Access Journals (Sweden)

    Adriana de Campos

    2003-11-01

    Full Text Available Poly (caprolactone is a famous biodegradable polymer and miscible with PVC, a commercial synthetic polymer, thermal susceptible and non-biodegradable. This blend is important concerning its mechanical properties and biodegradability. In this work, we testified the biomodification of blend films of PVC/PCL by UV-Vis. spectroscopy. The results show us that there is an interaction between the PVC/PCL film and the microrganisms.Poli épsilon-caprolactona é um importante polímero biodegradável e miscível com o PVC, um polímero sintético industrial, termo susceptível e não biodegradável. A blenda PVC/PCL é importante em propriedades mecânicas e biodegradabilidade. Neste trabalho, há indicações que há interação dos microrganismos com a superfície polimérica e esta causa mudanças estruturais na blenda PVC/PCL.

  8. Final technical report. A sodium-cycle based organism with improved membrane resistance aimed at increasing the efficiency of energy biotransformations

    International Nuclear Information System (INIS)

    The aim of the project was to express in E. coli components that would allow a formation of oxidative phosphorylation based on a sodium cycle. This would improve the resistance of cells to organic solvents, detergents and other toxins. The author cloned and expressed the nqr operon FR-om H. influenzae in E. coli. Experiments with membrane vesicles indicated the presence of the functional recombinant sodium pumping NADH dehydrogenase. A gene for a hybrid E. coli/P.modestum ATPase was constructed which will enable one to co-express a sodium ATPsynthase together with a sodium NADH dehydrogenase

  9. A review on the fermentation of foods and the residues of pesticides-biotransformation of pesticides and effects on fermentation and food quality.

    Science.gov (United States)

    Regueiro, Jorge; López-Fernández, Olalla; Rial-Otero, Raquel; Cancho-Grande, Beatriz; Simal-Gándara, Jesús

    2015-01-01

    Residues of pesticides in food are influenced by processing such as fermentation. Reviewing the extensive literature showed that in most cases, this step leads to large reductions in original residue levels in the fermented food, with the formation of new pesticide by-products. The behavior of residues in fermentation can be rationalized in terms of the physical-chemical properties of the pesticide and the nature of the process. In addition, the presence of pesticides decrease the growth rate of fermentative microbiota (yeasts and bacterias), which provokes stuck and sluggish fermentations. These changes have in consequence repercussions on several aspects of food sensory quality (physical-chemical properties, polyphenolic content, and aromatic profile) of fermented food. The main aim of this review is to deal with all these topics to propose challenging needs in science-based quality management of pesticides residues in food. PMID:24915365

  10. Biotransformation and Its Application: Biogenic Nano-Catalyst and Metal-Reducing-Bacteria for Remediation of Cr(VI)-Contaminated Water.

    Science.gov (United States)

    Seo, Hyunhee; Roh, Yul

    2015-08-01

    The use of ubiquitous metal-reducing bacteria (MRB) and the synthesis and transforming capability of nano-sized catalysts (BNC) provide enormous potential for the transformation of environmental waste to environmental catalysts, such as abandoned mine precipitates that are transformed into nontoxic and inexpensive catalysts for remediating contaminated groundwater. In this study, BNC from acid mine drainage (AMD) precipitates are transformed to nm-sized siderite after a fermenting process under anaerobic conditions, and MRB enriched from inter-tidal flat sediments were examined for efficiency in the Cr(VI) reduction and immobilization in upward flow-through sand column tests. As a result, BNC and MRB proved to have excellent Cr(VI) reducing/immobilizing capacity independently and when used in conjunction. In addition the combination of BNC+MRB showed to have a capacity enhanced with 20% more capability of Cr(VI) reduction and immobilization in flow-through column test for 168 h. PMID:26369131

  11. PREDICTING BIOTRANSFORMATIONS IN THE SUBSURFACE: RELATIONSHIP BETWEEN THE ATP (ADENOSINE TRIPHOSPHATE) CONTENT OF SUBSURFACE MATERIAL AND THE CAPACITY OF SUBSURFACE ORGANISMS TO DEGRADE TOLUENE

    Science.gov (United States)

    Deeper subsurface material was collected in a manner that prevented contamination by surface microorganisms. This material was analyzed for ATP content, and for its capacity to degrade toluene, a common organic contaminant of ground water originating from release of petroleum pro...

  12. Structure and Absolute Configuration of 20β-Hydroxyprednisolone, a Biotransformed Product of Predinisolone by the Marine Endophytic Fungus Penicilium lapidosum

    Directory of Open Access Journals (Sweden)

    Sadia Sultan

    2014-09-01

    Full Text Available The anti-inflammatory drug predinisolone (1 was reduced to 20β-hydroxyprednisolone (2 by the marine endophytic fungus Penicilium lapidosum isolated from an alga. The structural elucidation of 2 was achieved by 1D- and 2D-NMR, MS, IR data. Although, 2 is a known compound previously obtained through microbial transformation, the data provided failed to prove the C20 stereochemistry. To solve this issue, DFT and TD-DFT calculations have been carried out at the B3LYP/6–31+G (d,p level of theory in gas and solvent phase. The absolute configuration of C20 was eventually assigned by combining experimental and calculated electronic circular dichroism spectra and 3JHH chemical coupling constants.

  13. Bioaccessibility, biotransformation, and transport of alpha-mangostin from Garcinia mangostana (Mangosteen) using simulated digestion and Caco-2 human intestinal cells.

    Science.gov (United States)

    Bumrungpert, Akkarach; Kalpravidh, Ruchaneekorn W; Suksamrarn, Sunit; Chaivisuthangkura, Apinya; Chitchumroonchokchai, Chureeporn; Failla, Mark L

    2009-05-01

    alpha- and gamma-Mangostin are the most abundant prenylated xanthones present in the fruit of the mangosteen tree. These compounds have been reported to possess numerous bioactivities that have provided the impetus for use of mangosteen products as nutraceuticals and in functional foods and dietary supplements. The health-promoting benefits of mangosteen are dependent on delivery of the xanthones to target tissues. Here, we used simulated digestion and Caco-2 cells to investigate the digestive stability, bioaccessibility, and intestinal cell transport of alpha- and gamma- mangostin. Recovery of alpha- and gamma-mangostin after simulated digestion of pericarp and fruit pulp exceeded 90%. Transfer of alpha- and gamma-mangostin to the aqueous fraction during simulated digestion was efficient (65-74%) and dependent on bile salts suggesting that micellarization is required for optimal bioaccessibility of xanthones. Cell uptake of xanthones from micelles was dose dependent and intracellular concentrations were maximum by 1 h. Both free and phase II metabolites of alpha-mangostin were transported in the basolateral compartment and metabolites also effluxed into the apical chamber. Transepithelial transport of alpha-mangostin was increased during prandial-like compared to fasted conditions suggesting that absorption is enhanced by dietary fat.

  14. Biotransformation and accumulation of selenium inside organisms in an engineered aquatic ecosystem designed for bioremediation of Se from agriculture drainage water and brine shrimp production

    Science.gov (United States)

    Excessive selenium (Se) in soils and waters present in the westside of central California was determined to be responsible for ecotoxicities observed in water fowl frequenting large bodies of water, i.e., evaporation ponds. In order to monitor the fate and potentially design an aquatic Se remediatio...

  15. Biotransformation of citronellal by Solanum aviculare suspension cultures: preparation of p-menthane-3,8-diols and determination of their absolute configurations.

    Science.gov (United States)

    Vanek, Tomás; Novotný, Michal; Podlipná, Radka; Saman, David; Valterová, Irena

    2003-09-01

    Citronellal was transformed by Solanum aviculare suspension cultures to menthane-3,8-diols. cis-Menthane-3,8-diol dominated over the trans-isomer (39% and 15%, respectively). Absolute configurations of menthane-3,8-diols were assigned by critical analysis of 1H and 19F NMR spectra of prepared esters with 2-methoxy-2-phenyl-3,3,3-trifluoropropanoic acid. Citronellol and isopulegol were other products of the transformation (23% and 17%, respectively). The reaction course was identical for both citronellal enantiomers. PMID:14510606

  16. Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity.

    Science.gov (United States)

    Myung, Kyung; Manthey, John A; Narciso, Jan A

    2012-03-15

    Penicillium digitatum, as well as five other citrus pathogenic species, (Penicillium ulaiense Link, Geotrichum citri Link, Botrytis cinerea P. Micheli ex Pers., Lasiodiplodia theobromae (Pat.) Griffon & Maubl., and Phomopsis citri (teleomorph Diaporthe citri)) were observed to convert 6',7'-epoxybergamottin (1) into 6',7'-dihydroxybergamottin (2), bergaptol (3), and an opened lactone ring metabolite 6,7-furano-5-(6',7'-dihydroxy geranyloxy)-2-hydroxy-hydrocoumaric acid (4). Metabolism of 2 by these fungi also proceeded to 4. The structure of 4 was established by high resolution mass spectrometry and (1)H and (13)C NMR techniques. The inhibitory activity of 4 towards human intestinal cytochrome P450 3A4 (CYP3A4) was greatly decreased (IC(50) >172.0 μM) compared to 2 (IC(50)=0.81 μM). PMID:22342630

  17. Identification of Flavone Glucuronide Isomers by Metal Complexation and Tandem Mass Spectrometry: Regioselectivity of UDP-Glucuronosyltransferase Isozymes in the Biotransformation of Flavones

    Science.gov (United States)

    Robotham, Scott A.; Brodbelt, Jennifer S.

    2013-01-01

    Flavone Glucuronide isomers of five flavones (chrysin, apigenin, luteolin, baicalein, and scutellarein) were differentiated by collision induced dissociation (CID) of [Co(II) (flavone-H) (4,7-diphenyl-1,10-phenanthroline)2]+ complexes. The complexes were generated via post-column addition of a metal/ligand solution after separation of the glucuronide products generated upon incubation of each flavone with an array of UDP-glucuronosyl-transferase (UGT) isozymes. Elucidation of the glucuronide isomers allowed a systematic investigation of the regioselectivity of twelve human UDP-glucuronosyl-transferase (UGT) isozymes, including eight UGT1A and four UGT2B isozymes. Glucuronidation of the 7-OH position was the preferred site for all the flavones except for luteolin, which possessed adjacent hydroxyl groups on the B ring. For all flavones and UGT isozymes, glucuronidation of the 5-OH position was never observed. As confirmed by the metal complexation/MS/MS strategy, glucuronidation of the 6-OH position only occurred for baicalein and scutellarein when incubated with three of the UGT isozymes. PMID:23362992

  18. Biotransformation and metabolic profile of buddleoside with human intestinal microflora by ultrahigh-performance liquid chromatography coupled to hybrid linear ion trap/orbitrap mass spectrometer.

    Science.gov (United States)

    Tao, Jin-Hua; Duan, Jin-Ao; Jiang, Shu; Qian, Yi-Yun; Qian, Da-Wei

    2016-07-01

    Buddleoside (also known as linarin) as the major flavonoid in Chrysanthemum morifolium Ramat., has been reported to possess a wide range of pharmacological activities. The human intestinal microbiota might have an important impact on drug metabolism and ultimately on the drug oral bioavailability. However, the interaction of the buddleoside with human intestinal bacteria remains unknown. In this study, the conversion of buddleoside by different bacteria from human feces was firstly investigated. A reliable, sensitive and rapid analytical method, ultra performance liquid chromatography was established and successfully applied to investigate the metabolites and metabolic profile of buddleoside by human intestinal bacteria. Among the isolated bacteria, four strains including Escherichia sp. 4, Escherichia sp. 34, Enterococcus sp. 45 and Bacillus sp. 46 showed more powerful conversion capability. Based on the accurate mass data and the characteristic MS(n) product ions, the parent and six metabolites were detected and tentatively identified compared with blank samples. The metabolites were produced by four main metabolic pathways including deglycosylation, acetylation, methylation and hydroxylation. Buddleoside could be firstly converted to its aglycon acacetin (M2) by the majority of the isolated intestinal bacteria. Subsequently, M2 was further metabolize to its methylated (M3), acetylated (M4), hydroxylated (M5) and hydrogenated product (M6). However, acacetin-7-glucosid (M1) was obtained only from the minor bacterial samples like Bacillus sp. 46. To further explain the metabolism of buddleoside, the β-d-glucosidase and α-l-rhamnosidase activities of four strains were analyzed. Bacillus sp. 46 could only produce α-l-rhamnosidase, while the other three strains showed two kinds of enzyme activities. Furthermore, the activities of α-l-rhamnosidase and β-d-glucosidase reached the highest level at 12-18h and 10-12h, respectively. The metabolic routes and metabolites of buddleoside produced by human intestinal microflora were firstly reported in this paper. The results will be very helpful for the further investigation of the pharmacokinetic research of buddleoside and to unravel how it works in vivo. PMID:27183213

  19. Arsenic (+3 oxidation state) methyltransferase and the methylation of arsenicals in the invertebrate chordate Ciona intestinalis

    Science.gov (United States)

    Biotransformation of inorganic arsenic (iAs) involves methylation catalyzed by arsenic (+3 oxidation state) methyltransferase (As3mt), yielding mono- , di- , and trimethylated arsenicals. To investigate the evolution of molecular mechanisms that mediate arsenic biotransformation,...

  20. Two new compounds derived from bufalin

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    The biotransformation of bufalin by cell suspension cultures of Platycodon grandiflorus was investigated and two new biotransformed products were obtained, which was 3-epi-telocinobufagin and 3-epi-bufalin-3-O-β-D-glucoside.

  1. Effect of growth regulator on microbial growth and steroid biotransformation%生长调节剂对微生物生长及甾体微生物转化的影响

    Institute of Scientific and Technical Information of China (English)

    李晓静; 郭建喜; 阳葵

    2009-01-01

    利用正交实验考察了生长调节剂NGS、NNX和ONX对菌体生长及甾体微生物转化的影响.找出了生长调节剂的有效主组分(NGS)、辅助组分(NNX、ONX)及最佳配比新型生长调节剂NGS-NNX(NGS: 0.76×10 -6g/mL,NNX:1.28×10 -6g/mL).最佳配比新型生长调节剂的加入,促进了菌体生长和酶催化反应,表现为菌体量增多,发酵液最低pH值降低,甾体转化增强.同时,还对生长调节剂的生物效应进行了初步的探讨.

  2. Application Prospects of the Tropical Agricultural Waste Biotransformation using Black Soldier Fly%利用黑水虻生物转化热带农业废弃物的应用前景

    Institute of Scientific and Technical Information of China (English)

    李志刚; 谭乐和; 赖剑雄; 龙宇宙; 王干

    2011-01-01

    对利用黑水虻处理植物纤维性废弃物和畜禽粪便的应用前景进行了分析.热带地区光热水及物种资源丰富,植物生长迅速,加之近年来海南省养殖业发展迅速,农业生产的发展带来了农业废弃物大量累积、生态环境污染等问题.热带地区丰富的气候资源、生物质资源使得黑水虻在热带农业废弃物生物转化方面的应用具有广阔的前景.

  3. Studies on the Biotransformation of Arctigenin Using Electrospray Ionization Mass Spectrometry%牛蒡苷元的生物转化及电喷雾质谱研究

    Institute of Scientific and Technical Information of China (English)

    赵宇峰; 宋凤瑞; 赵立平; 刘淑莹

    2009-01-01

    采用牛蒡苷元和人肠内细菌真杆菌sp.ARC-2(Eubacterium sp.ARC-2)体外温孵的方法,探讨牛蒡苷元的生物转化机理.木脂素类化合物在ESI负离子模式条件下形成准分子离子[M-H]-,利用离子阱和傅立叶变换离子回旋共振电喷雾串联质谱方法直接分析牛蒡苷元的转化产物.研究结果表明,在真杆菌sp. ARC-2的作用下,牛蒡苷元经过3次脱甲基反应最终生成4',4"-二羟基肠内酯.

  4. Study of bioaccumulation and biotransformation by microanalytical X-ray techniques: investigation of distribution and speciation of Cu and Cr in the body of the plant-feeding nematode, Xiphinema vuittenezi

    Energy Technology Data Exchange (ETDEWEB)

    Sávoly, Zoltán; Záray, Gyula, E-mail: zaray@ludens.elte.hu

    2014-11-01

    Free-living nematodes, due to their microscopic size and quite complex life processes can be widely applied as biological model organisms to study the effect of soil pollutants. The modern X-ray spectrometric methods enable the individual analysis of microscopic biological samples, hereby expanding the scope of environmental and toxicological sciences. In order to study the uptake and bioaccumulation of Cu and Cr by nematodes (Xiphinema vuittenezi), the worms were starved in tap water for five days, and then treated with solutions of CuSO{sub 4}, Cu(NO{sub 3}){sub 2}, KCr(SO{sub 4}){sub 2} or K{sub 2}CrO{sub 4} for 1–120 h. The effect of two soil-polluting elements, Cu, which is often applied in herbicides, and Cr, which is essential in the form of Cr(III), but toxic if it occurs as Cr(VI), on soil-inhabiting nematodes was studied. The uptake of these toxicants and their bioaccumulation was investigated by TXRF, following a two-step sample digestion method (digestion with HNO{sub 3} and using cold O plasma). Their effect on the essential element content of nematodes was also studied. Differences were found between the uptake of Cr(III) and Cr(VI). The Cr(III) causes decreased Zn content comparing with untreated nematodes, for Cr(VI) it was not observed. Elemental maps in the cross-sections of the worms prepared by focused gallium ion beam, following a special sample preparation method (quick-freezing in liquid nitrogen for 2 min and lyophilization for 72 h) were collected by scanning electron microscope equipped with energy dispersive X-ray detector. The distribution of Cr-P and Cu-P showed a similar pattern, however, the distribution of S deviated from these ones. According to these findings, the role of P-containing ligands in the binding of Cu and Cr is more characteristic than of S-containing ones. With the purpose of studying the speciation of the Cu and Cr in the worm, X-ray absorption near edge structure spectrometry was applied. The sample preparation method was the same as in the case of the elemental mapping. For Cu, the sample spectrum was fitted by the spectra of reference compounds, and Cu{sub 3}(PO{sub 4}){sub 2}, was found to be the main component, which harmonized with the results of the elemental distribution measurements. However, the role of S-containing ligands in Cu detoxification cannot be excluded, since the spectrum of Cu-cysteine complex was a minor component of the fit. It was also established that in the chromate treated nematodes a considerable part of Cr(VI) was reduced to Cr(III). - Highlights: • X-ray spectrometric measurements in the plant-feeding nematode, Xiphinema vuittenezi. • Differences in the uptake of Cr(III) and Cr(VI). • Distribution of Cr and Cu, correlation with distribution of essential elements, especially the P. • Cu speciation, important role of P-containing ligands in binding of Cu. • Significant reduction of Cr(VI) to Cr(III) in the body of the nematode.

  5. Study of bioaccumulation and biotransformation by microanalytical X-ray techniques: investigation of distribution and speciation of Cu and Cr in the body of the plant-feeding nematode, Xiphinema vuittenezi

    Science.gov (United States)

    Sávoly, Zoltán; Záray, Gyula

    2014-11-01

    Free-living nematodes, due to their microscopic size and quite complex life processes can be widely applied as biological model organisms to study the effect of soil pollutants. The modern X-ray spectrometric methods enable the individual analysis of microscopic biological samples, hereby expanding the scope of environmental and toxicological sciences. In order to study the uptake and bioaccumulation of Cu and Cr by nematodes (Xiphinema vuittenezi), the worms were starved in tap water for five days, and then treated with solutions of CuSO4, Cu(NO3)2, KCr(SO4)2 or K2CrO4 for 1-120 h. The effect of two soil-polluting elements, Cu, which is often applied in herbicides, and Cr, which is essential in the form of Cr(III), but toxic if it occurs as Cr(VI), on soil-inhabiting nematodes was studied. The uptake of these toxicants and their bioaccumulation was investigated by TXRF, following a two-step sample digestion method (digestion with HNO3 and using cold O plasma). Their effect on the essential element content of nematodes was also studied. Differences were found between the uptake of Cr(III) and Cr(VI). The Cr(III) causes decreased Zn content comparing with untreated nematodes, for Cr(VI) it was not observed. Elemental maps in the cross-sections of the worms prepared by focused gallium ion beam, following a special sample preparation method (quick-freezing in liquid nitrogen for 2 min and lyophilization for 72 h) were collected by scanning electron microscope equipped with energy dispersive X-ray detector. The distribution of Cr-P and Cu-P showed a similar pattern, however, the distribution of S deviated from these ones. According to these findings, the role of P-containing ligands in the binding of Cu and Cr is more characteristic than of S-containing ones. With the purpose of studying the speciation of the Cu and Cr in the worm, X-ray absorption near edge structure spectrometry was applied. The sample preparation method was the same as in the case of the elemental mapping. For Cu, the sample spectrum was fitted by the spectra of reference compounds, and Cu3(PO4)2, was found to be the main component, which harmonized with the results of the elemental distribution measurements. However, the role of S-containing ligands in Cu detoxification cannot be excluded, since the spectrum of Cu-cysteine complex was a minor component of the fit. It was also established that in the chromate treated nematodes a considerable part of Cr(VI) was reduced to Cr(III).

  6. PLASMID-ENCODED PHTHALATE CATABOLIC PATHWAY IN ARTHROBACTER KEYSERI 12B: BIOTRANSFORMATIONS OF 2-SUBSTITUTED BENZOATES AND THEIR USE IN CLONING AND CHARACTERIZATION OF PHTHALATE CATABOLISM GENES AND GENE PRODUCTS

    Science.gov (United States)

    Several 2-substituted benzoates (including 2-trifluoromethyl-, 2-chloro-, 2-bromo-, 2-iodo-, 2-nitro-, 2-methoxy-, and 2-acetyl-benzoates) were converted by phthalate-grown Arthrobacter keyseri 12B to the corresponding 2-substituted 3,4-dihydroxybenzoates (protocatechuates)...

  7. Absorption and biotransformation of polybrominated diphenyl ethers DE-71 and DE-79 in chicken (Gallus gallus), mallard (Anas platyrhynchos), American kestrel (Falco sparverius) and black-crowned night-heron (Nycticorax nycticorax) eggs

    Science.gov (United States)

    McKernan, Moira A.; Rattner, Barnett A.; Hatfield, Jeff S.; Hale, Robert C.; Ottinger, Mary Ann

    2010-01-01

    We recently reported that air cell administration of penta-brominated diphenyl ether (penta-BDE; DE-71) evokes biochemical and immunologic effects in chicken (Gallus gallus) embryos at very low doses, and impairs pipping (i.e., stage immediately prior to hatching) and hatching success at 1.8 ug g-1 egg (actual dose absorbed) in American kestrels (Falco sparverius). I n the present study, absorption of polybrominated diphenyl ether (PBDE) congeners was measured following air cell administration of a penta-BDE mixture (11.1 ug DE-71 g-1 egg) or an octa-brominated diphenyl ether mixture (octa-BDE; DE-79; 15.4 ug DE-79 g-1 egg). Uptake of PBDE congeners was measured at 24 h post-injection, midway through incubation, and at pipping in chicken, mallard (Anas platyrhynchos), and American kestrel egg contents, and at the end of incubation in black-crowned night-heron (Nycticorax nycticorax) egg contents. Absorption of penta-BDE and octa-BDE from the air cell into egg contents occurred throughout incubation; at pipping, up to 29.6% of penta-BDE was absorbed, but only 1.40-6.48% of octa-BDE was absorbed. Higher brominated congeners appeared to be absorbed more slowly than lower brominated congeners, and uptake rate was inversely proportional to the log Kow of predominant BDE congeners. Six congeners or co-eluting pairs of congeners were detected in penta-BDE-treated eggs that were not found in the dosing solution suggesting debromination in the developing embryo, extraembryonic membranes, and possibly even in the air cell membrane. This study demonstrates the importance of determining the fraction of xenobiotic absorbed into the egg following air cell administration for estimation of the lowest-observed-effect level.

  8. Study on biotransformation products of androstenedione by a Beauveria bassiana strain%一株白僵菌对雄甾烯二酮转化产物的研究

    Institute of Scientific and Technical Information of China (English)

    戈梅; 刘靖; 陈代杰

    2006-01-01

    利用白僵菌Beauveria bassiana HCCB00059对雄甾烯二酮(4AD)进行转化,对其主要产物进行分离纯化和结构鉴定,确认转化产生四个化合物,分别为:11-羟基-睾酮、6,11-羟基睾酮、6,11-羟基-雄甾烯二酮和11-羟基-18-氧杂D扩环雄甾烯二酮.

  9. STUDY ON THE DEGRADATION AND BIOTRANSFORMATION OF RICE STRAW BY PLEUROTUS OSTREATUS%糙皮侧耳(Pleurotus ostreatus)降解转化稻草秸秆研究

    Institute of Scientific and Technical Information of China (English)

    刘朝贵; 高金权; 李成琼

    2006-01-01

    以食用菌糙皮侧耳(Pleurotus ostreatus)菌株降解稻草秸秆,对子实体产量、品质,基质中木质纤维成分的变化和与基质主要成分降解相关胞外酶活性在不同培养阶段的变化规律进行了研究.结果表明,稻草秸秆栽培所获子实体,营养品质较高.经过2潮菇阶段的培养,木质纤维成分在基质中的含量比栽培前降低11.94%~14.7%,主要发生在生殖生长期;对胞外酶的研究发现:淀粉酶在培养前期活性较高;羧甲基纤维素酶、滤纸糖酶、木聚糖酶和蛋白酶活性的峰值与低谷的发生与子实体的发育状态成正相关;漆酶和愈创木酚酶活性变化与基质中木质素的降解相关,在第1潮菇子实体成熟前活性逐渐升高,随后呈下降趋势;漆酶的活性与菌株子实体的产量有正相关关系.

  10. 微生物转化生产L-苯基乙酰基甲醇(L-PAC)研究进展%RESEARCH PROGRESS OF L-PHENYLACETYLCARBINOL PRODUCTION BY BIOTRANSFORMATION

    Institute of Scientific and Technical Information of China (English)

    赵伟; 沈安; 江宁

    2003-01-01

    @@ L-苯基乙酰基甲醇(L-Phenylacetylcarbinol, L-PAC)在制药业中被用作前体来合成L-麻黄素(L-ephedrine)、D-伪麻黄素(D-pseudoephedrine),在医学上,麻黄素可用来治疗低血压和哮喘,并有利尿之功效[1].近些年有报道指出,L-麻黄素可用于减肥[2].另外,L-PAC还可以用于合成安非他明(amphetamine),苯丙胺和苯胺等药物[3].

  11. Study on biotransformation of old rice to bacterial cellulose%陈米生物转化为细菌纤维素的最优工艺研究

    Institute of Scientific and Technical Information of China (English)

    余冰; 李宗军

    2007-01-01

    以醋化醋杆菌(Acetobacter aceti)为出发菌株,细菌纤维素产量为指标,通过正交试验优化发酵培养基,其最优组成为:陈米糖化(米:水)(m:V=1:12)后的澄清液30%、蛋白胨0.5%,K2HPO4 0.1%,MgSO4 1.5%,乙醇1.5%.适宜的发酵方式为:接种培养36 h的种子液4%(V:V)在pH值5~6、30℃的条件下振荡发酵培养4 d.经验证试验,细菌纤维素产量可达7.34 g/L.

  12. BIOTRANSFORMATION OF BENZOATE TO PRODUCE CATECHOL (Ⅰ)ISOLATION AND CHARACTERIZATION OF DESIRABLE MICROORGANISM%生物法合成邻苯二酚(Ⅰ)菌种筛选与野生型活细胞转化效果

    Institute of Scientific and Technical Information of China (English)

    李江; 陈劲春; 曹小岗; 周远连

    2003-01-01

    以苯甲酸钠(Sodium Benzoate)为唯一碳源筛选到49株菌株,其中4株菌株表现出最佳的转化苯甲酸钠为邻苯二酚(Catechol)的能力.对B5进行了形态学和生理生化鉴定,初步确定其为假单胞菌.经紫外光谱和邻苯二酚特异性试验,证明该菌能转化苯甲酸钠合成邻苯二酚.该菌在6mg/mL的苯甲酸钠中培养24h,邻苯二酚的产量为1.6mg/mL.在培养基中加入甘油,利用静止细胞发酵培养16h,邻苯二酚的产量为2.1mg/mL,分子水平转化率达到46.11%.

  13. 植物乳杆菌与费氏丙酸菌转化生成甘露醇的比较%Comparison of D-Mannitol Formation from D-fructose by Biotransformation with Lactobacilli or Propionibacteria

    Institute of Scientific and Technical Information of China (English)

    胡奇杰; 戚民; 姚兆敏

    2011-01-01

    对1株植物乳杆菌(Lactobacillus plantarum HSC235)和1株费氏丙酸菌(Propionibacterium freudenreichii HZP-35)生物转化果糖生成甘露醇能力进行了比较研究。在生长细胞、静息细胞以及无完整细胞粗酶提取物3种不同转化反应体系中,植物乳杆菌HSC235和费氏丙酸菌HZP-35都表现出甘露醇脱氢酶活性,而生长细胞甘露醇产量和得率较高,分别为38g/L和27%,静息细胞和粗酶提取物反应体系甘露醇的产量及得率则相关无几,表明甘露醇的转化过程与细胞生长紧密%D-Mannitol production from fructose by lactic acid bacteria (LAB, Lactobacillus plantarum HSC 235) and propionate acid bacteria (PAB, Propionibacterium freudenreichii HZP-35) was investigated. Fructose can be con- verted into mannitol and sorbitol. Three kinds of reaction systems of growing cells, resting cells, and free cell extract were compared in mannitol formation using fructose as substrate. The resuhs showed that the growing ceils reaction process gave out a higher mannitol yield at 38 g/L, the Yp/s at 27% , while the last two reaction processes had a similar low mannitol yield. This suggested that mannitol formation was coincided with the cell growth of LAB and PAB. Initial fructose concentration hadn't appear effect on mannitol formation between 50-150 g/L where the mannitol Yp/ s was at 27% , but high up to 200 g/L fructose had a inhibition on the conversion process. Although LAB and PAB can grow together as in many food, but the mixed cultivation of the two bacteria would not produce more mannitol compared with any single pure strain fermentation. In the ability of mannitol production, LAB showed a high level to PAB.

  14. Establishment of biotransformation system of the arbutin biosynthesis by cultured Panax ginseng cells%人参细胞生物合成熊果苷转化体系的建立

    Institute of Scientific and Technical Information of China (English)

    栗建明; 丁家宜; 李正; 蔡洁; 张媛媛

    2004-01-01

    以人参(Panax ginseng C. A. Mey.)培养细胞为生物反应体系,利用外源氢醌为底物,对熊果苷的生物合成进行了研究.TLC鉴别表明,人参细胞可以将外源的氢醌转化为熊果苷;以熊果苷含量和氢醌的转化率为指标,对人参细胞生物合成熊果苷的基本条件(氢醌浓度、转化持续时间、细胞培养阶段)进行了探讨, 结果表明,MS固体培养基上培养32 d的人参细胞,在含有2 mmol·L-1氢醌的生物合成培养基中转化24 h后,合成的熊果苷含量占细胞干重的7.176%,氢醌转化率也达到79.15%.

  15. Studies on biotransformation of arbutin by 4-hydroxy phenol in hairy root of Polygonum multiflorum%何首乌毛状根生物转化对苯二酚生产熊果苷的研究

    Institute of Scientific and Technical Information of China (English)

    严春艳; 张章; 于荣敏; 孔令义

    2007-01-01

    目的:利用何首乌毛状根悬浮培养体系生物合成熊果苷,并对转化条件进行考察.方法:利用何首乌毛状根培养体系对底物对苯二酚进行生物转化,通过HPLC制定熊果苷标准曲线,以转化产物熊果苷的产量和转化率为指标,研究了共培养时间、底物加入浓度、培养瓶体积对生物合成熊果苷的影响.同时考察了产物在培养基中的分泌情况.结果:产物在培养物和培养基中同时存在.熊果苷标准曲线Y=440 740X-1.473(r=0.999 7).当底物加入质量浓度为1 100 mg·L-1,共培养72 h时,熊果苷的产量(2.22 g·L-1)和转化率(81.45%)达到最优.3 L大瓶培养获得成功.结论:本研究大大提高了以生物转化方法生产熊果苷的产量和转化率,并达到了3 L大瓶培养规模.此外,本研究也为利用生物技术方法大规模生产熊果苷提供了有价值的参考资料.

  16. 长春花悬浮培养细胞对天麻素的生物转化%Biotransformation of Gastrodin by Cell Suspension Cultures of Catharanthus roseus

    Institute of Scientific and Technical Information of China (English)

    戴均贵; 巩卓; 朱丹萌; 郭洪祝; 郑俊华; 果德安

    2002-01-01

    应用长春花(Catharanthus roseus (L.) G. Don)悬浮细胞培养体系对天麻素进行了生物转化反应研究.经过8 d培养形成一个转化产物,应用光谱方法鉴定转化产物的结构为对羟基苯甲醇,为天麻素水解后形成的甙元.

  17. Research on Biotransformation to Single Cell Proteins by Using Diluted Sulfuric Acid Solution to Pretreat Corn Stalk%酸处理玉米秸秆生物转化单细胞蛋白的研究

    Institute of Scientific and Technical Information of China (English)

    刘剑虹; 陈庆森; 陈剑勇; 阎亚丽; 张晓玲; 庞广昌

    2001-01-01

    The change in the lignocellulosics composition of corn stalk pretreated with diluted sulfuric acid solution (pH2~3) and its influence on degradation of lignocellulosics with Trichoderma are studied,and the bioconversion technology of pretreated corn stalk with diluted acid through co-fermentation with Trichoderma is discussed in this paper.The results show that the pretreatment on corn stalk with diluted sulfric acid in normal temperature for 48 hr.can distroy the "seal" structure composed of lignin and hemicellulose effectively,so that bio-degradation of corn stalk can be done by Trichoderma more smoothly.After 8 days fermentation by Trichoderma only,the degradation rate of the pretreated corn stalk is 65%,and that of cellulose inside is 57%.After Co-fermentation by Trichoderma and yeast,the degradation of the pretreated corn stalk will reach 70%,and that of cellulose will be 60%,this made nutrition value of corn stalk be improved more highly and efficient ways be given to bioconvert lignocellulosics to produce rich-protein feed in low cost.%研究了经稀酸(pH为2~3的硫酸)处理的玉米秸秆木质纤维素的成分变化及对木霉降解秸秆纤维物质作用的影响,并探讨了木霉-酵母菌混合发酵转化酸处理秸秆的发酵工艺。研究表明:对玉米秸秆进行常温48h稀酸处理,可以有效地破坏木质素-半纤维素的包蔽层结构,利于木霉对秸秆的生物降解。木霉单菌种发酵8 d后,粗纤维分解率可达到65%,其中,纤维素分解率达到57%;经木霉-酵母菌混合发酵后,粗纤维分解率达到70%,其中,纤维素分解率达到60%,粗蛋白得率为23%,使玉米秸秆的营养价值有了非常大的提高,为低成本转化秸秆材料生产富含蛋白质饲料提供了有效途径。

  18. Organic-Solvent-Tolerant Extremophiles and Enzymes Applied in Biotransformation of Natural Products%耐有机溶剂极端微生物及酶类与天然产物的生物转化

    Institute of Scientific and Technical Information of China (English)

    吴薛明; 何冰芳

    2007-01-01

    非水相催化在天然产物的生物转化中可显著提高非极性底物溶解度,大幅度提高转化特异性和生产率等优点,使生物转化工艺更具实用价值.本文探讨了耐有机溶剂极端微生物及酶类在天然药物生物转化中催化体系,新型耐有机溶剂极端微生物及酶类的筛选与应用,及现有非水相天然产物生物转化的研究现状,并指出融合非水相催化技术是天然产物开发的一个重要突破点,为中药现代化提供理论指导.

  19. Fusarium sacchari转化三七茎叶皂苷中新化合物的分离和鉴定%Isolation and identification of a new biotransformation compound by Fusarium sacchari from saponin of Panax notoginseng leaves

    Institute of Scientific and Technical Information of China (English)

    张德东; 曹家庆; 赵余庆

    2009-01-01

    Objective To study the chemical constituents of transformed products by Fusarium sacchari and to find the rare ginsenosides with anti-tumor effects from the leaves of Panax notoginseng.Methods The compound isolated was separated by repeated silica gel,Sephadex LH-20,and HPLC chromatography.The structure was identified by analysis of its spectral data.Results A dammarane-type triterpene,notoginsenoside-LZ,20(S)-3β-hydroxy-12β,23-epoxy-dammar-24-ene-20-O-β-D-xylopyranosyl (1→6)-β-D-glucopyranoside,was isolated from the transformed products.Conclusion Notoginsenoside-LZ is a new compound.%目的 利用甘蔗镰孢Fusarium sacchari对三七茎叶皂苷进行生物转化,以发现新的稀有抗肿瘤活性成分.方法 转化产物通过硅胶、凝胶及液相色谱进行分离,得到化合物结构经波谱鉴定.结果 分离得到了1个单体化合物,命名为三七皂苷-LZ(notoginsenoside-LZ),鉴定其化学结构为20(S)-3β-hydroxy-12β,23-epoxy-dammar-24-ene-20-O-β-D-xylopyranosyl(1→6)-β-D-glucopyranoside.结论 三七皂苷-LZ(notoginsenoside-LZ)为一新化合物.

  20. 体外大鼠肠道菌群代谢脱氧雪腐镰刀菌烯醇的研究%In vitro Biotransformation of Deoxynialenol by Intestinal Microflora of Rats

    Institute of Scientific and Technical Information of China (English)

    冯培生; 沈建忠; 吴海霞; 李林霞; 戴燕玉; 刘凯丽; 王莹; 张素霞

    2012-01-01

    Deoxynivalenol (DON) is a prevalent trichothecene contaminant, which is harmful to human and animal health. In this study, we identified the metabolites of DON produced by intestinal microflora of rats using ultra performance liquid chromatography/quadrupole time-of-flight tandem mass spectrometry (UPLC-Q/TOF-MS). By quantitative analysis of DON using triple quadrupole mass spectrometer, we found that the transformation capability of caecum was much stronger than that of colon and rectum, and no metabolite was found in the microflora culture media of small intestine after 24 h incubation at 37 ℃ in anaerobic condition. In microflora culture media of large intestine, only de-epoxy-DON (DOM) was found, and transformation capability of caecum was much stronger than other sections of large intestine.%运用超高效液相色谱串联四级杆/飞行时间质谱(UPLC-Q/TOF-MS)识别和确定脱氧雪腐镰刀菌烯醇( Deoxynialenol,DON)在大鼠肠道菌群体外代谢模型中的代谢产物,同时运用高效液相色谱串联三重四级杆质谱定量分析DON含量变化,比较各段肠管中厌氧菌群的代谢能力.结果表明,DON不能被大鼠小肠菌群代谢,而能被其大肠菌群代谢为脱环氧代谢产物脱环氧-脱氧雪腐镰刀菌烯醇(Deepoxy-deoxynialenol,DOM).定量测定结果显示,大肠中盲肠菌群代谢能力最强.