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Sample records for quantifying enzymatic esterification

  1. High-performance liquid chromatography analysis methods developed for quantifying enzymatic esterification of flavonoids in ionic liquids

    DEFF Research Database (Denmark)

    Lue, Bena-Marie; Guo, Zheng; Xu, X.B.

    2008-01-01

    Methods using reversed-phase high-performance liquid chromatography (RP-HPLC) with ELSD were investigated to quantify enzymatic reactions of flavonoids with fatty acids in the presence of diverse room temperature ionic liquids (RTILs). A buffered salt (preferably triethylamine-acetate) was found ...

  2. Nonthermal effect of microwave irradiation in nonaqueous enzymatic esterification.

    Science.gov (United States)

    Wan, Hui-da; Sun, Shi-yu; Hu, Xue-yi; Xia, Yong-mei

    2012-03-01

    Microwave has nonthermal effects on enzymatic reactions, mainly caused by the polarities of the solvents and substrates. In this experiment, a model reaction with caprylic acid and butanol that was catalyzed by lipase from Mucor miehei in alkanes or arenes was employed to investigate the nonthermal effect in nonaqueous enzymatic esterification. With the comparison of the esterification carried by conventional heating and consecutive microwave irradiation, the positive nonthermal effect on the initial reaction rates was found substrate concentration-dependent and could be vanished ostensibly when the substrate concentration was over 2.0 mol L(-1). The polar parameter log P well correlates the solvent polarity with the microwave effect, comparing to dielectric constant and assayed solvatochromic solvent polarity parameters. The log P rule presented in conventional heating-enzymatic esterification still fits in the microwaved enzymatic esterification. Alkanes or arenes with higher log P provided positive nonthermal effect in the range of 2 ≤ log P ≤ 4, but yielded a dramatic decrement after log P = 4. Isomers of same log P with higher dielectric constant received stronger positive nonthermal effect. With lower substrate concentration, the total log P of the reaction mixture has no obvious functional relation with the microwave effect.

  3. Characteristics of esterified rice bran oil converted by enzymatic esterification.

    Science.gov (United States)

    Choi, Jae-Suk; Roh, Myong-Kyun; Kim, Tae-Uk; Cheon, Eun Jin; Moon, Woi-Sook; Kim, Mi-Ryung

    2015-11-01

    In the present study, esterified rice bran oil (ERBO) was characterized using enzymatic esterification to improve stability, prevent acidification, enhance health-promoting biological activity and generate ω-3 PUFA-rich rice bran oil (RBO). Esterification reactions using RBO and ethanol were performed at 50°C under 200 bar with 3% lipozyme TL-IM (Thermomuces lanuginosa immobilized on silica gel) or RM-IM (Rhizomucor miehei immobilized on ion exchange resin) for 3 hr under supercritical CO2. The molar ratios of ethanol to RBO were 3, 6, 9 and 12, respectively. Total lipid contents and acid values decreased (maximum 83.75%),but γ-oryzanol content increased (maximum 41.33%) in esterified RBO (ERBO) prepared using TL-IM or RM-IM. In addition, DPPH radical scavenging activity of ERBO prepared by RM-IM atan ethanol to RBO molar ratio of 3 was 0.02 µg µl(-1), which was 63-fold higher than that of α-tocopherol (IC50 =1.25 µg µl(-1)). The anti-inflammatory effect of RM-IM 1:3 hydrolysate of RBO was verified showing its suppressive effect towards iNOS and Cox-2mRNA expression in a dose-dependent manner. Therefore, ERBO is a promising source of functional food, cosmetics and pharmaceuticals.

  4. Solvent-Free Production of Bioflavors by Enzymatic Esterification of Citronella (Cymbopogon winterianus) Essential Oil.

    Science.gov (United States)

    Paroul, Natália; Grzegozeski, Luana Paula; Chiaradia, Viviane; Treichel, Helen; Cansian, Rogério L; Oliveira, J Vladimir; de Oliveira, Débora

    2012-01-01

    Enzymatic esterification of citronella essential oil towards the production of geranyl and citronellyl esters may present great scientific and technological interest due to the well-known drawbacks of the chemical-catalyzed route. In this context, this work reports the maximization of geranyl and citronellyl esters production by esterification of oleic and propionic acids in a solvent-free system using a commercial immobilized lipase as catalyst. Results of the reactions showed that the strategy adopted for the experimental design proved to be useful in evaluating the effects of the studied variables on the reaction conversion using Novozym 435 as catalyst. The operating conditions that maximized the production of each ester were determined, leading, in a general way, to conversions of about 90% for all systems. New experimental data on enzymatic esterification of crude citronella essential oil for geranyl and citronellyl esters production in solvent-free system are reported in this work.

  5. Synthesis of benzyl cinnamate by enzymatic esterification of cinnamic acid.

    Science.gov (United States)

    Wang, Yun; Zhang, Dong-Hao; Chen, Na; Zhi, Gao-Ying

    2015-12-01

    In this study, lipase catalysis was successfully applied in synthesis of benzyl cinnamate through esterification of cinnamic acid with benzyl alcohol. Lipozyme TLIM was found to be more efficient for catalyzing this reaction than Novozym 435. In order to increase the yield of benzyl cinnamate, several media, including acetone, trichloromethane, methylbenzene, and isooctane, were used in this reaction. The reaction showed a high yield using isooctane as medium. Furthermore, the effects of several parameters such as water activity, reaction temperature, etc, on this reaction were analyzed. It was pointed out that too much benzyl alcohol would inhibit lipase activity. Under the optimum conditions, lipase-catalyzed synthesis of benzyl cinnamate gave a maximum yield of 97.3%. Besides, reusable experiment of enzyme demonstrated that Lipozyme TLIM retained 63% of its initial activity after three cycles. These results were of general interest for developing industrial processes for the preparation of benzyl cinnamate.

  6. [Investigation on low power microwave irradiation-assisted enzymatic esterification in organic solvent by fluorescence spectroscopy].

    Science.gov (United States)

    Min, Rui; Fang, Yun; Xia, Yong-Mei

    2009-02-01

    The authors studied the fluorescence change of immobilized lipase from Rhizomucor miehei in the microwave assisted enzymatic esterification of caprylic acid and butanol in organic medium by investigating the fluorescence spectra in solvent or aqueous buffer after incubating the lipase with the solvent, caprylic acid and butanol under microwave irradiation, respectively. A comparison was made with the conventional heated enzymatic esterification in the solvents. Both of the heating modes, the microwave irradiation and conventional heating, can enhance the fluorescence intensity without shifting the emission wavelength of the lipase. In the circumstance that the irradiation can accelerate the esterification, the irradiation can enhance the exposure of the lipase protein molecules in the aqueous environment after incubating the lipase with solvents or the substrates. The effect of the reaction mixture on the fluorescence intensity was dominated by the solvents. The trend of the plot of log P versus the initial reaction rate was similar to that of log P versus fluorescence intensity of lipase in aqueous buffer after esterification; but was different from that of log P versus fluorescence intensity of lipase in organic medium.

  7. Enzymatic esterification of tapioca maltodextrin fatty acid ester.

    Science.gov (United States)

    Udomrati, Sunsanee; Gohtani, Shoichi

    2014-01-01

    In this work new types of hydrophobically modified maltodextrin were prepared by enzyme-catalyzed reaction of maltodextrin and three fatty acids: decanoic acid (C-10), lauric acid (C-12) and palmitic acid (C-16). Lipase obtained from Thermomyces lanuginosus was found to be a useful biocatalyst in the maltodextrin esterification. Esterified maltodextrin with a degree of substitution (DS) 0.015-0.084 was prepared at the optimum conditions of 60 °C for 4 h. The DS was found to be at its highest when maltodextrin and fatty acids were taken in the ratio 1:0.5. The functional properties of these esterified maltodextrin were investigated. All esterified maltodextrin did not completely dissolve in water. Esterified maltodextrin at a concentration of 25% (w/w) exhibited Newtonian flow behavior similar to that of native maltodextrin. Esterified maltodextrin had a higher viscosity compare to native maltodextrin. X-ray diffraction pattern of esterified maltodextrin indicated crystallization of the fatty acid side chains. The thermal stability of esterified maltodextrin was checked by differential scanning calorimetry (DSC). Esterified maltodextrin was then used as an emulsifier to make n-hexadecane O/W emulsions. The emulsions were characterized according to their oil droplet characteristics and emulsification index.

  8. Biodiesel production by chemical or enzymatic esterification of sunflower oil

    Energy Technology Data Exchange (ETDEWEB)

    Passarinho, Paula C.; Rosa, M. Fernanda; Oliveira, A.C.; Pingarilho, M.S.; Beirao, S.G.; Vieira, Ana Maria Soares

    1998-07-01

    In this work, two processes of sunflower oil transesterification, with methanol or ethanol, were studied for biodiesel production: chemical (catalyst- NaOH) and enzymatic (catalyst - rhizomucor miehei lipase). The chemical catalysis proved to be more efficient, having been obtained higher conversion yields and a better quality biodiesel, mainly in the case where methanol was used. The transesterification product had, in all cases, to be purified in order to be used as a diesel substitute.

  9. Incorporation of medium chain fatty acids into fish oil triglycerides by chemical and enzymatic inter esterification

    Energy Technology Data Exchange (ETDEWEB)

    Feltes, M. M. C.; Oliveira de Pilot, L.; Gomes Correira, F.; Grimaldi, R.; Mara Block, J.; Ninow, J. L.

    2009-07-01

    Structured triglycerides (STs) containing both medium chain fatty acids (MCFA) and polyunsaturated fatty acids (PUFA) in the same molecule offer nutritional and therapeutic benefits. The aim of this work was to establish the incorporation of MCFA into fish oil triglycerides (TAGs), while maintaining substantial levels of docosahexaenoic and eicosapentaenoic acids. The effects of different acyl donors (capric acid methyl ester/MeC10 or medium chain triglyceride/TCM) and of the catalyst (chemical or enzymatic) on the fatty acid composition of the reaction product were studied. The fatty acid composition of the fish oil TAG was modified after inter esterification to contain MCFA, and it depended on the catalyst and on the substrates. Thermo grams obtained by Differential Scanning Calorimetry (DSC) showed that inter esterification promoted noteworthy changes in the melting profile of the samples. STs of clinical nutrition interest containing both EPA and DHA obtained from fish oil along with MCFA were successfully produced. (Author) 70 refs.

  10. Production of biodiesel from vegetable oil and microalgae by fatty acid extraction and enzymatic esterification.

    Science.gov (United States)

    Castillo López, Beatriz; Esteban Cerdán, Luis; Robles Medina, Alfonso; Navarro López, Elvira; Martín Valverde, Lorena; Hita Peña, Estrella; González Moreno, Pedro A; Molina Grima, Emilio

    2015-06-01

    The aim of this work was to obtain biodiesel (methyl esters) from the saponifiable lipids (SLs) fraction of the microalga Nannochloropsis gaditana, whose biomass dry weight contains 12.1 wt% of these lipids. SLs were extracted from the microalga as free fatty acids (FFAs) for subsequent transformation to methyl esters (biodiesel) by enzymatic esterification. Extraction as FFAs rather than as SLs allows them to be obtained with higher purity. Microalgal FFAs were obtained by direct saponification of lipids in the biomass and subsequent extraction-purification with hexane. Esterification of FFAs with methanol was catalysed by lipase Novozym 435 from Candida antarctica. Stability studies of this lipase in the operational conditions showed that the esterification degree (ED) attained with the same batch of lipase remained constant over six reaction cycles (36 h total reaction time). The optimal conditions attained for 4 g of FFAs were 25°C, 200 rpm, methanol/FFA molar ratio of 1.5:1, Novozym 435/FFA ratio of 0.025:1 w/w and 4 h reaction time. In these conditions the ED attained was 92.6%, producing a biodiesel with 83 wt% purity from microalgal FFAs. Several experimental scales were tested (from 4 to 40 g FFAs), and in all cases similar EDs were obtained.

  11. Optimization of conjugated linoleic acid triglycerides via enzymatic esterification in no-solvent system

    Institute of Scientific and Technical Information of China (English)

    YI Dan; SUN Xiuqin; LI Guangyou; LIU Fayi; LIN Xuezheng; SHEN Jihong

    2009-01-01

    We compared four esterifiable enzymes. The lipase Novozym 435 possessed the highest activity for the conjugated linoleic acid esterification during the synthesis of triglycerides. The triglycerides were synthesized by esterification of glycerol and conjugated linoleic acid (CLA) in a no-solvent system using lipase catalysis. We investigated the effects of temperature, enzyme concentration, water content, and time on esterification. Enzyme and water concentrations of up to 1% of the total reaction volume and a system temperature of 60°C proved optimal for esterification. Similarly, when the esterification was carried out for 24 h, the reaction ratio improved to 94.11%. The esterification rate of the rotating screen basket remained high (87.28%) when the enzyme was re-used for the 5th time. We evaluated the substrate selectivity of lipase (NOVO 435) and determined that this lipase prefers the 10,12-octadacadienoic acid to the 9,11-octadecadienoic acid.

  12. Enzymatic esterification of ethanol by an immobilised Rhizomucor miehei lipase in a perforated rotating disc bioreactor.

    Science.gov (United States)

    Oliveira; Rosa; Aires-Barros; Cabral

    2000-03-01

    A perforated rotating disc bioreactor was developed to perform the esterification of ethanol with oleic acid, catalyzed by a lipase from Rhizomucor miehei immobilized by adsorption on to a hydrophobic support-Accurel EP700. The bioreactor with total recirculation operated at an optimum agitation rate of 400 rev./min. The experimental results, in this condition, were predict by a kinetic model using the constants obtained in the batch (Erlenmeyer flasks) assays: a catalytic constant, k(cat) = 5.78 mmol/h. mg protein; a Michaelis constant for ethanol, K(m(Et)) = 1.20 M; a Michaelis constant for oleic acid, K(m(Ol)) = 1.16 x 10(-8) M, and a dissociation constant of the ethanol-lipase complex, K((Et)) = 9.46 x 10(7) M. The efficiency of conversion gradually decreased during continuous operation of the reactor. The enzymatic activity decayed according to a first order deactivation model and the integrated equations of a continuous stirred tank reactor (CSTR) and a plug flow reactor (PFR). A half-life time of the lipase of about 10 days and a deactivation constant of 0.003 h(-1) were obtained in the present system.

  13. Lipase catalyzed esterification of glycidol in nonaqueous solvents: solvent effects on enzymatic activity.

    Science.gov (United States)

    Martins, J F; de Sampaio, T C; de Carvalho, I B; Barreiros, S

    1994-06-05

    We studied the effect of organic solvents on the kinetics of porcine pancreatic lipase (pp) for the resolution of racemic glycidol through esterification with butyric acid. We quantified ppl hydration by measuring water sorption isotherms for the enzyme in the solvents/mixtures tested. The determination of initial rates as a function of enzyme hydration revealed that the enzyme exhibits maximum apparent activity in the solvents/mixtures at the same water content (9% to 11% w/w) within the associated experimental error. The maximum initial rates are different in all the media and correlate well with the logarithm of the molar solubility of water in the media, higher initial rates being observed in the solvents/mixtures with lower water solubilities. The data for the mixtures indicate that ppl apparent activity responds to bulk property of the solvent. Measurements of enzyme particle sizes in five of the solvents, as function of enzyme hydration, revealed that mean particle sizes increased with enzyme hydration in all the solvents, differences between solvents being more pronounced at enzyme hydration levels close to 10%. At this hydration level, solvents having a higher water content lead to lower reaction rates; these are the solvents where the mean enzyme particle sizes are greater. Calculation of the observable modulus indicates there are no internal diffusion limitations. The observed correlation between changes in initial rates and changes in external surface area of the enzyme particles suggests that interfacial activation of ppl is only effective at the external surface of the particles. Data obtained for the mixtures indicate that ppl enantioselectivity depends on specific solvent-enzyme interactions. We make reference to ppl hydration and activity in supercritical carbon dioxide.

  14. Synthesis and characterization of arabinose-palmitic acid esters by enzymatic esterification

    NARCIS (Netherlands)

    Pappalardo, Valeria M.; Boeriu, Carmen G.; Zaccheria, Federica; Ravasio, Nicoletta

    2017-01-01

    The direct esterification of palmitic acid with L-(+)-arabinose has been carried out. The use of Candida antartica lipase B as the catalyst and the choice of suitable solvent and experimental conditions allowed carrying out the reaction successfully. In particular 10% dimethyl-sulfoxide in

  15. Antimicrobial and antioxidant activities of clove essential oil and eugenyl acetate produced by enzymatic esterification.

    Science.gov (United States)

    Vanin, Adriana B; Orlando, Tainara; Piazza, Suelen P; Puton, Bruna M S; Cansian, Rogério L; Oliveira, Debora; Paroul, Natalia

    2014-10-01

    This work reports the maximization of eugenyl acetate production by esterification of essential oil of clove in a solvent-free system using Novozym 435 as catalyst. The antimicrobial and antioxidant activities of clove essential oil and eugenyl acetate produced were determined. The conditions that maximized eugenyl acetate production were 60 °C, essential oil of clove to acetic anhydride ratio of 1:5, 150 rpm, and 10 wt% of enzyme, with a conversion of 99.87 %. A kinetic study was performed to assess the influence of substrates' molar ratio, enzyme concentration, and temperature on product yield. Results show that an excess of anhydride, enzyme concentration of 5.5 wt%, 50 °C, and essential oil of clove to acetic anhydride ratio of 1:5 afforded nearly a complete conversion after 2 h of reaction. Comparing the antibacterial activity of the essential oil of clove before and after esterification, we observed a decrease in the antimicrobial activity of eugenyl acetate, particularly with regard to minimum inhibitory concentration (MIC). Both eugenyl acetate and clove essential oil were most effective to the gram-negative than gram-positive bacteria group. The results showed a high antioxidant potential for essential oil before and particularly after the esterification reaction thus becoming an option for the formulation of new antioxidant products.

  16. Computational multiple steady states for enzymatic esterification of ethanol and oleic acid in an isothermal CSTR.

    Science.gov (United States)

    Ho, Pang-Yen; Chuang, Guo-Syong; Chao, An-Chong; Li, Hsing-Ya

    2005-05-01

    The capacity of complex biochemical reaction networks (consisting of 11 coupled non-linear ordinary differential equations) to show multiple steady states, was investigated. The system involved esterification of ethanol and oleic acid by lipase in an isothermal continuous stirred tank reactor (CSTR). The Deficiency One Algorithm and the Subnetwork Analysis were applied to determine the steady state multiplicity. A set of rate constants and two corresponding steady states are computed. The phenomena of bistability, hysteresis and bifurcation are discussed. Moreover, the capacity of steady state multiplicity is extended to the family of the studied reaction networks.

  17. High-yield synthesis of bioactive ethyl cinnamate by enzymatic esterification of cinnamic acid.

    Science.gov (United States)

    Wang, Yun; Zhang, Dong-Hao; Zhang, Jiang-Yan; Chen, Na; Zhi, Gao-Ying

    2016-01-01

    In this paper, Lipozyme TLIM-catalyzed synthesis of ethyl cinnamate through esterification of cinnamic acid with ethanol was studied. In order to increase the yield of ethyl cinnamate, several media, including acetone, isooctane, DMSO and solvent-free medium, were investigated in this reaction. The reaction showed a high yield by using isooctane as reaction medium, which was found to be much higher than the yields reported previously. Furthermore, several parameters such as shaking rate, water activity, reaction temperature, substrate molar ratio and enzyme loading had important influences on this reaction. For instance, when temperature increased from 10 to 50 °C, the initial reaction rate increased by 18 times and the yield of ethyl cinnamate increased by 6.2 times. Under the optimum conditions, lipase-catalyzed synthesis of ethyl cinnamate gave a maximum yield of 99%, which was of general interest for developing industrial processes for the preparation of ethyl cinnamate.

  18. Kinetic study on the enzymatic esterification of octanoic acid and hexanol by immobilized Candida antarctica lipase B

    DEFF Research Database (Denmark)

    Lopresto, Catia Giovanna; Calabro, Vincenza; Woodley, John M.;

    2014-01-01

    tThis study investigates reaction kinetics of the esterification of octanoic acid and hexanol into hexyloctanoate, catalyzed by an immobilized Candida antarctica lipase (Novozym®435). The product is considered natural and used as a fresh vegetable and fruity flavour additive in food, cosmetic...... a Ping-Pong bi-bi mechanism with dead-end inhibition by both substrates and, based on the proposed model, the kinetic constants of the esterification reaction are estimated. These parameters are verified to be intrinsic – neither external nor internal mass transfer resistances are significant...

  19. Process optimization using response surface design for diacylglycerol synthesis from palm fatty acid distillate by enzymatic esterification

    Directory of Open Access Journals (Sweden)

    Songsri Santisawadi

    2013-02-01

    Full Text Available Diacylglycerols (DAG were synthesized by lipase-catalyzed esterification of glycerol with palm fatty acid distillate(PFAD. Lipase from Rhizomucor miehei was used and the reaction was carried out at 45°C. After 24 h, the reaction productswere sampled and the DAG content was determined using high performance thin layer chromatography. A response surfacemethodology (RSM was used to study the effect of substrate molar ratio (0.75 to 2.25 mol, enzyme concentration (2.0 to 3.0wt% and the amount of molecular sieve (25 to 35 wt% on the DAG yield. An analysis of variance (ANOVA showed that 84%(R2 = 0.84 of the observed variation was explained by the polynomial model. The optimum conditions obtained from theresponse surface analysis were 1.23 mol for the molar ratio between fatty acid distillate and glycerol, 31.1 wt% molecularsieve and 2.32 wt% enzyme. Alkaline neutralization of the esterification products yielded neutralization residues containingapproximately 70% DAG.

  20. Preparation of highly purified pinolenic acid from pine nut oil using a combination of enzymatic esterification and urea complexation.

    Science.gov (United States)

    No, Da Som; Zhao, Ting Ting; Kim, Yangha; Yoon, Mi-Ra; Lee, Jeom-Sig; Kim, In-Hwan

    2015-03-01

    Pinolenic acid (PLA) is a polyunsaturated fatty acid of plant origin. PLA has been successfully enriched according to a two-step process involving lipase-catalysed esterification and urea complexation. For the first step, the fatty acids present in pine nut oil were selectively esterified with lauryl alcohol using Candida rugosa lipase. Under the optimum conditions of 0.1% enzyme loading, 10% additional water, and 15 °C, PLA was enriched up to 43 mol% from an initial value of 13 mol% in the pine nut oil. For the second step, the PLA-enriched fraction from the first step was subjected to a urea complexation process. In this way, PLA enrichments with purities greater than 95 mol% were obtained at urea to fatty acid ratios greater than 3:1 (wt/wt), and 100% pure PLA was produced at a urea to fatty acid ratio of 5:1 with an 8.7 mol% yield.

  1. Biodiesel production by combined fatty acids separation and subsequently enzymatic esterification to improve the low temperature properties.

    Science.gov (United States)

    Wang, Meng; Nie, Kaili; Cao, Hao; Deng, Li; Wang, Fang; Tan, Tianwei

    2014-12-01

    The poor low-temperature properties of biodiesel, which provokes easy crystallization at low temperature, can cause fuel line plugging and limits its blending amount with petro-diesel. This work aimed to study the production of biodiesel with a new process of improving the low temperature performance of biodiesel. Waste cooking oil was first hydrolyzed into fatty acids (FAs) by 60g immobilized lipase and 240g RO water in 15h. Then, urea complexation was used to divide the FAs into saturated and unsaturated components. The conditions for complexation were: FA-to-urea ratio 1:2 (w/w), methanol to FA ratio 5:1 (v/v), duration 2h. The saturated and unsaturated FAs were then converted to iso-propyl and methyl esters by lipase, respectively. Finally, the esters were mixed together. The CFPP of this mixture was decreased from 5°C to -3°C. Hydrolysis, urea complexation and enzymic catalyzed esterification processes are discussed in this paper. Copyright © 2014 Elsevier Ltd. All rights reserved.

  2. Analysis of different de-esterification mechanisms for pectin by enzymatic fingerprinting using endopectin lyase and endopolygalacturonase II from A. niger

    DEFF Research Database (Denmark)

    Limberg, G; Körner, R; Buchholt, H C

    2000-01-01

    A series of pectins with different distribution patterns of methyl ester groups was produced by treatment with either plant (p-PME) or fungal pectin methyl esterases (f-PME) and compared with those obtained by base catalysed de-esterification. The products generated by digestion of these pectins...... analysis using MALDIMS was used to identify the most preferred substrate for each enzyme. For PL, this was shown to be fully methyl esterified HG whereas for PG II, long regions of HG without any methyl esterification, as produced by p-PME was the optimal substrate. The blockwise de-esterification caused...... of esterification (DE), but almost no change in the concentration of partly methylated compounds. PL fingerprints of f-PME and chemically treated pectins showed decreasing amounts of partly methyl esterified oligomers with decreasing DE, together with a relative shift towards longer oligomers. PG II fingerprints...

  3. Analysis of different de-esterification mechanisms for pectin by enzymatic fingerprinting using endopectin lyase and endopolygalacturonase II from A. niger

    DEFF Research Database (Denmark)

    Limberg, G; Körner, R; Buchholt, H C

    2000-01-01

    with either endopectin lyase (PL) or endopolygalacturonase II (PG II) from Aspergillus niger were analysed using matrix assisted laser desorption ionisation mass spectrometry (MALDIMS) and high-performance anion-exchange chromatography with pulsed amperometric or UV detection (HPAEC-PAD/UV). Time course...... analysis using MALDIMS was used to identify the most preferred substrate for each enzyme. For PL, this was shown to be fully methyl esterified HG whereas for PG II, long regions of HG without any methyl esterification, as produced by p-PME was the optimal substrate. The blockwise de-esterification caused...

  4. Advances in lipase-catalyzed esterification reactions.

    Science.gov (United States)

    Stergiou, Panagiota-Yiolanda; Foukis, Athanasios; Filippou, Michalis; Koukouritaki, Maria; Parapouli, Maria; Theodorou, Leonidas G; Hatziloukas, Efstathios; Afendra, Amalia; Pandey, Ashok; Papamichael, Emmanuel M

    2013-12-01

    Lipase-catalyzed esterification reactions are among the most significant chemical and biochemical processes of industrial relevance. Lipases catalyze hydrolysis as well as esterification reactions. Enzyme-catalyzed esterification has acquired increasing attention in many applications, due to the significance of the derived products. More specifically, the lipase-catalyzed esterification reactions attracted research interest during the past decade, due to an increased use of organic esters in biotechnology and the chemical industry. Lipases, as hydrolyzing agents are active in environments, which contain a minimum of two distinct phases, where all reactants are partitioned between these phases, although their distribution is not fixed and changes as the reaction proceeds. The kinetics of the lipase-catalyzed reactions is governed by a number of factors. This article presents a thorough and descriptive evaluation of the applied trends and perspectives concerning the enzymatic esterification, mainly for biofuel production; an emphasis is given on essential factors, which affect the lipase-catalyzed esterification reaction. Moreover, the art of using bacterial and/or fungal strains for whole cell biocatalysis purposes, as well as carrying out catalysis by various forms of purified lipases from bacterial and fungal sources is also reviewed.

  5. Ethyl Esterification for MALDI-MS Analysis of Protein Glycosylation.

    Science.gov (United States)

    Reiding, Karli R; Lonardi, Emanuela; Hipgrave Ederveen, Agnes L; Wuhrer, Manfred

    2016-01-01

    Ethyl esterification is a technique for the chemical modification of sialylated glycans, leading to enhanced stability when performing matrix-assisted laser desorption/ionization (MALDI)-mass spectrometry (MS), as well as allowing the efficient detection of both sialylated and non-sialylated glycans in positive ion mode. In addition, the method shows specific reaction products for α2,3- and α2,6-linked sialic acids, leading to an MS distinguishable mass difference. Here, we describe the ethyl esterification protocol for 96 glycan samples, including enzymatic N-glycan release, the aforementioned ethyl esterification, glycan enrichment, MALDI target preparation, and the MS(/MS) measurement.

  6. Use of Enzymatic Biosensors to Quantify Endogenous ATP or H2O2 in the Kidney

    Science.gov (United States)

    Palygin, Oleg; Levchenko, Vladislav; Evans, Louise C.; Blass, Gregory; Cowley, Allen W.; Staruschenko, Alexander

    2015-01-01

    Enzymatic microelectrode biosensors have been widely used to measure extracellular signaling in real-time. Most of their use has been limited to brain slices and neuronal cell cultures. Recently, this technology has been applied to the whole organs. Advances in sensor design have made  possible the measuring of cell signaling in blood-perfused in vivo kidneys. The present protocols list the steps needed to measure ATP and H2O2 signaling in the rat kidney interstitium. Two separate sensor designs are used for the ex vivo and in vivo protocols. Both types of sensor are coated with a thin enzymatic biolayer on top of a permselectivity layer to give fast responding, sensitive and selective biosensors. The permselectivity layer protects the signal from the interferents in biological tissue, and the enzymatic layer utilizes the sequential catalytic reaction of glycerol kinase and glycerol-3-phosphate oxidase in the presence of ATP to produce H2O2. The set of sensors used for the ex vivo studies further detected analyte by oxidation of H2O2 on a platinum/iridium (Pt-Ir) wire electrode. The sensors for the in vivo studies are instead based on the reduction of H2O2 on a mediator coated gold electrode designed for blood-perfused tissue. Final concentration changes are detected by real-time amperometry followed by calibration to known concentrations of analyte. Additionally, the specificity of the amperometric signal can be confirmed by the addition of enzymes such as catalase and apyrase that break down H2O2 and ATP correspondingly. These sensors also rely heavily on accurate calibrations before and after each experiment. The following two protocols establish the study of real-time detection of ATP and H2O2 in kidney tissues, and can be further modified to extend the described method for use in other biological preparations or whole organs. PMID:26485400

  7. Nuclemeter: A Reaction-Diffusion Column for Quantifying Nucleic Acids Undergoing Enzymatic Amplification

    Science.gov (United States)

    Bau, Haim; Liu, Changchun; Killawala, Chitvan; Sadik, Mohamed; Mauk, Michael

    2014-11-01

    Real-time amplification and quantification of specific nucleic acid sequences plays a major role in many medical and biotechnological applications. In the case of infectious diseases, quantification of the pathogen-load in patient specimens is critical to assessing disease progression, effectiveness of drug therapy, and emergence of drug-resistance. Typically, nucleic acid quantification requires sophisticated and expensive instruments, such as real-time PCR machines, which are not appropriate for on-site use and for low resource settings. We describe a simple, low-cost, reactiondiffusion based method for end-point quantification of target nucleic acids undergoing enzymatic amplification. The number of target molecules is inferred from the position of the reaction-diffusion front, analogous to reading temperature in a mercury thermometer. We model the process with the Fisher Kolmogoroff Petrovskii Piscounoff (FKPP) Equation and compare theoretical predictions with experimental observations. The proposed method is suitable for nucleic acid quantification at the point of care, compatible with multiplexing and high-throughput processing, and can function instrument-free. C.L. was supported by NIH/NIAID K25AI099160; M.S. was supported by the Pennsylvania Ben Franklin Technology Development Authority; C.K. and H.B. were funded, in part, by NIH/NIAID 1R41AI104418-01A1.

  8. Quantifying enzymatic lysis: estimating the combined effects of chemistry, physiology and physics

    Science.gov (United States)

    Mitchell, Gabriel J.; Nelson, Daniel C.; Weitz, Joshua S.

    2010-12-01

    The number of microbial pathogens resistant to antibiotics continues to increase even as the rate of discovery and approval of new antibiotic therapeutics steadily decreases. Many researchers have begun to investigate the therapeutic potential of naturally occurring lytic enzymes as an alternative to traditional antibiotics. However, direct characterization of lytic enzymes using techniques based on synthetic substrates is often difficult because lytic enzymes bind to the complex superstructure of intact cell walls. Here we present a new standard for the analysis of lytic enzymes based on turbidity assays which allow us to probe the dynamics of lysis without preparing a synthetic substrate. The challenge in the analysis of these assays is to infer the microscopic details of lysis from macroscopic turbidity data. We propose a model of enzymatic lysis that integrates the chemistry responsible for bond cleavage with the physical mechanisms leading to cell wall failure. We then present a solution to an inverse problem in which we estimate reaction rate constants and the heterogeneous susceptibility to lysis among target cells. We validate our model given simulated and experimental turbidity assays. The ability to estimate reaction rate constants for lytic enzymes will facilitate their biochemical characterization and development as antimicrobial therapeutics.

  9. The effects of sterol structure upon sterol esterification.

    Science.gov (United States)

    Lin, Don S; Steiner, Robert D; Merkens, Louise S; Pappu, Anuradha S; Connor, William E

    2010-01-01

    Cholesterol is esterified in mammals by two enzymes: LCAT (lecithin cholesterol acyltransferase) in plasma and ACAT(1) and ACAT(2) (acyl-CoA cholesterol acyltransferases) in the tissues. We hypothesized that the sterol structure may have significant effects on the outcome of esterification by these enzymes. To test this hypothesis, we analyzed sterol esters in plasma and tissues in patients having non-cholesterol sterols (sitosterolemia and Smith-Lemli-Opitz syndrome). The esterification of a given sterol was defined as the sterol ester percentage of total sterols. The esterification of cholesterol in plasma by LCAT was 67% and in tissues by ACAT was 64%. Esterification of nine sterols (cholesterol, cholestanol, campesterol, stigmasterol, sitosterol, campestanol, sitostanol, 7-dehydrocholesterol and 8-dehydrocholesterol) was examined. The relative esterification (cholesterol being 1.0) of these sterols by the plasma LCAT was 1.00, 0.95, 0.89, 0.40, 0.85, 0.82 and 0.80, 0.69 and 0.82, respectively. The esterification by the tissue ACAT was 1.00, 1.29, 0.75, 0.49, 0.45, 1.21 and 0.74, respectively. The predominant fatty acid of the sterol esters was linoleic acid for LCAT and oleic acid for ACAT. We compared the esterification of two sterols differing by only one functional group (a chemical group attached to sterol nucleus) and were able to quantify the effects of individual functional groups on sterol esterification. The saturation of the A ring of cholesterol increased ester formation by ACAT by 29% and decreased the esterification by LCAT by 5.9%. Esterification by ACAT and LCAT was reduced, respectively, by 25 and 11% by the presence of an additional methyl group on the side chain of cholesterol at the C-24 position. This data supports our hypothesis that the structure of the sterol substrate has a significant effect on its esterification by ACAT or LCAT.

  10. An alternative method based on enzymatic fat hydrolysis to quantify volatile compounds in wheat bread crumb.

    Science.gov (United States)

    Pico, Joana; Nozal, María Jesús; Gómez, Manuel; Bernal, José Luis

    2016-09-01

    An alternative method to quantify 40 volatile compounds in wheat bread crumb is proposed. It consists of a Soxhlet extraction with a mixture of dichloromethane and diethyl ether containing lipases and a subsequent concentration with Vigreux column. It is the first time that lipases are added to transform the fat into free fatty acids and glycerol, which elute at the end of the chromatogram after the analytes, avoiding problems in the chromatography due to fat residues, such as dirtiness in the injector, column clogging or overlapping peaks. The extract is most easily analysed by GC/MS, using a standard addition method to correct matrix effect. The method was fully validated, with extraction efficiencies between 70% and 100% and precision RSD lower than 15%. The method was applied to a commercial crumb, with acetoin, phenylethyl alcohol and acetic acid as highly abundant compounds, which are considered main volatiles in crumb.

  11. Quantifying protein adsorption and function at nanostructured materials: enzymatic activity of glucose oxidase at GLAD structured electrodes.

    Science.gov (United States)

    Jensen, Uffe B; Ferapontova, Elena E; Sutherland, Duncan S

    2012-07-31

    Nanostructured materials strongly modulate the behavior of adsorbed proteins; however, the characterization of such interactions is challenging. Here we present a novel method combining protein adsorption studies at nanostructured quartz crystal microbalance sensor surfaces (QCM-D) with optical (surface plasmon resonance SPR) and electrochemical methods (cyclic voltammetry CV) allowing quantification of both bound protein amount and activity. The redox enzyme glucose oxidase is studied as a model system to explore alterations in protein functional behavior caused by adsorption onto flat and nanostructured surfaces. This enzyme and such materials interactions are relevant for biosensor applications. Novel nanostructured gold electrode surfaces with controlled curvature were fabricated using colloidal lithography and glancing angle deposition (GLAD). The adsorption of enzyme to nanostructured interfaces was found to be significantly larger compared to flat interfaces even after normalization for the increased surface area, and no substantial desorption was observed within 24 h. A decreased enzymatic activity was observed over the same period of time, which indicates a slow conformational change of the adsorbed enzyme induced by the materials interface. Additionally, we make use of inherent localized surface plasmon resonances in these nanostructured materials to directly quantify the protein binding. We hereby demonstrate a QCM-D-based methodology to quantify protein binding at complex nanostructured materials. Our approach allows label free quantification of protein binding at nanostructured interfaces.

  12. Two step esterification-transesterification process of wet greasy sewage sludge for biodiesel production.

    Science.gov (United States)

    Urrutia, C; Sangaletti-Gerhard, N; Cea, M; Suazo, A; Aliberti, A; Navia, R

    2016-01-01

    Sewage sludge generated in municipal wastewater treatment plants was used as a feedstock for biodiesel production via esterification/transesterification in a two-step process. In the first esterification step, greasy and secondary sludge were tested using acid and enzymatic catalysts. The results indicate that both catalysts performed the esterification of free fatty acids (FFA) simultaneously with the transesterification of triacylglycerols (TAG). Acid catalyst demonstrated better performance in FFA esterification compared to TAG transesterification, while enzymatic catalyst showed the ability to first hydrolyze TAG in FFA, which were esterified to methyl esters. In addition, FAME concentration using greasy sludge were higher (63.9% and 58.7%), compared with those of secondary sludge (11% and 16%), using acid and enzymatic catalysts, respectively. Therefore, only greasy sludge was used in the second step of alkaline transesterification. The alkaline transesterification of the previously esterified greasy sludge reached a maximum FAME concentration of 65.4% when using acid catalyst.

  13. Stereoselectivity of lipases: esterification reactions of octadecylglycerol.

    Science.gov (United States)

    Meusel, D; Weber, N; Mukherjee, K D

    1992-04-01

    Stereoselectivity of several triacylglycerol lipases (EC 3.1.1.3) has been investigated in the enzymatic esterification of rac-1-O-octadecylglycerol with oleic acid in the presence of organic solvents, such as hexane. X-1(3)-O-Octadecylmonooleoylglycerols were the only products formed with most lipases; considerable proportions of X-1(3)-O-octadecyldioleoylglycerols were also formed with the lipase from Candida cylindracea. The mixtures of unesterified enantiomeric substrates, i.e., X-1(3)-O-octadecylglycerols were converted to their 3,5-dinitrophenylurethane derivatives and subsequently resolved into sn-1 and sn-3 enantiomers by HPLC on a chiral stationary phase (Sumichiral OA 2100). The data on enantiomeric excess (ee) and enantiomeric ratio (E) in the unesterified substrate revealed for the lipases from porcine pancreas, Rhizopus sp., Pseudomonas sp., Candida cylindracea, Chromobacterium viscosum and Penicillium cyclopium a distinct preference for 1-O-octadecyl-sn-glycerol over its enantiomer indicating stereoselectivity for the sn-3 position. For the lipase from Rhizomucor miehei a slight stereoselectivity for the sn-1 position was observed. Solvents, such as diethyl ether and dichloromethane, strongly inhibited the esterification reaction, but the enzymatic activity could be restored upon removal of such solvents by washing with hexane indicating reversible inhibition.

  14. Phenolic acids enzymatic lipophilization.

    Science.gov (United States)

    Figueroa-Espinoza, Maria-Cruz; Villeneuve, Pierre

    2005-04-20

    Lipophilization is the esterification of a lipophilic moiety (fatty acid or fatty alcohol) on different substrates (phenolic acid, sugar, protein, ...), resulting in new molecules with modified hydrophilic/lipophilic balance. This reaction can be obtained chemically or enzymatically using different enzymes. Phenolic acids possess interesting biological properties (antioxidant, chelator, free radical scavenger, UV filter, antimicrobial, ...), but because of their relatively low solubility in aprotic media, their application in oil-based products is limited. Therefore, the esterification of their carboxylic acid function with a fatty alcohol enhances their hydrophobicity and results in a multifunctional amphiphilic molecule. Enzymatic lipophilization of phenolic acids is nowadays studied for potential industrial applications. Different systems have been proposed to perform the reaction yield [free or immobilized enzymes (lipase, feruloyl esterase, tannase, etc.), free or added organic solvent, addition of surfactant, microemulsion system, etc.]. Some of the functional properties of these esters have been demonstrated. This review presents a panorama of the advances in this field.

  15. Study on the characteristics of esterification-enzimatic corn starch%酯化-酶解玉米淀粉的特性分析研究

    Institute of Scientific and Technical Information of China (English)

    邹建; 刘亚伟

    2011-01-01

    Corn starch was esterified by octenyl succinic anhydride(OSA) and hydrolyzed with α-amylase to prepare esterifi-cation-enzyme complex modified corn starch. The results showed as that: the transparency and solubility of esterification-enzi-matic starch were greatly improved compared to the native starch. As DE≦8,the transparency and solubility increased with DE value. In the order of freeze-thaw stability,esterification-enzymatic starch>esterification starch>native starch. In the order of retrogradation,esterification starch>esterification-enzymatic starch>native starch. In the order of emulsification,esterification starch> esterification-enzymatic starch > native starch, but in the order of emulsification stability, esterification-enzymatic starch>esterification starch>native starch.%以玉米淀粉为原料,对其进行了辛烯基琥珀酸酐(OSA)酯化,并用α-淀粉酶水解,制备了酯化-酶解复合改性玉米淀粉.结果表明,酯化-酶解淀粉的透明度、溶解度较原淀粉有很大的提高,在葡萄糖当量浓度(DE)≤8的范围内,随DE值的增加,透明度和溶解度随之增大;冻融稳定性是酯化-酶解淀粉>酯化淀粉>原淀粉,凝沉性是酯化淀粉>酯化-酶解淀粉>原淀粉;乳化能力是酯化淀粉>酯化-酶解淀粉>原淀粉,但乳化稳定性是酯化-酶解淀粉>酯化淀粉>原淀粉.

  16. Enzymatic synthesis and NMR studies of acylated sucrose acetates

    NARCIS (Netherlands)

    Steverink-De Zoete, M.C.; Kneepkens, M.F.M.; Waard, de P.; Woudenberg-van Oosterom, M.; Gotlieb, K.F.; Slaghek, T.

    1999-01-01

    The lipase-catalyzed esterification of partially acetylated sucrose has been studied. It was shown that the chemical acetylation increased the reaction rate of the subsequent enzymatic acylation. Thus it was possible to perform the enzymatic acylation in the absence of solvents while underivatized s

  17. Standardization and quality control in quantifying non-enzymatic oxidative protein modifications in relation to ageing and disease: Why is it important and why is it hard?

    Directory of Open Access Journals (Sweden)

    Olgica Nedić

    2015-08-01

    Full Text Available Post-translational modifications (PTM of proteins determine the activity, stability, specificity, transportability and lifespan of a protein. Some PTM are highly specific and regulated involving various enzymatic pathways, but there are other non-enzymatic PTM (nePTM, which occur stochastically, depend on the ternary structure of proteins and can be damaging. It is often observed that inactive and abnormal proteins accumulate in old cells and tissues. The nature, site and extent of nePTM give rise to a population of that specific protein with alterations in structure and function ranging from being fully active to totally inactive molecules. Determination of the type and the amount (abundance of nePTM is essential for establishing connection between specific protein structure and specific biological role. This article summarizes analytical demands for reliable quantification of nePTM, including requirements for the assay performance, standardization and quality control, and points to the difficulties, uncertainties and un-resolved issues.

  18. Standardization and quality control in quantifying non-enzymatic oxidative protein modifications in relation to ageing and disease: Why is it important and why is it hard?

    Science.gov (United States)

    Nedić, Olgica; Rogowska-Wrzesinska, Adelina; Rattan, Suresh I S

    2015-08-01

    Post-translational modifications (PTM) of proteins determine the activity, stability, specificity, transportability and lifespan of a protein. Some PTM are highly specific and regulated involving various enzymatic pathways, but there are other non-enzymatic PTM (nePTM), which occur stochastically, depend on the ternary structure of proteins and can be damaging. It is often observed that inactive and abnormal proteins accumulate in old cells and tissues. The nature, site and extent of nePTM give rise to a population of that specific protein with alterations in structure and function ranging from being fully active to totally inactive molecules. Determination of the type and the amount (abundance) of nePTM is essential for establishing connection between specific protein structure and specific biological role. This article summarizes analytical demands for reliable quantification of nePTM, including requirements for the assay performance, standardization and quality control, and points to the difficulties, uncertainties and un-resolved issues.

  19. Oxidative esterification via photocatalytic C-H activation

    Science.gov (United States)

    Direct oxidative esterification of alcohol via photocatalytic C-H activation has been developed using VO@g-C3N4 catalyst; an expeditious esterification of alcohols occurs under neutral conditions using visible light as the source of energy.

  20. Oxidative esterification via photocatalytic C-H activation

    Data.gov (United States)

    U.S. Environmental Protection Agency — Direct oxidative esterification of alcohol via photocatalytic C–H activation has been developed using VO@g-C3N4 catalyst; an expeditious esterification of alcohols...

  1. Homogalacturonan Methyl-Esterification and Plant Development

    Institute of Scientific and Technical Information of China (English)

    Sebastian Wolf; Gregory Mouille; Jérome Pelloux

    2009-01-01

    The ability of a plant cell to expand is largely defined by the physical constraints imposed by its cell wall. Accordingly, cell wall properties have to be regulated during development. The pectic polysaccharide homogalacturonan is a major component of the plant primary walls. Biosynthesis and in muro modification of homogalacturonan have recently emerged as key determinants of plant development, controlling cell adhesion, organ development, and phyllo-tactic patterning. This review will focus on recent findings regarding impact of homogalacturonan content and methyl-esterification status of this polymer on plant life. De-methyl-esterification of homogalacturonan occurs through the action of the ubiquitous enzyme 'pectin methyl-esterase'. We here describe various strategies developed by the plant to finely tune the methyl-esterification status of homogalacturonan along key events of the plant lifecycle.

  2. The Preparation and Enzymatic Hydrolysis of a Library of Esters

    Science.gov (United States)

    Sanford, Elizabeth M.; Smith, Traci L.

    2008-01-01

    An investigative case study involving the preparation of a library of esters using Fischer esterification and alcoholysis of acid chlorides and their subsequent enzymatic hydrolysis by pig liver esterase and orange peel esterase is described. Students work collaboratively to prepare and characterize the library of esters and complete and evaluate…

  3. The Preparation and Enzymatic Hydrolysis of a Library of Esters

    Science.gov (United States)

    Sanford, Elizabeth M.; Smith, Traci L.

    2008-01-01

    An investigative case study involving the preparation of a library of esters using Fischer esterification and alcoholysis of acid chlorides and their subsequent enzymatic hydrolysis by pig liver esterase and orange peel esterase is described. Students work collaboratively to prepare and characterize the library of esters and complete and evaluate…

  4. Alternativa potencial para aproveitamento do glicerol gerado na produção de biodiesel: síntese enzimática de monolaurina por esterificação Potential alternative for using the glycerol generated in the biodiesel production: enzymatic synthesis of monolaurin by esterification

    Directory of Open Access Journals (Sweden)

    Larissa Freitas

    2009-01-01

    Full Text Available Esterification reactions of glycerol with lauric acid in solvent free system were carried out using lipases from several sources. All lipases were immobilized on polysiloxane-polyvinyl alcohol particles by covalent binding with high activity recovered. Among the tested enzymes, the Candida antarctica lipase allowed to attain the highest molar conversion (76%, giving similar proportions of monolaurin, dilaurin and low amount of trilaurin. To further improve the process, the Response Surface Methodology (RSM was used and optima temperature and molar ratio glycerol to lauric acid were found to be 45 ºC and 5:1, respectively. Under these conditions, 31.35% of monolaurin concentrations were attained and this result was in close agreement with the statistical model prediction.

  5. Esterification and Selective Esterification in the Presence of TiCl4

    Institute of Scientific and Technical Information of China (English)

    SHANG Yan-mei; LI Jing; ZHANG Ping; SONG Zhi-guang; LI Ye-zhi; HUANG Hua-min

    2007-01-01

    A series of carboxylic acids was esterified to the corresponding esters with TiCl4 as catalyst at room temperature,in high yields. This catalyst was highly effective for the selective esterification of primary alcohols with carboxylic acids, in the presence of secondary alcohols, and for the selective esterification of saturated acid with alcohol in the presence of conjugated acid or aromatic acid. On account of the high yield, high chemoselectivity, mild condition,and being free of other dehydrants, this is an efficient method.

  6. Efficient and simple approaches towards direct oxidative esterification of alcohols.

    Science.gov (United States)

    Ray, Ritwika; Jana, Rahul Dev; Bhadra, Mayukh; Maiti, Debabrata; Lahiri, Goutam Kumar

    2014-11-17

    The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide variety of alcohols. The cross-esterification proceeds under a simple transition-metal-free condition, containing catalytic amounts of TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy)/TBAB (tetra-n-butylammonium bromide) in combination with oxone (potassium peroxo monosulfate) as the oxidant, whereas the self-esterification is achieved through simple induction of Fe(OAc)2 /dipic (dipic=2,6-pyridinedicarboxylic acid) as the active catalyst under an identical oxidizing environment.

  7. Analysis of pectic epitopes recognised by hybridoma and phage display monoclonal antibodies using defined oligosaccharides, polysaccharides, and enzymatic degradation

    DEFF Research Database (Denmark)

    Willats, William George Tycho; Limberg, G.; Buchholt, H.C.;

    2000-01-01

    The structure of epitopes recognised by anti-pectin monoclonal antibodies (mAbs) has been investigated using a series of model lime-pectin samples with defined degrees and patterns of methyl esterification, a range of defined oligogalacturonides and enzymatic degradation of pectic polysaccharides....... In immuno-dot-assays, the anti-homogalacturonan (HG) mAbs JIM5 and JIM7 both bound to samples with a wide range of degrees of methyl esterification in preference to fully de-esterified samples. In contrast, the anti-HG phage display mAb PAM1 bound most effectively to fully de-esterified pectin...... occurs where specific but undefined methyl-esterification patterns are present on HG domains, although fully de-esterified HG samples contain sub-optimal JIM5 epitopes. The persistence of mAb binding to epitopes in pectic antigens, with 41% blockwise esterification (P41) and 43% random esterification (F...

  8. Evaluation of hydrolysis-esterification biodiesel production from wet microalgae.

    Science.gov (United States)

    Song, Chunfeng; Liu, Qingling; Ji, Na; Deng, Shuai; Zhao, Jun; Li, Shuhong; Kitamura, Yutaka

    2016-08-01

    Wet microalgae hydrolysis-esterification route has the advantage to avoid the energy-intensive units (e.g. drying and lipid extraction) in the biodiesel production process. In this study, techno-economic evaluation of hydrolysis-esterification biodiesel production process was carried out and compared with conventional (usually including drying, lipid extraction, esterification and transesterification) biodiesel production process. Energy and material balance of the conventional and hydrolysis-esterification processes was evaluated by Aspen Plus. The simulation results indicated that drying (2.36MJ/L biodiesel) and triolein transesterification (1.89MJ/L biodiesel) are the dominant energy-intensive stages in the conventional route (5.42MJ/L biodiesel). By contrast, the total energy consumption of hydrolysis-esterification route can be reduced to 1.81MJ/L biodiesel, and approximately 3.61MJ can be saved to produce per liter biodiesel.

  9. Cutinase promotes dry esterification of cotton cellulose.

    Science.gov (United States)

    Xiaoman, Zhao; Teresa, Matama; Artur, Ribeiro; Carla, Silva; Jing, Wu; Jiajia, Fu; Artur, Cavaco-Paulo

    2016-01-01

    Cutinase from Thermobifida fusca was used to esterify the hydroxyl groups of cellulose with the fatty acids from triolein. Cutinase and triolein were pre-adsorbed on cotton and the reaction proceeded in a dry state during 48 h at 35°C. The cutinase-catalyzed esterification of the surface of cotton fabric resulted in the linkage of the oleate groups to the glycoside units of cotton cellulose. The superficial modification was confirmed by performing ATR-FTIR on treated cotton samples and by MALDI-TOF analysis of the liquors from the treatment of the esterified cotton with a crude cellulase mixture. Modified cotton fabric also showed a significant increase of hydrophobicity. This work proposes a novel bio-based approach to obtain hydrophobic cotton.

  10. Enzymatic Synthesis of Esculin Ester in Ionic Liquids Buffered with Organic Solvents

    DEFF Research Database (Denmark)

    Hu, Yifan; Guo, Zheng; Lue, Bena-Marie

    2009-01-01

    The enzymatic esterification of esculin catalyzed by Candida antarctica lipase B (Novozym 435) was carried out in ionic liquid (IL)-organic solvent mixed systems in comparison with individual systems. The reaction behaviors in IL-organic solvents were systemically evaluated using acetone as a mod...

  11. Immobilization of Bacillus subtilis lipase on a Cu-BTC based hierarchically porous metal-organic framework material: a biocatalyst for esterification.

    Science.gov (United States)

    Cao, Yu; Wu, Zhuofu; Wang, Tao; Xiao, Yu; Huo, Qisheng; Liu, Yunling

    2016-04-28

    Bacillus subtilis lipase (BSL2) has been successfully immobilized into a Cu-BTC based hierarchically porous metal-organic framework material for the first time. The Cu-BTC hierarchically porous MOF material with large mesopore apertures is prepared conveniently by using a template-free strategy under mild conditions. The immobilized BSL2 presents high enzymatic activity and perfect reusability during the esterification reaction. After 10 cycles, the immobilized BSL2 still exhibits 90.7% of its initial enzymatic activity and 99.6% of its initial conversion.

  12. Progress on Zeolite-membrane-aided Organic Acid Esterification

    Science.gov (United States)

    Makertiharta, I. G. B. N.; Dharmawijaya, P. T.

    2017-07-01

    Esterification is a common route to produce carboxylic acid esters as important intermediates in chemical and pharmaceutical industries. However, the reaction is equilibrium limited and needs to be driven forward by selective removal one of the products. There have been some efforts to selectively remove water from reaction mixture via several separation processes (such as pervaporation and reactive distillation). Integrated pervaporation and esterification has gained increasing attention towards. Inorganic zeolite is the most popular material for pervaporation due to its high chemical resistant and separation performance towards water. Zeolite also has proven to be an effective material in removing water from organic compound. Zeolite can act not only as selective layer but also simultaneously act as a catalyst on promoting the reaction. Hence, there are many configurations in integrating zeolite membrane for esterification reaction. As a selective layer to remove water from reaction mixture, high Si/Al zeolite is preferred to enhance its hydrophilicity. However, low Si/Al zeolite is unstable in acid condition due to dealumination thus eliminate its advantages. As a catalyst, acid zeolites (e.g. H-ZSM-5) provide protons for autoprotolysis of the carboxylic acid similar to other catalyst for esterification (e.g. inorganic acid, and ion exchange resins). There are many studies related to zeolite membrane aided esterification. This paper will give brief information related to zeolite membrane role in esterification and also research trend towards it.

  13. Kinetic and Thermodynamic Parameters for Uncatalyzed Esterification of Carboxylic Acid

    Directory of Open Access Journals (Sweden)

    Kehinde S. Bankole

    2014-06-01

    Full Text Available A fundamental study on uncatalyzed esterification of various biomass-derived aliphatic carboxylic acids with stoichiometric amount of ethanol has been investigated in an isothermal batch reactor, with the objective to convert carboxylic acids to corresponding ethyl esters and to determine both the kinetic and thermodynamic parameters. The effects of temperature on the conversion of carboxylic acid, kinetic and thermodynamic parameters have been investigated. Temperature was found to have significant effect on the rate of reaction and conversion of carboxylic acid. A simple second order reversible kinetic model was developed to determine the kinetic and thermodynamic parameters. The thermodynamic and kinetic parameters varied for uncatalyzed esterification reaction of both short-chain and long-chain carboxylic acids considered. The predicted data from the kinetic model were correlated with experimental data and the two sets of data agreed reasonably well for the uncatalyzed esterification systems. It was observed that the Van’t Hoff plot for uncatalyzed esterification of linoleic acid was non-linear curve, whereas for the Arrhenius and Eyring plots, they were linear. Additional experiments to assess the catalytic and corrosion effects of several metallic substances revealed Inconel 625 alloy, nickel wire and stainless steel materials were susceptible to corrosion problem with uncatalyzed esterification reaction at elevated reaction temperatures. However, tantalum and grade-5 titanium materials were corrosion resistance metals, suitable for similar reaction conditions and this can encourage the design of a flow reactor system. Although, uncatalyzed esterification of carboxylic acids at elevated reaction temperature is still at laboratory scale. It is our hope that the estimated kinetic and thermodynamic parameters would be the guiding tools for reactor scale-up, thus providing a new perspective into the conversion of biomass-derived carboxylic

  14. Enzymatic production of fructose fatty acid ester using lipases from C. antarctica and porcine pancreatic

    OpenAIRE

    2009-01-01

    The aim of this work was to produce fructose fatty acid ester by enzymatic esterification of a fatty acid (oleic acid or linoleic acid) with fructose, using lipases (CALB) from Candida antarctica type B and porcine pancreas. The esterification reaction was conducted at 150 rpm and 40 °C during 72 hours. Equimolar (0.5 mmol) amounts of fructose and fatty acid were mixed with 0.6 ml of ethanol and sodium sulfate anhydrous (0.1 g) was added for the adsorption of the water generate...

  15. Production of alkyl esters from macaw palm oil by a sequential hydrolysis/esterification process using heterogeneous biocatalysts: optimization by response surface methodology.

    Science.gov (United States)

    Bressani, Ana Paula P; Garcia, Karen C A; Hirata, Daniela B; Mendes, Adriano A

    2015-02-01

    The present study deals with the enzymatic synthesis of alkyl esters with emollient properties by a sequential hydrolysis/esterification process (hydroesterification) using unrefined macaw palm oil from pulp seeds (MPPO) as feedstock. Crude enzymatic extract from dormant castor bean seeds was used as biocatalyst in the production of free fatty acids (FFA) by hydrolysis of MPPO. Esterification of purified FFA with several alcohols in heptane medium was catalyzed by immobilized Thermomyces lanuginosus lipase (TLL) on poly-hydroxybutyrate (PHB) particles. Under optimal experimental conditions (mass ratio oil:buffer of 35% m/m, reaction temperature of 35 °C, biocatalyst concentration of 6% m/m, and stirring speed of 1,000 rpm), complete hydrolysis of MPPO was reached after 110 min of reaction. Maximum ester conversion percentage of 92.4 ± 0.4% was reached using hexanol as acyl acceptor at 750 mM of each reactant after 15 min of reaction. The biocatalyst retained full activity after eight successive cycles of esterification reaction. These results show that the proposed process is a promising strategy for the synthesis of alkyl esters of industrial interest from macaw palm oil, an attractive option for the Brazilian oleochemical industry.

  16. Studies on Production of Biodiesel by Esterification of Fatty Acids by a Lipase Preparation from Candida sp. 99-125%假丝酵母99-125脂肪酶促酯化合成生物柴油的研究

    Institute of Scientific and Technical Information of China (English)

    邓利; 聂开立; 王芳; 谭天伟

    2005-01-01

    A self-made lipase preparation from Candida sp. 99-125 was used for the production of biodiesel through enzymatic esterification of fatty acids. The crude lipase powder and fermentation broth were immobilized on a cheap fiber cloth carrier. The conditions of lipase-catalyzed esterification between long-chain fatty acids and methanol in a solvent system were investigated in detail, including the temperature, pH value, substrate concentration, solvent,absorbent agent, enzyme dosage and purity, immobilization method, the mode of addition of substrate. The results show that reaction temperature, pH of lipase micro-environment, substrate concentration, enzyme dosage and purity affect the esterification strongly. Several new methods and enzymatic procedures for improving the enzymatic reaction involving the process cost are also discussed, such as fossil diesel fuel as reaction solvent, immobilization method, multi-step gradient addition of methanol. The esterification degree of 92.8% was obtained with oleic acid and methanol under the optimal reaction condition after 12.5h reaction time. The half-life of the immobilized lipase preparation from crude free lipase powder for esterification was 15 days.

  17. Simulation of Continuous Esterification Process of Polyester Polyols

    Institute of Scientific and Technical Information of China (English)

    CHEN Like; XI Zhenhao; QIN Zhen; ZHAO Ling; YUAN Weikang

    2013-01-01

    Based on the kinetic and thermodynamic equations,a comprehensive mathematical model for the continuous esterification process of polyester polyols was developed,which was carried out in an innovational bubbling reactive distillation tower (BRDT) at atmospheric pressure.In this new type of reactor,direct esterification between ethylene glycol and adipic acid was accomplished efficiently and rapidly.A bench BRDT with the height of 2 m was applied for the esterification process of poly (ethylene adipate) (PEA).In the continuous operation,linear oligomers were discharged from the bottom of the column,while water passed a few column trays and a packing section as a condensation byproduct.The influence of major operating conditions on reactor performance was also simulated.Simulation results were in good agreement with experimental data,providing a strategy for developing and optimizing this process.

  18. Optimization of reaction parameters for enzymatic glyceride synthesis from fish oil: Ethyl esters versus free fatty acids

    DEFF Research Database (Denmark)

    Ravn, Helle Christine; Damstrup, Marianne L.; Meyer, Anne S.

    2012-01-01

    Enzymatic conversion of fish oil free fatty acids (FFA) or fatty acid ethyl esters (FAE) into glycerides via esterification or transesterification was examined. The reactions catalyzed by Lipozyme™ 435, a Candida antarctica lipase, were optimized. Influence on conversion yields of fatty acid chain...

  19. Rapid and Ecofriendly Esterification of Alcohols with 2-Acylpyridazinones

    Energy Technology Data Exchange (ETDEWEB)

    Kim, Bo Ram; Sung, Gi Hyeon; Ryu, Ki Eun; Yoon, Yongjin [Gyeonsang National Univ., Jinju (Korea, Republic of); Kim, Jeumjong [Advanced Solar Technology Research Department, Daejeon (Korea, Republic of)

    2013-11-15

    Atom-economical esterification is of great importance in green chemistry. In this work, we demonstrated the catalyst and additive free esterification of alcohols by their reaction with 2-acyl-4,5-dichloropyridazin-3(2H)-ones without solvent at 100 .deg. C. Aliphatic and aromatic alcohols were converted into the corresponding esters in good to excellent yields. It is noteworthy that the reaction is solvent-free, atom-economic, easy-workup, and rapid and that the process is inexpensive.

  20. Hydrolysis for direct esterification of lipids from wet microalgae.

    Science.gov (United States)

    Takisawa, Kenji; Kanemoto, Kazuyo; Miyazaki, Tatsuo; Kitamura, Yutaka

    2013-09-01

    Hydrolysis of lipids from microalgae under high water content was investigated as a pretreatment of direct esterification. Results indicated that the hydrolysis process reduced the inhibition by water in FAME production; in addition, FAME obtained by esterification of hydrolysates was increased by 181.7% compared to FAME obtained by direct transesterification under the same amount of water content (80%). This method has great potential in terms of biodiesel production from microalgae since it uses no organic solvent, reduces the drying cost and lowers the operating cost compared to any other traditional method.

  1. Enhanced biocatalytic esterification with lipase-immobilized chitosan/graphene oxide beads.

    Directory of Open Access Journals (Sweden)

    Siaw Cheng Lau

    Full Text Available In this work, lipase from Candida rugosa was immobilized onto chitosan/graphene oxide beads. This was to provide an enzyme-immobilizing carrier with excellent enzyme immobilization activity for an enzyme group requiring hydrophilicity on the immobilizing carrier. In addition, this work involved a process for the preparation of an enzymatically active product insoluble in a reaction medium consisting of lauric acid and oleyl alcohol as reactants and hexane as a solvent. This product enabled the stability of the enzyme under the working conditions and allowed the enzyme to be readily isolated from the support. In particular, this meant that an enzymatic reaction could be stopped by the simple mechanical separation of the "insoluble" enzyme from the reaction medium. Chitosan was incorporated with graphene oxide because the latter was able to enhance the physical strength of the chitosan beads by its superior mechanical integrity and low thermal conductivity. The X-ray diffraction pattern showed that the graphene oxide was successfully embedded within the structure of the chitosan. Further, the lipase incorporation on the beads was confirmed by a thermo-gravimetric analysis. The lipase immobilization on the beads involved the functionalization with coupling agents, N-hydroxysulfosuccinimide sodium (NHS and 1-ethyl-(3-dimethylaminopropyl carbodiimide (EDC, and it possessed a high enzyme activity of 64 U. The overall esterification conversion of the prepared product was 78% at 60 °C, and it attained conversions of 98% and 88% with commercially available lipozyme and novozyme, respectively, under similar experimental conditions.

  2. pH-optima in lipase-catalysed esterification

    NARCIS (Netherlands)

    Buthe, Andreas; Recker, Tobias; Heinemann, Matthias; Hartmeier, Winfried; Büchs, Jochen; Ansorge-Schumacher, Marion B.

    2005-01-01

    Though lipases are frequently applied in ester synthesis, fundamental information on optimal pH or substrate concentration, can almost only be found for the reverse reaction - hydrolysis. This study demonstrates that the pH-optima of lipase-catalysed esterifications differ significantly from the opt

  3. pH-optima in lipase-catalysed esterification

    NARCIS (Netherlands)

    Buthe, Andreas; Recker, Tobias; Heinemann, Matthias; Hartmeier, Winfried; Büchs, Jochen; Ansorge-Schumacher, Marion B.

    2005-01-01

    Though lipases are frequently applied in ester synthesis, fundamental information on optimal pH or substrate concentration, can almost only be found for the reverse reaction - hydrolysis. This study demonstrates that the pH-optima of lipase-catalysed esterifications differ significantly from the

  4. Making Aggressive Prostate Cancer Quiescent by Abrogating Cholesterol Esterification

    Science.gov (United States)

    2016-10-01

    combination of cutting edge spectroscopic imaging and other technologies, including biochemistry assays and preclinical testing . The innovation of this...cholesterol esterification events will result in an effective strategy for treating late stage PCa. This hypothesis will be tested by first validating the...in appropriate animal models of PCa, and elucidate pathways linking cholesterol metabolism with cancer aggressiveness. An interdisciplinary research

  5. Ionic liquid-assisted solublization for improved enzymatic esterification of phenolic acids

    DEFF Research Database (Denmark)

    Yang, Zhiyong; Guo, Zheng; Xu, Xuebing

    2012-01-01

    Phenolic acids are very difficult to dissolve in most of solvent, which lead to low yield and long reaction time for production of lipophilic phenolic derivatives according to previous studies.This work is focused on increasing production of lipophilic phenolic derivatives catalyzed by Novozym 43...

  6. Enzymatic Lipophilization of Phenolic Acids through Esterification with Fatty Alcohols in Organic Solvents

    DEFF Research Database (Denmark)

    Yang, Zhiyong; Guo, Zheng; Xu, Xuebing

    2012-01-01

    In this study, we investigated and optimized the synthesis of lipophilized esters between selected phenolic acids and fatty alcohols in a binary solvent system, which is composed of hexane and butanone. The effect of different proportion of hexane and butanone was firstly studied by changing...... the volume ratio from 85:15 to 45:55. It was found that the conversion strongly depended on the proportion of hexane and butanone in the reaction system. Following the effect of carbons of fatty alcohol chains on estererification performance with dihydrocaffeic acid (DHCA) was evaluated by choosing different...... fatty alcohols from C4 to C18. The conversion of DHCA was significantly affected by the carbons of fatty alcohol chains. Roughly 95% conversion was achieved within 3 days when DHCA was esterified with hexanol (C6), while only 56% and 44% conversion were achieved when esterified with 1-butanol...

  7. Sugar ester surfactants: enzymatic synthesis and applications in food industry.

    Science.gov (United States)

    Neta, Nair S; Teixeira, José A; Rodrigues, Lígia R

    2015-01-01

    Sugar esters are non-ionic surfactants that can be synthesized in a single enzymatic reaction step using lipases. The stability and efficiency of lipases under unusual conditions and using non-conventional media can be significantly improved through immobilization and protein engineering. Also, the development of de novo enzymes has seen a significant increase lately under the scope of the new field of synthetic biology. Depending on the esterification degree and the nature of fatty acid and/or sugar, a range of sugar esters can be synthesized. Due to their surface activity and emulsifying capacity, sugar esters are promising for applications in food industry.

  8. High enantioselective Novozym 435-catalyzed esterification of (R,S)-flurbiprofen monitored with a chiral stationary phase.

    Science.gov (United States)

    Siódmiak, Tomasz; Mangelings, Debby; Vander Heyden, Yvan; Ziegler-Borowska, Marta; Marszałł, Michał Piotr

    2015-03-01

    Lipases form Candida rugosa and Candida antarctica were tested for their application in the enzymatic kinetic resolution of (R,S)-flurbiprofen by enantioselective esterification. Successful chromatographic separation with well-resolved peaks of (R)- and (S)-flurbiprofen and their esters was achieved in one run on chiral stationary phases by high-performance liquid chromatography (HPLC). In this study screening of enzymes was performed, and Novozym 435 was selected as an optimal catalyst for obtaining products with high enantiopurity. Additionally, the influence of organic solvents (dichloromethane, dichloroethane, dichloropropane, and methyl tert-butyl ether), primary alcohols (methanol, ethanol, n-propanol, and n-butanol), reaction time, and temperature on the enantiomeric ratio and conversion was tested. The high values of enantiomeric ratio (E in the range of 51.3-90.5) of the esterification of (R,S)-flurbiprofen were obtained for all tested alcohols using Novozym 435, which have a great significance in the field of biotechnological synthesis of drugs. The optimal temperature range for the performed reactions was from 37 to 45 °C. As a result of the optimization, (R)-flurbiprofen methyl ester was obtained with a high optical purity, eep = 96.3 %, after 96 h of incubation. The enantiomeric ratio of the reaction was E = 90.5 and conversion was C = 35.7 %.

  9. Ionic liquid mediated esterification of alcohol with acetic acid

    Institute of Scientific and Technical Information of China (English)

    Beilei ZHOU; Yanxiong FANG; Hao GU; Saidan ZHANG; Baohua HUANG; Kun ZHANG

    2009-01-01

    Highly efficient esterification of alcohols with acetic acid by using a Bransted acidic ionic liquid, i.e., 1-methyl-2-pyrrolidonium hydrogen sulfate ([Hnmp]HSo4), as catalyst has been realized. The turnover numbers (TON) were able to reach up to 11000 and turnover frequency (TOF) was 846. The catalytic system is suitable for the esterification of long chain aliphatic alcohols, benzyl alcohol and cyclohexanol with good yields of esters. The procedure of separating the product and catalyst is simple, and the catalyst could be reused. [Hnmp]HSO4 had much weaker corrosiveness than H2SO4. The corrosive rate of H2SO4 was 400 times more than that of [Hnmp]HSO4 to stainless steel.

  10. Simultaneous hydrolysis-esterification of wet microalgal lipid using acid.

    Science.gov (United States)

    Takisawa, Kenji; Kanemoto, Kazuyo; Kartikawati, Muliasari; Kitamura, Yutaka

    2013-12-01

    This research demonstrated hydrolysis of wet microalgal lipid and esterification of free fatty acid (FFA) using acid in one-step process. The investigation of simultaneous hydrolysis-esterification (SHE) of wet microalgal lipid was conducted by using L27 orthogonal design and the effects of water content, volume of sulphuric acid, volume of methanol, temperature and time on SHE were examined. As a result, water content was found to be the most effective factor. The effects of various parameters on fatty acid methyl ester (FAME) content and equilibrium relation between FAME and FFA were also examined under water content 80%. Equimolar amounts of sulphuric acid and hydrochloric acid showed similar results. This method has great potential in terms of biodiesel production from microalgae since no organic solvents are used.

  11. Esterification and etherification of steroid and terpene under Mitsunobu conditions

    Directory of Open Access Journals (Sweden)

    Samia Guezane Lakoud

    2016-09-01

    Full Text Available The synthesis and study of steroids and terpenes continues to be a topic of widespread interest, the esterification and etherification under Mitsunobu conditions of primary alcohol such as geraniol prepared in 95% yield, and when a chiral secondary alcohol such as cholesterol or menthol is used, sufficient configurational inversion of alcohol with 65% yield, but the reaction of tertiary alcohols the α-terpeniol for example are rare.

  12. Esterification of Carboxylic Acids and Diacids by Trialkyl Borate under Solvent- and Catalyst-Free Conditions

    Institute of Scientific and Technical Information of China (English)

    MANSOORI Yagoub; TATAROGLU SEYIDOV Firdovsi; BOHLOOLI Shahrbanoo; ZAMANLOO Mohammad Reza; IMANZADEH Gholam Hassan

    2007-01-01

    Esterification or transesterification reactions are usually carried out in the presence of homogeneous or heterogeneous catalysts.However,recently a new method was reported for the esterification of carboxylic acids by tributyl borate under solvent- and catalyst-free conditions.In order to show the synthetic ability of trialkyl borate esters in the esterification reactions,here,the esterification of other carboxylic acids and diacids by tributyl-,triisoamyl-,and tribenzyl borate under the same conditions were reported.Some of the prepared ester and diester products have found wide applications as plasticizers and synthetic ester base lubricants.The esterification reactions have been cleanly carried out in the absence of any solvent under catalyst-free conditions.The maximum rate belongs to isoamyl trichloroacetate (Ⅵb) which reached about 76% within about 6.5 h.On the basis of obtained findings,it seems that electron withdrawing groups on carboxylic acid facilitate the esterification reaction.

  13. Experimental and kinetic study of (trans)esterification reactions on Lewatit K1221

    OpenAIRE

    Van de Steene, Evelien; Clercq, Jeriffa De; Thybaut, Joris

    2013-01-01

    (Trans)esterification reactions play a key role in today’s biorefineries. Conventionally, these reactions are performed using an acid and a base homogeneous catalyst, respectively for esterification and transesterification. Heterogeneous catalysis offers a competitive alternative for these reactions by not requiring dedicated catalyst separation and purification. A single, fixed bed catalytic reactor, comprising a top layer of acid catalyst for esterification of free fatty acids followed by ...

  14. Does the commonly used pH-stat method with back titration really quantify the enzymatic digestibility of lipid drug delivery systems? A case study on solid lipid nanoparticles (SLN).

    Science.gov (United States)

    Heider, Martha; Hause, Gerd; Mäder, Karsten

    2016-12-01

    Enzymatic digestion of lipid drug carriers is very important. Commonly, pancreatin induced formation of fatty acids is monitored by the pH-stat method, which provides a fast, but unspecific readout. However, according to the literature, the pKa values of long chain fatty acids are strongly dependent on the local environment and might vary between 4.2 and 10.15. The high pKa values would lead to an incomplete detection of the lipid digestion and false results. In order to investigate these issues in more detail, we produced cetyl palmitate solid lipid nanoparticles (CP-SLN) stabilized with poloxamer 188 or polysorbate 80. The digestion of CP-SLN was investigated by two different and independent readouts. A HPTLC assay was used in addition to the pH-stat method (with or without back titration). An incomplete digestion of CP-SLN was observed with all methods. Partial digestion of polysorbate 80 contributed to the formation of fatty acids. Depending on the investigated system and the experimental conditions (FaSSIF or FeSSIF) the results of both readout methods were comparable or not. For example, in FeSSIF conditions, the values detected by HPTLC were roughly twice as high as the pH-stat results. Our findings on solid lipids agree with data from Helbig et al. on lipid emulsions, where a gas chromatography method detected much higher values than the pH-stat assay (Food Hydrocoll. 28 (2012) 10-19). The results of our pH-stat experiments with back titration at different pH values showed increased values for fatty acids from pH 7.5 to pH 10. The values obtained by back titration at high pH values (pH 9 or higher) did exceed the digestion values measured by HPTLC. Therefore, we conclude that the pH-stat method might give the same results as more specific reference methods, but it might also both under- (without back titration) or overestimate (with back titration) the enzymatic digestion of lipid drug delivery systems. A further outcome of our study was the proof that

  15. Reactive Distillation for Esterification of Bio-based Organic Acids

    Energy Technology Data Exchange (ETDEWEB)

    Fields, Nathan; Miller, Dennis J.; Asthana, Navinchandra S.; Kolah, Aspi K.; Vu, Dung; Lira, Carl T.

    2008-09-23

    The following is the final report of the three year research program to convert organic acids to their ethyl esters using reactive distillation. This report details the complete technical activities of research completed at Michigan State University for the period of October 1, 2003 to September 30, 2006, covering both reactive distillation research and development and the underlying thermodynamic and kinetic data required for successful and rigorous design of reactive distillation esterification processes. Specifically, this project has led to the development of economical, technically viable processes for ethyl lactate, triethyl citrate and diethyl succinate production, and on a larger scale has added to the overall body of knowledge on applying fermentation based organic acids as platform chemicals in the emerging biorefinery. Organic acid esters constitute an attractive class of biorenewable chemicals that are made from corn or other renewable biomass carbohydrate feedstocks and replace analogous petroleum-based compounds, thus lessening U.S. dependence on foreign petroleum and enhancing overall biorefinery viability through production of value-added chemicals in parallel with biofuels production. Further, many of these ester products are candidates for fuel (particularly biodiesel) components, and thus will serve dual roles as both industrial chemicals and fuel enhancers in the emerging bioeconomy. The technical report from MSU is organized around the ethyl esters of four important biorenewables-based acids: lactic acid, citric acid, succinic acid, and propionic acid. Literature background on esterification and reactive distillation has been provided in Section One. Work on lactic acid is covered in Sections Two through Five, citric acid esterification in Sections Six and Seven, succinic acid in Section Eight, and propionic acid in Section Nine. Section Ten covers modeling of ester and organic acid vapor pressure properties using the SPEAD (Step Potential

  16. A New Esterification Reaction in Synthesis of Gibberellins

    Institute of Scientific and Technical Information of China (English)

    ZHAO Yuan-Hong; ZHANG Hong-Bin

    2003-01-01

    @@ Esterification is an important reaction in organic synthesis. In the synthesis of gibberellin derivative, a new es terification reaction was found. Ent-16-oxo-20-norgibberella-9-ene-7, 19-dioic acid 7-(methyl ester) (Ⅰ) is a key material in synthesis of GA73. [1] Ⅰ is dissolved in acetone, and treated with ICl and anhydrous K2CO3 at room temperature for 2 h to produce a new ester, ent-16-oxo-20-norgibberella-9-ene-7, 19-dioic acid 7-(methyl ester), 19-(oxopropyl ester ) (Ⅱ). The yield is above 90%. The structure of Ⅱ is confirmed by NMR and MS.

  17. Esterification of phenolic acids catalyzed by lipases immobilized in organogels.

    Science.gov (United States)

    Zoumpanioti, M; Merianou, E; Karandreas, T; Stamatis, H; Xenakis, A

    2010-10-01

    Lipases from Rhizomucor miehei and Candida antarctica B were immobilized in hydroxypropylmethyl cellulose organogels based on surfactant-free microemulsions consisting of n-hexane, 1-propanol and water. Both lipases kept their catalytic activity, catalyzing the esterification reactions of various phenolic acids including cinnamic acid derivatives. High reaction rates and yields (up to 94%) were obtained when lipase from C. antarctica was used. Kinetic studies have been performed and apparent kinetic constants were determined showing that ester synthesis catalyzed by immobilized lipases occurs via the Michaelis-Menten mechanism.

  18. Combining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts

    Science.gov (United States)

    Clausen, Thomas P.

    2011-01-01

    The Fisher esterification reaction is ideally suited for the undergraduate organic laboratory because it is easy to carry out and often involves a suitable introduction to basic laboratory techniques including extraction, distillation, and simple spectroscopic (IR and NMR) analyses. Here, a Fisher esterification reaction is described in which the…

  19. Directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes.

    Science.gov (United States)

    Zheng, Yong; Song, Wei-Bin; Xuan, Li-Jiang

    2015-11-28

    A directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes using TBHP as an oxidant was described. This methodology which showed the advantages of base, ligand free, short routes and functional group tolerance could be used as an alternative protocol for the classical esterification reactions.

  20. Selective synthesis of thiodiglycol dicarboxylic acid esters via -TsOH/C-catalysed direct esterification

    Indian Academy of Sciences (India)

    Dahong Jiang; Min Huang

    2012-09-01

    The esterification of thiodiglycol and long alkyl-chain carboxylic acids is reported. Reaction of thiodiglycol with carboxylic acid via -TsOH/C-catalysed direct esterification afforded thiodiglycol dicarboxylic acid esters in good yields and chemoselectivity. The use of immobilized -TsOH on activated carbon as catalyst is crucial for the transformation.

  1. Lipid extraction and esterification for microalgae-based biodiesel production using pyrite (FeS2).

    Science.gov (United States)

    Seo, Yeong Hwan; Sung, Mina; Oh, You-Kwan; Han, Jong-In

    2015-09-01

    In this study, pyrite (FeS2) was used for lipid extraction as well as esterification processes for microalgae-based biodiesel production. An iron-mediated oxidation reaction, Fenton-like reaction, produced an expected degree of lipid extraction, but pyrite was less effective than FeCl3 commercial powder. That low efficiency was improved by using oxidized pyrite, which showed an equivalent lipid extraction efficiency to FeCl3, about 90%, when 20 mM of catalyst was used. Oxidized pyrite was also employed in the esterification step, and converted free fatty acids to fatty acid methyl esters under acidic conditions; thus, the fatal problem of saponification during esterification with alkaline catalysts was avoided, and esterification efficiency over 90% was obtained. This study clearly showed that pyrite could be utilized as a cheap catalyst in the lipid extraction and esterification steps for microalgae-based biodiesel production.

  2. Esterification of pseudoephedrine hydrochloride by citric acid in a solid dose pharmaceutical preparation.

    Science.gov (United States)

    Goel, Alok; Zhao, Zhicheng; Sørensen, Dan; Zhou, Jay; Zhang, Fa

    2016-09-10

    Esterification of pseudoephedrine hydrochloride (PSE) by citric acid was observed in a solid dose pharmaceutical preparation at room temperature and accelerated stability condition (40°C/75% relative humidity). The esterification of PSE with citric acid was confirmed by a solid-state binary reaction in the presence of minor level of water at elevated temperature to generate three isomeric esters. The structures of the pseudoephedrine citric acid esters were elucidated using high-resolution mass spectrometry and nuclear magnetic resonance spectroscopy (NMR). Occurrence of esterification in solid state, instead of amidation which is generally more favorable than esterification, is likely due to remaining HCl salt form of solid pseudoephedrine hydrochloride to protect its amino group from amidation with citric acid. In contrast, the esterification was not observed from solution reaction between PSE and citric acid.

  3. Key role of temperature monitoring in interpretation of microwave effect on transesterification and esterification reactions for biodiesel production.

    Science.gov (United States)

    Mazubert, Alex; Taylor, Cameron; Aubin, Joelle; Poux, Martine

    2014-06-01

    Microwave effects have been quantified, comparing activation energies and pre-exponential factors to those obtained in a conventionally-heated reactor for biodiesel production from waste cooking oils via transesterification and esterification reactions. Several publications report an enhancement of biodiesel production using microwaves, however recent reviews highlight poor temperature measurements in microwave reactors give misleading reaction performances. Operating conditions have therefore been carefully chosen to investigate non-thermal microwave effects alone. Temperature is monitored by an optical fiber sensor, which is more accurate than infrared sensors. For the transesterification reaction, the activation energy is 37.1kJ/mol (20.1-54.2kJ/mol) in the microwave-heated reactor compared with 31.6kJ/mol (14.6-48.7kJ/mol) in the conventionally-heated reactor. For the esterification reaction, the activation energy is 45.4kJ/mol (31.8-58.9kJ/mol) for the microwave-heated reactor compared with 56.1kJ/mol (55.7-56.4kJ/mol) for conventionally-heated reactor. The results confirm the absence of non-thermal microwave effects for homogenous-catalyzed reactions.

  4. Quantifying Concordance

    CERN Document Server

    Seehars, Sebastian; Amara, Adam; Refregier, Alexandre

    2015-01-01

    Quantifying the concordance between different cosmological experiments is important for testing the validity of theoretical models and systematics in the observations. In earlier work, we thus proposed the Surprise, a concordance measure derived from the relative entropy between posterior distributions. We revisit the properties of the Surprise and describe how it provides a general, versatile, and robust measure for the agreement between datasets. We also compare it to other measures of concordance that have been proposed for cosmology. As an application, we extend our earlier analysis and use the Surprise to quantify the agreement between WMAP 9, Planck 13 and Planck 15 constraints on the $\\Lambda$CDM model. Using a principle component analysis in parameter space, we find that the large Surprise between WMAP 9 and Planck 13 (S = 17.6 bits, implying a deviation from consistency at 99.8% confidence) is due to a shift along a direction that is dominated by the amplitude of the power spectrum. The Surprise disa...

  5. Immobilization and catalytic properties of lipase on chitosan for hydrolysis and esterification reactions

    Directory of Open Access Journals (Sweden)

    Pereira E.B.

    2003-01-01

    Full Text Available The objective of this study was to evaluate the immobilization of lipase on a chitosan support by physical adsorption, aiming at its application in hydrolytic and synthetic reactions. Two types of chitosan (flakes and porous were used for immobilizing lipase from a microbial source (Candida rugosa and animal cells (porcine pancreas. The best results for recovery of total activity after immobilization were obtained for microbial lipase and porous chitosan beads. This set was selected for further immobilization studies, including full characterization of the immobilized derivative in aqueous and organic media. In aqueous medium, the operational and thermal stabilities of this preparation were quantified. In organic medium, the direct synthesis of n-butyl butyrate in organic solvent was chosen as a model reaction. The influence of several parameters, such as temperature, initial butyric acid concentration and amount of enzyme in the reaction system, was analyzed. Production of n-butyl butyrate was optimized and an ester yield response equation was obtained, making it possible to predict ester yields from known values of the three main factors. Use of this immobilized preparation was extended to the direct esterification of a large range of carboxylic acids (from C2 to C12 with a variety of alcohols (from C2 to C10.

  6. Monomers of cutin biopolymer: sorption and esterification on montmorillonite surfaces

    Science.gov (United States)

    Olshansky, Yaniv; Polubesova, Tamara; Chefetz, Benny

    2013-04-01

    One of the important precursors for soil organic matter is plant cuticle, a thin layer of predominantly lipids that cover all primary aerial surfaces of vascular plants. In most plant species cutin biopolymer is the major component of the cuticle (30-85% weight). Therefore cutin is the third most abundant plant biopolymer (after lignin and cellulose). Cutin is an insoluble, high molecular weight bio-polyester, which is constructed of inter-esterified cross linked hydroxy-fatty acids and hydroxyepoxy-fatty acids. The most common building blocks of the cutin are derivatives of palmitic acid, among them 9(10),16 dihydroxy palmitic acid (diHPA) is the main component. These fatty acids and their esters are commonly found in major organo-mineral soil fraction-humin. Hence, the complexes of cutin monomers with minerals may serve as model of humin. Both cutin and humin act as adsorption efficient domains for organic contaminants. However, only scarce information is available about the interactions of cutin with soil mineral surfaces, in particular with common soil mineral montmorillonite. The main hypothesize of the study is that adsorbed cutin monomers will be reconstituted on montmorillonite surface due to esterification and oligomerization, and that interactions of cutin monomers with montmorillonite will be affected by the type of exchangeable cation. Cutin monomers were obtained from the fruits of tomato (Lycopersicon esculentum). Adsorption of monomers was measured for crude Wyoming montmorillonites and montmorillonites saturated with Fe3+ and Ca2+. To understand the mechanism of monomer-clay interactions and to evaluate esterification on the clay surface, XRD and FTIR analyses of the montmorillonite-monomers complexes were performed. Our results demonstrated that the interactions of cutin monomers with montmorillonite are affected by the type of exchangeable cation. Isotherms of adsorption of cutin monomers on montmorillonites were fitted by a dual mode model of

  7. Polyvinylpolypyrrolidone Supported Brønsted Acidic Catalyst for Esterification

    Directory of Open Access Journals (Sweden)

    Song Wang

    2016-01-01

    Full Text Available A polyvinylpolypyrrolidone (PVPP supported Brønsted acidic catalyst ([PVPP-BS]HSO4 was prepared by coupling SO3H-functionalized polyvinylpolypyrrolidone with H2SO4 in this work. After the characterization through FT-IR, FESEM, TG, BET, and elemental analysis, it was found that 1,4-butane sultone (BS and sulfuric acid reacted with PVPP and were immobilized on PVPP surface. The prepared [PVPP-BS]HSO4 catalyst shows high catalytic activity for a series of esterification reactions and could be separated from the reacted mixture easily. Moreover, this catalyst could be recycled and reused for six times without significant loss of catalytic performance.

  8. Biodiesel Production from Rubber Seed Oil via Esterification Process

    Directory of Open Access Journals (Sweden)

    W Widayat

    2012-07-01

    Full Text Available One promise source of alternative energy is biodiesel from rubber seed oil, because the raw materials available in plentiful quantities and can be renewed. In addition, the rubber seed is still lack of utilization, and Indonesia is one of the largest rubbers producing country in the world. The objective of this research is to studied on biodiesel production by esterification process. Parameters used in this study are the ratio of catalyst and temperature and its influence on the characteristics of the resulting biodiesel product. Characterization of rubber seed include acid content number analysis, saponification numbers, density, viscosity, iodine number, type of free fatty acids and triglyceride oils. The results of analysis showed that rubber seed oil content obtained is 50.5%. The results of the GCMS analysis showed that a free fatty acid level in rubber seed is very high. Conversion into bio-diesel oil is obtained by at most 59.91% and lowest 48.24%.

  9. Catalytic Esterification of Methyl Alcohol with Acetic Acid

    Institute of Scientific and Technical Information of China (English)

    2001-01-01

    Esterification of methyl alcohol with acetic acid catalysed by Amberlyst-15 (cation-exchange resin) was carried out in a batch reactor in the temperature ranging between 318-338 K, at atmospheric pressure. The reaction rate increased with increase in catalyst concentration and reaction temperature, but decreased with an increase in water concentration. Stirrer speed had virtually no effect on the rate under the experimental conditions. The rate data were correlated with a second-order kinetic model based on homogeneous reaction. The apparent activation energy was found to be 22.9kJ.mo1-1 for the formation of methyl acetate. The methyl acetate production was carried out aa batch and continuous in a packed bed restive distillation column with high purity methyl acetate produced.

  10. Layered metal laurates as active catalysts in the methyl/ethyl esterification reactions of lauric acid

    Energy Technology Data Exchange (ETDEWEB)

    Lisboa, Fabio da Silva; Cordeiro, Claudiney S.; Wypych, Fernando, E-mail: wypych@ufpr.br [Centro de Pesquisas em Quimica Aplicada (CEPESQ), Departamento de Quimica, Universidade Federal do Parana, Curitiba, PR (Brazil); Gardolinski, Jose Eduardo F. da Costa [Laboratorio de Analise de Minerais e Rochas (LAMIR), Departamento de Geologia, Universidade Federal do Parana, Curitiba, PR (Brazil)

    2012-07-01

    In this work we report the synthesis, characterization and investigation of the catalytic activity of layered copper(II), manganese(II), lanthanum(III) and nickel(II) laurates in the methyl and ethyl esterification reactions of lauric acid. In the methyl esterification, conversions between 80 and 90% were observed for all catalysts, while for the ethyl esterification only manganese laurate showed reasonable catalytic activity, with conversions close to 75%. Reuse of copper and lanthanum laurates in three cycles of reaction was also investigated and both catalysts preserved the structure and retained catalytic activity close to that observed for the first reaction cycle. (author)

  11. CATALYSIS OF POLYSTYRENE N-HYDROXYL SULFONAMIDE FOR ESTERIFICATION OF BUTANOL WITH ACETIC ANHYDRIDE

    Institute of Scientific and Technical Information of China (English)

    LI Shufeng; LI Qian; YANG Xinlin; HUANG Wenqiang

    2004-01-01

    Polystyrene N-hydroxyl sulfonamide resin 1 was prepared and used to catalyze the esterification of n-butanol and acetic anhydride. The mechanism of catalytic esterification proved by IR spectra of the resins was found that O-H and N-H of the N-hydroxyl sulfonamide resin reacted with the acetic anhydride respectively to form the active intermediate polystyrene N,O-diacetyl sulfonamate which was cleaved by n-butanol to produce butyl acetate. The catalytic esterification by resin 1 was in good agreement with the kinetic model of "bi-bi-ping-pong" mechanism.

  12. Cholesterol oxides inhibit cholesterol esterification by lecithin: cholesterol acyl transferase

    Directory of Open Access Journals (Sweden)

    Eder de Carvalho Pincinato

    2009-09-01

    Full Text Available Cholesterol oxides are atherogenic and can affect the activity of diverse important enzymes for the lipidic metabolism. The effect of 7β-hydroxycholesterol, 7-ketocholesterol, 25-hydroxycholesterol, cholestan-3β,5α,6β-triol,5,6β-epoxycholesterol, 5,6α-epoxycholesterol and 7α-hydroxycholesterol on esterification of cholesterol by lecithin:cholesterol acyl transferase (LCAT, EC 2.3.1.43 and the transfer of esters of cholesterol oxides from high density lipoprotein (HDL to low density lipoproteins (LDL and very low density lipoproteins (VLDL by cholesteryl ester transfer protein (CETP was investigated. HDL enriched with increasing concentrations of cholesterol oxides was incubated with fresh plasma as source of LCAT. Cholesterol and cholesterol oxides esterification was followed by measuring the consumption of respective free sterol and oxysterols. Measurements of cholesterol and cholesterol oxides were done by gas-chromatography. 14C-cholesterol oxides were incorporated into HDL2 and HDL3 subfractions and then incubated with fresh plasma containing LCAT and CETP. The transfer of cholesterol oxide esters was followed by measuring the 14C-cholesterol oxide-derived esters transferred to LDL and VLDL. All the cholesterol oxides studied were esterified by LCAT after incorporation into HDL particles, competing with cholesterol by LCAT. Cholesterol esterification by LCAT was inversely related to the cholesterol oxide concentration. The esterification of 14C-cholesterol oxides was higher in HDL3 and the transfer of the derived esters was greater from HDL2 to LDL and VLDL. The results suggest that cholesterol esterification by LCAT is inhibited in cholesterol oxide-enriched HDL particles. Moreover, the cholesterol oxides-derived esters are efficiently transferred to LDL and VLDL. Therefore, we suggest that cholesterol oxides may exert part of their atherogenic effect by inhibiting cholesterol esterification on the HDL surface and thereby disturbing

  13. Photoelectrochemical enzymatic biosensors.

    Science.gov (United States)

    Zhao, Wei-Wei; Xu, Jing-Juan; Chen, Hong-Yuan

    2017-06-15

    Enzymatic biosensors have been valuable bioanalytical devices for analysis of diverse targets in disease diagnosis, biological and biomedical research, etc. Photoelectrochemical (PEC) bioanalysis is a recently emerged method that promptly becoming a subject of new research interests due to its attractive potential for future bioanalysis with high sensitivity and specificity. PEC enzymatic biosensors integrate the inherent sensitivities of PEC bioanalysis and the selectivity of enzymes and thus share their both advantages. Currently, PEC enzymatic biosensors have become a hot topic of significant research and the recent impetus has grown rapidly as demonstrated by increased research papers. Given the pace of advances in this area, this review will make a thorough discussion and survey on the fundamentals, sensing strategies, applications and the state of the art in PEC enzymatic biosensors, followed by future prospects based on our own opinions. We hope this work could provide an accessible introduction to PEC enzymatic biosensors for any scientist.

  14. Synthesis of monoacylglycerols by enzymatic methods

    Directory of Open Access Journals (Sweden)

    Bradić Milena R.

    2010-01-01

    Full Text Available Monoacylglycerols are non-ionic surfactants widely used in the food industry. They are also important in cosmetic and pharmaceutical industries as drug carriers and for the consistency improvements in creams and lotions. Current process for their production is based on the glycerolysis of natural fats and oils in the presence of inorganic catalysts at temperatures higher than 220 oC. The major drawbacks of this process include high-energy consumption, low yield, and poor product quality. The use of lipases for the monoacylglycerols production offers environmental advantages and a reduction in energy consumption. Besides, the same surfactants prepared by the enzymatic synthesis may be labeled as “natural”. Recent progress in the application of highly-stable lipases in the organic solvents offers the possibility of employing various methods to the enzyme-catalyzed synthesis of monoacylglycerols, such as selective hydrolysis of fats and oils using 1,3-regiospecific lipases, the esterification of glycerol with fatty acids and the glycerolysis of fats or oils. In this review, different reaction systems such as aqueous-organic two-phase systems, microemulsions and reverse micelles systems, anhydrous organic solvents, solvent-free systems with free or immobilized lipases, as well as the use of two-phase membrane reactor systems are presented. We discuss some of the key factors, such as the control of water content, removing of the products from reaction system, and the effects of solvent on the lipase activity and selectivity, that must be addressed in order to obtain an efficient reaction system with high yields of monoacylglycerols. Engineering of the enzymatic monoacylglycerols synthesis processes requires also optimization of other factors as: molar ratio of substrates, temperature, type of lipase immobilization and supports (if any, reactor design and operating regime.

  15. THE BIOCIDE TRIBUTYLTIN ALTERS TESTOSTERONE ESTERIFICATION IN MUD SNAILS (ILYANASSA OBSOLETA)

    Science.gov (United States)

    The Biocide Tributyltin Alters Testosterone Esterification in Mud Snails (Ilyanassa obsoleta)Meredith P. Gooding and Gerald A. LeBlanc Department of Environmental and Molecular Toxicology, North Carolina State University, Raleigh, NC 27695-7633Tributyltin (TBT...

  16. The Influence of Non-Esterification Biodiesel in AN Indirect Injection Diesel Engine

    Science.gov (United States)

    Choi, Seung-Hun; Oh, Young-Taig

    Biodiesel as alternative energy source of the traditional petroleum fuels has increased interest, because environmental pollution based exhaust emissions from vehicle became serious. The advantage of biodiesel produced from esterification of vegetable and animal oils can be used without the modification of existing diesel engine, but glycerin is generated by production process. In this study, the usability of non-esterification biodiesel as an alternative fuel was investigated in an indirect injection diesel engine. The non-esterification biodiesel has not generated glycerin in esterification process and reduced the 20 percent of cost because it has not used methanol in the production process. Experiments were conducted by using the 5, 10 and 20 percentage of biodiesel and 4 and 8 percentage of biodiesel with 1 and 2 percentage of WDP in baseline diesel fuel. The smoke emission of biodiesel was reduced in comparison with diesel fuel, but power, torque and brake specific energy consumption was similar to diesel fuel.

  17. Enantioselective esterification of (R,S)-2-methylalkanoic acid with Carica papaya lipase in organic solvents.

    Science.gov (United States)

    Chang, Chun-Sheng; Ho, Ssu-Ching

    2011-11-01

    Isooctane was the best reaction medium for the enantioselective esterification of (R,S)-2-methylalkanoic acid with n-butanol using Carica papaya lipase as catalyst. Increasing linear alkyl-chain length of racemic 2-methylalkanoic acids from ethyl to hexyl increased the enantioselectivity (E) from 2.1 to 98.2 for the esterification of racemic 2-methylalkanoic acids with n-butanol at 35°C. Decreasing reaction temperature from 40 to 20°C increased the enantioselectivity (E) from 14 to 33 for the esterification of racemic 2-methylhexanoic acids with n-butanol. We obtained a maximum enantioselectivity, of E = 24.3, for the enantioselective esterification of racemic 2-methylhexanoic acids with n-butanol in isooctane at water activity 0.33, and at 35°C.

  18. 聚乙烯醇与硬脂酸酯化反应及性能的研究%ESTERIFICATION OF POLYVINYL ALCOHOL WITH STEARIC ACID AND PROPERTIES OF ESTERIFICATION PRODUCT ESTERIFICATION OF POLYVINYL ALCOHOL WITH STEARIC ACID AND PROPERTIES OF ESTERIFICATION PRODUCT

    Institute of Scientific and Technical Information of China (English)

    高峻; 雷景新; 李训刚

    2001-01-01

    The effects of esterification with stearic acid on the crystallizing behavior,thermal stability and resistance to water of polyvinyl alcohol(PVA) were studied by using IR, WAXD, DSC, TG and water resistance test.The results show that the esterification of PVA with stearic acid could take place in the presence of dibutyltin dilaurate at 128℃.—OOC(CH2)16CH3 groups are introduced into PVA molecular chains during esterification.With increasing the reaction time, the thermal stability and water resistance of PVA are improved.However, the crystallinity and melting temperature of PVA are decreased. As reaction time exceeds 16h,the crystalline structure of PVA disappears according to WAXD and DSC curves.The initial decomposition temperature after esterification is over 200℃,much higher than that of PVA.These results suggest a method for improving the thermal stability and water resistance of PVA.

  19. Kinetic study of free fatty acid esterification reaction catalyzed by recoverable and reusable hydrochloric acid.

    Science.gov (United States)

    Su, Chia-Hung

    2013-02-01

    The catalytic performance and recoverability of several homogeneous acid catalysts (hydrochloric, sulfuric, and nitric acids) for the esterification of enzyme-hydrolyzed free fatty acid (FFA) and methanol were studied. Although all tested catalysts drove the reaction to a high yield, hydrochloric acid was the only catalyst that could be considerably recovered and reused. The kinetics of the esterification reaction catalyzed by hydrochloric acid was investigated under varying catalyst loading (0.1-1M), reaction temperature (303-343K), and methanol/FFA molar ratio (1:1-20:1). In addition, a pseudo-homogeneous kinetic model incorporating the above factors was developed. A good agreement (r(2)=0.98) between the experimental and calculated data was obtained, thus proving the reliability of the model. Furthermore, the reusability of hydrochloric acid in FFA esterification can be predicted by the developed model. The recoverable hydrochloric acid achieved high yields of FFA esterification within five times of reuse.

  20. Surface effects in the esterification of 9-pyrenebutyric acid within a glass micro reactor

    NARCIS (Netherlands)

    Brivio, M.; Oosterbroek, R.E.; Verboom, Willem; Goedbloed, M.H.; van den Berg, Albert; Reinhoudt, David

    2003-01-01

    Surface phenomena are an important contribution to the chip effect, leading to higher yields and shorter reaction times, as demonstrated for the acid-catalysed esterification of 9-pyrenebutyric acid within a glass fabricated micro reactor.

  1. Esterification of Free Fatty Acid in Crude Palm Oil Off Grade

    Directory of Open Access Journals (Sweden)

    Muhammad Dani Supardan

    2009-12-01

    Full Text Available The esterification of free fatty acids (FFA found in crude palm oil (CPO off grade with methanol is a promising technique to convert FFA into valuable fatty acid methyl ester (FAME, biodiesel and obtain a FFA-free oil that can be further transesterified using alkali bases. In this work, the effects of the main variables involved in the esterification process i.e. alcohol to oil molar ratio, reaction temperature, agitation speed and the initial amount of FFA of oil, were studied in the presence of sulphuric acid as catalyst at concentration of 1%-w. The experimental results show that the esterification process could lead to a practical and cost effective FFA removal unit in front of typical oil transesterification for biodiesel production. Keywords: CPO off grade, esterification, free fatty acid

  2. The Self-catalytic Esterification Reaction of O-Phosphoryl Serine Derivative

    Institute of Scientific and Technical Information of China (English)

    Jin Tang DU; Yan Mei LI; Zhong Zhou CHEN; Shi Zhong LUO; Yu Fen ZHAO

    2005-01-01

    O-Phosphoryl serine derivative can perform self-catalytic esterification reaction in the mixture of CH3OH and CHCl3 at the room temperature. The phosphoryl group participation was the key step of the esterification. This type of reactions were proposed through an intermediate of mixed phosphoric-carboxylic anhydride that might provide a clue to the function of the phosphoryl group in the phosphorylated enzymes and in the prebiotic synthesis of protein.

  3. ENZYMATIC RESOLUTION OF ANTIDEPRESSANT DRUG PRECURSORS IN AN UNDERGRADUATE LABORATORY

    Directory of Open Access Journals (Sweden)

    Luís M. R. Solano

    2015-02-01

    Full Text Available The use of biocatalysts in synthetic chemistry is a conventional methodology for preparing enantiomerically enriched compounds. Despite this fact, the number of experiments in chemical teaching laboratories that demonstrate the potential of enzymes in synthetic organic chemistry is limited. We describe a laboratory experiment in which students synthesized a chiral secondary alcohol that can be used in the preparation of antidepressant drugs. This experiment was conducted by individual students as part of a Drug Synthesis course held at the Pharmacy Faculty, Lisbon University. This laboratory experiment requires six laboratory periods, each lasting four hours. During the first four laboratory periods, students synthesized and characterized a racemic ester using nuclear magnetic resonance spectroscopy and gas chromatography. During the last two laboratory periods, they performed enzymatic hydrolysis resolution of the racemic ester using Candida antarctica lipase B to yield enantiomerically enriched secondary alcohol. Students successfully prepared the racemic ester with a 70%-81% overall yield in three steps. The enzymatic hydrolysis afforded (R- secondary alcohol with good enantioselectivity (90%-95% and reasonable yields (10%-19%. In these experiments, students were exposed to theoretical and practical concepts of aromatic acylation, ketone reduction, esterification, and enzymatic hydrolysis.

  4. Enzymatic desulfurization of coal

    Energy Technology Data Exchange (ETDEWEB)

    Marquis, J.K. (Boston Univ., MA (United States). School of Medicine); Kitchell, J.P. (Holometrix, Inc., Cambridge, MA (United States))

    1988-12-15

    Our current efforts to develop clean coal technology emphasize the advantages of enzymatic desulfurization techniques and have specifically addressed the potential of using partially-purified extracellular microbial enzymes or commercially available enzymes. Our work is focused on the treatment of model'' organic sulfur compounds such as dibenzothiophene (DBT) and ethylphenylsulfide (EPS). Furthermore, we are designing experiments to facilitate the enzymatic process by means of a hydrated organic solvent matrix.

  5. Enzymatic synthesis of monolaurin.

    Science.gov (United States)

    Pereira, Carla C B; da Silva, Mônica A P; Langone, Marta A P

    2004-01-01

    The aim of this study was to produce monolaurin utilizing a commercial immobilized lipase (Lipozyme IM-20; Novo Nordisk, Bagsvaerd, Denmark) through the direct esterification of lauric acid and glycerol in a solvent-free system. The influence of fatty acid/glycerol molar ratio, temperature, and Lipozyme (IM-20) concentration on the molar fraction of monolaurin were determined using an experimental design. The best conditions employed were 55 degrees C, lauric acid/glycerol molar ratio of 1.0, and 3.0% (w/w) enzyme concentration. The final product, obtained after 6 h of reaction, was 45.5% monolaurin, 26.8% dilaurin, 3.1% trilaurin, and 24.6% lauric acid. The reusability of the enzyme was also studied.

  6. Lipase catalyzed esterification of glycidol in organic solvents.

    Science.gov (United States)

    Martins, J F; Da Ponte, M N; Barreiros, S

    1993-08-05

    We studied the resolution of racemic glycidol through esterification with butyric acid catalyzed by porcine pancreatic lipase in organic media. A screening of seven solvents (log P values between 0.49 and 3.0, P being the n-octanol-water partition coefficient of the solvent) showed that neither log P nor the logarithm of the molar solubility of water in the solvent provides good correlations between enantioselectivity and the properties of the organic media. Chloroform was one of the best solvents as regards the enantiomeric purity (e. p.) of the ester produced. In this solvent, the optimum temperature for the reaction was determined to be 35 degrees C. The enzyme exhibited maximum activity at a water content of 13 +/- 2% (w/w). The enantiomeric purity obtained was 83 +/- 2% of (S)-glycidyl butyrate and did not depend on the alcohol concentration or the enzyme water content for values of these parameters up to 200 mM and 25% (w/w), respectively. The reaction was found to follow a BiBi mechanism.

  7. Pervaporation applied for dewatering of reaction mixture during esterification

    Directory of Open Access Journals (Sweden)

    Krasiński Andrzej

    2016-03-01

    Full Text Available In this work the esterification of diethyl tartrate was studied. The research was focused on the enhancement of reversible reaction yield, which is accomplished by dewatering of the reaction mixture. The removal of water shifts the equilibrium towards the main product. Pervaporation was applied for this purpose, and results were compared to distillation. The advantages and limitations of both processes are discussed. The experimental part consists of dewatering of mixture after the reaction had reached the equilibrium, and was subsequently fed to the test rig equipped with a single zeolite membrane purchased from Pervatech B.V. Results show a significant conversion increase as a result of water removal by pervaporation. Compared to distillation no addition of organics is necessary to efficiently remove water above the azeotrope. Nevertheless, some limitations and issues which call for optimisation are pointed out. A simple numerical model is proposed to support design and sizing of the pervaporation system. Various modes of integrated system operation are also briefly discussed.

  8. Ultrasonic free fatty acids esterification in tobacco and canola oil.

    Science.gov (United States)

    Boffito, D C; Galli, F; Pirola, C; Bianchi, C L; Patience, G S

    2014-11-01

    Ultrasound accelerates the free fatty acids esterification rate by reducing the mass transfer resistance between methanol in the liquid phase and absorbed organic species on Amberlyst®46 catalyst. The reaction rates of canola oil is three times greater than for tobacco seed oil but half the reaction rate of pure oleic acid as measured in a batch reactor. The beneficial effects of ultrasound vs. the conventional approach are more pronounced at lower temperatures (20°C and 40°C vs. 63°C): at 20°C, the free fatty acids conversion reaches 68% vs. 23% with conventional mechanical stirring. The increased conversion is attributed to acoustic cavitation that increases mass transfer in the vicinity of the active sites. The Eley-Rideal kinetic model in which the concentration of the reacting species is expressed taking into account the mass transfer between the phases is in excellent agreement with the experimental data. Ultrasound increases the mass transfer coefficient in the tobacco oil 6 and 4.1 fold at 20°C and 40°C, respectively.

  9. Ultrasound Assisted Esterification of Rubber Seed Oil for Biodiesel Production

    Directory of Open Access Journals (Sweden)

    Berkah Fajar Tamtomo Kiono

    2012-02-01

    Full Text Available roduction of biodiesel is currently shifting from the first to the second generation in which the raw materials are mostly from non-edible type oils and fats. Biodiesel production is commonly conducted under batch operation using mechanical agitation to accelerate mass transfers. The main drawback of oil esterification is the high content of free fatty acids (FFA which may reduce the yield of biodiesel and prolong the production time (2-5 hours. Ultrasonification has been used in many applications such as component extraction due to its ability to produce cavitation under certain frequency. This research is aimed to facilitate ultrasound system for improving biodiesel production process particularly rubber seed oil. An ultrasound unit was used under constant temperature (40oC and frequency of 40 Hz. The result showed that ultrasound can reduces the processing time and increases the biodiesel yield significantly. A model to describe correlation of yield and its independent variables is yield (Y = 43,4894 – 0,6926 X1 + 1,1807 X2 – 7,1042 X3 + 2,6451 X1X2 – 1,6557 X1X3 + 5,7586 X2X3 - 10,5145 X1X2X3, where X1 is mesh sizes, X2 ratio oil: methanol and X3 type of catalyst.

  10. A kinetic study on the Novozyme 435-catalyzed esterification of free fatty acids with octanol to produce octyl esters.

    Science.gov (United States)

    Chowdhury, Avisha; Mitra, Debarati

    2015-01-01

    Octyl esters can serve as an important class of biolubricant components replacing their mineral oil counterparts. The purpose of the current work was to investigate the enzymatic esterification reaction of free fatty acids (FFA, from waste cooking oil) with octanol in a solvent-free system using a commercial lipase Novozyme 435. It was found that the esterificaton reaction followed the Ping-pong bi-bi kinetics with no inhibition by substrates or products within the studied concentration range. The maximum reaction rate was estimated to be 0.041 mol L(-1) g(-1) h(-1) . Additionally, the stability of Novozyme 435 in the current reaction system was studied by determining its activity and final conversion of FFA to esters after 12 successive utilizations. Novozyme 435 exhibited almost 100% enzyme activity up to 7 cycles of reaction and gradually decreased (by 5%) thereafter. The kinetic parameters evaluated from the study shall assist in the design of reactors for large-scale production of octyl esters from a cheap biomass source. The enzyme reusability data can further facilitate mass production by curtailing the cost of expensive enzyme consumption.

  11. Preparation of Highly Purified Stearidonic Acid from Echium Oil via an Enzymatic Method Combined with Preparative High Performance Liquid Chromatography.

    Science.gov (United States)

    Baik, Ji Yeon; Kim, Nam Ho; Oh, Se-Wook; Kim, In-Hwan

    2015-01-01

    Stearidonic acid (SDA), an n-3 polyunsaturated fatty acid (PUFA), can be obtained from plant origin oils and it can be a good source of PUFA for vegetarians. SDA can be easily converted to longer PUFA such as docosahexaenoic acid and eicosapentaenoic acid. Highly purified stearidonic acid (SDA) was prepared successfully from echium oil via an enzymatic method combined with preparative high performance liquid chromatography. In the 1(st) step, SDA enrichment was accomplished using Candida rugosa lipase and 39.5% of SDA was obtained in the fatty acid fraction. Subsequently, the 1(st) reaction mixture was used for the 2(nd) enzymatic esterification without any separation process. The 2(nd) esterification was conducted for further SDA enrichment in a packed-bed reactor using Lipozyme RM IM from Rhizomucor miehei and the SDA content increased in a very short residence time. Ethanol was selected as an appropriate alcohol to react as an acyl receptor, and the other conditions for SDA enrichment were optimized at 20°C of temperature, and 1:4 of molar ratio (i.e., fatty acid to ethanol). Under these conditions, 51.6% of SDA was obtained in the fatty acid fraction after a residence time of 15 min. Finally, highly purified SDA (purity, >99%) was obtained by prep-HPLC using the SDA-rich fraction obtained from the two-step lipase-catalyzed esterification.

  12. Tracking Catalytic Esterification of Naphthenic Acids in Crude Oil by ESI FT-ICR MS

    Institute of Scientific and Technical Information of China (English)

    Li Xiaohui; Wu Bencheng; Zhu Jianhua; Tao Xiujuan

    2016-01-01

    The catalytic esterification reaction was used to decrease total acid number (TAN) of crude oil by converting naphthenic acids to naphthenic acid esters in the presence of Zn-Al hydrotalcite used as the catalyst and glycol used as the reactant. The crude oil and its corresponding esterified oil were characterized by the negative-ion electrospray ionization (ESI) Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). Six acidic class species, O2, O1, N1, N2, N1O1 and N1O2 were assigned in the negative-ion spectrum both in the crude oil and its esterified oil. Among the identified acidic compounds, the O2 class was dominant. The relative abundance of O2 class species was much higher than other acidic class species in crude oil, while it was significantly decreased after esterification. The most abundant O2 class species had a car-bon number of 30-34 and a double-bond equivalence (DBE) value of 5 before and after esterification. It could be concluded that the naphthenic acids in crude oil can be esterified to lower its TAN value, and each of them seems to exhibit identical esterification efficiency approximately due to the similar DBE versus the -carbon number distribution before and after es-terification.

  13. Process intensification of esterification reaction for the production of propyl butyrate by pervaporation

    Directory of Open Access Journals (Sweden)

    Chandrakant R. Khudsange

    2017-03-01

    Full Text Available Pervaporation is a membrane separation process vastly used for purification in chemical and allied industries. Esterification reaction can be intensified and enhanced by coupling with pervaporation reactor (PVR. Polyvinyl alcohol (PVA/polyethersulfone (PES composite membrane was used for the pervaporation coupled esterification reaction study. Esterification of butyric acid with n-propanol was taken as a model reaction for the study and to test the performance of pervaporation reactor. Catalyst p-toluenesulfonic acid was used for the esterification reaction. The effects of various reaction parameters on conversion of butyric acid such as reaction temperature, initial molar ratio of n-propanol to butyric acid, catalyst loading and reaction time were studied. Experimental results show that the increase of temperature, initial molar ratio, and catalyst concentration enhance the conversion of butyric acid considerably. The highest conversion of 96.41% was obtained at temperature 353 K, molar ratio of 2 and catalyst loading of 2.5%w/w at reaction time of 420 minutes. PVA/PES membrane used in the experiments shows the good activity and hydrophilicity and plays a vital role for enhancing the conversion by selectively removing water. Pervaporation coupled esterification shows the better choice over the conventional route for the production of esters. This technique is environment friendly and energy intensified approach as it reduces pollution and energy requirement.

  14. ENZYMATIC HYDROLYSIS OF STARCH

    OpenAIRE

    Reyna M., L.; Facultad de Química e ingeniería Química, Universidad Nacional Mayor de San Marcos. Lima-Perú; Robles, R.; Facultad de Química e ingeniería Química, Universidad Nacional Mayor de San Marcos. Lima-Perú; Reyes P., M.; Facultad de Química e ingeniería Química, Universidad Nacional Mayor de San Marcos. Lima-Perú; Mendoza R., Y.; Facultad de Química e ingeniería Química, Universidad Nacional Mayor de San Marcos. Lima-Perú; Romero D., J.; Facultad de Química e ingeniería Química, Universidad Nacional Mayor de San Marcos. Lima-Perú

    2014-01-01

    We obtained rate constant for enzymatic hydrolysis of barley at temperature of 70 ºC. Se ha llevado a cabo la hidrólisis enzimática de la cebada a 70 ºC y se determinó la constante cinética de reacción.

  15. Enzymatic synthesis of vanillin

    NARCIS (Netherlands)

    van den Heuvel, RHH; Fraaije, MW; Laane, C; van Berkel, WJH; Heuvel, Robert H.H. van den; Berkel, Willem J.H. van

    2001-01-01

    Due to increasing interest in natural vanillin, two enzymatic routes for the synthesis of vanillin were developed. The flavoprotein vanillyl alcohol oxidase (VAO) acts on a wide range of phenolic compounds and converts both creosol and vanillylamine to vanillin with high yield. The VAO-mediated conv

  16. Esterification process to synthesize isopropyl chloroacetate catalyzed by lanthanum dodecyl sulfate

    Energy Technology Data Exchange (ETDEWEB)

    Xu, Jiasheng; Zhang, Jie; Yin, Xiangyu; Zhang, He; Qian, Jianhua; Liu, Lianli, E-mail: jiashengxu@bhu.edu.c [Bohai University, Jinzhou (China). Liaoning Province Research Center for Silicon Materials Engineering Technology. Liaoning Province Key Laboratory for Synthesis and Application of Functional Compounds; Yang, Dongjiang [Griffith University (Australia). Environmental Futures Centre and Griffith School of Environment; Liu, Xiaoyang [Jilin University (China). College of Chemistry. State Key Lab. of Inorganic Synthesis and Preparative Chemistry

    2011-04-15

    Isopropyl chloroacetate has been synthesized by esterification of chloroacetic acid and isopropanol, using lanthanum dodecyl sulfate (LDDS) as the catalyst. Various factors that affected the esterification have been investigated, such as reaction time, different water-carrying agent and the amount of catalyst. Under the condition of 1.2/1 molar ratio of isopropanol to chloroacetic acid, 1.0% catalyst (molar percent of chloroacetic acid), 2.5 h reaction time, 5 mL cyclohexane as water-carrying agent and reflux temperature, the esterification conversion of isopropyl chloroacetate reaches 98.3%. The catalytic activity of LDDS is almost equal to that of a Bronsted acid. LDDS, as one kind of water-tolerant Lewis acid, is an excellent catalyst compared to the traditional Lewis acid. (author)

  17. Esterification of Free Fatty Acids in Waste Cooking Oil by Heterogeneous Catalysts

    Institute of Scientific and Technical Information of China (English)

    刘丽艳; 刘志敏; 唐国武; 谭蔚

    2014-01-01

    Waste cooking oil (WCO) is becoming the most promising alternative feedstock to produce biodiesel due to its low cost in China. In this study, NKC-9 ion-exchange resin and H-beta zeolite were selected as heterogeneous catalysts in the WCO esterification process and their esterification characteristics were compared by orthogonal ex-periments. NKC-9 resin showed higher activity and achieved a higher final conversion compared with H-beta zeolite under the same reaction conditions. Reusability experiments showed that NKC-9 resin still exhibited high activity after 5 runs. The effects of the mole ratio of alcohol to oil, reaction time, reaction temperature and the catalyst dose were investigated by multifactor orthogonal analysis. The influence of the free fatty acid (FFA) content was also investi-gated, and the result showed that the esterification rate could be as high as 98.4%when the FFA content was 6.3wt%.

  18. Convenient and Simple Esterification in Continuous-Flow Systems using g-DMAP.

    Science.gov (United States)

    Okuno, Yoshinori; Isomura, Shigeki; Sugamata, Anna; Tamahori, Kaoru; Fukuhara, Ami; Kashiwagi, Miyu; Kitagawa, Yuuichi; Kasai, Emiri; Takeda, Kazuyoshi

    2015-11-01

    The utility and applicability of polyethylene-g-polyacrylic acid-immobilized dimethylaminopyridine (g-DMAP) as a catalyst in a continuous-flow system were investigated for decarboxylative esterification. High catalytic activity toward acylation was provided by g-DMAP containing a flexible grafted-polymer structure. During decarboxylation, carboxylic acids and alcohols were converted cleanly using di-tert-butyl dicarbonate (Boc2O) as a coupling reagent, which reduced by-products. In addition, the use of Boc2O resulted in the formation of tert-butyl esters. These esterifications dramatically reduced the reaction time under continuous-flow conditions, with a residence time of approximately 2 min. This highly efficient esterification procedure will provide more practical industrial applications.

  19. Butyric acid esterification kinetics over Amberlyst solid acid catalysts: the effect of alcohol carbon chain length.

    Science.gov (United States)

    Pappu, Venkata K S; Kanyi, Victor; Santhanakrishnan, Arati; Lira, Carl T; Miller, Dennis J

    2013-02-01

    The liquid phase esterification of butyric acid with a series of linear and branched alcohols is examined. Four strong cation exchange resins, Amberlyst™ 15, Amberlyst™ 36, Amberlyst™ BD 20, and Amberlyst™ 70, were used along with para-toluenesulfonic acid as a homogeneous catalyst. The effect of increasing alcohol carbon chain length and branching on esterification rate at 60°C is presented. For all catalysts, the decrease in turnover frequency (TOF) with increasing carbon chain length of the alcohol is described in terms of steric hindrance, alcohol polarity, and hydroxyl group concentration. The kinetics of butyric acid esterification with 2-ethylhexanol using Amberlyst™ 70 catalyst is described with an activity-based, pseudo-homogeneous kinetic model that includes autocatalysis by butyric acid.

  20. Controlled methyl-esterification of pectin catalyzed by cation exchange resin.

    Science.gov (United States)

    Peng, Xiaoxia; Yang, Guang; Fan, Xingchen; Bai, Yeming; Ren, Xiaomeng; Zhou, Yifa

    2016-02-10

    This study developed a new method to methyl-esterify pectin using a cation exchange resin. Homogalacturonan (HG)-type pectin (WGPA-3-HG) and rhamnogalacturonan (RG)-I-type pectin (AHP-RG) obtained from the roots of Panax ginseng and sunflower heads, respectively, were used as models. Compared to commonly used methyl-esterification methods that use either methyl iodide or acidified methanol, the developed method can methyl-esterify both HG- and RG-I-type pectins without degrading their structures via β-elimination or acid hydrolysis. In addition, by modifying reaction conditions, including the mass ratio of resin to pectin, reaction time, and temperature, the degree of esterification can be controlled. Moreover, the resin and methanol can be recycled to conserve resources, lower costs, and reduce environmental pollution. This new methodology will be highly useful for industrial esterification of pectin.

  1. High efficiency esterification and transesterification of alternative feedstock for biodiesel production

    Energy Technology Data Exchange (ETDEWEB)

    Boffito, D.C.; Mansi, S.; Pirola, C.; Vitali, S.; Bianchi, C.L. [Milano Univ. (Italy). Dipt. di Chimica Fisica ed Elettrochimica; Leveque, J.M. [Savoie Univ., Le Bourget du Lac (France). LCME/CISM; Carvoli, G. [Khemistar S.r.l.-P, Novara (Italy); Rispoli, A.; Barnabe, D.; Bucchi, R. [Agri2000 Soc. Coop., Castel Maggiore (Italy)

    2012-07-01

    Free Fatty Acids (FFA) esterification and transesterification reactions were studied in presence of traditional and sonochemical assisted techniques, such as microwave (MW) and ultrasound (US). Several non edible oils, both of vegetable origin or waste oil were used. Acid ion exchange resins Amebrlyst {sup registered} 15 (A15) and 46 (A46) and Purolite {sup registered} D5081 were used as catalysts for the FFA esterification. All the oils were successfully deacified over the resins, in particular A46 and D5081 showed a very good performance also after several recycles of use. Sonochemical methods were able to increase the conversion of the reactions. MW resulted to shorten the time to reach the plateau of conversion in FFA esterification, while US-assisted transesterification required lower reagents amount and much shorter times than the traditional one. (orig.)

  2. Ethyl oleate production by means of pervaporation-assisted esterification using heterogeneous catalysis

    Directory of Open Access Journals (Sweden)

    K. C. S. Figueiredo

    2010-12-01

    Full Text Available Pervaporation-assisted esterification of oleic acid and ethanol was investigated by means of heterogeneous acid catalysis with the aim of increasing the ethyl oleate yield. The experimental strategy comprised kinetic tests with Amberlyst 15 Wet (Rohm & Haas, the characterization of hydrophilic Pervap 1000 membrane (Sulzer and the evaluation of the membrane-assisted reactor. Kinetic tests were carried out to study the effect of temperature, catalyst loading and ethanol/organic acid molar ratio for the esterification of oleic acid and ethanol. The ester yield and initial reaction rate were used as response. The hydrophilic poly(vinyl alcohol membrane was able to remove water from the reaction medium and, hence, the ester yield was increased. The potential of coupling esterification and pervaporation was demonstrated, with a two-fold increase in the reaction yield of ethyl oleate.

  3. Characterization of the esterification reaction in high free fatty acid oils

    Science.gov (United States)

    Altic, Lucas Eli Porter

    Energy and vegetable oil prices have caused many biodiesel producers to turn to waste cooking oils as feedstocks. These oils contain high levels of free fatty acids (FFAs) which make them difficult or impossible to convert to biodiesel by conventional production methods. Esterification is required for ultra-high FFA feedstocks such as Brown Grease. In addition, ultrasonic irradiation has the potential to improve the kinetics of the esterification reaction. 2-level, multi-factor DOE experiments were conducted to characterize the esterification reaction in ultra-high FFA oils as well as determine whether ultrasonic irradiation gives any benefit besides energy input. The study determined that sulfuric acid content had the greatest effect followed by temperature and water content (inhibited reaction). Methanol content had no effect in the range studied. A small interaction term existed between sulfuric acid and temperature. The study also concluded that sonication did not give any additional benefit over energy input.

  4. SulE, a sulfonylurea herbicide de-esterification esterase from Hansschlegelia zhihuaiae S113.

    Science.gov (United States)

    Hang, Bao-Jian; Hong, Qing; Xie, Xiang-Ting; Huang, Xing; Wang, Cheng-Hong; He, Jian; Li, Shun-Peng

    2012-03-01

    De-esterification is an important degradation or detoxification mechanism of sulfonylurea herbicide in microbes and plants. However, the biochemical and molecular mechanisms of sulfonylurea herbicide de-esterification are still unknown. In this study, a novel esterase gene, sulE, responsible for sulfonylurea herbicide de-esterification, was cloned from Hansschlegelia zhihuaiae S113. The gene contained an open reading frame of 1,194 bp, and a putative signal peptide at the N terminal was identified with a predicted cleavage site between Ala37 and Glu38, resulting in a 361-residue mature protein. SulE minus the signal peptide was synthesized in Escherichia coli BL21 and purified to homogeneity. SulE catalyzed the de-esterification of a variety of sulfonylurea herbicides that gave rise to the corresponding herbicidally inactive parent acid and exhibited the highest catalytic efficiency toward thifensulfuron-methyl. SulE was a dimer without the requirement of a cofactor. The activity of the enzyme was completely inhibited by Ag(+), Cd(2+), Zn(2+), methamidophos, and sodium dodecyl sulfate. A sulE-disrupted mutant strain, ΔsulE, was constructed by insertion mutation. ΔsulE lost the de-esterification ability and was more sensitive to the herbicides than the wild type of strain S113, suggesting that sulE played a vital role in the sulfonylurea herbicide resistance of the strain. The transfer of sulE into Saccharomyces cerevisiae BY4741 conferred on it the ability to de-esterify sulfonylurea herbicides and increased its resistance to the herbicides. This study has provided an excellent candidate for the mechanistic study of sulfonylurea herbicide metabolism and detoxification through de-esterification, construction of sulfonylurea herbicide-resistant transgenic crops, and bioremediation of sulfonylurea herbicide-contaminated environments.

  5. Preparation of Cyclodextrin-Based Carbonaceous Catalyst and Its Application in the Esterification

    Institute of Scientific and Technical Information of China (English)

    SHAN Chun; QIAN Guangren

    2011-01-01

    A new carbonaceous catalyst with sulfonic acid group (-SO3H) was prepared by incomplete carbonization of β-cyclodextrin followed by sulfonation. The sulfonated amorphous carbon was characterized by IR, elemental analysis, DSC-TGA and PXRD, and the catalytic activity was investigated to be an efficient catalyst for the esterification reactions with maximum yield of 87%. The sulfonated carbonaceous catalyst was readily separated from the reaction solution and keeps approximately equal catalytic activity. The results confirm that the active centre is the hydrophilic sulfonic acid functional group in the esterification reactions.

  6. Production of higher quality bio-oils by in-line esterification of pyrolysis vapor

    Science.gov (United States)

    Hilten, Roger Norris; Das, Keshav; Kastner, James R; Bibens, Brian P

    2014-12-02

    The disclosure encompasses in-line reactive condensation processes via vapor phase esterification of bio-oil to decease reactive species concentration and water content in the oily phase of a two-phase oil, thereby increasing storage stability and heating value. Esterification of the bio-oil vapor occurs via the vapor phase contact and subsequent reaction of organic acids with ethanol during condensation results in the production of water and esters. The pyrolysis oil product can have an increased ester content and an increased stability when compared to a condensed pyrolysis oil product not treated with an atomized alcohol.

  7. Enzymatic desulfurization of coal

    Energy Technology Data Exchange (ETDEWEB)

    Boyer, Y.N.; Crooker, S.C.; Kitchell, J.P.; Nochur, S.V.

    1991-05-16

    The overall objective of this program was to investigate the feasibility of an enzymatic desulfurization process specifically intended for organic sulfur removal from coal. Toward that end, a series of specific objectives were defined: (1) establish the feasibility of (bio)oxidative pretreatment followed by biochemical sulfate cleavage for representative sulfur-containing model compounds and coals using commercially-available enzymes; (2) investigate the potential for the isolation and selective use of enzyme preparations from coal-utilizing microbial systems for desulfurization of sulfur-containing model compounds and coals; and (3) develop a conceptual design and economic analysis of a process for enzymatic removal of organic sulfur from coal. Within the scope of this program, it was proposed to carry out a portion of each of these efforts concurrently. (VC)

  8. Enzymatic Hydrolysis of Lignocelluloses

    DEFF Research Database (Denmark)

    Kolasa, Marta; Ahring, Birgitte Kiær; Lübeck, Peter Stephensen

    2010-01-01

    bonds. Cellulose can be degraded to simple sugar components by means of enzymatic hydrolysis. However, due to its complex, crystalline structure it is difficult to break it down and the cooperative action of a variety of cellulolytic enzymes is necessary. Fungi are known to have potential in production......Lignocellulosic materials form a huge part of the plant biomass from agricultural and forestry wastes. They consist of three major components: cellulose, hemicellulose and lignin. Cellulose, the main constituent of plant cell wall, is a polymer of D–glucopyranose units linked by β-1,4-glucosidic...... of a variety of cellulolytic enzymes. The aim of this work is to discover new thermostable and robust cellulolytic enzymes for improved enzymatic hydrolysis of biomass. For this purpose two screening methods are applied in different fungal strains with high cellulolytic activities: an expression–based method...

  9. Enzymatic production of cyclodextrins.

    Science.gov (United States)

    Biwer, A; Antranikian, G; Heinzle, E

    2002-09-01

    Cyclodextrins (CD) are enzymatically modified starches with a wide range of applications in food, pharmaceutical and chemical industries, agriculture and environmental engineering. They are produced from starch via enzymatic conversion using cyclodextrin glycosyl transferases (CGTases) and partly alpha-amylases. Due to its low solubility in water, separation and purification of beta-CD is relatively easy compared to alpha- and gamma-CD. In recent years more economic processes for gamma-CD and especially alpha-CD production have been developed using improved CGTases and downstream processing. New purification steps, e.g. affinity adsorption, may reduce the use of complexing agents. The implementation of thermostable CGTases can simplify the production process and increase the selectivity of the reaction. A tabular overview of alpha-CD production processes is presented.

  10. The nature of fatty acid modifies the equilibrium position in the esterification catalyzed by lipase

    NARCIS (Netherlands)

    Flores, M.V.; Sewalt, J.J.W.; Janssen, A.E.M.; Padt, van der A.

    2000-01-01

    The equilibrium position in lipase mediated esterification of various fatty acids and butanol was studied. The influence of the chain length and the presence of unsaturations in the fatty acids on the equilibrium position was measured and predicted. To predict equilibrium position the program TREP e

  11. Enhancement of Esterification of Propionic Acid with Isopropyl Alcohol by Pervaporation Reactor

    Directory of Open Access Journals (Sweden)

    Ajit P. Rathod

    2014-01-01

    Full Text Available With increasing cost of raw materials and energy, there is an increasing inclination of chemical process industries toward new processes that result in lesser waste generation, greater efficiency, and substantial yield of the desired products. Esterification is a chemical reaction in which two reactants carboxylic acid and alcohol react to form an ester and water. This reaction is a reversible reaction and the equilibrium conversion can be altered by varying the process parameters. Pervaporation reactor can enhance the conversion by shifting the equilibrium of reversible esterification reactions. Polyvinyl alcohol-polyether sulfone composite hydrophilic membrane was used for pervaporation-assisted esterification of propionic acid with isopropyl alcohol. The experiments were carried out in the presence of sulphuric acid as a catalyst at 50°C to 80°C with various reactants ratios. The esterification was carried out for catalyst loadings of 0.089 kmol/m3 to 0.447 kmol/m3. The molar ratios of isopropyl to propionic acid used for the experiment were 1 to 1.5. Maximum conversion was obtained for the ratio of 1.4. Also effect of other parameters such as process temperature and catalyst concentration was discussed. It was found that the use of pervaporation reactor increased the conversion of the propionic acid considerably.

  12. Screening of Catalyst and Important Variable for The Esterification of Acrylic Acid with 2 Ethylhexanol

    Science.gov (United States)

    Ahmad, M. A. A.; Chin, S. Y.

    2017-06-01

    The global demand of 2-ethylhexyl acrylate (2EHA) market has witnessed a significant growth in the past few years and this growth is anticipated to increase in the coming years. 2EHA is one of the basic organic building blocks that mainly used in the production of coatings, adhesives, superabsorbents, thickeners and plastic additives. Homogenous acid-catalysed esterification of acrylic acid (AA) with 2-ethylhexanol (2EH) is commonly used for the production of 2EHA. The homogeneous catalysts such as sulfuric and para-toluene sulfonic acid have resulted the costly and complicated downstream process that generates acidic, corrosive and non-environmental friendly waste. Therefore, it is importance to develop a cheaper process that employing heterogeneous catalysts and alternative raw material from wastewater containing acrylic acid. In this research, the study for the esterification of AA with 2EH catalysed by ion-exchange resin was conducted. The best sulfonic acid functional cation-exchange resin among SK104, SK1B, PK208, PK216, PK228, RCP145, and RCP160 was screened. PK208 outperformed the other resins and it was used subsequently in the parametric studies. The effect of important parameters (initial concentration of acrylic acid (AA), temperature, molar ratio of reactant (AA and 2EH), catalyst loading, and polymerisation inhibitor loading) was studied using 2 factorial design to determine the significant parameters to the esterification. It was found that the initial concentration of AA and temperature were most significantly affecting the esterification of AA with 2EH.

  13. Inhibition of Cholesterol Esterification Influences Cytokine Exspression in Lypopolisaccharide-activated P388D1 Macrophages

    Directory of Open Access Journals (Sweden)

    Rosa Rita Bonatesta

    2007-01-01

    Full Text Available Several in vivo and in vitro studies have demonstrated the involvement of infectious agents in the development of atherosclerosis. However, the mechanisms by which micro-organisms induce and/or aggravate atherosclerosis, are so far unclear. Accumulation of cholesterol esters and lipid laden cell formation are hallmark of the atherogenesis, however, the possible relationship between cholesterol esterification and the signal-transducing component of LPS recognition complex inducing cytokine secretion has not been yet investigated. In the present study, we investigated the effect of mevinolin, the ACAT inhibitor, Sandoz 58035, and plasma from statin-treated hypercholesterolemic patients on cholesterol metabolism and cytokine expression in LPS activated P388D1 macrophages. In P388D1 macrophages cholesterol synthesis and uptake, as well as cholesterol ester synthesis, were unchanged following LPS-activation. When cells were grown in presence of serum from patients under statin therapy, cholesterol esterification was lower compared to cells grown with plasma from healthy subjects, independently from the type of statin used. This effect was accompanied by inhibition of IL-1β expression in LPS activated cells. The ACAT inhibitor, Sandoz 58035, which completely blocked cholesterol esterification in normal and LPS-activated macrophages, prevented IL-1β and IL-6 over-expression in LPS activated cells. Although preliminary, these data point to a possible relationship between cholesterol esterification and cytokine production in macrophages, prospecting new possible mechanisms by which microbial or inflammatory agents may induce and/or accelerate the atherosclerotic process.

  14. Esterification and Transesterification of greases to fatty acid methyl esters with highly active diphenylamine salts

    Science.gov (United States)

    Diphenylamine sulfate (DPAS) and diphenylamine hydrochloride (DPACl) salts were found to be highly active catalysts for esterification and transesterification of inexpensive greases to fatty acid methyl esters (FAME). In the presence of catalytic amounts of DPAS or DPACl and excess methanol, the fr...

  15. An Esterification Kinetics Experiment that Relies on the Sense of Smell

    Science.gov (United States)

    Bromfield-Lee, Deborah C.; Oliver-Hoyo, Maria T.

    2009-01-01

    This experiment involves an esterification synthesis to study reaction kinetics where students explore these topics utilizing the sense of smell rather than the traditional approach of using spectroscopic methods. Students study the effects of various factors including the concentration of the carboxylic acid and the amounts of the catalyst or…

  16. Microwave-Assisted Esterification: A Discovery-Based Microscale Laboratory Experiment

    Science.gov (United States)

    Reilly, Maureen K.; King, Ryan P.; Wagner, Alexander J.; King, Susan M.

    2014-01-01

    An undergraduate organic chemistry laboratory experiment has been developed that features a discovery-based microscale Fischer esterification utilizing a microwave reactor. Students individually synthesize a unique ester from known sets of alcohols and carboxylic acids. Each student identifies the best reaction conditions given their particular…

  17. Synthesis of monoacylglycerol containing pinolenic acid via stepwise esterification using a cold active lipase.

    Science.gov (United States)

    Pyo, Young-Gil; Hong, Seung In; Kim, Yangha; Kim, Byung Hee; Kim, In-Hwan

    2012-01-01

    High purity monoacylglycerol (MAG) containing pinolenic acid was synthesized via stepwise esterification of glycerol and fatty acids from pine nut oil using a cold active lipase from Penicillium camembertii as a biocatalyst. Effects of temperature, molar ratio, water content, enzyme loading, and vacuum on the synthesis of MAG by lipase-catalyzed esterification of glycerol and fatty acid from pine nut oil were investigated. Diacylglycerol (DAG) as well as MAG increased significantly when temperature was increased from 20 to 40 °C. At a molar ratio of 1:1, MAG content decreased because of the significant increase in DAG content. Water has a profound influence on both MAG and DAG content through the entire course of reaction. The reaction rate increased significantly as enzyme loading increased up to 600 units. Vacuum was an effective method to reduce DAG content. The optimum temperature, molar ratio, water content, enzyme loading, vacuum, and reaction time were 20 °C, 1:5 (fatty acid to glycerol), 2%, 600 units, 5 torr, and 24 h, respectively. MAG content further increased via lipase-catalyzed second step esterification at subzero temperature. P. camembertii lipase exhibited esterification activity up to -30 °C.

  18. Esterification Reaction Utilizing Sense of Smell and Eyesight for Conversion and Catalyst Recovery Monitoring

    Science.gov (United States)

    Janssens, Nikki; Wee, Lik H.; Martens, Johan A.

    2014-01-01

    The esterification reaction of salicylic acid with ethanol is performed in presence of dissolved 12-tungstophosphoric Brønsted-Lowry acid catalyst, a Keggin-type polyoxometalate (POM). The monitoring of the reaction with smell and the recovery of the catalyst with sight is presented. Formation of the sweet-scented ester is apparent from the smell.…

  19. Lipase-catalyzed esterification of lactic acid with straight-chain alcohols

    DEFF Research Database (Denmark)

    Rønne, Torben Harald; Xu, Xuebing; Tan, Tianwei

    2005-01-01

    Candida antarctica lipase B (Novozym 435) as well as the textile-immobilized Candida sp. lipase. A method was established to obtain ester yields in the range of 71 to 82% for the different alcohols, and the most favorable conditions for the esterification reaction using Novozym 435 were an equimolar ratio...

  20. Studies concerning the anion ex-change resins catalyzed esterification of epichlorohydrin with organic acids

    Directory of Open Access Journals (Sweden)

    E.I. Muresan

    2009-09-01

    Full Text Available The paper studies the esterification of carboxylic acids with epichlorohydrin over two macroporous strong base anion exchange resins with different polymer matrix. For both resins, the influence of reaction parameters (temperature, catalyst loading, molar ratio on the reaction rate and the yields of the two isomeric esters were investigated.

  1. Conversion of Oleum papaveris seminis oil into methyl esters via esterification process optimization and kinetic study

    Energy Technology Data Exchange (ETDEWEB)

    Syam, A.M.; Rashid, U.; Yunus, R.; Hamid, H.A.; Al-Resayes, S.I.; Nehdi, I.A.; Al-Muhtaseb, A.H.

    2016-07-01

    This paper presents an acid pre-treatment process and a kinetic study for the esterification reaction of Oleum papaveris seminis oil with methanol in the presence of amberlite 120 as a solid catalyst to convert the oil into methyl esters. Response surface methodology (RSM) was applied to optimize the reaction parameters, i.e. reaction time, percentage of the catalyst and volume ratio of methanol to oil. The results revealed that 0.87% w/w of catalyst concentration and 44.70% v/v of methanol to oil ratio provided final free fatty acid (FFA) contents of 0.60% w/w at 102.40 min of reaction time. It proved that the contribution of Amberlite 120 in the esterification of FFA was highly significant. The kinetics of the esterification in Oleum papaveris seminis oil with methanol in the presence of the amberlite 120 catalyst were also investigated to establish the reaction rate constant (k), reaction order, and activation energy. The study was performed under the optimized parameters at three reaction temperatures (50, 55, and 60 ºC). The value of k was in the range of 0.013 to 0.027 min-1. The first-order kinetics’ model was suitable for this irreversible FFA esterification with the activation energy of about 60.9 KJ·mol-1. (Author)

  2. Comprehensive near infrared study of Jatropha oil esterification with ethanol for biodiesel production

    Science.gov (United States)

    Oliveira, Alianda Dantas de; Sá, Ananda Franco de; Pimentel, Maria Fernanda; Pacheco, José Geraldo A.; Pereira, Claudete Fernandes; Larrechi, Maria Soledad

    2017-01-01

    This work presents a comprehensive near infrared study for in-line monitoring of the esterification reaction of high acid oils, such as Jatropha curcas oil, using ethanol. Parallel reactions involved in the process were carried out to select a spectral region that characterizes the evolution of the esterification reaction. Using absorbance intensities at 5176 cm- 1, the conversion and kinetic behaviors of the esterification reaction were estimated. This method was applied to evaluate the influence of temperature and catalyst concentration on the estimates of initial reaction rate and ester conversion as responses to a 22 factorial experimental design. Employment of an alcohol/oil ratio of 16:1, catalyst concentration of 1.5% w/w, and temperatures at 65 °C or 75 °C, made it possible to reduce the initial acidity from 18% to 1.3% w/w, which is suitable for transesterification of high free fatty acid oils for biodiesel production. Using the proposed analytical method in the esterification reaction of raw materials with high free fatty acid content for biodiesel makes the monitoring process inexpensive, fast, simple, and practical.

  3. Heterogeneous catalytic esterification of omega-sulfhydryl fatty acids: Avoidance of thioethers, thioesters, and disulfides

    Science.gov (United States)

    Two mesoporous silicas functionalized with propylsulfonic (SBA-15-PSA) and arenesulfonic (SBA-15-ASA) acid groups, and a highly acidic, functionalized styrene divinylbenzene copolymer ion exchange resin (Amberlyst-15) were examined for their ability to catalyze the ethanolic esterification of the N-...

  4. Reactor comparison for the esterification of fatty acids from waste cooking oil

    NARCIS (Netherlands)

    Mazubert, A.; Crockatt, M.; Poux, M.; Aubin, J.; Roelands, C.P.M.

    2015-01-01

    Esterification of the fatty acids contained in waste cooking oil with glycerol, a reaction involving immiscible and viscous reactants, was achieved in two pilot-scale continuous pulsed reactors: the oscillatory baffled reactor and the helix reactor. In both reactors, with or without baffles, the

  5. Toughening polylactide with polyether-block-amide and thermoplastic starch acetate: Influence of starch esterification degree.

    Science.gov (United States)

    Zhou, Linyao; Zhao, Guiyan; Feng, Yulin; Yin, Jinghua; Jiang, Wei

    2015-01-01

    Native corn starch was esterified with acetic anhydride and plasticized with glycerol to give the thermoplastic starch acetate (TPSA). TPSA was blended with polylactide (PLA) and polyether-block-amide-graft-glycidyl methacrylate (PEBA-g-GMA) to obtain biodegradable PLA/PEBA-g-GMA/TPSA blends with high notched impact resistance and low cost. Compared with PLA/PEBA-g-GMA blends, as much as 9 wt% expensive PEBA-g-GMA elastomer could be substituted by the slightly acetylated thermoplastic starch while retaining high impact strength. The mechanical properties depended on the esterification degree of starch acetate. The impact strength, tensile strength and elongation at break increased to the peak value with increasing the esterification degree from 0 to 0.04, thereafter they decreased on further increasing the esterification degree. The morphological results showed that the TPSA particles were smaller and more uniform at the optimum esterification degree of 0.04, leading to the peak value of the mechanical properties. Copyright © 2015 Elsevier Ltd. All rights reserved.

  6. Efficient preparation of (R)-alpha-monobenzoyl glycerol by lipase catalyzed asymmetric esterification: optimization and operation in packed bed reactor.

    Science.gov (United States)

    Xu, J H; Kato, Y; Asano, Y

    2001-06-20

    Optically active (R)-alpha-monobenzoyl glycerol (MBG) was synthesized by Candida antarctica lipase B (CHIRAZYME L-2) catalyzed asymmetric esterification of glycerol with benzoic anhydride in organic solvents. Various conditions, such as the type and composition of the organic solvent, water content of the system, reaction temperature, and concentrations of the substrates were systematically examined and optimized in screw-capped test tubes with respect to both the reaction rate and the enzyme selectivity. 1,4-Dioxane was found to be the best solvent and no additional water was needed for the system. The optimum temperature was around 30 degrees C, while the most suitable substrate concentrations were 100 mM each for glycerol and benzoic anhydride, respectively. However, when excessive anhydride (e.g., 200 mM) was used, the produced MBG could be further transformed into 1,3-dibenzoyl glycerol (DBG) by the same enzyme with a priority to (S)-MBG, resulting in a significant improvement of the product optical purity from ca. 50-70% e.e. Under optimal conditions (100 mM glycerol, 100-200 mM benzoic anhydride, dioxane, 25-30 degrees C), the enzymatic synthesis of (R)-MBG was successfully operated in a packed-bed reactor for about 1 week, with an average productivity of 0.79 g MBG/day/g biocatalyst in the case of continuous operation and 0.94 g MBG/day/g biocatalyst in the case of semicontinuous operation. After refinement and preferential crystallization of the crude product, (R)-MBG could be obtained in an almost optically pure form (>98% e.e.).

  7. Enzymatic Modification of Sphingomyelin

    DEFF Research Database (Denmark)

    Zhang, Long; Hellgren, Lars; Xu, Xuebing

    Due to its major role in maintaining the water-retaining properties of the epidermis, ceramide is of great commercial potential in cosmetic and pharmaceuticals such as hair and skin care products. Currently, chemical synthesis of ceramide is a costly process, and developments of alternative cost......-efficient, high yield production methods are of great interest. In the present study, the potential of producing ceramide through enzymatic hydrolysis of sphingomyelin have been studied. Sphingomyelin (SM) is a ubiquitous membrane-lipid and dairy products or by-products is a rich source of sphingomyelin....... In present study, we have optimized the production of ceramide from sphingomyelin using Phospholipase C from Clostridium perfringens....

  8. Enzymatic cascade bioreactor

    Science.gov (United States)

    Simmons, Blake A.; Volponi, Joanne V.; Ingersoll, David; Walker, Andrew

    2007-09-04

    Disclosed is an apparatus and method for continuously converting sucrose to .beta.-D-glucose. The method comprises a three stage enzymatic reactor in which an aqueous solution of sucrose is first converted into a solution of fructose and .alpha.-D-glucose by passing it through a porous, packed column containing an inert media on which invertase is immobilized. This solution is then sent through a second packed column containing glucose isomerase and finally a third packed column containing mutarotase. Solution temperature and pH are adjusted to maximize glucose output.

  9. Catalytic actions of alkaline salts in reactions between 1,2,3,4-butanetetracarboxylic acid and cellulose: II. Esterification.

    Science.gov (United States)

    Ji, Bolin; Tang, Peixin; Yan, Kelu; Sun, Gang

    2015-11-05

    1,2,3,4-Butanetetracarboxylic acid (BTCA) reacts with cellulose in two steps with catalysis of alkaline salts such as sodium hypophosphite: anhydride formation and esterification of anhydride with cellulose. The alkali metal ions were found effective in catalyzing formation of BTCA anhydride in a previous report. In this work, catalytic functions of the alkaline salts in the esterification reaction between BTCA anhydride and cellulose were investigated. Results revealed that acid anions play an important role in the esterification reaction by assisting removal of protons on intermediates and completion of the esterification between cellulose and BTCA. Besides, alkaline salts with lower pKa1 values of the corresponding acids are more effective ones for the reaction since addition of these salts could lead to lower pH values and higher acid anion concentrations in finishing baths. The mechanism explains the results of FTIR and wrinkle recovery angles of the fabrics cured under different temperatures and times.

  10. Enzymatic Modification of Sphingomyelin

    DEFF Research Database (Denmark)

    Due to its major role in maintaining the water-retaining properties of the epidermis, ceramide is of great commercial potential in cosmetic and pharmaceuticals such as hair and skin care products. Currently, chemical synthesis of ceramide is a costly process, and developments of alternative cost......-efficient, high yield production methods are of great interest. In the present study, the potential of producing ceramide through the enzymatic hydrolysis of sphingomyelin have been studied. sphingomyelin is a ubiquitous membrane-lipid and rich in dairy products or by-products. It has been verified...... that sphingomyelin modification gives a feasible approach to the potential production of ceramide. The reaction system has been improved through system evaluation and the optimization of several important factors, and phospholipase C from Clostridium perfringens shows higher activity towards the hydrolysis reaction...

  11. ESTERIFICATION OF FATTY ACID FROM PALM OIL WASTE (SLUDGE OIL BY USING ALUM CATALYST

    Directory of Open Access Journals (Sweden)

    Thamrin Usman

    2010-06-01

    Full Text Available Esterification of fatty acids from palm oil waste (sludge oil as biodiesel liquid base has been done by using alum [Al2(SO43.14H2O] catalyst. Some reaction variables like reaction time, catalyst quantity, and molar ratio of sample-reactant was applied for optimal reaction. Yield of 94.66% was obtained at reaction condition 65 °C, 5 h, sample-reactant ratio 1:20, and catalyst quantity 3% (w/w. GC-MS analysis request showed that composition of methyl esters biodiesel are methyl caproic (0.67%, methyl lauric (0.21%, methyl miristic (1.96%, methyl palmitic (49.52%, methyl oleic (41.51%, and methyl stearic (6.13%. Physical properties of synthesized product (viscosity, refraction index and density are similar with those of commercial product.   Keywords: alum, biodiesel, esterification, sludge oil

  12. Preparation of a Sulfonated Carbonaceous Material from Lignosulfonate and Its Usefulness as an Esterification Catalyst

    Directory of Open Access Journals (Sweden)

    Duckhee Lee

    2013-07-01

    Full Text Available Sulfonated carbonaceous material useful as a solid acid catalyst was prepared from lignosulfonate, a waste of the paper-making industry sulfite pulping process, and characterized by 13C-NMR, FT-IR, TGA, SEM and elemental analysis, etc. The sulfonic acid group density and total density of all acid groups in the sulfonated carbonaceous material was determined by titration to be 1.24 mmol/g and 5.90 mmol/g, respectively. Its catalytic activity in the esterification of cyclohexanecarboxylic acid with anhydrous ethanol was shown to be comparable to that of the ionic exchange resin Amberlyst-15, when they were used in the same amount. In the meantime, the sulfonic acid group was found to be leached out by 26%–29% after it was exposed to hot water (95 °C for 5 h. The catalytic usefulness of the prepared carbonaceous material was investigated by performing esterifications.

  13. Lipase-catalysed ester synthesis in solvent-free oil system: is it esterification or transesterification?

    Science.gov (United States)

    Sun, Jingcan; Yu, Bin; Curran, Philip; Liu, Shao-Quan

    2013-12-01

    Ester synthesis was carried out in a solvent-free system of lipase, coconut oil and ethanol or fusel alcohols to ascertain the reaction mechanism. During ester formation, octanoic and decanoic acids increased initially and then decreased gradually, indicating that ester production was a two-step reaction consisting of hydrolysis and esterification, rather than alcoholysis. With ethanol as the alcohol substrate, added butyric acid inhibited ester synthesis. However, when fusel alcohols were used as the alcohol substrate, no significant inhibitory effect by butyric acid was observed. Added octanoic acid did not show any adverse effect on the synthesis of corresponding esters. The results suggest that polarity of the reactants determines lipase activity. This study provides the first evidence on the mechanism of immobilised lipase-catalysed ester synthesis in a solvent-free system involving both hydrolysis and esterification.

  14. Technology and kinetics of free fatty acids esterification in tung oil

    Institute of Scientific and Technical Information of China (English)

    GAN Meng-yu; PAN Deng; LI Xiao-mei; HE Ling; CHEN Qi

    2009-01-01

    We studied the esterificatien of free fatty acids (FFA) in tung oil with methanol by using activated carbon treated with sulfuric acid as a catalyst, and investigated the effect of different temperatures, methanol/oil mole ratio and catalyst amount on the conversion of FFA. Results show that the optimal reaction condition is when the reaction time is 2 h, the mass fraction of the catalyst to total material is 5%, the molar ratio of menthol to FFA is 15 : 1, and the reaction temperature is 368.15 K. We also investigated the kinetics of esterification at various temperatures. Results indicate that the rate-control step could be attributed to the surface reaction, and within the range of the experimental conditions, the as-calculated kinetics formula can depict the esterification processes well.

  15. Efficient improvement of surface activity of tea saponin through Gemini-like modification by straightforward esterification.

    Science.gov (United States)

    Feng, Jin; Chen, Ying; Liu, Xin; Liu, Songbai

    2015-03-15

    Novel strategy of Gemini-like modification has been applied in development of new nonionic surfactants, tea saponin esters, with enhanced surface activity by simple esterification. Tea saponin was treated with acyl chlorides of different chain length and different ratio of tea saponin and acyl chloride under alkaline condition. The structures of tea saponin esters were analysed and confirmed by FT-IR, NMR and ESI-MS. Surface activity investigation revealed that esterification with the chain length of C12 and C14 and the ratio of 1:4 to 1:6 produced superior surface activity compared with tea saponin. The exceptional surface activity of the new surfactants suggested their great potential application in food industry as green surfactants due to their environmental benign nature as well as simple and inexpensive preparation. The strategy of Gemini-like modification will facilitate development of green surfactants based on natural resources.

  16. Single-stage separation and esterification of cation salt carboxylates using electrodeionization

    Science.gov (United States)

    Lin, YuPo J.; Henry, Michael; Hestekin, Jamie; Snyder, Seth W.; St. Martin, Edward J.

    2006-11-28

    A method of and apparatus for continuously making an organic ester from a lower alcohol and an organic acid is disclosed. An organic acid or salt is introduced or produced in an electrode ionization (EDI) stack with a plurality of reaction chambers each formed from a porous solid ion exchange resin wafer interleaved between anion exchange membranes or an anion exchange membrane and a cation exchange membrane or an anion exchange membrane and a bipolar exchange membranes. At least some reaction chambers are esterification chambers and/or bioreactor chambers and/or chambers containing an organic acid or salt. A lower alcohol in the esterification chamber reacts with an anion to form an organic ester and water with at least some of the water splitting with the ions leaving the chamber to drive the reaction.

  17. Effects of citric acid esterification on digestibility, structural and physicochemical properties of cassava starch.

    Science.gov (United States)

    Mei, Ji-Qiang; Zhou, Da-Nian; Jin, Zheng-Yu; Xu, Xue-Ming; Chen, Han-Qing

    2015-11-15

    In this study, citric acid was used to react with cassava starch in order to compare the digestibility, structural and physicochemical properties of citrate starch samples. The results indicated that citric acid esterification treatment significantly increased the content of resistant starch (RS) in starch samples. The swelling power and solubility of citrate starch samples were lower than those of native starch. Compared with native starch, a new peak at 1724 cm(-1) was appeared in all citrate starch samples, and crystalline peaks of all starch citrates became much smaller or even disappeared. Differential scanning calorimetry results indicated that the endothermic peak of citrate starches gradually shrank or even disappeared. Moreover, the citrate starch gels exhibited better freeze-thaw stability. These results suggested that citric acid esterification induced structural changes in cassava starch significantly affected its digestibility and it could be a potential method for the preparation of RS with thermal stability.

  18. A Mini-Review on Solid Acid Catalysts for Esterification Reactions

    Science.gov (United States)

    Sirsam, Rajkumar; Hansora, Dharmesh; Usmani, Ghayas A.

    2016-10-01

    This paper presents an overview of research pertaining to solid acid catalysts for esterification reactions. Prominence has been given to the literatures that have been appeared during the last two decades. A variety of reactions catalyzed by solid acid catalysts have been tabulated according to their broad classification; industrially important reactions have been outlined. Examples, where the use of various solid acid catalysts have led to an improvement in the selectivity of the desired products, have also been discussed. Various catalyzed esterification reactions using different approaches and previous kinetic studies have been reviewed. Types, preparation and synthesis of various solid acid catalysts have been reviewed and discussed. Suggestions have been summarized for their implementation in future work.

  19. An alkali catalyzed trans-esterification of rice bran, cottonseed and waste cooking oil

    Directory of Open Access Journals (Sweden)

    Akhtar Faheem H.

    2014-01-01

    Full Text Available In this research work, biodiesel production by trans-esterification of three raw materials including virgin and used edible oil and non edible oil has been presented. A two step method following acidic and alkali catalyst was used for non edible oil due to the unsuitability of using the straight alkaline-catalyzed trans-esterification of high FFA present in rice bran oil. The acid value after processing for rice bran, cottonseed and waste cooking oil was found to be 0.95, 0.12 and 0.87 respectively. The influence of three variables on percentage yield i.e., methanol to oil molar ratio, reaction temperature and reaction time were studied at this stage. Cottonseed oil, waste cooking oil and rice bran oil showed a maximum yield of 91.7%, 84.1% and 87.1% under optimum conditions. Fuel properties of the three biodiesel satisfied standard biodiesel fuel results.

  20. Oxidative Esterification of Aldehydes with Urea Hydrogen Peroxide Catalyzed by Aluminum Chloride Hexahydrate

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Sin-Ae; Kim, Yoon Mi; Lee, Jong Chan [Chung-Ang University, Seoul (Korea, Republic of)

    2016-08-15

    We have developed a new, environmentally benign and highly efficient oxidative preparation of methyl esters by the reaction of various aldehydes with UHP in methanol catalyzed by readily accessible aluminum(III) chloride hexahydrate. This new greener and cost effective direct esterification method can serve as a useful alternative to existing protocols. Esters are some of the most important functional groups in organic chemistry and have been found in the sub-structure of a variety of natural products, industrial chemicals, and pharmaceuticals. Numerous methods have been reported for the preparation of various esters. In particular, this method gives low yields for both aldehydes containing electron donating substituents in aromatic rings and heterocyclic aldehydes. Therefore, development of a more general, efficient, and greener protocol for the esterification of aldehydes with readily available catalyst is still desirable.

  1. Extraction of pectins with different degrees of esterification from mulberry branch bark.

    Science.gov (United States)

    Liu, Lin; Cao, Jing; Huang, Jian; Cai, Yurong; Yao, Juming

    2010-05-01

    Pectins were extracted from mulberry branch bark, a byproduct of the sericulture industry. A single-factor experiment was used to optimize the production conditions. Under optimal conditions, the galacturonic acid yields from bark with and without epidermis were 61.73 + or - 1.39% and 35.12 + or - 0.24%, respectively. The extracted pectins mainly consisted of galacturonic acid with a trace amount of neutral sugars, and the total galacturonic acid content in the pectins extracted from the bark without epidermis reached 85.46 + or - 2.76%. Pectins extracted from bark without epidermis had a higher degree of esterification (71.13 + or - 1.67%) than those extracted from bark with epidermis (24.27 + or - 2.89%). Pectin solution from bark without epidermis showed higher apparent viscosity, suggesting its higher gelation ability. Thus, the mulberry branch bark is a potential source of pectin with different degrees of esterification.

  2. Esterification of fatty acids by Penicillium crustosum lipase in a membrane reactor.

    Science.gov (United States)

    Possebom, Gessica; Nyari, Nádia L D; Zeni, Jamile; Steffens, Juliana; Rigo, Elisandra; Di Luccio, Marco

    2014-11-01

    This study investigated the performance of a membrane reactor system for esterification of oleic acid and butyric acid with ethanol by Penicillium crustosum lipase using polyethersulfone membranes with molecular weight cut-offs of 30, 60 and 100 kDa at pressures up to 200 kPa. The confinement of lipase with 60 and 100 kDa membranes showed the best results. The esterification of butyric acid in the membrane reactor and with free lipase showed higher conversions than those obtained with oleic acid, since the system operated with oleic acid was more subject to fouling and thus could not be run for repeated cycles. The confinement of lipase from P. crustosum in a membrane reactor was possible, resulting in the satisfactory conversion of butyric acid to ethyl butyrate with the possibility of reuse of the immobilized enzyme. © 2014 Society of Chemical Industry.

  3. Methods and catalysts for making biodiesel from the transesterification and esterification of unrefined oils

    Science.gov (United States)

    Yan, Shuli [Detroit, MI; Salley, Steven O [Grosse Pointe Park, MI; Ng, K Y. Simon [West Bloomfield, MI

    2012-04-24

    A method of forming a biodiesel product and a heterogeneous catalyst system used to form said product that has a high tolerance for the presence of water and free fatty acids (FFA) in the oil feedstock is disclosed. This catalyst system may simultaneously catalyze both the esterification of FAA and the transesterification of triglycerides present in the oil feedstock. The catalyst system according to one aspect of the present disclosure represents a class of zinc and lanthanum oxide heterogeneous catalysts that include different ratios of zinc oxide to lanthanum oxides (Zn:La ratio) ranging from about 10:0 to 0:10. The Zn:La ratio in the catalyst is believed to have an effect on the number and reactivity of Lewis acid and base sites, as well as the transesterification of glycerides, the esterification of fatty acids, and the hydrolysis of glycerides and biodiesel.

  4. ATP-binding cassette transporters and sterol O-acyltransferases interact at membrane microdomains to modulate sterol uptake and esterification.

    Science.gov (United States)

    Gulati, Sonia; Balderes, Dina; Kim, Christine; Guo, Zhongmin A; Wilcox, Lisa; Area-Gomez, Estela; Snider, Jamie; Wolinski, Heimo; Stagljar, Igor; Granato, Juliana T; Ruggles, Kelly V; DeGiorgis, Joseph A; Kohlwein, Sepp D; Schon, Eric A; Sturley, Stephen L

    2015-11-01

    A key component of eukaryotic lipid homeostasis is the esterification of sterols with fatty acids by sterol O-acyltransferases (SOATs). The esterification reactions are allosterically activated by their sterol substrates, the majority of which accumulate at the plasma membrane. We demonstrate that in yeast, sterol transport from the plasma membrane to the site of esterification is associated with the physical interaction of the major SOAT, acyl-coenzyme A:cholesterol acyltransferase (ACAT)-related enzyme (Are)2p, with 2 plasma membrane ATP-binding cassette (ABC) transporters: Aus1p and Pdr11p. Are2p, Aus1p, and Pdr11p, unlike the minor acyltransferase, Are1p, colocalize to sterol and sphingolipid-enriched, detergent-resistant microdomains (DRMs). Deletion of either ABC transporter results in Are2p relocalization to detergent-soluble membrane domains and a significant decrease (53-36%) in esterification of exogenous sterol. Similarly, in murine tissues, the SOAT1/Acat1 enzyme and activity localize to DRMs. This subcellular localization is diminished upon deletion of murine ABC transporters, such as Abcg1, which itself is DRM associated. We propose that the close proximity of sterol esterification and transport proteins to each other combined with their residence in lipid-enriched membrane microdomains facilitates rapid, high-capacity sterol transport and esterification, obviating any requirement for soluble intermediary proteins.

  5. Esterification by the Plasma Acidic Water: Novel Application of Plasma Acid

    Science.gov (United States)

    Gu, Ling

    2014-03-01

    This work explores the possibility of plasma acid as acid catalyst in organic reactions. Plasma acidic water was prepared by dielectric barrier discharge and used to catalyze esterification of n-heptanioc acid with ethanol. It is found that the plasma acidic water has a stable and better performance than sulfuric acid, meaning that it is an excellent acid catalyst. The plasma acidic water would be a promising alternative for classic mineral acid as a more environment friendly acid.

  6. Lipase-catalyzed enantioselective esterification of flurbiprofen with n-butanol

    OpenAIRE

    2000-01-01

    The influences of water activity and solvent hydrophobicity on the kinetics of the lipase-catalyzed enantioselective esterification of flurbiprofen with n-butanol were investigated. The solvent effect was not similar for lipases from Candida rugosa (Crl), Mucor javanicus (Mjl), and porcine pancreas (Ppl). The lipase-catalyzed reaction rates in different solvents across a wide range of water activities revealed that the Ppl-catalyzed reaction exhibited no enantioselectivity and no substantial ...

  7. Retinol Esterification by DGAT1 Is Essential for Retinoid Homeostasis in Murine Skin*S⃞

    OpenAIRE

    Shih, Michelle Y. S.; Kane, Maureen A.; Zhou, Ping; Yen, C. L. Eric; Streeper, Ryan S.; Napoli, Joseph L.; Farese, Robert V

    2009-01-01

    Retinoic acid (RA) is a potent signaling molecule that is essential for many biological processes, and its levels are tightly regulated by mechanisms that are only partially understood. The synthesis of RA from its precursor retinol (vitamin A) is an important regulatory mechanism. Therefore, the esterification of retinol with fatty acyl moieties to generate retinyl esters, the main storage form of retinol, may also regulate RA levels. Here we show that the neutral lip...

  8. Evaluation of the catalytic activity of lipases immobilized on chrysotile for esterification

    OpenAIRE

    Silva Jane E. S.; Jesus Paulo C.

    2003-01-01

    In the present work, the ester synthesis in organic media catalyzed by lipases immobilized on chrysotile was studied. Lipases of different sources (Mucor javanicus, Pseudomonas cepacia, Rhizopus oryzae, Aspergillus niger and Candida rugosa) were immobilized on chrysotile, an inexpensive magnesium silicate, and used for esterification of hexanoic, octanoic and lauric acid with methanol, ethanol, 1-butanol and 1-octanol at 25ºC in hexane as solvent. The best results were obtained with Mucor jav...

  9. KINETIC OF ESTERIFICATION OF ETHYL ALCOHOL BY ACETIC ACID ON A CATALYTIC RESIN

    Directory of Open Access Journals (Sweden)

    Erol İNCE

    2002-01-01

    Full Text Available The conversion kinetics of diluted acetic acid to ethyl acetate by ethanol esterification in a batch reactor in liquid phase with an acidic polymer catalyst (lewatit series was studied. The intrinsic rate constants have been correlated with the reaction temperature, concentration of catalyst, initial ratios of reactants and initial water concentrations. The kinetic analysis was restricted to the system at hand in which a liquid and vapor phase are at equilibrium.

  10. Synthesis of L-Ascorbyl Flurbiprofenate by Lipase-Catalyzed Esterification and Transesterification Reactions

    Directory of Open Access Journals (Sweden)

    Jia-ying Xin

    2017-01-01

    Full Text Available The synthesis of L-ascorbyl flurbiprofenate was achieved by esterification and transesterification in nonaqueous organic medium with Novozym 435 lipase as biocatalyst. The conversion was greatly influenced by the kinds of organic solvents, speed of agitation, catalyst loading amount, reaction time, and molar ratio of acyl donor to L-ascorbic acid. A series of solvents were investigated, and tert-butanol was found to be the most suitable from the standpoint of the substrate solubility and the conversion for both the esterification and transesterification. When flurbiprofen was used as acyl donor, 61.0% of L-ascorbic acid was converted against 46.4% in the presence of flurbiprofen methyl ester. The optimal conversion of L-ascorbic acid was obtained when the initial molar ratio of acyl donor to ascorbic acid was 5 : 1. kinetics parameters were solved by Lineweaver-Burk equation under nonsubstrate inhibition condition. Since transesterification has lower conversion, from the standpoint of productivity and the amount of steps required, esterification is a better method compared to transesterification.

  11. Increased hepatic Fatty Acid uptake and esterification contribute to tetracycline-induced steatosis in mice.

    Science.gov (United States)

    Choi, You-Jin; Lee, Chae-Hyeon; Lee, Kang-Yo; Jung, Seung-Hwan; Lee, Byung-Hoon

    2015-06-01

    Tetracycline induces microvesicular steatosis, which has a poor long-term prognosis and a higher risk of steatohepatitis development compared with macrovesicular steatosis. Recent gene expression studies indicated that tetracycline treatment affects the expression of many genes associated with fatty acid transport and esterification. In this study, we investigated the role of fatty acid transport and esterification in tetracycline-induced steatosis. Intracellular lipid accumulation and the protein expression of fatty acid translocase (FAT or CD36) and diacylglycerol acyltransferase (DGAT) 2 were increased in both mouse liver and HepG2 cells treated with tetracycline at 50 mg/kg (intraperitoneal injection, i.p.) and 100 μM, respectively. Tetracycline increased the cellular uptake of boron-dipyrromethene-labeled C16 fatty acid, which was abolished by CD36 RNA interference. Oleate-induced cellular lipid accumulation was further enhanced by co-incubation with tetracycline. Tetracycline downregulated extracellular signal-regulated kinase (ERK) phosphorylation, which negatively regulated DGAT2 expression. U0126, a specific ERK inhibitor, also increased DGAT2 expression and cellular lipid accumulation. DGAT1 and 2 knock-down with specific small interfering (si)-RNA completely abrogated the steatogenic effect of tetracycline in HepG2 cells. Taken together, our data showed that tetracycline induces lipid accumulation by facilitating fatty acid transport and triglyceride esterification by upregulating CD36 and DGAT2, respectively.

  12. Kinetic modeling of esterification reaction of surfactin-C₁₅ in methanol solution.

    Science.gov (United States)

    Zhao, Yue; Yang, Shi-Zhong; Mu, Bo-Zhong

    2013-01-01

    Surfactin in methanol solution with acid would be spontaneously esterified into the mono- or dimethyl ester surfactin even at a temperature as low as 4 °C because there were two free carboxyl groups in the peptide loop of surfactin. Using trifluoroacetic acid as the catalyst, the esterification and the contents change in surfactin-C(15), mono- and dimethyl ester surfactin-C(15) with time were investigated at 4, 25, and 45 °C, respectively. The kinetic model was established for prediction of the esterification degree under experimental conditions. At 4, 25, and 45 °C, more than 10 % of the surfactin-C(15) in methanol solution in the presence of 0.05 % trifluoroacetic acid was changed into the esterified surfactin-C(15) after 37.6, 14.1, and 7.4 h, respectively. The maximum of intermediate of the mono-methyl ester surfactin-C(15) was observed at 4, 25, and 45 °C after 25, 10, and 5 days, respectively. Our results indicated that the time for preparation should be strictly controlled to avoid an unexpected esterification of surfactin during its storage and experimental treatment, and the kinetic results could be adopted as the reference condition for preparation of monomethyl ester surfactin-C(15).

  13. Enhanced esterification of oleic acid and methanol by deep eutectic solvent assisted Amberlyst heterogeneous catalyst.

    Science.gov (United States)

    Pan, Ying; Alam, Md Asraful; Wang, Zhongming; Wu, Jingcheng; Zhang, Yi; Yuan, Zhenhong

    2016-11-01

    In present study, esterification of oleic acid with methanol using deep eutectic solvent (DES) assisted Amberlyst heterogeneous catalyst was investigated to produce biodiesel. Results showed that esterification efficiency was enhanced by the DES. The combined effect of DES on Amberlyst BD20 (BD20) is better than Amberlyst 15 (A-15) due to different structure. The optimal reaction conditions were 12:1M ratio of methanol to oleic acid, 20%(wt/wt) catalyst (BD20-DES (2:8) and A-15-DES (8:2)) at 85°C for 100min with agitating at 200rpm. The mechanism involved in catalysis and their capacity to reuse were studied. We proposed, Choline chloride-glycerol (Chcl-gly) DES could enhance the Amberlyst function due to the hydrogen bond effect on both DES and water. BD20 has fewer pores than A-15, have desirable performance in decreasing the inhibition the water during esterification of high FFA content and provide better performance in reuse.

  14. Microwave-assisted biodiesel production by esterification of palm fatty acid distillate.

    Science.gov (United States)

    Lokman, Ibrahim M; Rashid, Umer; Zainal, Zulkarnain; Yunus, Robiah; Taufiq-Yap, Yun Hin

    2014-01-01

    In the current research work, effect of microwave irradiation energy on the esterification of palm fatty acid distillate (PFAD) to produce PFAD methyl ester / biodiesel was intensively appraised. The PFAD is a by-product from refinery of crude palm oil consisting >85% of free fatty acid (FFA). The esterification reaction process with acid catalyst is needed to convert the FFA into fatty acid methyl ester or known as biodiesel. In this work, fabricated microwave-pulse width modulation (MPWM) reactor with controlled temperature was designed to be capable to increase the PFAD biodiesel production rate. The classical optimization technique was used in order to study the relationship and the optimum condition of variables involved. Consequently, by using MPWM reactor, mixture of methanol-to-PFAD molar ratio of 9:1, 1 wt.% of sulfuric acid catalyst, at 55°C reaction temperature within 15 min reaction time gave 99.5% of FFA conversion. The quality assessment and properties of the product were analyzed according to the American Society for Testing and Materials (ASTM), European (EN) standard methods and all results were in agreement with the standard requirements. It revealed that the use of fabricated MPWM with controlled temperature was significantly affecting the rate of esterification reaction and also increased the production yield of PFAD methyl ester.

  15. Application of hydrothermally produced TiO{sub 2} nanotubes in photocatalytic esterification of oleic acid

    Energy Technology Data Exchange (ETDEWEB)

    Manique, Márcia Cardoso, E-mail: marciamanique@yahoo.com.br; Silva, Aline Posteral; Alves, Annelise Kopp; Bergmann, Carlos Pérez

    2016-04-15

    Highlights: • A hydrothermal method was employed to synthesize TiO{sub 2} nanotubes. • TiO{sub 2} nanotubes were studied for photocatalytic esterification of oleic acid. • Optimum conditions were obtained at a concentration of 15% (w/w) and a molar ratio 3:1 (methanol:oleic acid). • The greater number of hydroxyl groups may have contributed to a low yield of ester versus P25. - Abstract: This study investigated the use of TiO{sub 2} nanotubes (TNTs) as photocatalysts in the esterification of fatty acids for biodiesel production. The TNTs were synthesized via a hydrothermal route and evaluated for their crystallinity, morphology, surface area and photocatalytic activity compared with a TiO{sub 2} P25 standard. Optimum photocatalytic conditions were obtained using a 15% concentration of catalyst (w/w) and a 3:1 molar ratio of methanol to oleic acid. The highest yield of methyl oleate obtained was 86.0% when P25 was used as a photocatalyst. The lowest band gap energy was obtained with the TNT sample synthesized at 110 °C for 48 h (E{sub g} = 3.08 eV), which also exhibited the highest rate of oleic acid esterification (59.3%) among all the investigated TNTs. We also observed that, in addition to the band gap, other factors such as the crystalline phase of the TNTs and their surface area were important in photocatalytic performance.

  16. Esterification of acidified oil with methanol by SPES/PES catalytic membrane.

    Science.gov (United States)

    Shi, Wenying; He, Benqiao; Li, Jianxin

    2011-05-01

    A sulfonated polyethersulfone (SPES)/polyethersulfone (PES) blend catalytic membrane was prepared and used as a heterogeneous catalyst in the esterification of the acidified oil (acid value 153 mg KOH/g) with methanol for producing biodiesel. The results showed that the free fatty acids conversion reached 97.6% using SPES/PES catalytic membrane under the optimal esterification conditions. Meanwhile, the SPES/PES membrane with 20.3% degree of sulfonation showed a good catalytic stability. A pseudo-homogeneous kinetic model was established. The results indicated that the reaction rate constant increased with increasing methanol/acidified oil molar ratio, the loading of catalytic membrane and reaction temperature. The reaction order was 2 and the activation energy decreased from 74.65 to 21.07 kJ/mol with increasing catalytic membrane loading from 0 to 0.135 meq/g(oil). It implies that the esterification is not diffusively controlled but kinetically controlled. The predicted results were in good agreement with the experimental data.

  17. Esterification of polyunsaturated fatty acids by various forms of immobilized lipase from Rhizomucor miehei.

    Science.gov (United States)

    Kosugi, Y; Roy, P K; Chang, Q; Shu-Gui, C; Fukatsu, M; Kanazawa, K; Nakanishi, H

    2000-04-01

    Ethyl esterification specificity of a lipase from Rhizomucor miehei for polyunsaturated fatty acids (PUFA) was compared at 1 and 100 mM to study molecular recognition of PUFA. The chemical shift of methylene adjacent to carboxyl groups in the nuclear magnetic resonance spectrum of docosahexaenoic acid (DHA) in ethanol moved to a lower magnetic field as the concentration of DHA increased, suggesting that the degree of dissociation of DHA decreased. Specificity constants or apparent second-order rate constants (Vmax/Km or catalytic power) for 1 mM esterification by immobilized lipases were higher than the native lipase. Immobilized hydrophobic carrier of low mass transfer resistance for the esterification substrate may improve maximal velocity and affinity for the substrate. Higher specificity constants for 1 mM substrates were observed using immobilized lipases fixed on an anion exchange resin with glutaraldehyde and on a cation exchange carrier with carbodiimide. Activity yields measured with 1 mM PUFA substrate were high. For the substrates at a concentration of 100 mM, higher specific constants with these bifunctional reagents were not observed but higher activity yields were found.

  18. Influence of Pretreatment on Cold Water Solubility and Esterification Activity of Starch

    Directory of Open Access Journals (Sweden)

    Jiaying Xin

    2012-10-01

    Full Text Available The aim of this study is to improve the Cold Water Solubility (CWS and esterification activity of Native corn Starch (NS by pretreatment NS using NaOH/urea aqueous solution. The influence of pretreatment on granule shape and crystal structure of corn starch was investigated by Scanning Electron Microscopy (SEM and X-Ray Diffraction (XRD. It has been found that the average particle size of Pretreatment corn Starch (PS decreased to nanometer level, smaller than those of NS (4-15 μm. XRD revealed that crystalline pattern of PS was VH-type, which was different from that of NS (A-type. The maximum CWS of PS was 96.77%, while the NS was only 0.3%. NS and PS were esterified with oleic acid catalyzed by lipase under the same conditions respectively. The effects of the pretreatment on esterification activity of the corn starches were investigated by analyzing the Degrees of Substitutions (DS of the esterification products. The maximum DS of pretreatment starch oleate was 0.229, while the DS of native starch oleate was very low and even could not be detected.

  19. Enzymatic Synthesis of Furfuryl Alcohol Ester with Oleic Acid by Candida antarctica Lipase B and Its Kinetic Study

    Science.gov (United States)

    Sengupta, Avery; Dey, Tanmoy; Ghosh, Mahua; Ghosh, Jaydip; Ghosh, Santinath

    2012-08-01

    This study investigated the successful enzymatic production of furfuryl oleate and its detailed kinetic study by Michaelis-Menten model. Esterification of oleic acid and furfuryl alcohol by Candida antarctica lipase B (Novozym 435 preparation) in a solvent free system was studied in the present work at 1:1 molar ratio of furfuryl alcohol and oleic acid. About 99 % conversion (on the basis of oleic acid) has been achieved within 6 h at 5 % enzyme concentration. Ping-pong bi-bi mechanism (inhibition phenomenon taken into account) was applied to describe the ratios as a complex kinetic model. The kinetic parameters were determined using MATLAB language programme. The two initial rate constants KA and KB respectively were found out by different progress curves plotted with the help of MATLAB language programme. It was concluded from the results that furfuryl alcohol considerably inhibited the enzymatic reaction while oleic acid had negligible inhibitory effect. It was clearly seen that the initial rate was increased with the increase in the furfuryl alcohol concentration until 2 M/L after which there was a drop in the initial rate depicting the inhibitory effect of furfuryl alcohol. Surprisingly, it has been observed that addition of 0.1 mol of product activated the esterification reaction. Finally, the model was found to be statistically fitting well with the experimental data.

  20. ENZYMATIC PRODUCTION OF ETHYL OLEATE ESTER USING A LIPASE FROM CANDIDA ANTARCTICA B

    Directory of Open Access Journals (Sweden)

    N. Sampaio Neta

    2012-05-01

    Full Text Available Lipases are biocatalysts of great importance in different areas, being able to catalyze reactions in aqueous or organic media. Furthermore, these enzymes are capable of using several substrates being stable in a wide range of pH and temperatures. Lipases promote the esterification between fatty acids and ethanol producing oleate esters. The aim of this work is to produce ethyl oleate ester by enzymatic esterification of oleic acid with ethanol. A lipase from Candida antarctica type B was used at a temperature of 55 °C. The reaction was conducted using oleic acid, sodium sulfate anhydrous, lipase and ethanol, with a ratio of oleic acid (0.03 mol or 10 ml, lipase (0.1 mol or 0.01 g, sodium sulfate anhydrous (5 g and ethanol 99 % (100 ml. Several reaction times were studied, namely 48, 72, 96 and 120 hours. Nuclear Magnetic Resonance (1H and 13C and Infrared spectra confirmed the production of ethyl oleate ester for the studied conditions. The highest ethyl oleate production yield was obtained for 96 hours reaction time. Ethyl oleate esters have been reported to possess interesting applications in several industrial fields, such as food, aromatics, cosmetics, detergents, flavors and pharmaceuticals.

  1. 脂肪酶促Ketoprofen对映体选择性酯化反应--有机溶剂、助溶剂及添加剂的影响%Lipase-catalyzed Enantioselective Esterification of Ketoprofen--The Influence of Organic Solvents, Cosolvents and Additives

    Institute of Scientific and Technical Information of China (English)

    杜伟; 宗敏华; 郭勇

    2000-01-01

    The effect of reaction media, cosolvent and additives on candida antarctica lipase B(Novozym 435)-catalyzed enantioselective esterification of ketoprofen was systematically exp-lored. Novozym 435 showed high catalytic activity and enantioselectivity in cyclohexane. Cosolvent and additives have profound effects on Novozym 435-catalyzed enantioselective esterification of ketoprofen: polar cosolvent benzene and toluene can improve enzymatic enantioselectivity; a small amount of 18-Crown-6 could increase both the esterification rate and the enantioselectivity. Dimethylsulfoxide (DMF) however, could not improve the enanti-oselective esterification within the scope studied.%系统研究了有机介质、助溶剂及添加剂对脂肪酶Novozym 435(Candida antarctica lipase B)催化的Ketoprofen的对映体选择性酯化反应的影响.以环己烷为反应介质,Novozym 435表现出较高的活性和对映体选择性;助溶剂及添加剂对Ketoprofen的立体选择性酯化反应有较大影响: 极性助溶剂苯和甲苯能提高酶反应的对映体选择性;添加少量的18-Crown-6能提高酯化反应速率和对映体选择性;在研究的范围内,N,N-二甲基甲酰胺(DMF)不能提高酶反应对映体选择性.

  2. Enzymatic degradation of endomorphins.

    Science.gov (United States)

    Janecka, Anna; Staniszewska, Renata; Gach, Katarzyna; Fichna, Jakub

    2008-11-01

    Centrally acting plant opiates, such as morphine, are the most frequently used analgesics for the relief of severe pain, even though their undesired side effects are serious limitation to their usefulness. The search for new therapeutics that could replace morphine has been mainly focused on the development of peptide analogs or peptidomimetics with high selectivity for one receptor type and high bioavailability, that is good blood-brain barrier permeability and enzymatic stability. Drugs, in order to be effective, must be able to reach the target tissue and to remain metabolically stable to produce the desired effects. The study of naturally occurring peptides provides a rational and powerful approach in the design of peptide therapeutics. Endogenous opioid peptides, endomorphin-1 and endomorphin-2, are two potent and highly selective mu-opioid receptor agonists, discovered only a decade ago, which display potent analgesic activity. However, extensive studies on the possible use of endomorphins as analgesics instead of morphine met with failure due to their instability. This review deals with the recent investigations that allowed determine degradation pathways of endomorphins in vitro and in vivo and propose modifications that will lead to more stable analogs.

  3. Combined enzymatic starch hydrolysis

    Energy Technology Data Exchange (ETDEWEB)

    Nebesny, E.

    1989-07-01

    From researches so far there comes out that glucoamylase AMG 300 L and pullulanase Promozyme 200 L when used in quantities the same as in preparation of Dextrozyme 225/75 L Novo at an action on liquified starch by means of /alpha/-amylase after 48 h of saccharification already (similarly like Dextrozyme) are able to get up to 98 DE. Chromatographic analysis proved that glucoamylase AMG 300 L Novo and succouring it pullulanase Promozyme 200 L are working most effectively when both enzymes are added to the liquified starch medium simultaneously. From this comes out that pullulanase hydrolyzes better /alpha/-1,6 bonds in lowmolecular dextrins than in oligosaccharides G/sub 4/ to G/sub 7/ formed at previous action of glucoamylase. At an optimum ratio of glucoamylase and pullulanase in relation to the dissolved starch after 8 h of the hydrolysis there are neither iso-sugars (isomaltose, panose), no oligosaccharides higher than G/sub 5/ and no dextrins. At the solution of the starch by /alpha/-amylase and its hydrolysis by enzymatic preparation Fungamyl 800 L Novo, at doses 0.02-0.8% to d.s. of starch, already after 8 h the reaction of hydrolysis contents of 36-62% maltose in dry substance of hydrolyzates are reached with only traces of glucose. (orig.).

  4. Quantifiers, Anaphora and Intensionality

    CERN Document Server

    Dalrymple, M; Pereira, F C N; Saraswat, V; Dalrymple, Mary; Lamping, John; Pereira, Fernando; Saraswat, Vijay

    1995-01-01

    The relationship between Lexical-Functional Grammar (LFG) {\\em functional structures} (f-structures) for sentences and their semantic interpretations can be expressed directly in a fragment of linear logic in a way that correctly explains the constrained interactions between quantifier scope ambiguity, bound anaphora and intensionality. This deductive approach to semantic interpretaion obviates the need for additional mechanisms, such as Cooper storage, to represent the possible scopes of a quantified NP, and explains the interactions between quantified NPs, anaphora and intensional verbs such as `seek'. A single specification in linear logic of the argument requirements of intensional verbs is sufficient to derive the correct reading predictions for intensional-verb clauses both with nonquantified and with quantified direct objects. In particular, both de dicto and de re readings are derived for quantified objects. The effects of type-raising or quantifying-in rules in other frameworks here just follow as li...

  5. Homogeneous, Heterogeneous, and Enzymatic Catalysis.

    Science.gov (United States)

    Oyama, S. Ted; Somorjai, Gabor A.

    1988-01-01

    Discusses three areas of catalysis: homegeneous, heterogeneous, and enzymatic. Explains fundamentals and economic impact of catalysis. Lists and discusses common industrial catalysts. Provides a list of 107 references. (MVL)

  6. Thermal stability of bioactive enzymatic papers.

    Science.gov (United States)

    Khan, Mohidus Samad; Li, Xu; Shen, Wei; Garnier, Gil

    2010-01-01

    The thermal stability of two enzymes adsorbed on paper, alkaline phosphatase (ALP) and horseradish peroxidase (HRP), was measured using a colorimetric technique quantifying the intensity of the product complex. The enzymes adsorbed on paper retained their functionality and selectivity. Adsorption on paper increased the enzyme thermal stability by 2-3 orders of magnitude compared to the same enzyme in solution. ALP and HRP enzymatic papers had half-lives of 533 h and 239 h at 23 degrees C, respectively. The thermal degradation of adsorbed enzyme was found to follow two sequential first-order reactions, indication of a reaction system. A complex pattern of enzyme was printed on paper using a thermal inkjet printer. Paper and inkjet printing are ideal material and process to manufacture low-cost-high volume bioactive surfaces.

  7. Decomposing generalized quantifiers

    NARCIS (Netherlands)

    Westerståhl, D.

    2008-01-01

    This note explains the circumstances under which a type <1> quantifier can be decomposed into a type <1, 1> quantifier and a set, by fixing the first argument of the former to the latter. The motivation comes from the semantics of Noun Phrases (also called Determiner Phrases) in natural languages, b

  8. Decomposing generalized quantifiers

    NARCIS (Netherlands)

    Westerståhl, D.

    2008-01-01

    This note explains the circumstances under which a type <1> quantifier can be decomposed into a type <1, 1> quantifier and a set, by fixing the first argument of the former to the latter. The motivation comes from the semantics of Noun Phrases (also called Determiner Phrases) in natural languages,

  9. Understanding quantifiers in language

    NARCIS (Netherlands)

    Szymanik, J.; Zajenkowski, M.; Taatgen, N.; van Rijn, H.

    2009-01-01

    We compare time needed for understanding different types of quantifiers. We show that the computational distinction between quantifiers recognized by finite-automata and push-down automata is psychologically relevant. Our research improves upon hypothesis and explanatory power of recent neuroimaging

  10. Preparation and characterization Al3+-bentonite Turen Malang for esterification fatty acid (palmitic acid, oleic acid and linoleic acid)

    Science.gov (United States)

    Abdulloh, Abdulloh; Aminah, Nanik Siti; Triyono, Mudasir, Trisunaryanti, Wega

    2016-03-01

    Catalyst preparation and characterization of Al3+-bentonite for esterification of palmitic acid, oleic acid and linoleic acid has been done. Al3+-bentonite catalyst was prepared from natural bentonite of Turen Malang through cation exchange reaction using AlCl3 solution. The catalysts obtained were characterized by XRD, XRF, pyridine-FTIR and surface area analyser using the BET method. Catalyst activity test of Al3+-bentonite for esterification reaction was done at 65°C using molar ratio of metanol-fatty acid of 30:1 and 0.25 g of Al3+-bentonite catalyst for the period of ½, 1, 2, 3, 4 and 5 hours. Based on the characterization results, the Al3+-bentonite Turen Malang catalyst has a d-spacing of 15.63 Ǻ, acid sites of Brönsted and Lewis respectively of 230.79 µmol/g and 99.39 µmol/g, surface area of 507.3 m2/g and the average of radius pore of 20.09 Å. GC-MS analysis results of the oil phase after esterification reaction showed the formation of biodiesel (FAME: Fatty acid methyl ester), namely methyl palmitate, methyl oleate and methyl linoleate. The number of conversions resulted in esterification reaction using Al3+-bentonite Turen Malang catalyst was 74.61%, 37.75%, and 20, 93% for the esterification of palmitic acid, oleic acid and linoleic acid respectively.

  11. Preparation of a Composite of Sulfated Zirconia/Metal Organic Framework and its Application in Esterification Reaction

    Energy Technology Data Exchange (ETDEWEB)

    Park, Eun Young; Hasan, Zubair; Ahmed, Imteaz; Jhung, Sung Hwa [Kyungpook National Univ., Daegu (Korea, Republic of)

    2014-06-15

    A porous metal-organic framework (MOF), MIL-101, was synthesized in the presence of sulfated zirconia (SZ) to produce acidic SZ/MIL-101 composites for the first time. The composites were characterized with XRD, nitrogen adsorption, FT-IR, scanning electron microscope, chemical analysis and so on. The composites (SZ/MIL-101s) were successfully applied in a liquid-phase esterification for a high yield of ester. This catalytic result of SZ/MIL-101, compared with that of pure SZ or MIL-101 (showing a negligible yield of ester), suggests that the SZ in the composite is highly active in the acid catalysis probably because of the well-dispersed active species of SZ. Moreover, the esterification is catalyzed in heterogeneous mode as confirmed by negligible esterification after filtration of the catalyst. Finally, microwaves can be efficiently applied both in the synthesis of the composites and the esterification reaction to accelerate the two processes of synthesis and esterification by about 5 times.

  12. Study of reaction parameters and kinetics of esterification of lauric acid with butanol by immobilized Candida antarctica lipase.

    Science.gov (United States)

    Shankar, Sini; Agarwal, Madhu; Chaurasia, S P

    2013-12-01

    Esterification of lauric acid with n-butanol, catalyzed by immobilized Candida antarctica lipase (CAL) in aqueous-organic biphasic solvent system was studied. Effects of various reaction parameters on esterification were investigated, such as type and amount of solvent, amount of buffer, pH, temperature, speed of agitation, amount of enzyme, butanol and lauric acid. The most suitable reaction conditions for esterification were observed at 50 degrees C and pH 7.0 using 5000 micromoles of lauric acid, 7000 pmoles of butanol, 0.25 ml phosphate buffer, 1 ml of isooctane as the solvent and 50 mg of immobilized enzyme in the reaction medium at agitation speed of 150 rpm. Maximum esterification of 96.36% was acheived in 600 min of reaction time at n-butanol to lauric acid molar ratio of 1: 0.7. Kinetic study for the esterification of lauric acid with n-butanol using immobilized CAL was carried out and the kinetic constants were estimated by using non-linear regression method. The estimated value of Michaelis kinetic constants for butanol (KmBt) and acid (KmAc) were 451.56 (M) and 4.7 x 10(-7)(M), respectively and the value of dissociation constant (KBt) of the butanol-lipase complex was 9.41 x 10(7)(M). The estimated constants agreed fairly well with literature data.

  13. Lipase in biphasic alginate beads as a biocatalyst for esterification of butyric acid and butanol in aqueous media.

    Science.gov (United States)

    Ng, Choong Hey; Yang, Kun-Lin

    2016-01-01

    Esterification of organic acids and alcohols in aqueous media is very inefficient due to thermodynamic constraints. However, fermentation processes used to produce organic acids and alcohols are often conducted in aqueous media. To produce esters in aqueous media, biphasic alginate beads with immobilized lipase are developed for in situ esterification of butanol and butyric acid. The biphasic beads contain a solid matrix of calcium alginate and hexadecane together with 5 mg/mL of lipase as the biocatalyst. Hexadecane in the biphasic beads serves as an organic phase to facilitate the esterification reaction. Under optimized conditions, the beads are able to catalyze the production of 0.16 mmol of butyl butyrate from 0.5 mmol of butyric acid and 1.5 mmol of butanol. In contrast, when monophasic beads (without hexadecane) are used, only trace amount of butyl butyrate is produced. One main application of biphasic beads is in simultaneous fermentation and esterification (SFE) because the organic phase inside the beads is very stable and does not leach out into the culture medium. SFE is successfully conducted with an esterification yield of 6.32% using biphasic beads containing iso-octane even though the solvent is proven toxic to the butanol-producing Clostridium spp.

  14. Extraction and Esterification of Low-Titer Short-Chain Volatile Fatty Acids from Anaerobic Fermentation with Ionic Liquids.

    Science.gov (United States)

    Andersen, Stephen J; Berton, Jan K E T; Naert, Pieter; Gildemyn, Sylvia; Rabaey, Korneel; Stevens, Christian V

    2016-08-23

    Ionic liquids can both act as a solvent and mediate esterification to valorize low-titer volatile fatty acids and generate organic solvents from renewable carbon sources including biowaste and CO2 . In this study, four phosphonium ionic liquids were tested for single-stage extraction of acetic acid from a dilute stream and esterification to ethyl acetate with added ethanol and heat. The esterification proceeded with a maximum conversion of 85.9±1.3 % after 30 min at 75 °C at a 1:1 stoichiometric ratio of reactants. Extraction and esterification can be tailored using mixed-anion ionic liquids; this is demonstrated herein using a common trihexyl(tetradecyl)phosphonium cation and a mixed chloride and bis(trifluoromethylsulfonyl)imide anion ionic liquid. As a further proof-of-concept, ethyl acetate was generated from an ionic liquid-driven esterification of an acetic acid extractant generated using CO2 as the only carbon source by microbial electrosynthesis.

  15. Determination of free fatty acids and triglycerides by gas chromatography using selective esterification reactions.

    Science.gov (United States)

    Kail, Brian W; Link, Dirk D; Morreale, Bryan D

    2012-01-01

    A method for selectively determining both free fatty acids (FFA) and triacylglycerides (TAGs) in biological oils was investigated and optimized using gas chromatography after esterification of the target species to their corresponding fatty acid methyl esters (FAMEs). The method used acid catalyzed esterification in methanolic solutions under conditions of varying severity to achieve complete conversion of more reactive FFAs while preserving the concentration of TAGs. Complete conversion of both free acids and glycerides to corresponding FAMEs was found to require more rigorous reaction conditions involving heating to 120°C for up to 2 h. Method validation was provided using gas chromatography-flame ionization detection, gas chromatography-mass spectrometry, and liquid chromatography-mass spectrometry. The method improves on existing methods because it allows the total esterified lipid to be broken down by FAMEs contributed by FFA compared to FAMEs from both FFA and TAGs. Single and mixed-component solutions of pure fatty acids and triglycerides, as well as a sesame oil sample to simulate a complex biological oil, were used to optimize the methodologies. Key parameters that were investigated included: HCl-to-oil ratio, temperature and reaction time. Pure free fatty acids were found to esterify under reasonably mild conditions (10 min at 50°C with a 2.1:1 HCl to fatty acid ratio) with 97.6 ± 2.3% recovery as FAMEs, while triglycerides were largely unaffected under these reaction conditions. The optimized protocol demonstrated that it is possible to use esterification reactions to selectively determine the free acid content, total lipid content, and hence, glyceride content in biological oils. This protocol also allows gas chromatography analysis of FAMEs as a more ideal analyte than glyceride species in their native state.

  16. Esterification of sludge palm oil as a pretreatment step for biodiesel production.

    Science.gov (United States)

    Škrbić, Biljana; Predojević, Zlatica; Đurišić-Mladenović, Nataša

    2015-08-01

    Acid esterification of sludge palm oil, having 50 mas.% free fatty acids, i.e., 50 g of dominant free fatty acid per 100 g of oil, was investigated with the objective of determining conditions for the efficient reduction of free fatty acids. The influences of sulphuric acid dosage and molar ratio of methanol to oil were studied, with the final intention to obtain feedstock with a free fatty acids content acceptable for biodiesel production by alkali-transesterification. Esterification was performed using different molar ratios of methanol to oil (3:1, 6:1 and 9:1) and varying the amount of H2SO4 catalyst (0.92 mas.%, 1.84 mas.% and 4.60 mas.%). Under the applied conditions, the sulphuric acid dosage of 4.60 mas.% resulted in the satisfactory decrease of the feedstock's free fatty acids for 6:1 and 9:1 molar ratios of methanol to oil. Thus, taking into account the economic reasoning, it can be concluded that approximately 5 mas.% of H2SO4 with 6:1 molar ratio of methanol to oily feedstock, might be regarded as the dosage necessary for satisfactory pretreatment of the feedstock to be further subjected to the alkaline transesterification. Finally, the effort to consolidate the information on acid esterification available in literature was made, contributing to knowledge on sustainable biodiesel production using the low-grade and low-cost sources.

  17. Pectins esterification in the apoplast of aluminum-treated pea root nodules.

    Science.gov (United States)

    Sujkowska-Rybkowska, Marzena; Borucki, Wojciech

    2015-07-20

    Aiming to elucidate the possible involvement of pectins in aluminum-mediated growth inhibition the distribution of pectins in the apoplast of root nodules was investigated. Experiments were performed on the pea (Pisum sativum L.) root nodules treated with aluminum (50 μM AlCl3, for 2 or 24h). For histochemical acidic pectin localization we used ruthenium red staining. Immunolabeling techniques with monoclonal antibodies specific to high methyl-esterified pectin (JIM7), low methyl-esterified pectin (JIM5) and calcium cross-linked pectin (2F4) were used to re-examine the pattern of pectin esterification and distribution. After immunolabeling the samples were observed using a fluorescent and transmission electron microscope. Ruthenium red staining showed that acid pectin content increased in the apoplast of Al-treated nodules and immunolocalization of pectin epitopes revealed that the fraction of de-esterified pectins increased significantly under Al stress. JIM5 and 2F4 epitopes were located on the inner surface of the primary cell wall with higher intensity at cell corners lining the intercellular spaces and at infection threads (ITs) walls. By contrast, JIM 7 labels all walls uniformly throughout the nodule. In the presence of Al, the increase of JIM5 and 2F4 labeling in thick plant and IT walls, together with a decrease of JIM7 labeling was observed. These results indicate a specific role for pectin de-esterification in the process of wall thickening and growth inhibition. In particular, Al-dependent increase in pectin content and their low methyl esterification degree correlate with wall thickness and higher rigidity, and in this way, may affect IT and nodules growth.

  18. Highly enantioselective esterification of racemic ibuprofen in a packed bed reactor using immobilised Rhizomucor miehei lipase.

    Science.gov (United States)

    Sánchez; Valero; Lafuente; Solà

    2000-07-01

    A systematic study of the enantioselective resolution of ibuprofen by commercial Rhizomucor miehei lipase (Lipozyme(R) IM20) has been carried out using isooctane as solvent and butanol as esterificating agent. The main variables controlling the process (temperature, ibuprofen concentration, ratio butanol:ibuprofen) have been studied using an orthogonal full factorial experimental design, in which the selected objective function was enantioselectivity. This strategy has resulted in a polynomial function that describes the process. By optimizing this function, optimal conditions for carrying out the esterification of racemic ibuprofen have been determined. Under these conditions, enantiomeric excess and total conversion values were 93.8% and 49.9%, respectively, and the enantioselectivity was 113 after 112 h of reaction. These conditions have been considered in the design of a continuous reactor to scale up the process. The esterification of ibuprofen was properly described by pseudo first-order kinetics. Thus, a packed bed reactor operating as a plug-flow reactor (PFR) is the most appropriate in terms of minimizing the residence time compared with a continuous stirred tank reactor (CSTR) to achieve the same final conversion. This reactor shows a similar behavior in terms of enantioselectivity, enantiomeric excess, and conversion when compared with batch reactors. A residence-time distribution (RTD) shows that the flow model is essentially a plug flow with a slight nonsymmetrical axial dispersion (Peclet number = 43), which was also corroborated by the model of CSTR in series. The stability of the system (up to 100 h) and the possibility of reutilization of the enzyme (up to four times) lead to consider this reactor as a suitable configuration for scale up of the process.

  19. Synthesis of sulphonated mesoporous phenolic resins and their application in esterification and asymmetric aldol reactions

    Energy Technology Data Exchange (ETDEWEB)

    Muylaert, Ilke [Department of Inorganic and Physical Chemistry, Ghent University, Center for Ordered Materials, Organometallics and Catalysis (COMOC), Krijgslaan 281-S3, 9000 Ghent (Belgium); Verberckmoes, An, E-mail: an.verberckmoes@hogent.be [Department of Inorganic and Physical Chemistry, Ghent University, Center for Ordered Materials, Organometallics and Catalysis (COMOC), Krijgslaan 281-S3, 9000 Ghent (Belgium); Associated Faculty of Applied Engineering Sciences, University College Ghent, Valentin Vaerwyckweg 1, 9000 Ghent (Belgium); Spileers, Jeremy [Associated Faculty of Applied Engineering Sciences, University College Ghent, Valentin Vaerwyckweg 1, 9000 Ghent (Belgium); Demuynck, Anneleen; Peng, Li; De Clippel, Filip; Sels, Bert [Katholieke Universiteit Leuven, Centre for Surface Chemistry and Catalysis (COK), Kasteelpark Arenberg 23, 3001 Heverlee (Belgium); Van Der Voort, Pascal, E-mail: pascal.vandervoort@ugent.be [Department of Inorganic and Physical Chemistry, Ghent University, Center for Ordered Materials, Organometallics and Catalysis (COMOC), Krijgslaan 281-S3, 9000 Ghent (Belgium)

    2013-02-15

    Mesoporous phenolic resins were functionalized with sulphonic acid groups by four different types of sulphonation procedures: (i) direct sulphonation on the aromatic ring, (ii) alkyl sulphonation of the aromatic ring, and functionalizations of the phenolic hydroxyl surface by using an aryl silane, 2-(4-chlorosulphonylphenyl)ethyl trichlorosilane (iii) or a propyl silane, 3-mercaptopropyltrimethoxysilane (iv). The highest acidity loadings were obtained through direct sulphonation with fuming sulphuric acid (1.90 mmol H{sup +} g{sup −1}) or chlorosulphonic acid (1.31 mmol H{sup +} g{sup −1}) and these materials showed the highest conversion (97+ %) in Fischer esterification of acetic acid with propanol. However, the alkyl sulphonic groups, obtained through sulphonation procedure (ii) showed the highest stability in terms of maintenance of their acidity after use in consecutive catalytic runs or leaching treatments. This was demonstrated both through evaluation of the regenerated catalysts in a consecutive esterification run and during a leaching resistance test in aqueous medium. Moreover, the developed sulphonated mesoporous phenolic resins are presented as novel support for the non-covalent immobilization of an L-phenylalanine derived chiral diamine organocatalyst for asymmetric aldol reactions. The immobilization is established by an acid–base interaction between the sulphonic acid group and the amine function. The acidity and in particular the electronic withdrawing environment of the sulphonic acid groups influence enormously the catalytic performance of the non-covalent immobilized chiral diamine catalyst (aromatic > aliphatic). - Highlights: ► Different types of sulphonation procedures for mesoporous phenolic resins. ► Influence of acidity and electronic withdrawing environment. ► Novel support for non-covalent immobilization of chiral diamine catalyst. ► Catalytic performance in esterification and asymmetric aldol condensation. ► Demonstration

  20. Determination of Free Fatty Acids and Triglycerides by Gas Chromatography Using Selective Esterification Reactions

    Energy Technology Data Exchange (ETDEWEB)

    Kail, Brian W; Link, Dirk D; Morreale, Bryan D

    2012-11-01

    A method for selectively determining both free fatty acids (FFA) and triacylglycerides (TAGs) in biological oils was investigated and optimized using gas chromatography after esterification of the target species to their corresponding fatty acid methyl esters (FAMEs). The method used acid catalyzed esterification in methanolic solutions under conditions of varying severity to achieve complete conversion of more reactive FFAs while preserving the concentration of TAGs. Complete conversion of both free acids and glycerides to corresponding FAMEs was found to require more rigorous reaction conditions involving heating to 120°C for up to 2 h. Method validation was provided using gas chromatography–flame ionization detection, gas chromatography–mass spectrometry, and liquid chromatography–mass spectrometry. The method improves on existing methods because it allows the total esterified lipid to be broken down by FAMEs contributed by FFA compared to FAMEs from both FFA and TAGs. Single and mixed-component solutions of pure fatty acids and triglycerides, as well as a sesame oil sample to simulate a complex biological oil, were used to optimize the methodologies. Key parameters that were investigated included: HCl-to-oil ratio, temperature and reaction time. Pure free fatty acids were found to esterify under reasonably mild conditions (10 min at 50°C with a 2.1:1 HCl to fatty acid ratio) with 97.6 ± 2.3% recovery as FAMEs, while triglycerides were largely unaffected under these reaction conditions. The optimized protocol demonstrated that it is possible to use esterification reactions to selectively determine the free acid content, total lipid content, and hence, glyceride content in biological oils. This protocol also allows gas chromatography analysis of FAMEs as a more ideal analyte than glyceride species in their native state.

  1. Alkaline earth layered benzoates as reusable heterogeneous catalysts for the methyl esterification of benzoic acid

    Directory of Open Access Journals (Sweden)

    Swamy Arêa Maruyama

    2012-01-01

    Full Text Available This paper describes the synthesis and characterization of layered barium, calcium and strontium benzoates and evaluates the potential of these materials as catalysts in the synthesis of methyl benzoate. The methyl esterification of benzoic acid was investigated, where the effects of temperature, alcohol:acid molar ratio and amount of catalyst were evaluated. Ester conversions of 65 to 70% were achieved for all the catalysts under the best reaction conditions. The possibility of recycling these metallic benzoates was also demonstrated, evidenced by unaltered catalytic activity for three consecutive reaction cycles.

  2. Oxidative Esterification of Methacrolein to Methyl Methacrylate over Supported Palladium Catalyst

    Institute of Scientific and Technical Information of China (English)

    Wei ZHAO; Wei Guo CHENG; Zeng Xi LI; Lei WANG; Xiang Ping ZHANG; Suo Jiang ZHANG

    2006-01-01

    Supported palladium catalysts, which were used in the oxidative esterification of methacrolein to methyl methacrylate, have been prepared with different carriers and Pd precursors.Experimental results revealed that Pd catalysts with γ-Al2O3 support and Na2PdCl4 precursor showed good performance. Pd catalyst modified with Pb and Mg indicated that Pd-Mg bimetallic catalyst exhibited considerably higher activity and Pd-Pb exhibited both higher activity and selectivity. 92.27% methacrolein conversion and 90.57% methyl methacrylate selectivity were obtained on Pd-Pb-Mg catalyst.

  3. Preliminary in vitro evaluation of genistein chemopreventive capacity as a result of esterification and cyclodextrin encapsulation.

    Science.gov (United States)

    Danciu, Corina; Soica, Codruta; Dehelean, Cristina; Zupko, Istvan; Csanyi, Erzsebet; Pinzaru, Iulia

    2015-01-01

    The present study focuses on the synthesis and analysis of a genistein ester derivative with myristic acid followed by beta cyclodextrin encapsulation; physicochemical analysis using consecrated techniques such as FTIR, MS, DSC, and SEM revealed both a successful esterification and inclusion inside the cyclodextrin cavity. Cytotoxic effects were measured in vitro on three human cell lines: HeLa (cervix adenocarcinoma), A2780 (ovary carcinoma), and A431 (skin epidermoid carcinoma). The in vitro biological analysis exhibited rather poor antiproliferative results on all three tested cancer cell lines, behavior that may be due to the high stability of the complex within the in vitro environment.

  4. Modification of Turen Bentonite with AlCl3 for Esterification of Palmitic Acid

    Directory of Open Access Journals (Sweden)

    Abdulloh Abdulloh

    2014-03-01

    Full Text Available Natural Turen bentonite has been modified and applied as catalyst for palmitic acid esterification. Modification of natural Turen bentonite was conducted by cation exchange method using AlCl3 solution. Catalyst characterization was performed on X-ray Fluoroscence, X-ray Diffraction, nitrogen adsorption-desorption and infrared spectroscopy techniques. The catalytic activity test in the esterification reaction of palmitic acid with methanol was conducted by bath at 65 °C with a variation of reaction time of 1, 2, 3, 4 and 5 h. Catalytic activity has been observed qualitatively using GC-MS and quantitatively by changes in acid number. The analysis showed the formation of Al3+-bentonite. Observation on the elements has shown that the presence of calcium decreased from 10.2% to 4.17%, with an increase of aluminium content from 9.9% to 13%. Diffraction line at 2θ 5.7379º became 5.6489º, along with changes in d-spacing of 15.3895 Å to 15.6319 Å. The surface area increased from 83.78 m2/g to 91.26 m2/g, while Brönsted acid sites increased from 10.2 µmol/g to 67.5 µmol/g and Lewis acid sites increased from 94.9 µmol/g to 132 µmol/g. Furthermore, Al3+-bentonite has showed as active catalyst in the esterification reaction of palmitic acid with palmitic acid with conversion of 78.78% for 5 h. © 2014 BCREC UNDIP. All rights reservedReceived: 24th September 2013; Revised: 31st December 2013; Accepted: 26th January 2014[How to Cite: Abdulloh, A., Maryam, S., Aminah, N.S., Triyono, T., Trisunaryanti, W., Mudasir, M., Prasetyoko, D. (2014. Modification of Turen’s Bentonite with AlCl3 for Esterification of Palmitic Acid. Bulletin of Chemical Reaction Engineering & Catalysis, 9 (1: 66-73. (doi:10.9767/bcrec.9.1.5513.66-73][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.9.1.5513.66-73

  5. Kinetics of the Esterification Reaction Catalyzed by Lipase in W/O Microemulsions of Alkyl Polyglucoside

    Institute of Scientific and Technical Information of China (English)

    Jin Ling CHAI; Shou Qing WANG; Gan Zuo LI; Qing XU; Yan Hong GAO

    2004-01-01

    A novel kinetic mechanism of esterification reaction of 1-hexanoic acid with 1-butanol, catalyzed by lipase, was studied in water-in-oil microemulsions. The microemulsions were formed by alkyl polyglucoside C10G1.54 /1-butanol / cyclohexane/phosphate buffer solution. The result shows that when the ratio of mol concentration of 1-butanol to 1-hexanoic acid is about 3.0, the initial rate V0 get the maximum values. This phenomenon was explained by the modified fishlike phase diagrams.

  6. Silica aerogels as support for lipase catalyzed esterifications at sub- and supercritical conditions

    OpenAIRE

    2012-01-01

    The enzymes (lipases from Candida rugosa and porcine pancreas) were immobilized on silica aerogels by sol-gel procedure followed by supercritical drying with CO2. Such immobilized enzymes were used as biocatalysts for esterification in supercritical CO2 and near critical propane at 40 °C and 100 bar. It was found out that the initial reaction rates in propane rose two to three times in comparison with the same reaction, catalyzed by free lipase. SC CO2 deactivated the non-immobilized lipase i...

  7. [Serum phospholipids and processes of cholesterol esterification in the European North].

    Science.gov (United States)

    Boĭko, E R; Bichkaeva, F A; Tkachev, A V

    2002-01-01

    Lipid profile was studied in blood serum of 146 European northerns (trans-polar Nenets Autonomous district and Archangelsk). Monolayer chromatography was used to determine sphingomyelin (SP), phosphatidyl ethanolamine, phosphatidylcholine (PC), lisophosphatidylcholine, glycerophosphatides and phosphatide acides. The northerns were found to have very low concentrations of blood PC. At the same time, the NAD population have a little higher SP which may play an adaptive role in terms of the cell membrane function. The transpolar natives appear to possess an adaptive mechanism of increasing total cholesterol and reducing cholesterol of high-density lipoproteins, and activation of cholesterol esterification resulting in decrease in the free cholesterol fraction in serum.

  8. Catalytic esterification via silica immobilized p-phenylenediamine and dithiooxamide solid catalysts

    Directory of Open Access Journals (Sweden)

    Thana Jaafar Al-Hasani

    2017-02-01

    Full Text Available The p-phenylenediamine (PDA and dithiooxamide (DTO were immobilized onto silica from rice husk ash (RHA using 3-chloropropyltriethoxyilane (CPTES to form a solid catalyst denoted as RHAPDA and RHADTO, respectively. BET measurements of the catalysts showed the surface area to be 145 and 9.7 m2 g−1 with an average pore diameter of 9.8 and 10.9 nm, respectively. The catalytic performance of RHAPDA and RHADTO was tested in the esterification of ethyl alcohol with acetic acid. A conversion of 48% and 69% was achieved, respectively with 100% selectivity toward ethyl acetate.

  9. Solvent-free esterification of poly(vinyl alcohol) and maleic anhydride through mechanochemical reaction

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    A solid-state mechanochemical processing, that is, pan-milling, was used to conduct the esterification of poly(vinyl alcohol)(PVA) with maleic anhydride (MA) through stress-induced reaction. FTIR spectrum study indicated the presence of ester linkages and olefinic double bonds in maleic anhydride cross-linked PVA. Thermal properties of the cross-linked product were characterized by DSC. The results showed its glass transition temperature was 20 ℃ higher than the original linear PVA and the thermal stability was also improved.

  10. Evaluation of the catalytic activity of lipases immobilized on chrysotile for esterification.

    Science.gov (United States)

    Silva, Jane E S; Jesus, Paulo C

    2003-06-01

    In the present work, the ester synthesis in organic media catalyzed by lipases immobilized on chrysotile was studied. Lipases of different sources (Mucor javanicus, Pseudomonas cepacia, Rhizopus oryzae, Aspergillus niger and Candida rugosa) were immobilized on chrysotile, an inexpensive magnesium silicate, and used for esterification of hexanoic, octanoic and lauric acid with methanol, ethanol, 1-butanol and 1-octanol at 25 C in hexane as solvent. The best results were obtained with Mucor javanicus lipase and lauric acid giving yields of 62-97% of ester.

  11. Evaluation of the catalytic activity of lipases immobilized on chrysotile for esterification

    Energy Technology Data Exchange (ETDEWEB)

    Silva, Jane E.S.; Jesus, Paulo C. [Universidade Regional de Blumenau, SC (Brazil). Dept. de Quimica]. E-mail: pcj@furb.rct-sc.br

    2003-06-01

    In the present work, the ester synthesis in organic media catalyzed by lipases immobilized on chrysotile was studied. Lipases of different sources (Mucor javanicus, Pseudomonas cepacia, Rhizopus oryzae, Aspergillus niger and Candida rugosa) were immobilized on chrysotile, an inexpensive magnesium silicate, and used for esterification of hexanoic, octanoic and lauric acid with methanol, ethanol, 1-butanol and 1-octanol at 25 deg C in hexane as solvent. The best results were obtained with Mucor javanicus lipase and lauric acid giving yields of 62-97% of ester. (author)

  12. Evaluation of the catalytic activity of lipases immobilized on chrysotile for esterification

    Directory of Open Access Journals (Sweden)

    Silva Jane E. S.

    2003-01-01

    Full Text Available In the present work, the ester synthesis in organic media catalyzed by lipases immobilized on chrysotile was studied. Lipases of different sources (Mucor javanicus, Pseudomonas cepacia, Rhizopus oryzae, Aspergillus niger and Candida rugosa were immobilized on chrysotile, an inexpensive magnesium silicate, and used for esterification of hexanoic, octanoic and lauric acid with methanol, ethanol, 1-butanol and 1-octanol at 25ºC in hexane as solvent. The best results were obtained with Mucor javanicus lipase and lauric acid giving yields of 62-97% of ester.

  13. Connected Car: Quantified Self becomes Quantified Car

    Directory of Open Access Journals (Sweden)

    Melanie Swan

    2015-02-01

    Full Text Available The automotive industry could be facing a situation of profound change and opportunity in the coming decades. There are a number of influencing factors such as increasing urban and aging populations, self-driving cars, 3D parts printing, energy innovation, and new models of transportation service delivery (Zipcar, Uber. The connected car means that vehicles are now part of the connected world, continuously Internet-connected, generating and transmitting data, which on the one hand can be helpfully integrated into applications, like real-time traffic alerts broadcast to smartwatches, but also raises security and privacy concerns. This paper explores the automotive connected world, and describes five killer QS (Quantified Self-auto sensor applications that link quantified-self sensors (sensors that measure the personal biometrics of individuals like heart rate and automotive sensors (sensors that measure driver and passenger biometrics or quantitative automotive performance metrics like speed and braking activity. The applications are fatigue detection, real-time assistance for parking and accidents, anger management and stress reduction, keyless authentication and digital identity verification, and DIY diagnostics. These kinds of applications help to demonstrate the benefit of connected world data streams in the automotive industry and beyond where, more fundamentally for human progress, the automation of both physical and now cognitive tasks is underway.

  14. Kinetic study on microwave-assisted esterification of free fatty acids derived from Ceiba pentandra Seed Oil.

    Science.gov (United States)

    Lieu, Thanh; Yusup, Suzana; Moniruzzaman, Muhammad

    2016-07-01

    Recently, a great attention has been paid to advanced microwave technology that can be used to markedly enhance the biodiesel production process. Ceiba pentandra Seed Oil containing high free fatty acids (FFA) was utilized as a non-edible feedstock for biodiesel production. Microwave-assisted esterification pretreatment was conducted to reduce the FFA content for promoting a high-quality product in the next step. At optimum condition, the conversion was achieved 94.43% using 2wt% of sulfuric acid as catalyst where as 20.83% conversion was attained without catalyst. The kinetics of this esterification reaction was also studied to determine the influence of factors on the rate of reaction and reaction mechanisms. The results indicated that microwave-assisted esterification was of endothermic second-order reaction with the activation energy of 53.717kJ/mol.

  15. Esterification and Chemoselective Synthesis of R-Tetrahydrothiazo-2- thione-4-carboxylic Esters Catalyzed by TiCl4

    Institute of Scientific and Technical Information of China (English)

    SHANG Yan-mei; LI Jing; SONG Zhi-guang; LI Ye-zhi; HUANG Hua-min

    2007-01-01

    A series of esters of R-tetrahydrothiazo-2-thione-4-carboxylic acid[ R-TTCA] was synthesized by direct esterification of R-TTCA with alcohols(CH3OH, C2H5OH, n-C3H7OH, i-C3H7OH, n-C4H9OH, sec-C4H9OH) in the presence of TiCl4 as the catalyst at room temperature without using any other solvent or dehydrant in high yields,91.6%-99.1% for primary alcohols and 55%- 80% for secondary alcohols. The catalyst has a strong chemoselecfive activity for the esterification of primary alcohols with R-TTCA in the presence of secondary alcohols. Owing to high yield, high chemoselectivity, and mild conditions used, this is an efficient method for the esterification of primary alcohols with R-TTCA.

  16. Microwave assisted esterification of acidified oil from waste cooking oil by CERP/PES catalytic membrane for biodiesel production.

    Science.gov (United States)

    Zhang, Honglei; Ding, Jincheng; Zhao, Zengdian

    2012-11-01

    The traditional heating and microwave assisted method for biodiesel production using cation ion-exchange resin particles (CERP)/PES catalytic membrane were comparatively studied to achieve economic and effective method for utilization of free fatty acids (FFAs) from waste cooking oil (WCO). The optimal esterification conditions of the two methods were investigated and the experimental results showed that microwave irradiation exhibited a remarkable enhanced effect for esterification compared with that of traditional heating method. The FFAs conversion of microwave assisted esterification reached 97.4% under the optimal conditions of reaction temperature 60°C, methanol/acidified oil mass ratio 2.0:1, catalytic membrane (annealed at 120°C) loading 3g, microwave power 360W and reaction time 90min. The study results showed that it is a fast, easy and green way to produce biodiesel applying microwave irradiation.

  17. Combination of site-directed mutagenesis and yeast surface display enhances Rhizomucor miehei lipase esterification activity in organic solvent.

    Science.gov (United States)

    Han, Shuang-yan; Zhang, Jun-hui; Han, Zhen-lin; Zheng, Sui-ping; Lin, Ying

    2011-12-01

    To increase the activity of Rhizomucor miehei lipase (RML) in organic solvent, multiple sequence alignments and rational site-directed mutagenesis were used to create RML variants. The obtained proteins were surface-displayed on Pichia pastoris by fusion to Flo1p as an anchor protein. The synthetic activity of four variants showed from 1.1- to 5-fold the activity of native lipase in an esterification reaction in heptane with alcohol and caproic acid as substrates. The increase in esterification activity may be attributed to the four mutations changing the flexibility of RML or facilitating the reaction. In conclusion, this method demonstrated that multiple sequence alignments and rational site-directed mutagenesis combined with yeast display technology is a faster and more effective means of obtaining high-efficiency esterification lipase variants compared with previous similar methods.

  18. Esterification of Fatty Acids with Short-Chain Alcohols over Commercial Acid Clays in a Semi-Continuous Reactor

    Directory of Open Access Journals (Sweden)

    Mohamed H. Frikha

    2009-11-01

    Full Text Available Production of fatty acid esters from stearic, oleic, and palmitic acids and short-chain alcohols (methanol, ethanol, propanol, and butanol for the production of biodiesel was investigated in this work. A series of montmorillonite-based clays catalysts (KSF, KSF/0, KP10, and K10 were used as acidic catalysts. The influence of the specific surface area and the acidity of the catalysts on the esterification rate were investigated. The best catalytic activities were obtained with KSF/0 catalyst. The esterification reaction has been carried out efficiently in a semi-continuous reactor at 150°C temperature higher than the boiling points of water and alcohol. The reactor used enabled the continuous removal of water and esterification with hydrated alcohol (ethanol 95% without affecting the original activity of the clay.

  19. The effect of ethanol on the kinetics of lipase-mediated enantioselective esterification of 4-methyloctanoic acid and the hydrolysis of its ethyl ester

    NARCIS (Netherlands)

    Heinsman, N.W.J.T.; Valente, A.M.; Schmienk, H.G.F.; Padt, van der A.; Franssen, M.C.R.; Groot, de Æ.; Riet, van 't K.

    2001-01-01

    The Novozym 435? catalyzed esterification and hydrolysis reactions of 4-methyloctanoic acid (ethyl ester) were investigated. In both the hydrolysis and esterification reactions, the increase of ethanol concentration led to an increase in enantiomeric ratio (E). For hydrolysis of the ethyl ester, the

  20. The effect of ethanol on the kinetics of lipase-mediated enantioselective esterification of 4-methyloctanoic acid and the hydrolysis of its ethyl ester

    NARCIS (Netherlands)

    Heinsman, N.W.J.T.; Valente, A.M.; Schmienk, H.G.F.; Padt, van der A.; Franssen, M.C.R.; Groot, de Æ.; Riet, van 't K.

    2001-01-01

    The Novozym 435? catalyzed esterification and hydrolysis reactions of 4-methyloctanoic acid (ethyl ester) were investigated. In both the hydrolysis and esterification reactions, the increase of ethanol concentration led to an increase in enantiomeric ratio (E). For hydrolysis of the ethyl ester, the

  1. Fluorous Biphase System of C9F18 and Its Use in Esterification%全氟壬烯氟两相体系及其在酯化反应中的应用

    Institute of Scientific and Technical Information of China (English)

    史鸿鑫; 项菊萍; 武宏科

    2007-01-01

    Some apolar organic solvents is miscible with perfluorous nonene to form fluorous biphase systems.Perfluorous nonene could be used as a green solvent in equimolar esterification of carboxylic acids with alcohols without removal of water or ester formed. Perfluorous nonene made the esterification equilibrium to move right and the yields of esterification to enhance in different degrees as compared with that in the absence of perfiuorous nonene. After esterification perfluorous nonene is easy to be recovered and recycled.

  2. Session 4: Bio-diesel fuel (BDF) production by the trans-esterification of soybean and castor oils and the esterification of fatty acid using fixed bed reactor with solid super-acid and amorphous zirconia catalysts

    Energy Technology Data Exchange (ETDEWEB)

    Satoshi, Furuta; Kyoji, Yano [Petroleum Refining Research and Technology Center, Japan Energy Corporation Niizo-minami, Toda, Saitama (Japan); Hiromi, Matsuhashi; Kazushi, Arata [Hokkaido University of Education, Dept. of Science, Hakodate (Japan)

    2004-07-01

    The monoesters produced by trans-esterification of vegetable oils with alcohol are known as bio-diesel fuel. Most of the bio-diesel fuels are currently made using alkaline catalysts, because the trans-esterification reaction by homogeneous acid catalysts are much slower than that by alkaline catalysts. There are several comprehensive studies of base catalyzed transesterification. The alkaline catalysts show high performance for obtaining vegetable oils with high quality, but a question often arises; that is, the oils contain significant amounts of free fatty acids, which cannot be converted into bio-diesels but to a lot of soap. As for solid catalysts, the uses of acid catalysts are quite few in contrast to solid bases. It appears that solid super-acids promote the trans-esterification of vegetable oils as well as the esterification of free fatty acids. Sulfated zirconia (SO{sub 4}/ZrO{sub 2}: SZA) and tungstate zirconia (WO{sub 3}/ZrO{sub 2}: WZA) are typical examples of those super acids and exhibit high catalytic activities for various reactions. Sulfated tin oxide (SO{sub 4}/SnO{sub 2}: STO) is one of the candidates with strong acidity on the surface. It has been reported that the acid strength is higher than that of SZ. This study was aimed to apply three types of solid super-acid catalysts and two types of amorphous zirconia catalysts to the transesterification of soybean oil and the esterification of normal octanoic acid with methanol. We also found that amorphous zirconia, doped with Al and Ti (Al/Zr, Ti/Zr), show high activities for the transesterification. The trans-esterification reaction was conducted in a fixed-bed once-through reactor with 4.0 g of catalyst. Methanol (4.4 g/h) and soybean oil (3.0 g/h), 40 in the molar ratio, were supplied to the reactor for 21 hrs. All catalysts showed little deactivation with time for WZA as an example. WZA together with amorphous zirconia, Al/Zr and Ti/Zr, showed quite high performance for the trans-esterification

  3. Novel Brønsted-acidic ionic liquids based on benzothiazolium cations as catalysts for esterification reactions

    Directory of Open Access Journals (Sweden)

    Song Hang

    2011-01-01

    Full Text Available Three novel Brønsted-acidic ionic liquids based on benzothiazolium cations were prepared, which served as catalysts for the synthesis of benzoic esters. All three gave good yields of the target esters in esterification reactions. Moreover, they combine the advantages of both homogeneous and heterogeneous solid catalysts in esterification reactions, which enabled them to serve as homogeneous catalysts to catalyze the reactions and be conveniently recovered by simple filtration after the reactions. They could be reused several times without noticeable decrease in efficiency.

  4. Acidity-Reactivity Relationships in Catalytic Esterification over Ammonium Sulfate-Derived Sulfated Zirconia

    Directory of Open Access Journals (Sweden)

    Abdallah I. M. Rabee

    2017-07-01

    Full Text Available New insight was gained into the acidity-reactivity relationships of sulfated zirconia (SZ catalysts prepared via (NH42SO4 impregnation of Zr(OH4 for propanoic acid esterification with methanol. A family of systematically related SZs was characterized by bulk and surface analyses including XRD, XPS, TGA-MS, N2 porosimetry, temperature-programmed propylamine decomposition, and FTIR of adsorbed pyridine, as well as methylbutynol (MBOH as a reactive probe molecule. Increasing surface sulfation induces a transition from amphoteric character for the parent zirconia and low S loadings <1.7 wt %, evidenced by MBOH conversion to 3-hydroxy-3-methyl-2-butanone, methylbutyne and acetone, with higher S loadings resulting in strong Brønsted-Lewis acid pairs upon completion of the sulfate monolayer, which favored MBOH conversion to prenal. Catalytic activity for propanoic acid esterification directly correlated with acid strength determined from propylamine decomposition, coincident with the formation of Brønsted-Lewis acid pairs identified by MBOH reactive titration. Monodispersed bisulfate species are likely responsible for superacidity at intermediate sulfur loadings.

  5. Acid activated montmorillonite as catalysts in methyl esterification reactions of lauric acid.

    Science.gov (United States)

    Zatta, Leandro; Ramos, Luiz Pereira; Wypych, Fernando

    2012-01-01

    The catalytic activity of acid activated montmorillonite in the esterification of free fatty acids (FFA) is reported. Standard Montmorillonite (MMT) type STx-1 provided by the Clay Mineral Society repository was activated using phosphoric, nitric and sulphuric acids under different conditions and the resulting materials were characterized and evaluated as catalysts in the methyl esterification of lauric acid. Blank reactions carried out in the absence of any added catalyst presented conversions of 32.64, 69.79 and 79.23%, for alcohol:lauric acid molar ratios of 60:1, 12:1 and 6:1, respectively. In the presence of the untreated clay and using molar ratios of 12:1 and 6:1 with 12% of catalyst, conversions of 70.92 and 82.30% were obtained, respectively. For the acid activated clays, conversions up to 93.08% of lauric acid to methyl laurate were obtained, much higher than those observed for the thermal conversion or using untreated montmorillonite. Relative good correlations were observed between the catalytic activity and the development of acid sites and textural properties of the resulting materials. Therefore, a simple acid activation was able to improve the catalytic activity and produce clay catalysts that are environmental friendly, cost effective, noncorrosive and reusable.

  6. A fluorescence method to detect and quantitate sterol esterification by lecithin:cholesterol acyltransferase.

    Science.gov (United States)

    Homan, Reynold; Esmaeil, Nadia; Mendelsohn, Laurel; Kato, Gregory J

    2013-10-01

    We describe a simple but sensitive fluorescence method to accurately detect the esterification activity of lecithin:cholesterol acyltransferase (LCAT). The new assay protocol employs a convenient mix, incubate, and measure scheme. This is possible by using the fluorescent sterol dehydroergosterol (DHE) in place of cholesterol as the LCAT substrate. The assay method is further enhanced by incorporation of an amphiphilic peptide in place of apolipoprotein A-I as the lipid emulsifier and LCAT activator. Specific fluorescence detection of DHE ester synthesis is achieved by employing cholesterol oxidase to selectively render unesterified DHE nonfluorescent. The assay accurately detects LCAT activity in buffer and in plasma that is depleted of apolipoprotein B lipoproteins by selective precipitation. Analysis of LCAT activity in plasmas from control subjects and sickle cell disease (SCD) patients confirms previous reports of reduced LCAT activity in SCD and demonstrates a strong correlation between plasma LCAT activity and LCAT content. The fluorescent assay combines the sensitivity of radiochemical assays with the simplicity of nonradiochemical assays to obtain accurate and robust measurement of LCAT esterification activity. Copyright © 2013 Elsevier Inc. All rights reserved.

  7. Esterification degree of fructose laurate exerted by Candida antarctica lipase B in organic solvents.

    Science.gov (United States)

    Li, Lu; Ji, Fangling; Wang, Jingyun; Li, Yachen; Bao, Yongming

    2015-02-01

    Sugar esters of fatty acids have many applications as biocompatible and biodegradable emulsifiers, which are determined by their degrees of esterification (DE). Direct esterification of fructose with lauric acid in organic media used commercial immobilized Candida antarctica lipase B (CALB) was investigated for DE. Significant difference of DE was observed between 2-methyl-2-butanol (2M2B) and methyl ethyl ketone (MEK), as di-ester/mono-ester molar ratio of 1.05:1 in 2M2B and 2.79:1 in MEK. Fourier transform infrared (FTIR) spectra showed that the secondary structure of the enzyme binding mono-ester presented distinct difference in 2M2B and MEK. Contents of β-turn and antiparallel β-sheet of CALB in 2M2B were 26.9% and 16.2%, respectively, but 19.1% and 13.2% in MEK. To understand the relationship between the conformational changes and differences of DE, mono-ester and fatty acid were directly employed for synthesis of di-ester. The maximum initial velocity of di-ester synthesis in MEK was 0.59 mmolg(enzyme)(-1)h(-1), which was 2.19-fold as greater as that in 2M2B, indicating that CALB conformation in MEK was preferred for the synthesis of di-ester. These results demonstrated that the conformation of CALB binding mono-ester affected by organic solvents essentially determined DE.

  8. Avasimibe encapsulated in human serum albumin blocks cholesterol esterification for selective cancer treatment.

    Science.gov (United States)

    Lee, Steve Seung-Young; Li, Junjie; Tai, Jien Nee; Ratliff, Timothy L; Park, Kinam; Cheng, Ji-Xin

    2015-03-24

    Undesirable side effects remain a significant challenge in cancer chemotherapy. Here we report a strategy for cancer-selective chemotherapy by blocking acyl-CoA cholesterol acyltransferase-1 (ACAT-1)-mediated cholesterol esterification. To efficiently block cholesterol esterification in cancer in vivo, we developed a systemically injectable nanoformulation of avasimibe (a potent ACAT-1 inhibitor), called avasimin. In cell lines of human prostate, pancreatic, lung, and colon cancer, avasimin significantly reduced cholesteryl ester storage in lipid droplets and elevated intracellular free cholesterol levels, which led to apoptosis and suppression of proliferation. In xenograft models of prostate cancer and colon cancer, intravenous administration of avasimin caused the concentration of avasimibe in tumors to be 4-fold higher than the IC50 value. Systemic treatment of avasimin notably suppressed tumor growth in mice and extended the length of survival time. No adverse effects of avasimin to normal cells and organs were observed. Together, this study provides an effective approach for selective cancer chemotherapy by targeting altered cholesterol metabolism of cancer cells.

  9. Structural diversity of the microbial surfactin derivatives from selective esterification approach.

    Science.gov (United States)

    Shao, Chuanshi; Liu, Lin; Gang, Hongze; Yang, Shizhong; Mu, Bozhong

    2015-01-15

    Surfactin originated from genus Bacillus is composed of a heptapeptide moiety bonded to the carboxyl and hydroxyl groups of a β-hydroxy fatty acid and it can be chemically modified to prepare the derivatives with different structures, owing to the existence of two free carboxyl groups in its peptide loop. This article presents the chemical modification of surfactin esterified with three different alcohols, and nine novel surfactin derivatives have been separated from products by the high performance liquid chromatography (HPLC). The novel derivatives, identified with Fourier transform infrared spectroscopy (FT-IR) and electrospray ionization mass spectrometry (ESI-MS), are the mono-hexyl-surfactin C14 ester, mono-hexyl-surfactin C15 ester, mono-2-methoxy-ethyl-surfactin C14 ester, di-hexyl-surfactin C14 ester, di-hexyl-surfactin ester C15, di-2-methoxy-ethyl-surfactin ester C14, di-2-methoxy-ethyl-surfactin ester C15, di-6-hydoxyl-hexyl-surfactin C14 ester and, di-6-hydoxyl-hexyl-surfactin C15 ester. The reaction conditions for esterification were optimized and the dependence of yields on different alcohols and catalysts were discussed. This study shows that esterification is one of the most efficient ways of chemical modification for surfactin and it can be used to prepare more derivatives to meet the needs of study in biological and interfacial activities.

  10. Triflate-catalyzed (trans)esterification of lipids within carbonized algal biomass.

    Science.gov (United States)

    Levine, Robert B; Bollas, Alexandra A; Durham, Matthew D; Savage, Phillip E

    2012-05-01

    This study demonstrates the utility of rare-earth metal triflate catalysts (i.e., Sc(OTf)(3) and In(OTf)(3)) in the (trans)esterification of oleic acid as well as the lipids contained within carbonized algal biomass using ethanol in the presence of water. Both catalysts are highly active between 200 and 235°C with an ethanol:fatty acid (EtOH:FA) molar ratio of 10-20:1 and showed a high tolerance for moisture. Lipids within hydrochars produced by reacting Chlorella protothecoides paste (25% solids) in high temperature water (220-250°C) were successfully converted into fatty acid ethyl esters (FAEE). The highest FAEE yields (85-98%) were obtained when hydrochars were reacted for 60 min at 215°C with about 11-13 mol% Sc(OTf)(3), a 17-19:1 EtOH:FA molar ratio, and without water. FAEE yields remained as high as 93% in the presence of 9 wt.% water. Our preliminary results warrant further work to optimize triflate-catalyzed in situ (trans)esterification at low catalyst and ethanol loadings.

  11. Simultaneous Clostridial fermentation, lipase-catalyzed esterification, and ester extraction to enrich diesel with butyl butyrate.

    Science.gov (United States)

    van den Berg, Corjan; Heeres, Arjan S; van der Wielen, Luuk A M; Straathof, Adrie J J

    2013-01-01

    The recovery of 1-butanol from fermentation broth is energy-intensive since typical concentrations in fermentation broth are below 20 g L(-1). To prevent butanol inhibition and high downstream processing costs, we aimed at producing butyl esters instead of 1-butanol. It is shown that it is possible to perform simultaneously clostridial fermentation, esterification of the formed butanol to butyl butyrate, and extraction of this ester by hexadecane. The very high partition coefficient of butyl butyrate pulls the esterification towards the product side even at fermentation pH and relatively low butanol concentrations. The hexadecane extractant is a model diesel compound and is nontoxic to the cells. If butyl butyrate enriched diesel can directly be used as car fuel, no product recovery is required. A proof-of-principle experiment for the one-pot bio-ester production from glucose led to 5 g L(-1) butyl butyrate in the hexadecane phase. The principle may be extended to a wide range of esters, especially to longer chain ones. Copyright © 2012 Wiley Periodicals, Inc.

  12. Interfacial and foaming properties of prolylenglycol alginates. Effect of degree of esterification and molecular weight.

    Science.gov (United States)

    Baeza, Rosa; Sanchez, Cecilio Carrera; Pilosof, Ana M R; Patino, Juan M Rodríguez

    2004-08-01

    In the present work we have studied the characteristics of propylene glycol alginates (PGA) adsorption at the air-water interface and the viscoelastic properties of the films in relation to its foaming properties. To evaluate the effect of the degree of PGA esterification and viscosity, different commercial samples were studied--Kelcoloid O (KO), Kelcoloid LVF (KLVF) and Manucol ester (MAN). The temperature (20 degrees C) and pH (7.0) were maintained constant. For time-dependent surface pressure measurements and surface dilatational properties of adsorbed PGA at the air-water interface an automatic drop tensiometer was used. The foam was generated by whipping and then the foam capacity and stability was determined. The results reveal a significant interfacial activity for PGA due to the hydrophobic character of the propylene glycol groups. The kinetics of adsorption at the air-water interface can be monitored by the diffusion and penetration of PGA at the interface. The adsorbed PGA film showed a high viscoelasticity. The surface dilatational modulus depends on the PGA and its concentration in the aqueous phase. Foam capacity of PGA solutions increased in the order KO > MAN > KLVF, which followed the increase in surface pressure and the decrease in the viscosities of PGA solutions. The stability of PGA foams monitored by the drainage rate and collapse time follows the order MAN > KLVF > KO. The foam stability depends on the combined effect of molecular weight/degree of esterification of PGA, solution viscosity and viscoelasticity of the adsorbed PGA film.

  13. Biodiesel synthesis combining pre-esterification with alkali catalyzed process from rapeseed oil deodorizer distillate

    Energy Technology Data Exchange (ETDEWEB)

    Liu, Yun; Wang, Ling; Yan, Yunjun [College of Life Science and Technology, Huazhong University of Science and Technology, Wuhan, 430074 (China)

    2009-07-15

    A two-step technique combining pre-esterification catalyzed by cation exchange resin with transesterification catalyzed by base alkali was developed to produce biodiesel from rapeseed oil deodorizer distillate (RDOD). The free fatty acids (FFAs) in the feedstock were converted to methyl esters in the pre-esterification step using a column reactor packed with cation exchange resin. The acid value of oil was reduced from the initial 97.60 mg-KOH g{sup -1} oil to 1.12 mg-KOH g{sup -1} oil under the conditions of cation exchange resin D002 catalyst packed dosage 18 wt.% (based on oil weight), oil to methanol molar ratio 1:9, reaction temperature 60 C, and reaction time 4 h. The biodiesel yield by transesterification was 97.4% in 1.5 h using 0.8 wt.% KOH as catalyst and a molar ratio of oil to methanol 1:4 at 60 C. The properties of RDOD biodiesel production in a packed column reactor followed by KOH catalyzed transesterification were measured up the standards of EN14214 and ASTM6751-03. (author)

  14. Substrate selectivity of various lipases in the esterification of cis- and trans-9-octadecenoic acid.

    Science.gov (United States)

    Borgdorf, R; Warwel, S

    1999-04-01

    The substrate selectivity of numerous commercially available lipases from microorganisms, plants and animal tissue towards 9-octadecenoic acids with respect to the cis/trans configuration of the C=C double bond was examined by the esterification of cis- and trans-9-octadecanoic acid (oleic and elaidic acid respectively) with n-butanol in n-hexane. A great number of lipases studied, e.g. those from Pseudomonas sp., porcine pancreas or Carica papaya, were unable to discriminate between the isomeric 9-octadecenoic acids. However, lipases from Candida cylindracea and Mucor miehei catalysed the esterification of oleic acid 3-4 times faster than the corresponding reaction of elaidic acid and therefore have a high preference for the cis isomer. Of all biocatalysts examined, only recombinant lipases from Candida antarctica favoured elaidic acid as substrate. While the preference of Candida antarctica lipase B for the trans isomer was quite low, Candida antarctica lipase A had an extraordinary substrate selectivity and its immobilized enzyme preparation [Chirazyme L-5 (3) from Boehringer] esterified elaidic acid about 15 times faster than oleic acid.

  15. Lecithin-cholesterol acyltransferase in brain: Does oxidative stress influence the 24-hydroxycholesterol esterification?

    Science.gov (United States)

    La Marca, Valeria; Maresca, Bernardetta; Spagnuolo, Maria Stefania; Cigliano, Luisa; Dal Piaz, Fabrizio; Di Iorio, Giuseppe; Abrescia, Paolo

    2016-04-01

    24-Hydroxycholesterol (24OH-C) is esterified by the enzyme lecithin-cholesterol acyltransferase (LCAT) in the cerebrospinal fluid (CSF). We report here that the level of 24OH-C esters was lower in CSF of patients with amyotrophic lateral sclerosis than in healthy subjects (54% vs 68% of total 24OH-C, p=0.0005; n=8). Similarly, the level of 24OH-C esters in plasma was lower in patients than in controls (62% vs 77% of total 24OH-C; p=0.0076). The enzyme amount in CSF, as measured by densitometry of the protein band revealed by immunoblotting, was about 4-fold higher in patients than in controls (p=0.0085). As differences in the concentration of the LCAT stimulator Apolipoprotein E were not found, we hypothesized that the reduced 24OH-C esterification in CSF of patients might depend on oxidative stress. We actually found that oxidative stress reduced LCAT activity in vitro, and 24OH-C effectively stimulated the enzyme secretion from astrocytoma cells in culture. Enhanced LCAT secretion from astrocytes might represent an adaptive response to the increase of non-esterified 24OH-C percentage, aimed to avoid the accumulation of this neurotoxic compound. The low degree of 24OH-C esterification in CSF or plasma might reflect reduced activity of LCAT during neurodegeneration.

  16. Biomass Production and Ester Synthesis by In Situ Transesterification/Esterification Using the Microalga Spirulina platensis

    Directory of Open Access Journals (Sweden)

    Tatiana Rodrigues da Silva Baumgartner

    2013-01-01

    Full Text Available The increasing energy demand and reduction in the availability of nonrenewable energy sources, allied with an increase in public environmental awareness, have stimulated a search for alternative energy sources. The present study was aimed at producing biomass from the microalga Spirulina platensis and at assessing in situ synthesis of alkyl esters via acid transesterification/esterification of biomass to produce biodiesel. Two alcohols (ethanol and methanol and two cosolvents (hexane and chloroform were tested, at different temperatures (30, 45, 60, 75, and 90°C and reaction times (10, 20, 30, 60, and 120 min. The factorial analysis of variance detected an interaction between the factors (: temperature, reaction time, alcohol, and cosolvent. The best yields were obtained with the combination ethanol and chloroform at 60°C, after 30 min of reaction, and with hexane at 45°C, after 10 min of reaction. In situ transesterification/esterification of alga biomass to form esters for biodiesel production adds unconventional dynamics to the use of this feedstock.

  17. Esterification of palm fatty acid distillate with epychlorohydrin using cation exchange resin catalyst

    Science.gov (United States)

    Budhijanto, Budhijanto; Subagyo, Albertus F. P. H.

    2017-05-01

    Palm Fatty Acid Distillate (PFAD) is one of the wastes from the conversion of crude palm oil (CPO) into cooking oil. The PFAD is currently only utilized as the raw material for low grade soap and biofuel. To improve the economic value of PFAD, it was converted into monoglyceride by esterification process. Furthermore, the monoglyceride could be polymerized to form alkyd resin, which is a commodity of increasing importance. This study aimed to propose a kinetics model for esterification of PFAD with epichlorohydrin using cation exchange resin catalyst. The reaction was the first step from a series of reactions to produce the monoglyceride. In this study, the reaction between PFAD and epichlorohydirne was run in a stirred batch reactor. The stirrer was operated at a constant speed of 400 RPM. The reaction was carried out for 180 minutes on varied temperatures of 60°C, 70°C, 80°C, dan 90°C. Cation exchange resin was applied as solid catalysts. Analysis was conducted periodically by measuring the acid number of the samples, which was further used to calculate PFAD conversion. The data were used to determine the rate constants and the equilibrium constants of the kinetics model. The kinetics constants implied that the reaction was reversible and controlled by the intrinsic surface reaction. Despite the complication of the heterogeneous nature of the reaction, the kinetics data well fitted the elementary rate law. The effect of temperature on the equilibrium constants indicated that the reaction is exothermic.

  18. Esterification of Palmitic Acid with Methanol in the Presence of Macroporous Ion Exchange Resin as Catalyst

    Directory of Open Access Journals (Sweden)

    Amelia Qarina Yaakob and Subhash Bhatia

    2012-10-01

    Full Text Available The esterification of palmitic acid with methanol was studied in a batch reactor using macro porous ion exchange resin Amberlyst 15 as a catalyst. Methyl palmitate was produced from the reaction between palmitic acid and methanol in the presence of catalyst. The effects of processing parameters, molar ratio of alcohol to acid M, (4-10, catalyst loading (0-10 g cat/liter, water inhibition (0-2 mol/liter, agitator speed (200-800 rpm and reaction temperature (343-373K were studied. The experimental kinetic data were correlated using homogenous as well as heterogeneous models (based on single as well as dual site mechanisms. The activation energy of the reaction was 11.552 kJ/mol for forward reaction whilst 5.464 kJ/mol for backward reaction. The experimental data fitted well with the simulated data obtained from the kinetic models. Keywords: Palmitic Acid, Methanol, Esterification, Ion Exchange Resin, Kinetics.

  19. Enzymatic Browning: a practical class

    Directory of Open Access Journals (Sweden)

    Maria Teresa Pedrosa Silva Clerici

    2014-10-01

    Full Text Available This paper presents a practical class about the enzymes polyphenol oxidases, which have been shown to be responsible for the enzymatic browning of fruits and vegetables. Vegetables samples were submitted to enzymatic inactivation process with chemical reagents, as well as by bleaching methods of applying heat by conventional oven and microwave oven. Process efficiency was assessed qualitatively by both observing the guaiacol peroxidase activity and after the storage period under refrigeration or freezing. The practical results obtained in this class allow exploring multidisciplinary knowledge in food science, with practical applications in everyday life.

  20. Hot biological catalysis: isothermal titration calorimetry to characterize enzymatic reactions.

    Science.gov (United States)

    Mazzei, Luca; Ciurli, Stefano; Zambelli, Barbara

    2014-04-04

    Isothermal titration calorimetry (ITC) is a well-described technique that measures the heat released or absorbed during a chemical reaction, using it as an intrinsic probe to characterize virtually every chemical process. Nowadays, this technique is extensively applied to determine thermodynamic parameters of biomolecular binding equilibria. In addition, ITC has been demonstrated to be able of directly measuring kinetics and thermodynamic parameters (kcat, KM, ΔH) of enzymatic reactions, even though this application is still underexploited. As heat changes spontaneously occur during enzymatic catalysis, ITC does not require any modification or labeling of the system under analysis and can be performed in solution. Moreover, the method needs little amount of material. These properties make ITC an invaluable, powerful and unique tool to study enzyme kinetics in several applications, such as, for example, drug discovery. In this work an experimental ITC-based method to quantify kinetics and thermodynamics of enzymatic reactions is thoroughly described. This method is applied to determine kcat and KM of the enzymatic hydrolysis of urea by Canavalia ensiformis (jack bean) urease. Calculation of intrinsic molar enthalpy (ΔHint) of the reaction is performed. The values thus obtained are consistent with previous data reported in literature, demonstrating the reliability of the methodology.

  1. Hot Biological Catalysis: Isothermal Titration Calorimetry to Characterize Enzymatic Reactions

    Science.gov (United States)

    Mazzei, Luca; Ciurli, Stefano; Zambelli, Barbara

    2014-01-01

    Isothermal titration calorimetry (ITC) is a well-described technique that measures the heat released or absorbed during a chemical reaction, using it as an intrinsic probe to characterize virtually every chemical process. Nowadays, this technique is extensively applied to determine thermodynamic parameters of biomolecular binding equilibria. In addition, ITC has been demonstrated to be able of directly measuring kinetics and thermodynamic parameters (kcat, KM, ΔH) of enzymatic reactions, even though this application is still underexploited. As heat changes spontaneously occur during enzymatic catalysis, ITC does not require any modification or labeling of the system under analysis and can be performed in solution. Moreover, the method needs little amount of material. These properties make ITC an invaluable, powerful and unique tool to study enzyme kinetics in several applications, such as, for example, drug discovery. In this work an experimental ITC-based method to quantify kinetics and thermodynamics of enzymatic reactions is thoroughly described. This method is applied to determine kcat and KM of the enzymatic hydrolysis of urea by Canavalia ensiformis (jack bean) urease. Calculation of intrinsic molar enthalpy (ΔHint) of the reaction is performed. The values thus obtained are consistent with previous data reported in literature, demonstrating the reliability of the methodology. PMID:24747990

  2. ETHANOL ORGANOSOLV PRETREATMENT OF BAMBOO FOR EFFICIENT ENZYMATIC SACCHARIFICATION

    Directory of Open Access Journals (Sweden)

    Zhiqiang Li,

    2012-06-01

    Full Text Available Bamboo is a potential lignocellulosic biomass for the production of bioethanol because of its high cellulose and hemicelluloses content. In this research, ethanol organosolv pretreatment with dilute sulfuric acid as the catalyst was studied in order to enhance enzymatic saccharification of moso bamboo. The addition of 2% (w/w bamboo dilute sulfuric acid in 75% ethanol had a particularly strong effect on fractionation of bamboo. It yielded a solids fraction containing 83.4% cellulose in the treated substrate. The cellulose conversion to glucose yield reached 77.1 to 83.4% after enzymatic hydrolysis of the solids fraction for 48 h at an enzyme loading of 15 FPU cellulase/g cellulose and 30 IU β-glucosidase/g cellulose. The enzymatic hydrolysis rate was significantly accelerated as the ethanol organosolv pretreatment time increased, reaching the highest enzymatic glucose yield of 83.4% after 48 h at 50 °C. The concentrations of fermentation inhibitors such as HMF (5-hydroxy-2-methyl furfural and furfural were 0.96 g/L and 4.38 g/L in the spent liquor after the ethanol organosolv pretreatment, which were slightly lower than the concentrations quantified during H2SO4-water treatment. Spent liquor was diluted with water, and more than 87.2% of lignin in raw bamboo was recovered as ethanol organosolv lignin through the filtration process.

  3. Bioluminescence methods for enzymatic determinations

    Science.gov (United States)

    Bostick, William D.; Denton, Mark S.; Dinsmore, Stanley R.

    1982-01-01

    An enzymatic method for continuous, on-line and rapid detection of diagnostically useful biomarkers, which are symptomatic of disease or trauma-related tissue damage, is disclosed. The method is characterized by operability on authentic samples of complex biological fluids which contain the biomarkers.

  4. Quantifying linguistic coordination

    DEFF Research Database (Denmark)

    Fusaroli, Riccardo; Tylén, Kristian

    ). We employ nominal recurrence analysis (Orsucci et al 2005, Dale et al 2011) on the decision-making conversations between the participants. We report strong correlations between various indexes of recurrence and collective performance. We argue this method allows us to quantify the qualities......Language has been defined as a social coordination device (Clark 1996) enabling innovative modalities of joint action. However, the exact coordinative dynamics over time and their effects are still insufficiently investigated and quantified. Relying on the data produced in a collective decision...

  5. Quantifying synergistic mutual information

    CERN Document Server

    Griffith, Virgil

    2012-01-01

    Quantifying cooperation among random variables in predicting a single target random variable is an important problem in many biological systems with 10s to 1000s of co-dependent variables. We review the prior literature of information theoretical measures of synergy and introduce a novel synergy measure, entitled *synergistic mutual information* and compare it against the three existing measures of cooperation. We apply all four measures against a suite of binary circuits to demonstrate our measure alone quantifies the intuitive concept of synergy across all examples.

  6. Is Time Predictability Quantifiable?

    DEFF Research Database (Denmark)

    Schoeberl, Martin

    2012-01-01

    -case execution time. To compare different approaches we would like to quantify time predictability. That means we need to measure time predictability. In this paper we discuss the different approaches for these measurements and conclude that time predictability is practically not quantifiable. We can only......Computer architects and researchers in the realtime domain start to investigate processors and architectures optimized for real-time systems. Optimized for real-time systems means time predictable, i.e., architectures where it is possible to statically derive a tight bound of the worst...... compare the worst-case execution time bounds of different architectures....

  7. Esterification Reaction of Glycerol and Palm Oil Oleic Acid Using Methyl Ester Sulfonate Acid Catalyst as Drilling Fluid Formulation

    Science.gov (United States)

    Sari, V. I.; Hambali, E.; Suryani, A.; Permadi, P.

    2017-02-01

    Esterification reaction between glycerol with palm oil oleic acid to produce glycerol ester and one of the utilization of glycerol esters is as ingredients of drilling fluids formula for oil drilling needs. The purpose of this research is to get the best conditions of the esterification process. The esterification reaction does with the reactants is glycerol with purity of 97.6%, palm oil oleic acid with the molar ratio is 1:1, Methyl Ester Sulfonate Acid (MESA) catalyst 0.5%, and stirring speed 400 rpm. The temperature range of 180°C to 240°C and the processing time between 120 to 180 minutes. The results showed that the best conditions of the esterification reaction at the temperature 240°C and time process are 180 minute. The increasing temperature resulted that the acid number decreases and causing the conversion increased. The maximum conversion is 99.24%, density 0.93 g/cm3, flash point 241°C, pour point -3°C, the boiling point of 244 °C, the acid value of 1.90 mg KOH/g sample, kinematic viscosity 31.51 cSt (40°C), surface tension 37.0526 dyne/cm and GCMS identification, glycerol ester at 22,256 retention time (minutes) and wide area 73.75 (%). From the research results obtained glycerol ester with characteristics suitable for drilling fluid formulations.

  8. Preparation and characterization of a novel benzimidazolium brønsted acidic ionic liquid and its application in esterifications

    Indian Academy of Sciences (India)

    Shuan-Hu Chen; Qiong Zhao; Xue-Wang Xu

    2008-09-01

    A novel brønsted acidic ionic liquid 1-butylbenzimidazolium tetrafluoroborate ([Hbbim] BF4) based on the benizimidazolium cation was synthesized and characterized. This new ionic liquid was successfully used as a suitable catalyst for the esterifications of carboxylic acids with aliphatic alcohols.

  9. Solvent-Free Esterification of Carboxylic Acids Using Supported Iron Oxide Nanoparticles as an Efficient and Recoverable Catalyst

    Directory of Open Access Journals (Sweden)

    Fatemeh Rajabi

    2016-07-01

    Full Text Available Supported iron oxide nanoparticles on mesoporous materials (FeNP@SBA-15 have been successfully utilized in the esterification of a variety carboxylic acids including aromatic, aliphatic, and long-chain carboxylic acids under convenient reaction conditions. The supported catalyst could be easily recovered after reaction completion and reused several times without any loss in activity after up to 10 runs.

  10. Magnetic gold nanocatalyst (nanocat-Fe–Au): catalytic applications for the oxidative esterification and hydrogen transfer reactions

    Science.gov (United States)

    An efficient and sustainable protocol is described for the oxidative esterification of aldehydes and the reduction of aromatic nitro compounds that uses magnetically separable and reusable maghemite-supported gold nanocatalyst (nanocat-Fe-Au) under mild conditions. The complex ch...

  11. The ATP-binding cassette transporter-2 (ABCA2) regulates esterification of plasma membrane cholesterol by modulation of sphingolipid metabolism.

    Science.gov (United States)

    Davis, Warren

    2014-01-01

    The ATP-binding cassette transporters are a large family (~48 genes divided into seven families A-G) of proteins that utilize the energy of ATP-hydrolysis to pump substrates across lipid bilayers against a concentration gradient. The ABC "A" subfamily is comprised of 13 members and transport sterols, phospholipids and bile acids. ABCA2 is the most abundant ABC transporter in human and rodent brain with highest expression in oligodendrocytes, although it is also expressed in neurons. Several groups have studied a possible connection between ABCA2 and Alzheimer's disease as well as early atherosclerosis. ABCA2 expression levels have been associated with changes in cholesterol and sphingolipid metabolism. In this paper, we hypothesized that ABCA2 expression level may regulate esterification of plasma membrane-derived cholesterol by modulation of sphingolipid metabolism. ABCA2 overexpression in N2a neuroblastoma cells was associated with an altered bilayer distribution of the sphingolipid ceramide that inhibited acylCoA:cholesterol acyltransferase (ACAT) activity and cholesterol esterification. In contrast, depletion of endogenous ABCA2 in the rat schwannoma cell line D6P2T increased esterification of plasma membrane cholesterol following treatment with exogenous bacterial sphingomyelinase. These findings suggest that control of ABCA2 expression level may be a key locus of regulation for esterification of plasma membrane-derived cholesterol through modulation of sphingolipid metabolism.

  12. Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources.

    Science.gov (United States)

    Min, Byul-Hana; Kim, Dong-Su; Park, Hyo-Soon; Jun, Chul-Ho

    2016-04-25

    A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium-promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides.

  13. Magnetic gold nanocatalyst (nanocat-Fe–Au): catalytic applications for the oxidative esterification and hydrogen transfer reactions

    Science.gov (United States)

    An efficient and sustainable protocol is described for the oxidative esterification of aldehydes and the reduction of aromatic nitro compounds that uses magnetically separable and reusable maghemite-supported gold nanocatalyst (nanocat-Fe-Au) under mild conditions. The complex ch...

  14. The ectopic expression of a pectin methyl esterase inhibitor increases pectin methyl esterification and limits fungal diseases in wheat.

    Science.gov (United States)

    Volpi, Chiara; Janni, Michela; Lionetti, Vincenzo; Bellincampi, Daniela; Favaron, Francesco; D'Ovidio, Renato

    2011-09-01

    Cell wall pectin methyl esterification can influence plant resistance because highly methyl-esterified pectin can be less susceptible to the hydrolysis by pectic enzymes such as fungal endopolygalacturonases (PG). Pectin is secreted into the cell wall in a highly methyl-esterified form and, here, is de-methyl esterified by pectin methyl esterase (PME). The activity of PME is controlled by specific protein inhibitors called PMEI; consequently, an increased inhibition of PME by PMEI might modify the pectin methyl esterification. In order to test the possibility of improving wheat resistance by modifying the methyl esterification of pectin cell wall, we have produced durum wheat transgenic lines expressing the PMEI from Actinidia chinensis (AcPMEI). The expression of AcPMEI endows wheat with a reduced endogenous PME activity, and transgenic lines expressing a high level of the inhibitor showed a significant increase in the degree of methyl esterification. These lines showed a significant reduction of disease symptoms caused by the fungal pathogens Bipolaris sorokiniana or Fusarium graminearum. This increased resistance was related to the impaired ability of these fungal pathogens to grow on methyl-esterified pectin and to a reduced activity of the fungal PG to hydrolyze methyl-esterified pectin. In addition to their importance for wheat improvement, these results highlight the primary role of pectin despite its low content in the wheat cell wall.

  15. Increased plasma cholesterol esterification by LCAT reduces diet-induced atherosclerosis in SR-BI knockout mice.

    Science.gov (United States)

    Thacker, Seth G; Rousset, Xavier; Esmail, Safiya; Zarzour, Abdalrahman; Jin, Xueting; Collins, Heidi L; Sampson, Maureen; Stonik, John; Demosky, Stephen; Malide, Daniela A; Freeman, Lita; Vaisman, Boris L; Kruth, Howard S; Adelman, Steven J; Remaley, Alan T

    2015-07-01

    LCAT, a plasma enzyme that esterifies cholesterol, has been proposed to play an antiatherogenic role, but animal and epidemiologic studies have yielded conflicting results. To gain insight into LCAT and the role of free cholesterol (FC) in atherosclerosis, we examined the effect of LCAT over- and underexpression in diet-induced atherosclerosis in scavenger receptor class B member I-deficient [Scarab(-/-)] mice, which have a secondary defect in cholesterol esterification. Scarab(-/-)×LCAT-null [Lcat(-/-)] mice had a decrease in HDL-cholesterol and a high plasma ratio of FC/total cholesterol (TC) (0.88 ± 0.033) and a marked increase in VLDL-cholesterol (VLDL-C) on a high-fat diet. Scarab(-/-)×LCAT-transgenic (Tg) mice had lower levels of VLDL-C and a normal plasma FC/TC ratio (0.28 ± 0.005). Plasma from Scarab(-/-)×LCAT-Tg mice also showed an increase in cholesterol esterification during in vitro cholesterol efflux, but increased esterification did not appear to affect the overall rate of cholesterol efflux or hepatic uptake of cholesterol. Scarab(-/-)×LCAT-Tg mice also displayed a 51% decrease in aortic sinus atherosclerosis compared with Scarab(-/-) mice (P esterification by LCAT is atheroprotective, most likely through its ability to increase HDL levels and decrease pro-atherogenic apoB-containing lipoprotein particles.

  16. Role of apparent pKa of carboxylic acids in lipase-catalyzed esterifications in biphasic systems

    NARCIS (Netherlands)

    Dominguez de Maria, Pablo; Fernandez-Alvaro, Elena; Kate, ten Antoon; Bargeman, Gerrald

    2009-01-01

    Lipase-catalyzed esterifications in biphasic media (heptane–water, 1:1) were conducted by using Thermomyces lanuginosus lipase (TLL) as biocatalyst. Different carboxylic acids (from acetic to lauric) were thus esterified with 1-butanol at different pH values (2–10). For all carboxylic acids tested,

  17. Kinetic studies on the Rhizomucor miehei lipase catalyzed esterification reaction of oleic acid with 1-butanol in a biphasic system

    NARCIS (Netherlands)

    Kraai, G.N.; Winkelman, J.G.M.; de Vries, Johannes; Heeres, H.J.

    2008-01-01

    The kinetics of the esterification of oleic acid with 1 -butanol catalyzed by free Rhizomucor miehei lipase in a biphasic system was studied in a batch reactor. The reaction appeared to proceed via a Ping Pong bi-bi mechanism with I -butanol inhibition. The kinetic constants of the model were

  18. Kinetic studies on the Rhizomucor miehei lipase catalyzed esterification reaction of oleic acid with 1-butanol in a biphasic system

    NARCIS (Netherlands)

    Kraai, G.N.; Winkelman, J.G.M.; de Vries, Johannes; Heeres, H.J.

    2008-01-01

    The kinetics of the esterification of oleic acid with 1 -butanol catalyzed by free Rhizomucor miehei lipase in a biphasic system was studied in a batch reactor. The reaction appeared to proceed via a Ping Pong bi-bi mechanism with I -butanol inhibition. The kinetic constants of the model were determ

  19. Esterification with ethanol to produce biodiesel from high acidity raw materials. Kinetic studies and analysis of secondary reactions

    Energy Technology Data Exchange (ETDEWEB)

    Pisarello, M.L.; Dalla Costa, B.; Mendow, G.; Querini, C.A. [Instituto de Investigaciones en Catalisis y Petroquimica (INCAPE)-(FIQ-UNL, CONICET), Santiago del Estero 2654-Santa Fe, S3000AOJ (Argentina)

    2010-09-15

    In this work, the esterification reaction of free fatty acids (FFA) in sunflower oil, coconut oil and concentrated FFA, with ethanol, methanol and ethanol 96%, using homogeneous acid catalysts to produce biodiesel is studied. Kinetic parameters are estimated with a simplified model, and then used to predict the reaction behavior. Reactions other than the reversible esterification are considered to explain the behavior that this system displays. Such reactions are the triglycerides conversion by acid catalyzed transesterification and hydrolysis. In addition, we include kinetic studies of the reaction that occur between the sulphuric acid and methanol (or ethanol), forming mono and dialkylsulphates. This reaction produces water and consumes methanol (or ethanol), and consequently has a direct impact in the esterification reaction rate and equilibrium conversion. The concentration of sulphuric acid decreases to less than 50% of the initial value due to the reaction with the alcohol. A minimum in the acidity due to the free fatty acids as a function of time was clearly observed during the reaction, which has not been reported earlier. This behavior is related to the consecutive reactions that take place during the esterification of FFA in the presence of triglycerides. The phase separation due to the presence of water, which is generated during the reaction, is also studied. (author)

  20. Application of metal triflate catalysts for the trans-esterification of Jatropha curcas L. oil with methanol and higher alcohols

    NARCIS (Netherlands)

    Daniel, Louis; Rasrendra, Carolus B.; Kloekhorst, Arjan; Broekhuis, Antonius A.; Manurung, Robert; Heeres, Hero J.

    2014-01-01

    This paper describes an experimental study on the application of metal triflate salts for the (trans-) esterification of fatty esters (triolein, methyl oleate, methyl linoleate), fatty acid (oleic acid), as well as Jatropha curcas L. oil with methanol and higher alcohols (ethanol, n-propanol, iso-pr

  1. Potash alum [KAl(SO4)2.12H2O] catalysed esterification of formylphenoxyaliphatic acids

    Indian Academy of Sciences (India)

    Ganesan Shunmugadhas Suresh Kumar; Sudalaiandi Kumaresan

    2012-07-01

    A convenient and clean procedure for esterification is reported. Direct condensation of formylphenoxyaliphatic acids with low to high boiling alcohols catalysed by potash alum gave moderate to good yields. This catalyst could be recovered and reused without substantial loss in its catalytic activity and the methodology could be used for a range of closely related substrates.

  2. Covalent immobilization of Candida antarctica lipase B on nanopolystyrene and its application to microwave-assisted esterification

    Institute of Scientific and Technical Information of China (English)

    Attaullah Bukhari; Ani Idris; Madiha Atta; Teo Chee Loong

    2014-01-01

    Nanopolystyrene was used as a solid support for the covalent immobilization of Candida antarctica lipase B (CalB) using the photoreactive reagent 1-fluoro-2-nitro-4-azido benzene (FNAB) as a cou-pling reagent. The obtained derivative was then used as a biocatalyst in a microwave assisted ester-ification experiment. Factors such as contact time, pH, and enzyme concentration were investigated during immobilization. The hydrolytic activity, thermal, and operational stability of immobi-lized-CalB were determined. The maximum immobilized yield (218 µg/mg support) obtained at pH 6.8 exhibited optimum hydrolytic activity (4.42 × 103 mU p-nitrophenol/min). The thermal stability of CalB improved significantly when it was immobilized at pH 10, however, the immobilized yield was very low (93.6 µg/mg support). The immobilized-CalB prepared at pH 6.8 and pH 10 retained 50%of its initial activity after incubation periods of 14 and 16 h, respectively, at 60 °C. The opera-tional stability was investigated for the microwave assisted esterification of oleic acid with metha-nol. Immobilized-CalB retained 50% of its initial activity after 15 batch cycles in the micro-wave-assisted esterification. The esterification time was notably reduced under microwave irradia-tion. The combined use of a biocatalyst and microwave heating is thus an alternative total green synthesis process.

  3. Esterification of Oleic Acid for Biodiesel Production Catalyzed by SnCl2: A Kinetic Investigation

    Directory of Open Access Journals (Sweden)

    Marcio J. da Silva

    2008-09-01

    Full Text Available The production of biodiesel from low-cost raw materials which generally contain high amounts of free fatty acids (FFAs is a valuable alternative that would make their production costs more competitive than petroleum-derived fuel. Currently, the production of biodiesel from this kind of raw materials comprises a two-stage process, which requires an initial acid-catalyzed esterification of the FFA, followed by a basecatalyzed transesterification of the triglycerides. Commonly, the acid H2SO4 is the catalyst on the first step of this process. It must be said, however, that major drawbacks such as substantial reactor corrosion and the great generation of wastes, including the salts formed due to neutralization of the mineral acid, are negative and virtually unsurmountable aspects of this protocol. In this paper, tin(II chloride dihydrate (SnCl2·2H2O, an inexpensive Lewis acid, was evaluated as catalyst on the ethanolysis of oleic acid, which is the major component of several fat and vegetable oils feedstocks. Tin chloride efficiently promoted the conversion of oleic acid into ethyl oleate in ethanol solution and in soybean oil samples, under mild reaction conditions. The SnCl2 catalyst was shown to be as active as the mineral acid H2SO4. Its use has relevant advantages in comparison to mineral acids catalysts, such as less corrosion of the reactors and as well as avoiding the unnecessary neutralization of products. Herein, the effect of the principal parameters of reaction on the yield and rate of ethyl oleate production has been investigated. Kinetic measurements revealed that the esterification of oleic acid catalyzed by SnCl2·2H2O is first-order in relation to both FFAs and catalyst concentration. Experimentally, it was verified that the energy of activation of the esterification reaction of oleic acid catalyzed by SnCl2 was very close those reported for H2SO4.

  4. Tissue specific localization of pectin-Ca²⁺ cross-linkages and pectin methyl-esterification during fruit ripening in tomato (Solanum lycopersicum.

    Directory of Open Access Journals (Sweden)

    Hiromi Hyodo

    Full Text Available Fruit ripening is one of the developmental processes accompanying seed development. The tomato is a well-known model for studying fruit ripening and development, and the disassembly of primary cell walls and the middle lamella, such as through pectin de-methylesterified by pectin methylesterase (PE and depolymerization by polygalacturonase (PG, is generally accepted to be one of the major changes that occur during ripening. Although many reports of the changes in pectin during tomato fruit ripening are focused on the relation to softening of the pericarp or the Blossom-end rot by calcium (Ca²⁺ deficiency disorder, the changes in pectin structure and localization in each tissues during tomato fruit ripening is not well known. In this study, to elucidate the tissue-specific role of pectin during fruit development and ripening, we examined gene expression, the enzymatic activities involved in pectin synthesis and depolymerisation in fruit using biochemical and immunohistochemical analyses, and uronic acids and calcium (Ca-bound pectin were determined by secondary ion-microprobe mass spectrometry. These results show that changes in pectin properties during fruit development and ripening have tissue-specific patterns. In particular, differential control of pectin methyl-esterification occurs in each tissue. Variations in the cell walls of the pericarp are quite different from that of locular tissues. The Ca-binding pectin and hairy pectin in skin cell layers are important for intercellular and tissue-tissue adhesion. Maintenance of the globular form and softening of tomato fruit may be regulated by the arrangement of pectin structures in each tissue.

  5. Tissue specific localization of pectin-Ca²⁺ cross-linkages and pectin methyl-esterification during fruit ripening in tomato (Solanum lycopersicum).

    Science.gov (United States)

    Hyodo, Hiromi; Terao, Azusa; Furukawa, Jun; Sakamoto, Naoya; Yurimoto, Hisayoshi; Satoh, Shinobu; Iwai, Hiroaki

    2013-01-01

    Fruit ripening is one of the developmental processes accompanying seed development. The tomato is a well-known model for studying fruit ripening and development, and the disassembly of primary cell walls and the middle lamella, such as through pectin de-methylesterified by pectin methylesterase (PE) and depolymerization by polygalacturonase (PG), is generally accepted to be one of the major changes that occur during ripening. Although many reports of the changes in pectin during tomato fruit ripening are focused on the relation to softening of the pericarp or the Blossom-end rot by calcium (Ca²⁺) deficiency disorder, the changes in pectin structure and localization in each tissues during tomato fruit ripening is not well known. In this study, to elucidate the tissue-specific role of pectin during fruit development and ripening, we examined gene expression, the enzymatic activities involved in pectin synthesis and depolymerisation in fruit using biochemical and immunohistochemical analyses, and uronic acids and calcium (Ca)-bound pectin were determined by secondary ion-microprobe mass spectrometry. These results show that changes in pectin properties during fruit development and ripening have tissue-specific patterns. In particular, differential control of pectin methyl-esterification occurs in each tissue. Variations in the cell walls of the pericarp are quite different from that of locular tissues. The Ca-binding pectin and hairy pectin in skin cell layers are important for intercellular and tissue-tissue adhesion. Maintenance of the globular form and softening of tomato fruit may be regulated by the arrangement of pectin structures in each tissue.

  6. Immobilization of CALB on activated chitosan: Application to enzymatic synthesis in supercritical and near-critical carbon dioxide

    Directory of Open Access Journals (Sweden)

    José C.S. dos Santos

    2017-03-01

    Full Text Available The objective of this new paper was to evaluate the enzymatic esterification reaction conducted in supercritical or near-critical CO2, catalyzed by immobilized lipase B from Candida antarctica (CALB. The biocatalyst was prepared through the immobilization of CALB by covalent attachment using chitosan sequentially activated with Glycidol, ethylenediamine (EDA and glutaraldehyde as support. In order to determine the best operational conditions of the esterification reaction (1: 1 (alcohol–acid; biocatalyst content, 10% (by substrate mass; 45 °C, an experimental design (23 was conducted to evaluate the effects of the following parameters: alcohol to oil molar ratios, reaction time and temperature. The maximum loading of chitosan was 20 mg protein/g support, and the thermal and solvent stability of the new biocatalyst was higher than that of the CALB-GX (by a 26-fold factor, CALB-OC (by a 53-fold factor and Novozym 435 (by a 3-fold factor. The maximum conversion was 46.9% at a temperature of 29.9 °C, ethanol to oleic acid molar ratio equal to 4.50:1, and a reaction time of 6.5 h. Additionally, the removal of water from the medium, by using molecular sieves, promoted a 16.0% increase in the conversion of oleic acid into ethyl esters.

  7. Kinetic modelling of enzymatic starch hydrolysis

    NARCIS (Netherlands)

    Bednarska, K.A.

    2015-01-01

    Kinetic modelling of enzymatic starch hydrolysis – a summary K.A. Bednarska The dissertation entitled ‘Kinetic modelling of enzymatic starch hydrolysis’ describes the enzymatic hydrolysis and kinetic modelling of liquefaction and saccharification of wheat starch. A

  8. Quantitative Structure–Property Relationship (QSPR Models for a Local Quantum Descriptor: Investigation of the 4- and 3-Substituted-Cinnamic Acid Esterification

    Directory of Open Access Journals (Sweden)

    Cláudio E. Rodrigues-Santos

    2015-09-01

    Full Text Available In this work, the theoretical description of the 4- and 3-substituted-cinnamic acid esterification with different electron donating and electron withdrawing groups was performed at the B3LYP and M06-2X levels, as a two-step process: the O-protonation and the nucleophile attack by ethanol. In parallel, an experimental work devoted to the synthesis and characterization of the substituted-cinnamate esters has also been performed. In order to quantify the substituents effects, quantitative structure–property relationship (QSPR models based on the atomic charges, Fukui functions and the Frontier Effective-for-Reaction Molecular Orbitals (FERMO energies were investigated. In fact, the Fukui functions, ƒ+C and ƒ−O, indicated poor correlations for each individual step, and in contrast with the general literature, the O-protonation step is affected both by the FERMO energies and the O-charges of the carbonyl group. Since the process was shown to not be totally described by either charge- or frontier-orbitals, it is proposed to be frontier-charge-miscere controlled. Moreover, the observed trend for the experimental reaction yields suggests that the electron withdrawing groups favor the reaction and the same was observed for Step 2, which can thus be pointed out as the determining step.

  9. Highly Efficient Esterification of an Equimolar Amount of Carboxylic Acids and Alcohols Catalyzed by ZrOCl2·8H2O

    Institute of Scientific and Technical Information of China (English)

    Sun Hong-Bin; Hua Ruimao; Yin Ying-Wu

    2004-01-01

    Esterification of carboxylic acids with alcohols is one of the most fundamental and useful transformations in organic synthesis. The most common catalysts are H2SO4 and TsOH. However,H2SO4 or TsOH-catalyzed esterification procedure has some problems such as corrosion, side reactions, difficulty in separation. Hence, recently, various solid acid catalysts such as ion-exchanged resins, molecular sieve, and heteropoly acids etc. have been employed for esterification reaction.However, the solid acid catalysts are usually not easily accessible and expensive In addition, for achieving the high yield of esters, it is usually to carry out the esterification reaction by addition of an excess of one of the reactants. Therefore it is still interesting to develop the high activity,cost-effective catalyst system.which is a commercially available and very cheap inorganic salt.The esterification was carried out in the presence of ZrOCl2. 8H2O (0.05 mol %) using equimolar amount of carboxylic acids and alcohols at room temperature or at 50℃. For example, the esterification of propionic acid with methanol at room temperature for 24 h gave methyl propionate in 81% GC yield. A higher yield of esters can be obtained by the removal of water azeotropically.The present esterification procedure has the following advantages:1) Esters can be obtained in high yield with the use of equimolar amount of carboxylic acids and alcohols.2) Esterification proceeds at room temperature, the catalyst system is suitable for the esterification of highly reactive carboxylic acids such as acrylic acid.3) It is easy to isolate and purify the esters, and the catalyst is recyclable. The complete reaction mixture becomes two phases at room temperature, the esters in the organic phase can be separated conveniently by decanting, and the catalyst in the water can be reused without any treatment.

  10. Kinetics of the esterification of active pharmaceutical ingredients containing carboxylic Acid functionality in polyethylene glycol

    DEFF Research Database (Denmark)

    Schou-Pedersen, Anne Marie V; Hansen, Steen Honoré; Moesgaard, Birthe;

    2014-01-01

    Polyethylene glycols (PEGs) are attractive as excipients in the manufacture of drug products because they are water soluble and poorly immunogenic. They are used in various pharmaceutical preparations. However, because of their terminal hydroxyl groups, PEGs can participate in esterification...... reactions. In this study, kinetics of two active pharmaceutical ingredients, cetirizine and indomethacin possessing carboxylic acid functionality, has been studied in PEG 400 and PEG 1000 at 50°C, 60°C, 70°C, and 80°C. HPLC-UV was applied for the determination of concentrations in the kinetic studies......, it is important to be aware of this drug-excipient interaction, as it can reduce the shelf-life of a low-average molecular weight PEG formulation considerably. © 2014 Wiley Periodicals, Inc. and the American Pharmacists Association J Pharm Sci 103:2424-2433, 2014....

  11. Ultrasound-Assisted Enantioselective Esterification of Ibuprofen Catalyzed by a Flower-Like Nanobioreactor.

    Science.gov (United States)

    An, Baiyi; Fan, Hailin; Wu, Zhuofu; Zheng, Lu; Wang, Lei; Wang, Zhi; Chen, Guang

    2016-04-28

    A flower-like nanobioreactor was prepared for resolution of ibuprofen in organic solvents. Ultrasound irradiation has been used to improve the enzyme performance of APE1547 (a thermophilic esterase from the archaeon Aeropyrum pernix K1) in the enantioselective esterification. Under optimum reaction conditions (ultrasound power, 225 W; temperature, 45 °C; water activity, 0.21), the immobilized APE1547 showed an excellent catalytic performance (enzyme activity, 13.26 μmol/h/mg; E value, 147.1). After ten repeated reaction batches, the nanobioreactor retained almost 100% of its initial enzyme activity and enantioselectivity. These results indicated that the combination of the immobilization method and ultrasound irradiation can enhance the enzyme performance dramatically.

  12. Imidazolium ionic liquid-supported sulfonic acids: Efficient and recyclable catalysts for esterification of benzoic acid

    Institute of Scientific and Technical Information of China (English)

    Yue Qin Cai; Guo Qiang Yu; Chuan Duo Liu; Yuan Yuan Xu; Wei Wang

    2012-01-01

    Several imidazolium ionic liquid (IL)-supported sulfonic acids with different anions,[C3SO3Hmim]HSO4,[C3SO3Hmim]BF4,[C3SO3Hmim]PF6,and [C3SO3Hmim]CF3SO3,were synthesized and applied as catalysts for esterification reaction of benzoic acid.The experimental results indicate that imidazolium IL-supported sulfonic acid containing anion of HSO4- shows the best catalytic activity.Only when less [C3SO3Hmim]HSO4 (0.3 equiv.) applied,was the product obtained with high yield of 97%.Furthermore,the produced esters could be separated by decantation,and the catalyst could be reused after the removal of water.

  13. The Intermetallic Catalysts for Oxidative Esterification of Methacrolein to Methyl Methacrylate

    Institute of Scientific and Technical Information of China (English)

    DONG Hai-feng; LI Zeng-xi; WANG Zheng-ping; ZHAO Wei; DIAO Yan-yan; ZHANG Suo-jiang

    2006-01-01

    A series of supported intermetallic Pb-Pb catalysts were prepared with the impregnation method by changing the support (silica, molecular sieve or γ-alumina) and the pore size. The chemical states of the two metals were characterized by XPS analysis, the process for producing methyl methacrylate based on the direct oxidative esterification of methacrolein with methanol in the presence of oxygen was performed in a slurry reactor with the above-mentioned catalysts. The influence of the calcination temperature and the kinds of support as well as the pore size on catalytic activity had been extensively investigated. Under the conditions of temperature at 80 ℃, catalyst 3.8% (ω) and the reaction time 2 h, the conversion rate of methacrolein reached 85%, the selectivity and the yield of methyl methacrylate were 90% and 76.5%, respectively.

  14. Conversion of Oleum papaveris seminis oil into methyl esters via esterification process: Optimization and kinetic study

    Directory of Open Access Journals (Sweden)

    Syam, A. M.

    2016-03-01

    Full Text Available This paper presents an acid pre-treatment process and a kinetic study for the esterification reaction of Oleum papaveris seminis oil with methanol in the presence of amberlite 120 as a solid catalyst to convert the oil into methyl esters. Response surface methodology (RSM was applied to optimize the reaction parameters, i.e. reaction time, percentage of the catalyst and volume ratio of methanol to oil. The results revealed that 0.87% w/w of catalyst concentration and 44.70% v/v of methanol to oil ratio provided final free fatty acid (FFA contents of 0.60% w/w at 102.40 min of reaction time. It proved that the contribution of Amberlite 120 in the esterification of FFA was highly significant. The kinetics of the esterification in Oleum papaveris seminis oil with methanol in the presence of the amberlite 120 catalyst were also investigated to establish the reaction rate constant (k, reaction order, and activation energy. The study was performed under the optimized parameters at three reaction temperatures (50, 55, and 60 ºC. The value of k was in the range of 0.013 to 0.027 min-1. The first-order kinetics’ model was suitable for this irreversible FFA esterification with the activation energy of about 60.9 KJ·mol-1.En este artículo se presenta un proceso de pre-tratamiento con ácido, y un estudio cinético de la reacción de esterificación. Se utiliza Oleum papaveris seminis con metanol en presencia de Amberlite 120 como catalizador sólido para la formación de los ésteres metílicos. Se aplicó una metodología de superficie de respuesta (RSM para optimizar los parámetros de la reacción; es decir, tiempo de reacción, porcentaje de la relación de catalizador y volumen de metanol - aceite. Los resultados mostraron que el 0,87% w/w de la concentración de catalizador y 44,70% v/v de metanol en relación al aceite dan lugar a un contenido final de ácidos grasos libres (FFA de 0,60% w/w en 102,40 min de tiempo de reacción. Se demostr

  15. Biomass Derived Chemicals: Furfural Oxidative Esterification to Methyl-2-furoate over Gold Catalysts

    Directory of Open Access Journals (Sweden)

    Maela Manzoli

    2016-07-01

    Full Text Available The use of heterogeneous catalysis to upgrade biomass wastes coming from lignocellulose into higher value-added chemicals is one of the most explored subjects in the prospective vision of bio-refinery. In this frame, a lot of interest has been driven towards biomass-derived building block molecules, such as furfural. Gold supported catalysts have been successfully proven to be highly active and selective in the furfural oxidative esterification to methyl-2-furoate under mild conditions by employing oxygen as benign oxidant. Particular attention has been given to the studies in which the reaction occurs even without base as co-catalyst, which would lead to a more green and economically advantageous process. The Au catalysts are also stable and quite easily recovered and represent a feasible and promising route to efficiently convert furfural to methyl-2-furoate to be scaled up at industrial level.

  16. Esterification of free fatty acids in waste cooking oils (WCO): Role of ion-exchange resins

    Energy Technology Data Exchange (ETDEWEB)

    Nalan Ozbay; Nuray Oktar; N. Alper Tapan [Gazi University, Ankara (Turkey). Faculty of Engineering and Architecture, Department of Chemical Engineering

    2008-08-15

    Although WCO plays a crucial role for the economical production of biodiesel, free fatty acid (FFA) level in the nature of WCO cause saponification problems during transesterification. Acidic ion-exchange resins can be used to decrease WCO free fatty acid level. In this study, activities of resins (Amberlyst-15 (A-15), Amberlyst-35 (A-35), Amberlyst-16 (A-16) and Dowex HCR-W2) in direct FFA esterification were examined in the temperature range of 50-60{sup o}C and the effect of catalyst amount (1-2 wt%) on FFA conversion was also analyzed. FFA conversion increased with increasing reaction temperature and catalyst amount. Order of catalytic activities was found as A-15 > A-35 > A-16 > Dowex HCR-W2. This was related to the size of average pore diameters and magnitude of BET surface area. 44 refs., 11 figs., 2 tabs.

  17. Ultrasound-Assisted Enantioselective Esterification of Ibuprofen Catalyzed by a Flower-Like Nanobioreactor

    Directory of Open Access Journals (Sweden)

    Baiyi An

    2016-04-01

    Full Text Available A flower-like nanobioreactor was prepared for resolution of ibuprofen in organic solvents. Ultrasound irradiation has been used to improve the enzyme performance of APE1547 (a thermophilic esterase from the archaeon Aeropyrum pernix K1 in the enantioselective esterification. Under optimum reaction conditions (ultrasound power, 225 W; temperature, 45 °C; water activity, 0.21, the immobilized APE1547 showed an excellent catalytic performance (enzyme activity, 13.26 μmol/h/mg; E value, 147.1. After ten repeated reaction batches, the nanobioreactor retained almost 100% of its initial enzyme activity and enantioselectivity. These results indicated that the combination of the immobilization method and ultrasound irradiation can enhance the enzyme performance dramatically.

  18. Esterification of levulinic acid into ethyl levulinate catalysed by sulfonated hydrothermal carbons

    Institute of Scientific and Technical Information of China (English)

    Filoklis D. Pileidis; Maham Tabassum; Sam Coutts; Maria-Magdalena Ttitirici

    2014-01-01

    The synthesis of carbon-based, heterogeneous sulphonic catalysts for the production of levulinate esters. Hydrothermal treatment at moderated temperatures was employed to generate highly func-tional carbonaceous materials, referred to as hydrothermal carbons (HTCs), from both glucose, cellulose and rye straw. The products were sulfonated to generate solid acid-catalysts. Characterisa-tion of the as-synthesised materials as well as catalyst activity tests were performed. SEM images indicate the micrometre-sized particles present in both HTCs were largely unaffected by sulfona-tion, although cellulose-derived HTC displayed signs of inadequate hydrolysis. FT-IR spectroscopy and elemental analysis confirmed successful incorporation of sulphonic groups. 13C solid state NMR, in addition to TGA, elucidated the carbons’ structural composition and supported the common-ly-proposed hydrothermal carbonisation mechanism. Finally, the catalysts were tested via levulinic acid-ethanol esterification and gave high conversion and ester-selectivities (>90%).

  19. Direct esterification of olive-pomace oil using mesoporous silica supported sulfonic acids

    Directory of Open Access Journals (Sweden)

    F. Alrouh

    2017-02-01

    Full Text Available Mesoporous silica MCM-41 and SBA-15 containing propyl sulfonic acid groups were synthesized according to the literature and were characterized by X-ray diffraction, N2 adsorption and the H+ exchange capacities of the sulfonic acid groups were titrated. The esterification reaction of glycerol with olive-pomace oil has been carried out by using prepared functionalized mesoporous silica (MCM-41 and SBA-15 as catalysts. It has been monitored by GC two fatty acids (palmitic and oleic acids as reactants in olive-pomace oil and their related monoacylglycerols (Glycerol monopalmitate GMP and monooleate GMO as reaction product. The catalytic activities of the functionalized mesoporous silica were compared with commercial catalysts, these included homogeneous catalysts (p-toluenesulfonic acid and heterogeneous catalysts (Amberlyst-15. The total yield of monoacylglycerols (GMO + GMP was nearly 40%. Remarkably, we found that MCM-41-SO3H was recycled at least 3 times without any loss of activity.

  20. An Efficient Procedure for Esterification of Aryloxyacetic Acid and Arylthioacetic Acid Catalyzed by Silica Sulfuric Acid

    Institute of Scientific and Technical Information of China (English)

    LI,Hong-Ya; LI,Ji-Tai; LI,Hui-Zhang

    2004-01-01

    @@ Aryloxyacetate and arylthioacetate are wildly used in herbicides, plant regulator and insecticides. Recently, Wille et al. have reported that methyl aryloxyacetate is an efficient agent to prevent and treat allergic contact dermatitis.[1] The most popular synthesis is by heating sodium phenoxide (mercaptide) with ethyl chloroacetate in DMF,[2] or by the esterification of acid with alcohol using concentrated H2SO4 as catalyst.[3] In this paper, synthesis of aryloxyacetate and aryl thioacetate from aryloxyacetic acid and arylthioacetic acid respectively in ether catalyzed by silica sulfuric acid in 83%~94% yields is described. The catalyst is reused for 3 times without significant loss of activity (Entry 4). Compared with common procedures, the present procedure possesses the advantages of the operational simplicity, short reaction time,less-corrosion, high yield and reusable catalyst.

  1. Kinetics of esterification of methanol and acetic acid with mineral homogeneous acid catalyst

    Institute of Scientific and Technical Information of China (English)

    Mallaiah Mekala; Venkat Reddy Goli

    2015-01-01

    In this work, esterification of acetic acid and methanol to synthesize methyl acetate in a batch stirred reactor is studied in the temperature range of 305.15–333.15 K. Sulfuric acid is used as the homogeneous catalyst with concentrations ranging from 0.0633 mol·L−1 to 0.3268 mol·L−1. The feed molar ratio of acetic acid to methanol is varied from 1:1 to 1:4. The influences of temperature, catalyst concentration and reactant concentration on the reaction rate are investigated. A second order kinetic rate equation is used to correlate the experimental data. The forward and backward reaction rate constants and activation energies are determined from the Arrhenius plot. The developed kinetic model is compared with the models in literature. The developed kinetic equation is useful for the simulation of reactive distillation column for the synthesis of methyl acetate.

  2. Ion-exchange Resin Catalyzed Esterification of Lactic Acid with Isopropanol: a Kinetic Study

    Directory of Open Access Journals (Sweden)

    Amrit P. Toor

    2011-05-01

    Full Text Available The kinetic behavior of esterification of lactic acid with isopropanol over an acidic cation exchange resin, Amberlyst 15, was studied under isothermal condition. Isopropyl lactate synthesized in this reaction is an important pharmaceutical intermediate. The experiments were carried out in a stirred batch reactor in the temperature range of 323.15 to 353.15 K. The effect of various parameters such as temperature, molar ratio and catalyst loading was studied. Variation in parameters on rate of reaction demonstrated that the reaction was intrinsically controlled. Kinetic modeling was performed using Eley-Rideal model which acceptably fits the experimental data. The activation energy was found to be 22.007 kJ/mol and frequency factor was 0.036809 l2 g-1 mol-1 min-1 for forward reaction. The value of entropy for the forward reaction was found to be 182.317 J K-1 mol-1 . © 2011 BCREC UNDIP. All rights reserved(Received: 19th January 2011, Revised: 16th March 2011; Accepted: 16th March 2011[How to Cite: A.P. Toor, M. Sharma, S. Thakur, and R. K. Wanchoo. (2011. Ion-exchange Resin Catalyzed Esterification of Lactic Acid with Isopropanol: a Kinetic Study. Bulletin of Chemical Reaction Engineering and Catalysis, 6(1: 39-45. doi:10.9767/bcrec.6.1.791.39-45][How to Link / DOI: http://dx.doi.org/10.9767/bcrec.6.1.791.39-45 || or local:  http://ejournal.undip.ac.id/index.php/bcrec/article/view/791 ] | View in  

  3. Mechanism and physiologic significance of the suppression of cholesterol esterification in human interstitial fluid

    Directory of Open Access Journals (Sweden)

    Norman Eric Miller

    2016-07-01

    Full Text Available Cholesterol esterification in high density lipoproteins (HDLs by lecithin:cholesterol acyltransferase (LCAT promotes unesterified cholesterol (UC transfer from red cell membranes to plasma in vitro. However, it does not explain the transfer of UC from most peripheral cells to interstitial fluid in vivo, as HDLs in afferent peripheral lymph are enriched in UC. Having already reported that the endogenous cholesterol esterification rate (ECER in lymph is only five per cent of that in plasma, we have now explored the underlying mechanism. In peripheral lymph from 20 healthy men, LCAT concentration, LCAT activity (assayed using an optimized substrate, and LCAT specific activity averaged respectively 11.8, 10.3, and 84.9 per cent of plasma values. When recombinant human LCAT was added to lymph, the increments in enzyme activity were similar to those when LCAT was added to plasma. Addition of apolipoprotein AI (apo AI, fatty acid-free albumin, Intralipid, or the d<1.006 g/ml plasma fraction had no effect on ECER. During incubation of lymph plus plasma, the ECER was similar to that observed with buffer plus plasma. When lymph was added to heat-inactivated plasma, the ECER was 11-fold greater than with lymph plus buffer. Addition of discoidal proteoliposomes of apo AI and phosphatidycholine (PC to lymph increased ECER ten-fold, while addition of apo AI/PC/UC discs did so by only six-fold. We conclude that the low ECER in lymph is due to a property of the HDLs, seemingly substrate inhibition of LCAT by excess cell-derived UC. This is reversed when lymph enters plasma, consequent upon redistribution of UC from lymph HDLs to plasma lipoproteins.

  4. Insights into enzymatic thiamin catalysis

    OpenAIRE

    Wikner, Christer

    1997-01-01

    Thiamin diphosphate, the biologically active form of vitamin B,, functions as a cofactor in various enzymes in the cell. The protein enhances the reactivity of the cofactor by binding it in a very specific manner. In this work, based upon information from the crystal structure, the mechanism of the thiamin dependent enzyme transketolase from yeast has been investigated by various methods. In enzymatic thiamin catalysis, the protein has three major tasks in the formation of a...

  5. A novel technical approach for the measurement of individual ACAT-1 and ACAT-2 enzymatic activity in the testis.

    Science.gov (United States)

    Chen, Li; Lafond, Julie; Pelletier, R-Marc

    2009-01-01

    Acyl-coenzyme A:cholesterol acyltransferase (ACAT) is implicated in the esterification of cholesterol when the latter is present at concentrations exceeding metabolic demands. Thus, ACAT contributes to the maintenance of cholesterol homeostasis which in testis is essential for the production of fertile gametes. However, the role of individual isoform of the enzyme in the maintenance of cholesterol homeostasis in the gonads has not been addressed yet because approaches to measure the enzymatic activity of each isoform were lacking. Here, we used the selective ACAT-1 inhibitor, K-604, to measure the individual enzymatic activity of ACAT-1 and ACAT-2 in enriched fractions of mouse seminiferous tubules. K-604 inhibited adult mouse ACAT-1 much more than ACAT-2 with IC(50) values of 100 and 1,000 microM, respectively, in the tubules. Next, the inhibitor concentration (100 microM) that inhibits the activity of ACAT-1 but not the activity of ACAT-2 was determined and applied to measure ACAT-1 and ACAT-2 enzymatic activities in mouse seminiferous tubule-enriched fractions. ACAT-2 activity reached 2173 CPMB/200 microg protein, while ACAT-1 enzymatic activity was 713 CPMB/200 microg proteins in the tubules. We also compared the effect of another inhibitor Manassantin B with K-604. Increasing the concentration (0-1,000 microM) of Manassantin B resulted in the inhibition of the activity of both ACAT-1 and ACAT-2. The results show that only K-604 is a useful tool to determine the individual ACAT-1 and ACAT-2 enzymatic activities in the seminiferous tubules.

  6. Enzymatic Processes in Marine Biotechnology

    Science.gov (United States)

    Trincone, Antonio

    2017-01-01

    In previous review articles the attention of the biocatalytically oriented scientific community towards the marine environment as a source of biocatalysts focused on the habitat-related properties of marine enzymes. Updates have already appeared in the literature, including marine examples of oxidoreductases, hydrolases, transferases, isomerases, ligases, and lyases ready for food and pharmaceutical applications. Here a new approach for searching the literature and presenting a more refined analysis is adopted with respect to previous surveys, centering the attention on the enzymatic process rather than on a single novel activity. Fields of applications are easily individuated: (i) the biorefinery value-chain, where the provision of biomass is one of the most important aspects, with aquaculture as the prominent sector; (ii) the food industry, where the interest in the marine domain is similarly developed to deal with the enzymatic procedures adopted in food manipulation; (iii) the selective and easy extraction/modification of structurally complex marine molecules, where enzymatic treatments are a recognized tool to improve efficiency and selectivity; and (iv) marine biomarkers and derived applications (bioremediation) in pollution monitoring are also included in that these studies could be of high significance for the appreciation of marine bioprocesses. PMID:28346336

  7. Application of Uncertainty and Sensitivity Analysis to a Kinetic Model for Enzymatic Biodiesel Production

    DEFF Research Database (Denmark)

    Price, Jason Anthony; Nordblad, Mathias; Woodley, John

    2014-01-01

    This paper demonstrates the added benefits of using uncertainty and sensitivity analysis in the kinetics of enzymatic biodiesel production. For this study, a kinetic model by Fedosov and co-workers is used. For the uncertainty analysis the Monte Carlo procedure was used to statistically quantify...

  8. Insulin decreases plasma cholesteryl ester transfer but not cholesterol esterification in healthy subjects as well as in normotriglyceridaemic patients with type 2 diabetes

    NARCIS (Netherlands)

    Dullaart, RPF; Riemens, SC; Scheek, LM; van Tol, A

    1999-01-01

    Background Plasma cholesterol esterification (EST) and subsequent cholesteryl ester transfer (CET) from high-density lipoproteins (HDLs) towards apolipoprotein (apo) B-containing lipoproteins are key steps in HDL metabolism. Materials and methods The effects of exogenous hyperinsulinaemia on plasma

  9. 4-(Benzylamino)formoyldiphenylammonium Triflate (BDPAT):An Efficient, Recoverable Biphasic Catalyst For Esterification of Carboxylic Acids with Equimolar Amounts of Alcohols

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    Esterification of carboxylic acid with equimolar amounts alcohol can be efficiently catalyzed by biphasic 4-(benzylamino)formoyldiphenylammonium triflate (BDPAT, 3) in good yield. The catalyst can be easily recovered without loss of activity.

  10. Insulin decreases plasma cholesteryl ester transfer but not cholesterol esterification in healthy subjects as well as in normotriglyceridaemic patients with type 2 diabetes

    NARCIS (Netherlands)

    R.P.F. Dullaart (Robin); S.C. Riemens; L. Scheek (Leo); A. van Tol (Arie)

    1999-01-01

    textabstractBackground. Plasma cholesterol esterification (EST) and subsequent cholesteryl ester transfer (CET) from high-density lipoproteins (HDLs) towards apolipoprotein (apo) B-containing lipoproteins are key steps in HDL metabolism. Materials and methods. The effects of exogenous

  11. Synthesis of structured lipid enriched with omega fatty acids and sn-2 palmitic acid by enzymatic esterification and its incorporation in powdered infant formula.

    Science.gov (United States)

    Nagachinta, Supakana; Akoh, Casimir C

    2013-05-08

    Structured lipid (SL) enriched with arachidonic (ARA) and docosahexaenoic (DHA) acids was produced from tripalmitin using Lipozyme TL IM. The effects of acyl donors, that is, free fatty acids vs fatty acid ethyl esters, on the reactions were compared. The highest total incorporation of ARA and DHA was obtained when the reaction continued for 24 h, at a substrate mole ratio of 9, using free fatty acids as acyl donors (acidolysis). The SL prepared by a large-scale acidolysis reaction contained 17.69 ± 0.09% total ARA, 10.75 ± 0.15% total DHA, and 48.53 ± 1.40% sn-2 palmitic acid. SL thermograms exhibited multiple peaks indicating complexity of the triacylglycerol (TAG) distribution. RP-HPLC analysis of SL revealed nine of 26 TAG molecular species that were similar to those of human milk fat. Powdered infant formulas containing the SL were prepared by wet-mixing/spray-drying and dry-blending methods. Formula prepared with microencapsulated SL and the dry-blending method had better oxidative stability and color quality.

  12. Enzymatic hydrolysis of potato pulp

    Directory of Open Access Journals (Sweden)

    Mariusz Lesiecki

    2012-03-01

    Full Text Available Background. Potato pulp constitutes a complicated system of four types of polysaccharides: cellulose, hemicellulose, pectin and starch. Its composition makes it a potential and attractive raw material for the production of the second generation bioethanol. The aim of this research project was to assess the usefulness of commercial enzymatic preparations for the hydrolysis of potato pulp and to evaluate the effectiveness of hydrolysates obtained in this way as raw materials for ethanol fermentation. Material  and methods. Sterilised potato pulp was subjected to hydrolysis with commercial enzymatic preparations. The effectiveness of the preparations declared as active towards only one fraction of potato pulp (separate amylase, pectinase and cellulase activity and mixtures of these preparations was analysed. The monomers content in hydrolysates was determined using HPLC method. Results.  The application of amylolytic enzymes for potato pulp hydrolysis resulted in the release of only 18% of raw material with glucose as the dominant (77% constituent of the formed product. In addition, 16% galactose was also determined in it. The hydrolysis of the cellulose fraction yielded up to 35% raw material and the main constituents of the obtained hydrolysate were glucose (46% and arabinose (40%. Simultaneous application of amylolytic, cellulolytic and pectinolytic enzymes turned out to be the most effective way of carrying out the process as its efficiency in this case reached 90%. The obtained hydrolysate contained 63% glucose, 25% arabinose and 12% other simple substances. Conclusion. The application of commercial enzymatic preparations made it possible to perform potato pulp hydrolysis with 90% effectiveness. This was achieved by the application of a complex of amylolytic, cellulolytic and pectinolytic enzymes and the hydrolysate obtained in this way contained, primarily, glucose making it a viable substrate for ethanol fermentation.

  13. Determination of critical conditions for the esterification of acetic acid with ethanol in the presence of carbon dioxide

    Directory of Open Access Journals (Sweden)

    G. M. Platt

    2006-09-01

    Full Text Available In this work, we present the calculation of critical coordinates for the esterification of acetic acid with ethanol in compressed carbon dioxide. Determination of the critical pressure for this system is useful, since the conversion of this reaction increases with pressure in the two-phase region, reaching a maximum at the critical point. We used a calculation framework based on a coordinate transformation for molar fractions, producing a new compositional domain. For a system with five components (acetic acid + ethanol + ethyl acetate + water + carbon dioxide and one equilibrium reaction, the compositional domain is entirely described by three independent transformed coordinates. The results obtained were compared with experimental observations presented in the literature. The results illustrate the capability of the framework used to determine critical coordinates for reactive systems, and thus its usefulness as a tool for pressure tuning for this esterification reaction in compressed carbon dioxide.

  14. In-Water and Neat Batch and Continuous-Flow Direct Esterification and Transesterification by a Porous Polymeric Acid Catalyst

    Science.gov (United States)

    Baek, Heeyoel; Minakawa, Maki; Yamada, Yoichi M. A.; Han, Jin Wook; Uozumi, Yasuhiro

    2016-05-01

    A porous phenolsulphonic acid—formaldehyde resin (PAFR) was developed. The heterogeneous catalyst PAFR was applied to the esterification of carboxylic acids and alcohols, affording the carboxylic acid esters in a yield of up to 95% where water was not removed from the reaction mixture. Surprisingly, the esterification in water as a solvent proceeded to afford the desired esters in high yield. PAFR provided the corresponding esters in higher yield than other homogeneous and heterogeneous catalysts. The transesterification of alcohols and esters was also investigated by using PAFR, giving the corresponding esters. PAFR was applied to the batch-wise and continuous-flow production of biodiesel fuel FAME. The PAFR-packed flow reactor that was developed for the synthesis of carboxylic acids and FAME worked for four days without loss of its catalytic activity.

  15. Torrefaction reduction of coke formation on catalysts used in esterification and cracking of biofuels from pyrolysed lignocellulosic feedstocks

    Energy Technology Data Exchange (ETDEWEB)

    Kastner, James R; Mani, Sudhagar; Hilten, Roger; Das, Keshav C

    2015-11-04

    A bio-oil production process involving torrefaction pretreatment, catalytic esterification, pyrolysis, and secondary catalytic processing significantly reduces yields of reactor char, catalyst coke, and catalyst tar relative to the best-case conditions using non-torrefied feedstock. The reduction in coke as a result of torrefaction was 28.5% relative to the respective control for slow pyrolysis bio-oil upgrading. In fast pyrolysis bio-oil processing, the greatest reduction in coke was 34.9%. Torrefaction at 275.degree. C. reduced levels of acid products including acetic acid and formic acid in the bio-oil, which reduced catalyst coking and increased catalyst effectiveness and aromatic hydrocarbon yields in the upgraded oils. The process of bio-oil generation further comprises a catalytic esterification of acids and aldehydes to generate such as ethyl levulinate from lignified biomass feedstock.

  16. Sustainable production of a new generation biofuel by lipase-catalyzed esterification of fatty acids from liquid industrial waste biomass.

    Science.gov (United States)

    Foukis, Athanasios; Gkini, Olga A; Stergiou, Panagiota-Yiolanda; Sakkas, Vasilios A; Dima, Agapi; Boura, Konstantina; Koutinas, Athanasios; Papamichael, Emmanuel M

    2017-08-01

    In this work we suggest a methodology comprising the design and use of cost-effective, sustainable, and environmentally friendly process for biofuel production compatible with the market demands. A new generation biofuel is produced using fatty acids, which were generated from acidogenesis of industrial wastes of bioethanol distilleries, and esterified with selected alcohols by immobilized Candida antarctica Lipase-B. Suitable reactors with significant parameters and conditions were studied through experimental design, and novel esterification processes were suggested; among others, the continuous removal of the produced water was provided. Finally, economically sustainable biofuel production was achieved providing high ester yield (<97%) along with augmented concentration (3.35M) in the reaction mixtures at relatively short esterification times, whereas the immobilized lipase maintained over 90% of its initial esterifying ability after reused for ten cycles. Copyright © 2017 Elsevier Ltd. All rights reserved.

  17. Kinetics Studies on Esterification Reaction of Acetic acid with Iso-amyl Alcohol over Ion Exchange Resin as Catalysts

    Directory of Open Access Journals (Sweden)

    Bhaskar D. Kulkarni

    2014-01-01

    Full Text Available The low molecular weight organic esters have pleasing smell and are found in applications in the food industry for synthetic essence and perfume. Esterification reactions are ubiquitous reactions especially in pharmaceutical, perfumery and polymer industries, wherein; both heterogeneous and homogeneous catalysts have been extensively used. Iso-amyl acetate (or Iso-pentyl acetate is often called as banana oil, since it has the recognizable odor of this fruit. Iso-amyl acetate is synthesized by esterification of acetic acid with iso-amyl alcohol. (Eq.1. Since the equilibrium does not help the formation of the ester, it must be shifted to the right, in favor of the product, by using a surplus of one of the starting materials. Iso-amyl acetate is a kind of flavor reagent with fruit taste. The use of H2SO4 often originates the problems such as corrosion for equipments and pollution for environment.

  18. Concentrates of DHA from fish oil by selective esterification of cholesterol by immobilized isoforms of lipase from Candida rugosa.

    Science.gov (United States)

    Jonzo; Hiol; Zagol; Druet; Comeau

    2000-09-01

    Two lipases (Lip A and Lip B), were purified from a commercial lipase preparation produced by Candida rugosa and partially characterized. The purified lipases were immobilized on Duolite A 568 and used in the selective esterification of cholesterol with free fatty acids from sardine fish oil. The results showed that Lip A and Lip B preferentially esterified saturated and monounsaturated fatty acids allowing a 3.4-fold (Lip B, 24 h) and 4-fold (Lip A, 10 h) enrichment of docosahexaenoic acid in the remaining free fatty acid fraction. Selectivity towards eicosapentaenoic acid was less pronounced. By this selective esterification docosahexaenoic acid was concentrated from 7.4 to 32% with a recovery of 95% of its initial content in sardine fish oil.

  19. Enzymatic profile of Haemophilus ducreyi

    Energy Technology Data Exchange (ETDEWEB)

    Casin, I.M.; Sanson-Le Pors, M.J.; Gorce, M.F.; Ortenberg, M.; Perol, Y. (Universite Paris - 7, Hopital Saint-Louis, 75 - Paris (France))

    The enzymatic activities of two reference strains of Haemophilus ducreyi and thirty clinical isolates were investigated by conventional biochemical tests and the API-ZYM test kit system which included 97 synthetic substrates. No strains converted ..delta..-aminolevulinic acid to porphyrins, but they all reduced nitrates to nitrites. All strains possessed aminopeptidase activity against ..beta..-naphthylamide derivatives of L-alanine, L-arginine, L-glutamine, glycine, L-leucine, L-lysine and L-serine. No trypsin or chymotrypsin-like activities were detected. All strains had phosphatase activity with broad pH range, and phosphoamidase activity. No glycosidase was detected by the substrates tested.

  20. ENZYMATIC CATALYSIS BY PERMEABILIZED CELLS

    Directory of Open Access Journals (Sweden)

    Wilberg K. Q.

    1997-01-01

    Full Text Available This paper presents an enzymatic process for sorbitol and gluconic acid production using cells of Zymomonas mobilis permeabilized with CTAB. Equimolar solutions of glucose and fructose (from 96.0 to 422.2 g/L were used. In a batch reactor, conversions of 97% were attained after 15 to 20 hours of reaction. The effect of the initial concentration of the substrates was evaluated in experiments using 20% more and 20% less glucose than fructose. It was observed that the reaction performed with more fructose reached completion faster and with a higher value of conversion

  1. Enzymatic activity of myccorrhizal fungi

    Directory of Open Access Journals (Sweden)

    Roman Pachlewski

    2014-11-01

    Full Text Available The investigations included assays of enzymatic activity of ectomycorrhizal fungi from the genera: Amanita, Cenococcum, Coltricia, Hebeloma, Lactarius, Rhizopogon, Russula, Suillus, Tricholoma and the pine ectendomycorrhizal strain MrgX. Among the 22 investigated strains of fungi 18 could decompose starch, 14 urea, 11 asparagine, 7 protein, 6 pectin and 3 ce1lulose. The most varied enzyme activities were found in Amanita muscaria, A. verna, Hebeloma, mesophaeum, ectendomycorrhizal isolate MrgX, Rhizopogon luteolus and Suillus bovinus, the highest cellolotytic activity was shown by the ectendomycorrhizal strain.

  2. SYNTHESIS OF HIGH-PERFORMANCE ESTERIFICATION WAX%高性能酯化蜡的合成

    Institute of Scientific and Technical Information of China (English)

    安晓杰; 杨基和; 毛辉麾

    2011-01-01

    Esterification wax was synthesized by microcrystalline wax using a novel one-step method. Such a one-step method includes oxidation and esterification. The optimal conditions were found as follows:reaction temperature 150 ℃ , reaction time 6 h, oxygen velocity 2. 0 L/(h · g), promoter dosage 15% of feedstock, esterification catalyst dosage 0. 3% of feedstock and high melting point polymer 15% of the product. The esterification wax with acid number of 2 - 10 mg/g and saponification number of 78 - 88 mg/g could be obtained through this method. Melting point of the product was 62 -83℃. The characteristics of the reaction conditions include no oxidation catalyst being used and reaction time being shorter than the traditional process.%以微晶蜡为原料,采用纯氧氧化和催化酯化一步法工艺,合成了高性能酯化蜡.最佳工艺条件为:反应温度150℃,反应时间6h,氧气流量2.0 L/(h·g),助酯化剂为原料质量的15%,酯化催化剂为原料质量的0.3%;在产物中,调入质量分数15%的高熔点聚合物,可以制得酸值在2~10 mg/g、皂化值在78~88 mg/g、熔点基本符合巴西棕榈蜡要求的酯化蜡.

  3. On Quantifying Semantic Information

    Directory of Open Access Journals (Sweden)

    Simon D’Alfonso

    2011-01-01

    Full Text Available The purpose of this paper is to look at some existing methods of semantic information quantification and suggest some alternatives. It begins with an outline of Bar-Hillel and Carnap’s theory of semantic information before going on to look at Floridi’s theory of strongly semantic information. The latter then serves to initiate an in-depth investigation into the idea of utilising the notion of truthlikeness to quantify semantic information. Firstly, a couple of approaches to measure truthlikeness are drawn from the literature and explored, with a focus on their applicability to semantic information quantification. Secondly, a similar but new approach to measure truthlikeness/information is presented and some supplementary points are made.

  4. Optimization of direct acid esterification process of soybean oil deodorizer distillate

    Directory of Open Access Journals (Sweden)

    Barrera-Arellano, Daniel

    2002-06-01

    Full Text Available In this research work, the reaction conditions for the direct acid esterification of free fatty acid from soybean oil deodorizer distillate was optimized, using anhydrous ethyl alcohol and concentrated sulfuric acid as catalyst to determine the best process conditions to get the best conversion rates of free fatty acids to ethylic esters, preserving the tocopherols. The conversion extent of free fatty acids to ethyl esters was optimized using a Response Surface Methodology obtained through a second order factorial experimental design. The optima conditions for the direct acid esterification of soybean oil deodorizer distillate were: ethanol:free fatty acids from 6.4 to 11.2:1, H2SO4 concentration from 0.9 to 1.5 % and reaction time from 1.3 to 2.6 h, with conversions extent above 94 %. No significant tocopherol losses were observed during the process. Results showed a good fit between mathematical model and data obtained at different processing conditions, making this model predictive and statistically significant (pEn este estudio fueron optimizadas las condiciones de reacción de esterificación ácida directa de los ácidos grasos libres del destilado de desodorización del aceite de soja, usando alcohol etílico anhidro y ácido sulfúrico concentrado como catalizador. Fueron determinadas las mejores condiciones de proceso para obtener las tasas de conversión más altas de ácidos grasos libres en ésteres etílicos, manteniendo los tocoferoles. Los resultados fueron analizados mediante la metodología de superficie de respuesta usando un delineamiento experimental factorial completo de segundo orden. Las condiciones óptimas encontradas para la esterificación ácida directa del destilado de desodorización del aceite de soja obtenidas fueron: etanol:ácidos grasos libres entre 6.4 y 11.2:1, concentración de ácido sulfúrico entre 0.9 y 1.5 % y tiempo de reacción entre 1.3 y 2.6 h, obteniendo tasas de conversión mayores que 94 %. No

  5. Kinetic Study of Esterification of Acetic Acid with n-butanol and isobutanol Catalyzed by Ion Exchange Resin

    Directory of Open Access Journals (Sweden)

    Amrit Pal Toor

    2011-05-01

    Full Text Available Esters are an important pharmaceutical intermediates and very useful perfumery agents. In this study the esterification of acetic acid with n-butanol and iso-butanol over an acidic cation exchange resin, Amberlyst 15 were carried out. The effects of certain parameters such as temperature, catalyst loading, initial molar ratio between reactants on the rate of reaction were studied. The experiments were conducted in a stirred batch reactor in the temperature range of 351.15 K to 366.15K.Variation of parameters on rate of reaction demonstrated that the reaction was intrinsically controlled.The activation energy for the esterification of acetic acid with n-butanol and iso butanol is found to be 28.45 k J/mol and 23.29 kJ/mol respectively. ©2011 BCREC UNDIP. All rights reserved.(Received: 16th December 2010, Revised: 19th March 2011; Accepted: 7th April 2011[How to Cite: A.P. Toor, M. Sharma, G. Kumar, and R. K. Wanchoo. (2011. Kinetic Study of Esterification of Acetic Acid with n-butanol and isobutanol Catalyzed by Ion Exchange Resin. Bulletin of Chemical Reaction Engineering and Catalysis, 6(1: 23-30. doi:10.9767/bcrec.6.1.665.23-30][How to Link / DOI: http://dx.doi.org/10.9767/bcrec.6.1.665.23-30 || or local: http://ejournal.undip.ac.id/index.php/bcrec/article/view/665 ] | View in 

  6. Immobilized MAS1 lipase showed high esterification activity in the production of triacylglycerols with n-3 polyunsaturated fatty acids.

    Science.gov (United States)

    Wang, Xiumei; Li, Daoming; Qu, Man; Durrani, Rabia; Yang, Bo; Wang, Yonghua

    2017-02-01

    Immobilization of lipase MAS1 from marine Streptomyces sp. strain W007 and its application in catalyzing esterification of n-3 polyunsaturated fatty acids (PUFA) with glycerol were investigated. The resin XAD1180 was selected as a suitable support for the immobilization of lipase MAS1, and its absorption ability was 75mg/g (lipase/resin ratio) with initial buffer pH value of 8.0. The thermal stability of immobilized MAS1 was improved significantly compared with that of the free lipase. Immobilized MAS1 had no regiospecificity in the hydrolysis of triolein. The highest esterification degree (99.31%) and TAG content (92.26%) by immobilized MAS1-catalyzed esterification were achieved under the optimized conditions, which were significantly better than those (82.16% and 47.26%, respectively) by Novozym 435. More than 92% n-3 PUFA was incorporated into TAG that had similar fatty acids composition to the substrate (n-3 PUFA). The immobilized MAS1 exhibited 50% of its initial activity after being used for five cycles.

  7. Kinetics of the esterification of active pharmaceutical ingredients containing carboxylic acid functionality in polyethylene glycol: formulation implications.

    Science.gov (United States)

    Schou-Pedersen, Anne Marie V; Hansen, Steen Honoré; Moesgaard, Birthe; Østergaard, Jesper

    2014-08-01

    Polyethylene glycols (PEGs) are attractive as excipients in the manufacture of drug products because they are water soluble and poorly immunogenic. They are used in various pharmaceutical preparations. However, because of their terminal hydroxyl groups, PEGs can participate in esterification reactions. In this study, kinetics of two active pharmaceutical ingredients, cetirizine and indomethacin possessing carboxylic acid functionality, has been studied in PEG 400 and PEG 1000 at 50 °C, 60 °C, 70 °C, and 80 °C. HPLC-UV was applied for the determination of concentrations in the kinetic studies, whereas HPLC-MS was used to identify reaction products. The esterification reactions were observed to be reversible. A second-order reversible kinetic model was applied and rate constants were determined. The rate constants demonstrated that cetirizine was esterified about 240 times faster than indomethacin at 80 °C. The shelf-life for cetirizine in a PEG 400 formulation at 25 °C expressed as t(95%) was predicted to be only 30 h. Further, rate constants for esterification of cetirizine in PEG 1000 in relation to PEG 400 decreased by a factor of 10, probably related to increased viscosity. However, it is important to be aware of this drug-excipient interaction, as it can reduce the shelf-life of a low-average molecular weight PEG formulation considerably.

  8. Selective production of 1-monocaprin by porcine liver carboxylesterase-catalyzed esterification: Its enzyme kinetics and catalytic performance.

    Science.gov (United States)

    Park, Kyung-Min; Lee, Jong-Hyuk; Hong, Sung-Chul; Kwon, Chang Woo; Jo, Minje; Choi, Seung Jun; Kim, Keesung; Chang, Pahn-Shick

    2016-01-01

    Porcine liver carboxylesterase (PLE) belongs to carboxylesterase family (EC 3.1.1.1) as a serine-type esterase. The PLE-catalyzed esterification of capric acid with glycerol in reverse micelles was investigated on the catalytic performance and enzyme kinetics. The most suitable structure of reverse micelles was comprised of isooctane (reaction medium) and bis(2-ethylhexyl) sodium sulfosuccinate (AOT, anionic surfactant) with 0.1 of R-value ([water]/[surfactant]) and 3.0 of G/F-value ([glycerol]/[fatty acid]) for the PLE-catalyzed esterification. In the aspect of regio-selectivity, the PLE mainly produced 1-monocaprin without any other products (di- and/or tricaprins of subsequent reactions). Furthermore, the degree of esterification at equilibrium state (after 4 h from the initiation) was 62.7% under the optimum conditions at pH 7.0 and 60 °C. Based on Hanes-Woolf plot, the apparent Km and Vmax values were calculated to be 16.44 mM and 38.91 μM/min/mg protein, respectively.

  9. Liquid phase esterification of acetic acid over WO3 promoted β-SiC in a solvent free system.

    Science.gov (United States)

    Mishra, Gopa; Behera, Gobinda C; Singh, S K; Parida, K M

    2012-12-21

    A series of tungstate promoted β-SiC catalysts was synthesized by a wetness impregnation method. The as synthesized catalysts were unambiguously characterized by XRD, Raman, FTIR, XPS, UV-Vis DRS, TEM, BET surface areas and FE-SEM, and simultaneously the total amount of the acidity of the catalysts was estimated by NH(3)-TPD. The catalytic activities of the synthesized materials were tested in the liquid phase esterification of acetic acid with n-butanol in a solvent free medium. The reaction parameters were optimized to a temperature of 120 °C, molar ratio of butanol and acetic acid of 1:2 and a reaction time of 6 h after performing a number of experiments. Under the optimum conditions, the catalytic esterification revealed a significant effect of 88% conversion with 100% selectivity to butyl acetate in 20 wt% WO(3)/β-SiC. This is the first report on the effective utilization of β-SiC as a catalyst support for liquid phase esterification of acetic acid.

  10. Synthesis and characterization of Sn/zeolite and catalytic activity test in the esterification reaction of sludge oil

    Science.gov (United States)

    Alimuddin, Andi Hairil; Usman, Thamrin; Wahyuni, Nelly; Rudiyansyah, Prawatya, Yopa Eka; Astar, Ismail; Yustira, Yudi

    2017-03-01

    Synthesis of Sn-Zeolite has been made to use for esterification reaction of free fatty acids in sludge oil. Catalyst characterization was accomplished using X-Ray Diffraction (XRD), X-Ray Flourecence (XRF), and Fourier Transform Infra Red (FTIR). Catalyst Sn/zeolite was synthesized by impregnated Sn of SnCl2 into the zeolite. The amount of Sn impregnated base on the value of cation exchange capacity (CEC) of zeolites. Esterification reaction of fatty acids from sludge oil using Sn/Zeolite catalyst was did by variated the reaction time. XRD analysis results showed that the catalyst Sn/zeolite was dominated by modernit and quartz. XRF analysis results was increasing amount of Sn metal and the Si/Al ratio on Sn/zeolite catalyst along with addition of Sn metal. FTIR analysis results showed that the catalyst synthesized had Bronsted acid side (the spectrum 1639.4; 1656.7; 1654.8 cm-1) and the Lewis acid (spectrum 1400.2 and 1402.2 cm-1). The results showed that the optimum conditions of esterification reaction in 4 hours reaction time, 5% concentration of the catalyst, and molar ratio was about 1:10 with a conversion percentage of products reached 96.00%, which can be achieved with a ratio was about 4:1 between Sn and zeolite on Sn/zeolite catalyst.

  11. The Use of Heterogeneous Catalysts of Chitosan Sulfonate Bead on the Esterification Reaction of Oleic Acid and Methanol

    Science.gov (United States)

    Chamidy, H. N.; Riniati

    2017-05-01

    Biodiesel is one of the ester compounds with physical properties closer to a biodiesel which can be produced by the esterification reaction between methanol and oleic acid (one of major components present in Palm Fatty Acid Distillate, PFAD). The purpose of this study was to obtain an optimum condition of esterification reaction by using chitosan sulfonate bead as heterogeneous catalysts. Chitosan sulfonate bead was made from chitosan undergo sulfonation process using acidic reagents cross-linked with sulfosalicylic and glutaraldehyde with a high enough value of ion exchange capacity. The stage of esterification reactions was carried by varying the amount of catalyst being added (4, 6, 8, 10, 12% by oleic acid), the operating temperature was varied of 40, 50 and 60 °C, and the reaction time of 1, 2, 3, 4 and 5 hours. Conversion determination of the products was done by analysing the free fatty acids content in each sample. Having obtained from the optimum amount of catalyst being added, temperature, and time, it was found that the catalyst was at 8%, 50 °C, during 5 hours in operation. The maximum conversion of oleic acid into biodiesel was 73.12%.

  12. Esterification and Deacidification of a Waste Cooking Oil (TAN 68.81 mg KOH/g for Biodiesel Production

    Directory of Open Access Journals (Sweden)

    Zheng Xia

    2012-07-01

    Full Text Available Oils with high content of free fatty acid (FFA can be treated by acid esterification where an alcohol reacts with the given oil in the presence of acid catalyst. The investigated parameters include methanol to oil ratio, temperature and amount of catalyst. The optimum conditions for acid esterification which could reduce FFA content in the feedstock to less than 1.88% (acid value 3.76 mg KOH/g waste cooking oil were 50 °C, 20% methanol to oil ratio (by volume and 0.4 vol.% H2SO4 after 5 h. However, oil with an acid value of more than 1 mg KOH/g oil cannot meet the alkaline catalyzed transesterification conditions. Under the conditions of NaOH concentration 0.5 N, excess alkali 15%, 60 °C, 40 min, the FFA removal rate for deacidification reached 77.11% (acid value 0.86 mg KOH/g esterified oil. The acid value of deacidification product was reduced below 0.86 mg KOH/g esterified oil, thus meeting the base-catalyzed trans-esterification conditions.

  13. Fatty acid steryl, stanyl, and steroid esters by esterification and transesterification in vacuo using Candida rugosa lipase as catalyst.

    Science.gov (United States)

    Weber, N; Weitkamp, P; Mukherjee, K D

    2001-01-01

    Sterols (sitosterol, cholesterol, stigmasterol, ergosterol, and 7-dehydrocholesterol) and sitostanol have been converted in high to near-quantitative yields to the corresponding long-chain acyl esters via esterification with fatty acids or transesterification with methyl esters of fatty acids or triacylglycerols using lipase from Candida rugosa as biocatalyst in vacuo (20-40 mbar) at 40 degrees C. Neither organic solvent nor water is added in these reactions. Under similar conditions, cholesterol has been converted to cholesteryl butyrate and steroids (5alpha-pregnan-3beta-ol-20-one or 5-pregnen-3beta-ol-20-one) have been converted to their propionic acid esters, both in moderate to high yields, via transesterification with tributyrin and tripropionin, respectively. Reaction parameters studied in esterification include the temperature and the molar ratio of the substrates as well as the amount and reuse properties of the C. rugosa lipase. Lipases from porcine pancreas, Rhizopus arrhizus, and Chromobacterium viscosum are quite ineffective as biocatalysts for the esterification of cholesterol with oleic acid under the above conditions.

  14. Biodiesel Production from Residual Palm Oil Contained in Spent Bleaching Earth by In Situ Trans-Esterification

    Directory of Open Access Journals (Sweden)

    A S Fahmil QRM

    2014-06-01

    Full Text Available Spent Bleaching Earth (SBE is an industrial solid waste of vegetable oil industry that has a high residual oil to be potentialy converted to biodiesel. This study aims at developing a biodiesel production process technology by utilizing residual palm oil contained in SBE and to test the use of hexane in the trans-esterification process. Optimization process was done by using the Response Surface Method (RSM. The variables studied included catalyst concentration and reaction time. On the other hand, the deoiled SBE resulted from biodiesel production was tested as an adsorbent on biodiesel purification after being reactivated. The method used in the biodiesel production included an in situ acid catalysed esterification followed by in situ base catalysed trans-esterification. The results of RSM showed that the optimum process was obtained at NaOH concentration of 1.8% and reaction time of 104.73 minutes, with a predicted response rate of 97.18% and 95.63% for validation results. The use of hexane could also increase the yield of biodiesel which was obtained on the ratio of hexane to methanol of 0.4:1 (volume of hexane: volume of methanol. On the other hand, the reactivated bleaching earth was effective as an adsorbent in biodiesel production, which was still conform with the Indonesian National Standard.

  15. Economic feasibility study of biodiesel production by direct esterification of fatty acids from the oil and soap industrial sector

    Directory of Open Access Journals (Sweden)

    M.I. El-Galad

    2015-12-01

    Full Text Available Industrial production of biodiesel fuel in Egypt by the transesterification of vegetable oils is being faced with the problem of feedstock shortage. Egypt imports annually about 90% of its needs as edible oils for human consumption. The production of biodiesel by direct esterification of fatty acids that can be obtained from the oil and soap industrial sector in huge quantities each year (around 16 thousand tons may be a proper solution to this problem. According to results of a previous study [1], the biodiesel produced following this approach and using methyl alcohol was quite efficient as an alternative fuel for diesel engines. However, the process should be economically feasible for application on an industrial scale. The present study assessed the economic feasibility of biodiesel production by direct fatty acid esterification. Complete process simulation was first carried out using the process simulation software, Aspen HYSYS V7.0. The process was then designed comprising four main steps being esterification, solvent recovery, catalyst removal and water removal. The main processing units include the reactor, distillation column, heat exchangers, pumps and separators. Assuming that the rate of fatty acids esterified was 2 ton/h, all process units required have been sized. Total capital investment, total manufacturing cost and return on investment were all estimated. The latter was found to be 117.1% which means that the production process is quite economically feasible.

  16. Enzymatic processing in microfluidic reactors.

    Science.gov (United States)

    Miyazaki, Masaya; Honda, Takeshi; Yamaguchi, Hiroshi; Briones, Maria Portia P; Maeda, Hideaki

    2008-01-01

    Microreaction technology is an interdisciplinary area of science and engineering. It has attracted the attention of researchers from different fields in the past few years and consequently, several microreactors have been developed. Enzymes are organic catalysts used for the production useful substances in an environmentally friendly way, and have high potential for analytical applications. However, relatively few enzymatic processes have been commercialized because of problems in the stability of enzyme molecule, and the cost and efficiency of the reactions. Thus, there have been demands for innovation in process engineering particularly for enzymatic reactions, and microreaction devices can serve as efficient tools for the development of enzyme processes. In this review, we summarize the recent advances of microchannel reaction technologies and focus our discussion on enzyme microreactors. We discuss the manufacturing process of microreaction devices and the advantages of microreactors compared with the conventional reactors. Fundamental techniques for enzyme microreactors and important applications of this multidisciplinary technology in chemical processing are also included in our topics.

  17. Enzymatic Synthesis of Magnetic Nanoparticles

    Directory of Open Access Journals (Sweden)

    Arati G. Kolhatkar

    2015-04-01

    Full Text Available We report the first in vitro enzymatic synthesis of paramagnetic and antiferromagnetic nanoparticles toward magnetic ELISA reporting. With our procedure, alkaline phosphatase catalyzes the dephosphorylation of l-ascorbic-2-phosphate, which then serves as a reducing agent for salts of iron, gadolinium, and holmium, forming magnetic precipitates of Fe45±14Gd5±2O50±15 and Fe42±4Ho6±4O52±5. The nanoparticles were found to be paramagnetic at 300 K and antiferromagnetic under 25 K. Although weakly magnetic at 300 K, the room-temperature magnetization of the nanoparticles found here is considerably greater than that of analogous chemically-synthesized LnxFeyOz (Ln = Gd, Ho samples reported previously. At 5 K, the nanoparticles showed a significantly higher saturation magnetization of 45 and 30 emu/g for Fe45±14Gd5±2O50±15 and Fe42±4Ho6±4O52±5, respectively. Our approach of enzymatically synthesizing magnetic labels reduces the cost and avoids diffusional mass-transfer limitations associated with pre-synthesized magnetic reporter particles, while retaining the advantages of magnetic sensing.

  18. Quantifying economic fluctuations

    Science.gov (United States)

    Stanley, H. Eugene; Nunes Amaral, Luis A.; Gabaix, Xavier; Gopikrishnan, Parameswaran; Plerou, Vasiliki

    2001-12-01

    This manuscript is a brief summary of a talk designed to address the question of whether two of the pillars of the field of phase transitions and critical phenomena-scale invariance and universality-can be useful in guiding research on interpreting empirical data on economic fluctuations. Using this conceptual framework as a guide, we empirically quantify the relation between trading activity-measured by the number of transactions N-and the price change G( t) for a given stock, over a time interval [ t, t+Δ t]. We relate the time-dependent standard deviation of price changes-volatility-to two microscopic quantities: the number of transactions N( t) in Δ t and the variance W2( t) of the price changes for all transactions in Δ t. We find that the long-ranged volatility correlations are largely due to those of N. We then argue that the tail-exponent of the distribution of N is insufficient to account for the tail-exponent of P{ G> x}. Since N and W display only weak inter-dependency, our results show that the fat tails of the distribution P{ G> x} arises from W. Finally, we review recent work on quantifying collective behavior among stocks by applying the conceptual framework of random matrix theory (RMT). RMT makes predictions for “universal” properties that do not depend on the interactions between the elements comprising the system, and deviations from RMT provide clues regarding system-specific properties. We compare the statistics of the cross-correlation matrix C-whose elements Cij are the correlation coefficients of price fluctuations of stock i and j-against a random matrix having the same symmetry properties. It is found that RMT methods can distinguish random and non-random parts of C. The non-random part of C which deviates from RMT results, provides information regarding genuine collective behavior among stocks. We also discuss results that are reminiscent of phase transitions in spin systems, where the divergent behavior of the response function at

  19. One Step Preparation of Sulfonated Solid Catalyst and Its Effect in Esterification Reaction

    Institute of Scientific and Technical Information of China (English)

    康世民; 常杰; 范娟

    2014-01-01

    A carbon-based sulfonated catalyst was prepared by direct sulfonation and carbonization (in moderate conditions:200 °C, 12 h) of red liquor solids, a by-product of paper-making process. The prepared sulfonated cata-lyst (SC) had aromatic structure, composed of carbon enriched inner core, and oxygen-containing (SO3H, COOH, OH) groups enriched surface. The SO3H, COOH, OH groups amounted to 0.74 mmol·g-1, 0.78 mmol·g-1, 2.18 mmol·g-1, respectively. The fresh SC showed much higher catalytic activity than that of the traditional solid acid catalysts (strong-acid 732 cation exchange resin, hydrogen type zeolite socony mobile-five (HZSM-5), sulfated zir-conia) in esterification of oleic acid. SC was deactivated during the reactions, through the mechanisms of leaching of sulfonated species and formation of sulfonate esters. Two regeneration methods were developed, and the catalytic activity can be mostly regenerated by regeneration Method 1 and be fully regenerated by regeneration Method 2, respectively.

  20. Synthesis and characterization of hydrogels from cellulose acetate by esterification crosslinking with EDTA dianhydride.

    Science.gov (United States)

    Senna, André M; Novack, Kátia Monteiro; Botaro, Vagner R

    2014-12-19

    Hydrogels were prepared from cellulose acetate with a degree substitution (DS) 2.5 dissolved in dimethylformamide by esterification crosslinking with Ethylenediaminetetraacetic dianhydride (EDTAD) catalyzed by triethylamine. Subsequent conversion of the unreacted carboxyl groups to sodium carboxylates by the addition of aqueous NaHCO3 was performed to enhance the water affinity of the gels. The absorbency of the products was strongly dependent on the amount of EDTAD that was esterified to cellulose acetate, and the highest absorbency was observed for the hydrogel composed of approximately 0.36 molecules of EDTAD per repeat unit of cellulose acetate. The hydrogels were synthesized with different degrees of crosslinking and were analyzed by IR spectral (FTIR), near infrared (NIR), thermogravimetry analysis (TG and DTG), and crosslink density evaluation by Flory-Rehner theory. The hydrogels have synthesized with molar ratios EDTAD/OH groups: [1/1], [1/2], and [0.1/1]. The capacity for water absorbency was studied and compared with the water absorbency of the CA.

  1. Kinetics of Non-Catalytic Esterification of Free Fatty Acids Present in Jatropha Oil.

    Science.gov (United States)

    Prasanna Rani, Karna Narayana; Ramana Neeharika, Tulasi Sri Venkata; Kumar, Thella Prathap; Satyavathi, Bankupalli; Sailu, Chintha

    2016-05-01

    Non-catalytic esterfication of free fatty acids (FFA) present in vegetable oils is an alternative pretreatment process for the biodiesel production. Biodiesel, consists of long-chain fatty acid methyl esters (FAME) and is obtained from renewable sources such as vegetable oils or animal fat. This study presents kinetics of thermal esterification of free fatty acids present in jatropha oil with methanol. The effect of process parameters like reaction time (1-5 h), temperature (170-190°C) and oil to methanol ratio (1:3-1:5) at constant pressure was investigated. The optimal conditions were found to be oil to methanol ratio of 1:4, 190°C, at 27.1 bar and 5 h which gave a maximum conversion of 95.1%. A second order kinetic model for both forward and backward reactions was proposed to study the reaction system. A good agreement was observed between the experimental data and the model values. The activation energy for forward reaction and the heat of reaction were found to be 36.364 Kcal/mol and 1.74 Kcal/mol respectively.

  2. Esterification of vertebrate like steroids in molluscs: a target of endocrine disruptors?

    Science.gov (United States)

    Giusti, Arnaud; Joaquim-Justo, Célia

    2013-11-01

    Alterations of the reproductive organs of gastropod molluscs exposed to pollutants have been reported in natural populations for more than 40 years. In some cases, these impacts have been linked to exposure to endocrine-disrupting chemicals (EDCs), which are known to induce adverse impacts on vertebrates, mainly by direct binding to steroid receptors or by altering hormone synthesis. Investigations on the mechanisms of action of endocrine disruptors in molluscs show that EDCs induce modifications of endogenous titres of androgens (e.g., testosterone, androstenedione) and oestrogens (e.g., 17ß-oestradiol). Alterations of the activity of enzymes related to steroid metabolism (i.e., cytochrome P-450 aromatase, acyltransferases) are also often observed. In bivalves and gastropods, fatty acid esterification of steroids might constitute the major regulation of androgen and oestrogen homeostasis. The present review indicates that metabolism of steroid hormones to fatty acid esters might be a target of synthetic EDCs. Alterations of this process would impact the concentrations of free, potentially bioactive, form of steroids.

  3. Esterification of potato starch by a biocatalysed reaction in an ionic liquid.

    Science.gov (United States)

    Zarski, Arkadiusz; Ptak, Sylwia; Siemion, Przemyslaw; Kapusniak, Janusz

    2016-02-10

    In this study, potato starch was esterified with oleic acid, using 1-butyl-3-methylimidazolium chloride as a reaction medium and an immobilised lipase from Thermomyces lanuginosus as a catalyst. The degree of substitution (DS) of the products was determined by the volumetric method; and the best esterified product (with the highest DS) was determined by an elemental analysis. The effect of the reaction parameters on the DS, such as the time and the temperature, were also studied. The product with the highest DS (0.22) was found in the reaction carried out at 60 °C for 4h. Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) analyses confirmed the esterification of the potato starch. Furthermore, the results of X-ray diffraction (XRD) and a scanning electron microscopy (SEM) revealed that the crystallinity and the morphology of the native potato starch was slightly changed during its partial gelatinisation in the ionic liquid, and was completely destroyed as a result of the formation of the esters. The thermal stability of the starch oleate decreased, when compared to the unmodified starch, as was indicated by a thermal gravimetric analysis (TGA).

  4. Optimization of esterification of oleic acid and trimethylolpropane (TMP) and pentaerythritol (PE)

    Energy Technology Data Exchange (ETDEWEB)

    Mahmud, Hamizah Ammarah; Salimon, Jumat [School of Chemical Sciences and Food Technology, Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor Darul Ehsan (Malaysia)

    2014-09-03

    Vegetable oil (VO) is the most potential alternative to replace mineral oil for lubricant due to better lubricating properties and great physicochemical properties. Chemical modification has to be done to overcome low temperature performance and low oxidation instability due to the presence of β-hydrogen atoms of glycerol molecule. The optimization of esterification of oleic acid and polyhydric alcohol with sulfuric acid catalyst was carried out to find the optimum conditions with the highest yield. Reeaction variables such as; molar ratio, temperature, duration and catalyst concentration. Two types of polyhydric alcohol have been used; TMP and PE. The optimum results showed oleic acid successfully converted 91.2% ester TMP and 92.7% ester PE at duration: 5 hours (Ester TMP), 6 hours (Ester PE); temperature: 150°C (ester TMP), 180°C (Ester PE); catalyst concentration: 1.5% (w/w); and mol ratio: 3.9:1 (ester TMP), 4.9:1 (ester PE). From the data obtained, mole ratio showed most influenced factors to the increasing yields of ester conversions.. The TMP/PE ester was confirmed using gas chromatography (GC-FID), Fourier Transform Infrared Spectroscopy (FTIR) and Nuclear Magnetic Resonance (NMR)

  5. Optimization of esterification of oleic acid and trimethylolpropane (TMP) and pentaerythritol (PE)

    Science.gov (United States)

    Mahmud, Hamizah Ammarah; Salimon, Jumat

    2014-09-01

    Vegetable oil (VO) is the most potential alternative to replace mineral oil for lubricant due to better lubricating properties and great physicochemical properties. Chemical modification has to be done to overcome low temperature performance and low oxidation instability due to the presence of β-hydrogen atoms of glycerol molecule. The optimization of esterification of oleic acid and polyhydric alcohol with sulfuric acid catalyst was carried out to find the optimum conditions with the highest yield. Reeaction variables such as; molar ratio, temperature, duration and catalyst concentration. Two types of polyhydric alcohol have been used; TMP and PE. The optimum results showed oleic acid successfully converted 91.2% ester TMP and 92.7% ester PE at duration: 5 hours (Ester TMP), 6 hours (Ester PE); temperature: 150°C (ester TMP), 180°C (Ester PE); catalyst concentration: 1.5% (w/w); and mol ratio: 3.9:1 (ester TMP), 4.9:1 (ester PE). From the data obtained, mole ratio showed most influenced factors to the increasing yields of ester conversions.. The TMP/PE ester was confirmed using gas chromatography (GC-FID), Fourier Transform Infrared Spectroscopy (FTIR) and Nuclear Magnetic Resonance (NMR).

  6. Lewis acid-catalyzed in situ transesterification/esterification of microalgae in supercritical ethanol.

    Science.gov (United States)

    Jin, Binbin; Duan, Peigao; Xu, Yuping; Wang, Bing; Wang, Feng; Zhang, Lei

    2014-06-01

    The activities of several Lewis acid catalysts such SnCl2, FeCl3, ZnCl2, AlCl3, and NbCl5 for the in situ transesterification/esterification of lipid contained within a microalga (Chlorella pyrenoidosa) in ethanol at 350°C were examined to identify the most suitable catalyst in term of crude biodiesel (CBD) yield. Of those catalysts tested, ZnCl2 showed the highest performance toward the CBD production. Using ZnCl2 as catalyst, effects of reaction temperature (200-370 °C), time (0-120 min), ethanol to microalga ratio (EtOH:MA) (5/5-40/5), catalyst loading (0-30 wt.%), and algae moisture (0-80 wt.%) on the yields of product fractions and the properties of CBD were studied. The presence of ZnCl2 not only promoted the production of CBD but also showed activities toward the deoxygenation and denitrogenation of CBD. The moisture content in the starting material is the most influential factor affecting the yield and properties of CBD. Copyright © 2014 Elsevier Ltd. All rights reserved.

  7. [Chiral HPLC determination of conversion and enantiomeric excess of enzyme catalyzed stereoselective esterification of racemic ibuprofen].

    Science.gov (United States)

    Xie, Y; Liu, H; Chen, J

    1998-01-01

    In the study of enzyme catalyzed kinetic resolution of racemates, it is imperative to assay how the optical yield varies with chemical conversion. In this paper, a method using one-time injection to determine enantiomeric excess and conversion of the stereoselective esterification of racemic ibuprofen with n-butanol catalyzed by lipase was developed with a commercially available HPLC CSP column Regis(S, S) Whelk-01. In the linear range of detector, all peak areas of products and substrates are proportional to their concentrations. Because the total mole concentration remains unchanged (equal to the initial value of ibuprofen) in the reaction process, the conversion could be calculated from the peak areas, provided the ratio of response factors was known. The calibration curves of two ibuprofen enantiomers with racemic ibuprofen as external standard were overlapped, indicating fiR = fiS. By investigating the variation of peak areas of products and substrates against conversion (determined by external standard), the ratio of peak area-concentration response factor of ibuprofen butyl ester to that of unreacted ibuprofen was determined to be 1 through linear regressions, from which the conversion could be directly determined by the self normalization of the peak areas. With a mobile phase of IPA/hexane/HAc/triethylamine (15/85/0.2/0.05, V/V, flow rate 0.4 mL/min), the resolution of ibuprofen enantiomers was sufficient for precise enantiomeric purity determination.

  8. Binary Oxides with Defined Hierarchy of Pores in the Esterification of Glycerol

    Directory of Open Access Journals (Sweden)

    Nuryana Ferreira Alves

    2016-09-01

    Full Text Available Various porous binary oxides with elevated textural properties were obtained in this work. The as-synthesized solids were calcined or modified by reflux and extraction processes. Characterizations through SEM, nitrogen physisorption and TEM techniques demonstrated the formation of porous metal oxide networks over all solids. XRD, thermal analyses and FTIR measurements showed the existence of nanosized rutile TiO2, tetragonal ZrO2, SiO2 and γ-Al2O3 phases on the solids. The structure and texture of the as-synthesized SiAl sol-gel derived solid resulted in the formation of well-dispersed nanoparticles on the support. The removal of the organic compounds by ethanol extraction or reflux from SiAl resulted in the presence of structures with defined hierarchy of pores. Among the solids studied, the catalytic results in the esterification of glycerol with acetic acid indicated that best performances were obtained over SiAl sample when submitted to extraction and reflux treatments. This was due to the creation of accessible pores, which facilitated the reaction occurrence at glycerol to acetic acid molar ratio = 1:3 and T = 80 °C for 20 h using 75 mg of catalyst. The solids can be reused three times without complete loss of their catalytic performance.

  9. Deficient Cholesterol Esterification in Plasma of apoc2 Knockout Zebrafish and Familial Chylomicronemia Patients

    Science.gov (United States)

    Liu, Chao; Gaudet, Daniel; Miller, Yury I.

    2017-01-01

    Hypertriglyceridemia is an independent risk factor for cardiovascular disease. Apolipoprotein C-II (APOC2) is an obligatory cofactor for lipoprotein lipase (LPL), the major enzyme catalyzing plasma triglyceride hydrolysis. We have created an apoc2 knockout zebrafish model, which mimics the familial chylomicronemia syndrome (FCS) in human patients with a defect in the APOC2 or LPL gene. In this study, we measured plasma levels of free cholesterol (FC) and cholesterol esters (CE) and found that apoc2 mutant zebrafish have a significantly higher FC to CE ratio (FC/CE), when compared to the wild type. Feeding apoc2 mutant zebrafish a low-fat diet reduced triglyceride levels but not the FC/CE ratio. In situ hybridization and qPCR results demonstrated that the hepatic expression of lecithin-cholesterol acyltransferase (lcat), the enzyme responsible for esterifying plasma FC to CE, and of apolipoprotein A-I, a major protein component of HDL, were dramatically decreased in apoc2 mutants. Furthermore, the FC/CE ratio was significantly increased in the whole plasma and in a chylomicron-depleted fraction of human FCS patients. The FCS plasma LCAT activity was significantly lower than that of healthy controls. In summary, this study, using a zebrafish model and human patient samples, reports for the first time the defect in plasma cholesterol esterification associated with LPL deficiency. PMID:28107429

  10. Patterns of methyl and O-acetyl esterification in spinach pectins: new complexity.

    Science.gov (United States)

    Perrone, Paola; Hewage, Chandralal M; Thomson, Adam R; Bailey, Kevin; Sadler, Ian H; Fry, Stephen C

    2002-05-01

    Driselase-digestion of cell walls from suspension-cultures of spinach (Spinacia oleracea L.), followed by anion-exchange chromatography, gel-permeation chromatography, preparative paper chromatography and preparative paper electrophoresis, yielded ten uronic acid-containing products in addition to free galacturonic acid (GalA). These included 4-O-methylglucuronic acid, alpha-L-rhamnopyranosyl-(1-->4)-D-glucuronic acid and several oligosaccharides containing GalA residues. The structures were unambiguously determined by a combination of 1- and 2-dimensional NMR spectroscopic techniques. Five of the six homogalacturonan-derived oligosaccharides purified contained 3-O-acetyl-GalA residues; however, methyl-esterified GalA residues occurred adjacent to both 2-O-acetyl-GalA and 3-O-acetyl-GalA residues. An acetylated, rhamnogalacturonan-I-derived oligosaccharide that was purified also contained 3-O-acetyl-GalA residues. Taken together with published data, our findings indicate considerable diversity in the patterns of pectin esterification. The implications for the action of pectin esterases are discussed.

  11. The oleic acid esterification of policosanol increases its bioavailability and hypocholesterolemic action in rats

    Energy Technology Data Exchange (ETDEWEB)

    Hain, D.; Valenzuela, A.; Branes, M. C.; Fuenzalida, M.; Videla, L. A.

    2012-07-01

    Policosanol comprises a mixture of long-chain aliphatic alcohols from sugarcane wax. More than 50 studies indicate that policosanol decreases serum cholesterol, while others failed to reproduce this effect. The objective of this investigation was to assess the bioavailability of esterified policosanol and non-esterified policosanol (NEP), in relation to their hypocholesterolemic effects. Sprague Dawley rats were given a daily oral dose of 100 mg/kg of NEP, 117 mg kg1 of butyric acid esterified policosanol (BAEP), or 164 mg kg1 of oleic acid esterified policosanol (OAEP). Policosanol absorption was evaluated in plasma between 0 and 3 hours after ingestion. To assess changes in total cholesterol, LDL-cholesterol, HDLcholesterol and triacylglycerols in plasma and liver 3-hydroxy- 3-methylglutaryl coenzyme A reductase (HMG- CoA red) phosphorylation, the rats were supplemented with nonesterified or esterified policosanol for 5 weeks. The results indicate that policosanol absorption was significantly greater in OAEP-treated rats than in those subjected to NEP or BAEP administration. OAEP significantly reduced plasma total and LDL-cholesterol in rats, in addition to a 5.6-fold increase (P < 0.05) in the hepatic content of phosphorylated HMG-CoA red over the control values. In conclusion, esterification of policosanol with oleic acid enhances policosanol bioavailability, and significantly improves the serum lipid profile in normocholesterolemic rats in association with the inactivation of HMG-CoA red controlling cholesterogenesis. (Author) 49 refs.

  12. Esterification free fatty acid in palm fatty acid distillate using sulfonated rice husk ash catalyst

    Science.gov (United States)

    Hidayat, Arif; Sutrisno, Bachrun

    2017-01-01

    Indonesia, as one of the biggest palm oil producers and exporters in the world, is producing large amounts of low-grade oil such as Palm Fatty Acid Distillate (PFAD) from palm oil industries. The use of PFAD can reduce the cost of biodiesel production significantly, which makes PFAD a highly potential alternative feedstock for biodiesel production. In this paper, the esterification of free fatty acid (FFA) on PFAD was studied using rice husk ash (RHA) as heterogeneous catalyst. The rice husk ash catalyst was synthesized by sulfonation using concentrated sulfuric acid. The RHA catalyst were characterized by using different techniques, such as porosity analysis, Fourier transform infrared (FT-IR) spectroscopy, total number of acid sites and elemental analysis. The effects of the molar ratio of methanol to PFAD (1-10%), the molar ratio of methanol to PFAD (4:1-10:1), and the reaction temperature (40-60°C) were studied for the conversion of FFA to optimize the reaction conditions. The results showed that the optimal conditions were an methanol to PFAD molar ratio of 10:1, the catalyst amount of 10 wt% of PFAD, and reaction temperature of 60°C.

  13. Optimization Process for Esterification of Rubber Seed Oil (RSO With Trimethylolpropane (TMP

    Directory of Open Access Journals (Sweden)

    Ainaatul Asmaa' Ishak

    2013-07-01

    Full Text Available Trimethylolpropane (TMP ester has the potential to serve as a basic material in the biolubricant production due to its biodegradability, environmental friendly and good thermal properties. Thus, an investigation on the optimization of esterification of TMP with rubber seed oil (RSO fatty acid was carried out with sulphuric acid acting as the catalyst. In seeking optimised reaction, various temperature levels, durations and catalyst concentrations were applied. The results show that RSO has successfully being converted to TMP ester with 78% of TE at the temperature of 150oC using 2% (w/w of sulphuric acid at 5 hours reaction time. Purification of TMP ester resulted in percentage yield of 66.8% of TMP ester with a mixture of DE and TE at 0.9% and 99.1%, respectively. TMP ester was analysed using high temperature gas chromatography (GC-FID to determine the percentage composition of ester formed and fourier transform infrared spectroscopy (FTIR to confirm the structure.

  14. Optimization Process for Esterification of Rubber Seed Oil (RSO with Trimethylolpropane (TMP

    Directory of Open Access Journals (Sweden)

    Jumat Salimon

    2012-07-01

    Full Text Available Trimethylolpropane (TMP ester has the potential to serve as a basic material in the biolubricant production due to its biodegradability, environmental friendly and good thermal properties. Thus, an investigation on the optimization of esterification of TMP with rubber seed oil fatty acid was carried out with sulphuric acid acting as the catalyst. In seeking optimised reaction, various temperature levels, durations and catalyst concentrations were applied. The results show that RSO has successfully being converted to TMP ester with 78% of TE at the temperature of 150oC using 2% (w/w of sulphuric acid at 5 hours reaction time. Purification of TMP ester resulted in percentage yield of 66.8% of TMP ester with a mixture of DE and TE at 0.9% and 99.1%, respectively. TMP ester was analysed using high temperature gas chromatography (GC-FID to determine the percentage composition of ester formed and fourier transform infrared spectroscopy (FTIR to confirm the structure.

  15. Equilibrium and thermodynamic parameters for heterogeneous esterification of butyric acid with methanol under microwave irradiation

    Directory of Open Access Journals (Sweden)

    P.N. Dange

    2017-03-01

    Full Text Available Synthesis of methyl butyrate was investigated in a microwave irradiated batch reactor in presence of acid ion-exchange resin catalyst, amberlyst-15. Methyl ester was heterogeneously produced by the reaction between butyric acid and methanol. Effect of reaction parameters of temperature (323–343 K, catalyst loading (0–10.5% w/w, alcohol to acid ratio, M (1–5, and amount of molecular sieves added (0–13.5% w/w on conversion were studied. Equilibrium conversion of 92.6% was achieved in 60 minutes under microwave irradiation. Equilibrium constants at varied temperatures and dependency of equilibrium constant on temperature were studied. Equilibrium constant and equilibrium conversion showed increase with the increase in temperature as expected as per le-Chatelier principle. Van't Hoff plot for esterification of butyric acid was linear with negative slope indicating that reaction was endothermic. Comparative study showed that microwave irradiated method for methyl butyrate synthesis to be very efficient and fast compared with conventional and ultrasound assisted routes under optimized reaction conditions.

  16. Quantifying the adaptive cycle

    Science.gov (United States)

    Angeler, David G.; Allen, Craig R.; Garmestani, Ahjond S.; Gunderson, Lance H.; Hjerne, Olle; Winder, Monika

    2015-01-01

    The adaptive cycle was proposed as a conceptual model to portray patterns of change in complex systems. Despite the model having potential for elucidating change across systems, it has been used mainly as a metaphor, describing system dynamics qualitatively. We use a quantitative approach for testing premises (reorganisation, conservatism, adaptation) in the adaptive cycle, using Baltic Sea phytoplankton communities as an example of such complex system dynamics. Phytoplankton organizes in recurring spring and summer blooms, a well-established paradigm in planktology and succession theory, with characteristic temporal trajectories during blooms that may be consistent with adaptive cycle phases. We used long-term (1994–2011) data and multivariate analysis of community structure to assess key components of the adaptive cycle. Specifically, we tested predictions about: reorganisation: spring and summer blooms comprise distinct community states; conservatism: community trajectories during individual adaptive cycles are conservative; and adaptation: phytoplankton species during blooms change in the long term. All predictions were supported by our analyses. Results suggest that traditional ecological paradigms such as phytoplankton successional models have potential for moving the adaptive cycle from a metaphor to a framework that can improve our understanding how complex systems organize and reorganize following collapse. Quantifying reorganization, conservatism and adaptation provides opportunities to cope with the intricacies and uncertainties associated with fast ecological change, driven by shifting system controls. Ultimately, combining traditional ecological paradigms with heuristics of complex system dynamics using quantitative approaches may help refine ecological theory and improve our understanding of the resilience of ecosystems.

  17. Quantifying traffic exposure.

    Science.gov (United States)

    Pratt, Gregory C; Parson, Kris; Shinoda, Naomi; Lindgren, Paula; Dunlap, Sara; Yawn, Barbara; Wollan, Peter; Johnson, Jean

    2014-01-01

    Living near traffic adversely affects health outcomes. Traffic exposure metrics include distance to high-traffic roads, traffic volume on nearby roads, traffic within buffer distances, measured pollutant concentrations, land-use regression estimates of pollution concentrations, and others. We used Geographic Information System software to explore a new approach using traffic count data and a kernel density calculation to generate a traffic density surface with a resolution of 50 m. The density value in each cell reflects all the traffic on all the roads within the distance specified in the kernel density algorithm. The effect of a given roadway on the raster cell value depends on the amount of traffic on the road segment, its distance from the raster cell, and the form of the algorithm. We used a Gaussian algorithm in which traffic influence became insignificant beyond 300 m. This metric integrates the deleterious effects of traffic rather than focusing on one pollutant. The density surface can be used to impute exposure at any point, and it can be used to quantify integrated exposure along a global positioning system route. The traffic density calculation compares favorably with other metrics for assessing traffic exposure and can be used in a variety of applications.

  18. Quantifying loopy network architectures.

    Directory of Open Access Journals (Sweden)

    Eleni Katifori

    Full Text Available Biology presents many examples of planar distribution and structural networks having dense sets of closed loops. An archetype of this form of network organization is the vasculature of dicotyledonous leaves, which showcases a hierarchically-nested architecture containing closed loops at many different levels. Although a number of approaches have been proposed to measure aspects of the structure of such networks, a robust metric to quantify their hierarchical organization is still lacking. We present an algorithmic framework, the hierarchical loop decomposition, that allows mapping loopy networks to binary trees, preserving in the connectivity of the trees the architecture of the original graph. We apply this framework to investigate computer generated graphs, such as artificial models and optimal distribution networks, as well as natural graphs extracted from digitized images of dicotyledonous leaves and vasculature of rat cerebral neocortex. We calculate various metrics based on the asymmetry, the cumulative size distribution and the Strahler bifurcation ratios of the corresponding trees and discuss the relationship of these quantities to the architectural organization of the original graphs. This algorithmic framework decouples the geometric information (exact location of edges and nodes from the metric topology (connectivity and edge weight and it ultimately allows us to perform a quantitative statistical comparison between predictions of theoretical models and naturally occurring loopy graphs.

  19. Uncertainty quantified trait predictions

    Science.gov (United States)

    Fazayeli, Farideh; Kattge, Jens; Banerjee, Arindam; Schrodt, Franziska; Reich, Peter

    2015-04-01

    Functional traits of organisms are key to understanding and predicting biodiversity and ecological change, which motivates continuous collection of traits and their integration into global databases. Such composite trait matrices are inherently sparse, severely limiting their usefulness for further analyses. On the other hand, traits are characterized by the phylogenetic trait signal, trait-trait correlations and environmental constraints, all of which provide information that could be used to statistically fill gaps. We propose the application of probabilistic models which, for the first time, utilize all three characteristics to fill gaps in trait databases and predict trait values at larger spatial scales. For this purpose we introduce BHPMF, a hierarchical Bayesian extension of Probabilistic Matrix Factorization (PMF). PMF is a machine learning technique which exploits the correlation structure of sparse matrices to impute missing entries. BHPMF additionally utilizes the taxonomic hierarchy for trait prediction. Implemented in the context of a Gibbs Sampler MCMC approach BHPMF provides uncertainty estimates for each trait prediction. We present comprehensive experimental results on the problem of plant trait prediction using the largest database of plant traits, where BHPMF shows strong empirical performance in uncertainty quantified trait prediction, outperforming the state-of-the-art based on point estimates. Further, we show that BHPMF is more accurate when it is confident, whereas the error is high when the uncertainty is high.

  20. Quantifying innovation in surgery.

    Science.gov (United States)

    Hughes-Hallett, Archie; Mayer, Erik K; Marcus, Hani J; Cundy, Thomas P; Pratt, Philip J; Parston, Greg; Vale, Justin A; Darzi, Ara W

    2014-08-01

    The objectives of this study were to assess the applicability of patents and publications as metrics of surgical technology and innovation; evaluate the historical relationship between patents and publications; develop a methodology that can be used to determine the rate of innovation growth in any given health care technology. The study of health care innovation represents an emerging academic field, yet it is limited by a lack of valid scientific methods for quantitative analysis. This article explores and cross-validates 2 innovation metrics using surgical technology as an exemplar. Electronic patenting databases and the MEDLINE database were searched between 1980 and 2010 for "surgeon" OR "surgical" OR "surgery." Resulting patent codes were grouped into technology clusters. Growth curves were plotted for these technology clusters to establish the rate and characteristics of growth. The initial search retrieved 52,046 patents and 1,801,075 publications. The top performing technology cluster of the last 30 years was minimally invasive surgery. Robotic surgery, surgical staplers, and image guidance were the most emergent technology clusters. When examining the growth curves for these clusters they were found to follow an S-shaped pattern of growth, with the emergent technologies lying on the exponential phases of their respective growth curves. In addition, publication and patent counts were closely correlated in areas of technology expansion. This article demonstrates the utility of publically available patent and publication data to quantify innovations within surgical technology and proposes a novel methodology for assessing and forecasting areas of technological innovation.

  1. Monitoring enzymatic ATP hydrolysis by EPR spectroscopy.

    Science.gov (United States)

    Hacker, Stephan M; Hintze, Christian; Marx, Andreas; Drescher, Malte

    2014-07-14

    An adenosine triphosphate (ATP) analogue modified with two nitroxide radicals is developed and employed to study its enzymatic hydrolysis by electron paramagnetic resonance spectroscopy. For this application, we demonstrate that EPR holds the potential to complement fluorogenic substrate analogues in monitoring enzymatic activity.

  2. Enzymatic acylglycerol synthesis in membrane reactor systems

    NARCIS (Netherlands)

    Padt, van der A.

    1993-01-01

    Up till twenty years ago, only chemical modifications of agricultural oils for novel uses were studied. Because of the instability of various fatty acids, enzymatic biomodifications can have advantages above the chemical route. Nowadays, enzymatic catalysis can be used for the modification

  3. Evaluation of solvent system for the enzymatic synthesis of ethanol-based biodiesel from sludge palm oil (SPO).

    Science.gov (United States)

    Nasaruddin, Ricca Rahman; Alam, Md Zahangir; Jami, Mohammed Saedi

    2014-02-01

    A green technology of biodiesel production focuses on the use of enzymes as the catalyst. In enzymatic biodiesel synthesis, suitable solvent system is very essential to reduce the inhibition effects of the solvent to the enzymes. This study produced ethanol-based biodiesel from a low-cost sludge palm oil (SPO) using locally-produced Candida cylindracea lipase from fermentation of palm oil mill effluent (POME) based medium. The optimum levels of ethanol-to-SPO molar ratio and enzyme loading were found to be 4:1 and 10 U/25 g of SPO respectively with 54.4% w/w SPO yield of biodiesel and 21.7% conversion of free fatty acid (FFA) into biodiesel. Addition of tert-butanol at 2:1 tert-butanol-to-SPO molar ratio into the ethanol-solvent system increased the yield of biodiesel to 71.6% w/w SPO and conversion of FFA into biodiesel to 28.8%. The SPO and ethanol have promising potential for the production of renewable biodiesel using enzymatic-catalyzed esterification and transesterification.

  4. Production of novel "functional oil" rich in diglycerides and phytosterol esters with "one-pot" enzymatic transesterification.

    Science.gov (United States)

    Zheng, Ming-Ming; Huang, Qing; Huang, Feng-Hong; Guo, Ping-Mei; Xiang, Xia; Deng, Qian-Chun; Li, Wen-Lin; Wan, Chu-Yun; Zheng, Chang

    2014-06-04

    Diglycerides and phytosterol esters are two important functional lipids. Phytosterol esters mixed with dietary diglyceride could not only influence body weight but also prevent or reverse insulin resistance and hyperlipidemia. In this study, a kind of novel "functional oil" rich in both diglycerides and phytosterol esters was prepared with "one-pot" enzymatic transesterification. First, lipase AYS (Candida rugosa) was immobilized on the porous cross-linked polystyrene resin beads (NKA) via hydrophobic interaction. The resulting immobilized AYS showed much better transesterification activity and thermal stability to freeways. On the basis of the excellent biocatalyst prepared, a method for high-efficiency enzymatic esterification of phytosterols with different triglycerides to produce corresponding functional oils rich in both diglycerides and phytosterol esters was developed. Four functional oils rich in both diglycerides and phytosterol esters with conversions >92.1% and controllable fatty acid composition were obtained under the optimized conditions: 80 mmol/L phytosterols, 160 mmol/L triglycerides, and 25 mg/mL AYS@NKA at 180 rpm and 50 °C for 12 h in hexane. The prepared functional oil possessed low acid value (≤1.0 mgKOH/g), peroxide value (≤2.1 mmol/kg), and conjugated diene value (≤1.96 mmol/kg) and high diglyceride and phytosterol ester contents (≥10.4 and ≥20.2%, respectively). All of the characteristics favored the wide application of the functional oil in different fields of functional food.

  5. Optimisation of n-octyl oleate enzymatic synthesis over Rhizomucor miehei lipase.

    Science.gov (United States)

    Laudani, Chiara Giulia; Habulin, Maja; Primozic, Mateja; Knez, Zeljko; Della Porta, Giovanna; Reverchon, Ernesto

    2006-07-01

    Octyl oleate is a useful organic compound with several applications in cosmetic, lubricant and pharmaceutical industry. At first, the enzymatic synthesis of n-octyl oleate by direct lipase-catalysed esterification of oleic acid and 1-octanol was investigated in a stirred batch reactor in solvent-free system. A systematic screening and optimisation of the reaction parameters were performed to gain insight into the kinetics mechanism. Particularly, enzyme concentration, reaction temperature, stirrer speed, water content, substrates concentration and molar ratio were optimised with respect to the final product concentration and reaction rate. The kinetics mechanism of the reaction was investigated. Finally, a comparison of the experimental results obtained in a solvent free-system with those using two different solvents, supercritical carbon dioxide (SC-CO2) and n-hexane, was proposed. It resulted that in SC-CO2 higher concentration of the desired product was attained, requiring lower enzyme concentrations to achieve comparable conversion of free fatty acid into fatty acid ester.

  6. Formulation of SrO-MBCUS Agglomerates for Esterification and Transesterification of High FFA Vegetable Oil

    Directory of Open Access Journals (Sweden)

    Prashant Kumar

    2016-08-01

    Full Text Available Musa Balbisiana Colla Underground Stem (MBCUS catalyst was treated thermally mixing with 5:1 w/w of Strontium Oxide (SrO and the dynamic sites were reformed. The MBCUS-SrO showed sharper crystalline phases as evidence from XRD and TEM analysis. The composition and morphology were characterized from BET, SEM, EDX thermo-gravimetric analysis (TGA and XRF analysis. The optimization process for biodiesel production from Jatropha curcas L oil (JCO having high percentage of free fatty acids was carried out using orthogonal arrays adopting the Taguchi method. The linear equation was obtained from the analysis and subsequent biodiesel production (96% FAME was taken away from the JCO under optimal reaction conditions. The biodiesel so prepared had identical characteristics to that with MBCUS alone, but at a lower temperature (200˚C and internal vapour pressure. Metal leaching was much lower while reusability of the catalyst was enhanced. It was also confirmed that the particle size has little impact upon the conversion efficacy, but the basic active sites are more important. Copyright © 2016 BCREC GROUP. All rights reserved Received: 19th August 2015; Revised: 8th December 2015; Accepted: 1st January 2016 How to Cite: Kumar, P., Sarma, A.K., Bansal, A., Jha, M.K. (2016. Formulation of SrO-MBCUS Agglomerates for Esterification and Transesterification of High FFA Vegetable Oil. Bulletin of Chemical Reaction Engineering & Catalysis, 11 (2: 140-150 (doi:10.9767/bcrec.11.2.540.140-150 Permalink/DOI: http://dx.doi.org/10.9767/bcrec.11.2.540.140-150

  7. Biodiesel production by direct esterification of fatty acids with propyl and butyl alcohols

    Directory of Open Access Journals (Sweden)

    Ferial A. Zaher

    2015-12-01

    Full Text Available The expected depletion of natural petroleum resources in the near future and pollution of the environment due to excessive carbon dioxide emissions by fossil fuel and its adverse effect on global warming constitute two major problems facing the whole world. In view of these problems, much research work is now directed worldwide to find fuels alternative to those derived from petroleum which should be renewable and more environmentally friendly fuels. Biodiesel fuel which is a blend of fatty acid esters with alcohols is considered the most suitable alternative fuel for diesel engines. In this scope of research work, a previous study (Soliman et al., 2013 has been made to explore the opportunity of utilizing the fatty acids that can be obtained from the waste of edible oil industry in Egypt to produce biodiesel fuel by direct esterification with methanol as well as ethanol in the presence of sulfuric acid as a catalyst. This paper is a continuation of that work where two other alcohols of a chain length longer than ethanol have been used being propanol and butanol. The performance of a diesel engine running using a 50% blend of regular diesel fuel and each of the two biodiesels prepared was compared to that using regular diesel fuel. The results have shown that the brake specific fuel consumption (BSFC and the brake thermal efficiency at full engine loading were almost the same in all cases. This indicates that the produced fuel could be used as an efficient fuel substitute for diesel engines. By comparing the results of the present work to those reported in our previous work, it appeared that methanol which has the shortest carbon chain length is the most recommended in view of the brake thermal efficiency of a diesel engine at full loading.

  8. The Influence of Molar Ratio of Methanol to PFAD and Esterification Reaction Time towards Biodiesel Characteristics Palm Fatty Acids Distillate Produced

    Directory of Open Access Journals (Sweden)

    Ira Desri Rahmi

    2013-01-01

    Full Text Available PFAD is potential enough to be developed as a biodiesel feedstock because it is cheap and always available. But the FFA in PFAD is so high, so esterification process is necessary to lower levels of the FFA. High levels of FFA PFAD and a solid form at room temperature need necessary studies to determine the needs of methanol as a reactant and reaction time esterification for high yield and characteristics of biodiesel. Esterification of PFAD were carried out to study the effect of : molar ratios of methanol to PFAD of 6 : 1 – 10 : 1 and reaction time  of 60 – 120 min. The optimum condition for esterification process was molar ratio of methanol to PFAD at 10 : 1 with 2 wt% of H2SO4 at 60˚C and 60 min. The amount of FFA was reduced from 97,17 wt% to less then 10 wt %,  at the end of esterification process. The characteristic of biodiesel produced were 9.36 mg KOH/gr acid value, 5.01% FFA, 244 mg KOH/g saponification, 47.94 mg I/gr iodine value, 890 kg/m3 density,  and negative result for determination water and sediment content.

  9. PRODUCTION OF MEDIUM-CHAIN ACYLGLYCEROLS BY LIPASE ESTERIFICATION IN PACKED BED REACTOR: PROCESS OPTIMIZATION BY RESPONSE SURFACE METHODOLOGY

    Directory of Open Access Journals (Sweden)

    ZANARIAH MOHD DOM

    2014-06-01

    Full Text Available Medium-chain acylglycerols (or glycerides are formed of mono-, di- and triacylglycerol classes. In this study, an alternative method to produce MCA from esterifying palm oil fatty acid distillate (PFAD with the presence of oil palm mesocarp lipase (OPML which is a plant-sourced lipase and PFAD is also cheap by-product is developed in a packed bed reactor. The production of medium-chain acylglycerols (MCA by lipase-catalysed esterification of palm oil fatty acid distillate with glycerol are optimize in order to determine the factors that have significant effects on the reaction condition and high yield of MCA. Response surface methodology (RSM was applied to optimize the reaction conditions. The reaction conditions, namely, the reaction time (30-240 min, enzyme load (0.5-1.5 kg, silica gel load (0.2-1.0 kg, and solvent amount (200-600 vol/wt. Reaction time, enzyme loading and solvent amount strongly effect MCA synthesis (p0.05 influence on MCA yield. Best-fitting models were successfully established for MCA yield (R 2 =0.9133. The optimum MCA yield were 75% from the predicted value and 75.4% from the experimental data for 6 kg enzyme loading, a reaction time of 135min and a solvent amount of 350 vol/wt at 65ºC reaction temperature. Verification of experimental results under optimized reaction conditions were conducted, and the results agreed well with the predicted range. Esterification products (mono-, di- and triacylglycerol from the PBR were identified using Thin Layer Chromatography method. The chromatograms showed the successful fractionation of esterified products in this alternative method of process esterification.

  10. Kinetics study of Jatropha oil esterification with ethanol in the presence of tin (II) chloride catalyst for biodiesel production

    Science.gov (United States)

    Kusumaningtyas, Ratna Dewi; Ratrianti, Naomi; Purnamasari, Indah; Budiman, Arief

    2017-01-01

    Jatropha oil is one of the promising feedstocks for biodiesel production. Jatropha oil is non-edible oil hence utilization of this oil would not compete with the needs of food. However, crude jatropha oil usually has high free fatty acid (FFA) content. Due to this fact, direct alkaline-catalyzed transesterification of crude jatropha oil for biodiesel production cannot be performed. FFA in crude jatropha oil will react with a base catalyst, resulting in soap as by product and hindering methyl ester (biodiesel) production. Therefore, prior to a transesterification reaction, it is crucial to run a pretreatment step of jatropha oil which can lower the FFA content in the oil. In this work, the pretreatment process was conducted through the esterification reaction of FFA contained in crude jatropha oil with ethanol over tin (II) chloride catalyst to reduce the acid value of the feedstock. The feedstock was Indonesia crude jatropha oil containing 12.03% of FFA. The esterification reaction was carried out in a batch reactor with a molar ratio of FFA to ethanol was 1:60 and total reaction time was 180 minutes. Tin (II) chloride catalyst was varied at 2.5, 5, 7.5, and 10% wt, whereas the effect of the reaction temperature was studied at 35, 34, 55, and 65 °C. The best reaction conversion was 71.55%, achieved at the following condition: a reaction temperature of 65 °C, catalyst concentration of 10% wt, the reaction time of 180 min, and the molar ratio of FFA to ethanol was 1:60. Kinetics study was also conducted in this work. It was found that esterification reaction of jatropha oil FFA with ethanol catalyzed by tin(II) chloride fitted the first-order pseudo-homogeneous kinetics model. It was also revealed that the frequency factor (A) and the activation energy (Ea) were 4.3864 × 106 min-1 and 56.2513 kJ/mole, respectively.

  11. Lipotoxicity of the Pancreatic β-Cell Is Associated With Glucose-Dependent Esterification of Fatty Acids Into Neutral Lipids

    Science.gov (United States)

    Briaud, Isabelle; Harmon, Jamie S.; Kelpe, Cynthia L.; Segu, Venkatesh Babu G.; Poitout, Vincent

    2013-01-01

    Prolonged exposure of isolated islets to supraphysiologic concentrations of palmitate decreases insulin gene expression in the presence of elevated glucose levels. This study was designed to determine whether or not this phenomenon is associated with a glucose-dependent increase in esterification of fatty acids into neutral lipids. Gene expression of sn-glycerol-3-phosphate acyltransferase (GPAT), diacylglycerol acyltransferase (DGAT), and hormone-sensitive lipase (HSL), three key enzymes of lipid metabolism, was detected in isolated rat islets. Their levels of expression were not affected after a 72-h exposure to elevated glucose and palmitate. To determine the effects of glucose on palmitate-induced neutral lipid synthesis, isolated rat islets were cultured for 72 h with trace amounts of [14C]palmitate with or without 0.5 mmol/l unlabeled palmitate, at 2.8 or 16.7 mmol/l glucose. Glucose increased incorporation of [14C]palmitate into complex lipids. Addition of exogenous palmitate directed lipid metabolism toward neutral lipid synthesis. As a result, neutral lipid mass was increased upon prolonged incubation with elevated palmitate only in the presence of high glucose. The ability of palmitate to increase neutral lipid synthesis in the presence of high glucose was concentration-dependent in HIT cells and was inversely correlated to insulin mRNA levels. 2-Bromopalmitate, an inhibitor of fatty acid mitochondrial β-oxidation, reproduced the inhibitory effect of palmitate on insulin mRNA levels. In contrast, palmitate methyl ester, which is not metabolized, and the medium-chain fatty acid octanoate, which is readily oxidized, did not affect insulin gene expression, suggesting that fatty-acid inhibition of insulin gene expression requires activation of the esterification pathway. These results demonstrate that inhibition of insulin gene expression upon prolonged exposure of islets to palmitate is associated with a glucose-dependent increase in esterification of fatty

  12. Enzymatic Reactions in Microfluidic Devices

    Science.gov (United States)

    Ristenpart, W. D.; Wan, J.; Stone, H. A.

    2008-11-01

    We establish simple scaling laws for enzymatic reactions in microfluidic devices, and we demonstrate that kinetic parameters obtained conventionally using multiple stop-flow experiments may instead be extracted from a single microfluidic experiment. Introduction of an enzyme and substrate species in different arms of a Y-shaped channel allows the two species to diffuse across the parallel streamlines and to begin reacting. Measurements of the product concentration versus distance down the channel provide information about the kinetics of the reaction. In the limit where the enzyme is much larger (and thus less diffusive) than the substrate, we show that near the entrance the total amount of product (P) formed varies as a power law in the distance x down the channel. For reactions that follow standard Michaelis-Menten kinetics, the power law takes the form P˜(Vmax/Km) x^5/2, where Vmax and Km are the maximum reaction rate and Michaelis constant respectively. If a large excess of substrate is used, then Km is identified by measuring Vmax far downstream where the different species are completely mixed by diffusion. Numerical simulations and experiments using the bioluminescent reaction between luciferase and ATP as a model system are both shown to accord with the model. We discuss the implications for significant savings in the amount of time and enzyme required for determination of kinetic parameters.

  13. Silica-supported sulfonic acids as recyclable catalyst for esterification of levulinic acid with stoichiometric amounts of alcohols

    Directory of Open Access Journals (Sweden)

    Raimondo Maggi

    2016-10-01

    Full Text Available Converting biomass into value-added chemicals holds the key to sustainable long-term carbon resource management. In this context, levulinic acid, which is easily obtained from cellulose, is valuable since it can be transformed into a variety of industrially relevant fine chemicals. Here we present a simple protocol for the selective esterification of levulinic acid using solid acid catalysts. Silica supported sulfonic acid catalysts operate under mild conditions and give good conversion and selectivity with stoichiometric amounts of alcohols. The sulfonic acid groups are tethered to the support using organic tethers. These tethers may help in preventing the deactivation of the active sites in the presence of water.

  14. The Effects of Various Acid Catalyst on the Esterification of Jatropha Curcas Oil based Trimethylolpropane Ester as Biolubricant Base Stock

    OpenAIRE

    Noor Hafizah Arbain; Jumat Salimon

    2011-01-01

    Biolubricant production of trimethylolpropane ester (ET) was conducted via esterification of fatty acid (FA) of Jatropha curcas oil with trimethylolpropane (TMP). The condition for this reaction was as follows: temperature was 150 °C, time of reaction was 3 hours, molar ratio of FA: TMP was 4:1 and 2% wt/wt concentrated catalyst (based on weight of FA). Different catalyst was used in this reaction such as perchloric acid, sulfuric acid, p-toluenesulfonic acid, hydrochloric acid and nitric aci...

  15. Application of Tin(II Chloride Catalyst for High FFA Jatropha Oil Esterification in Continuous Reactive Distillation Column

    Directory of Open Access Journals (Sweden)

    Ratna Dewi Kusumaningtyas

    2016-03-01

    Full Text Available The application of heterogeneous solid acid catalysts in biodiesel production has become popular and gained significant attention over the last few years. It is since these types of catalysts hold the benefits in terms of easy separation from the product, reusability of the catalyst, high selectivity of the reaction. They are also considered sustainable and powerful particularly in organic synthesis. This work studied the use of tin(II chloride as solid Lewis acid catalyst to promote the esterification reaction of high Free Fatty Acid (FFA jatropha oil in continuous reactive distillation column. To obtain the optimum condition, the influences of reaction time, molar ratio of the reactant, and catalyst were investigated. It was revealed that the optimum condition was achieved at the molar ratio of methanol to FFA at 1:60, catalyst concentration of 5%, and reaction temperature of 60°C with the reaction conversion of 90%. This result was significantly superior to the identical reaction performed using batch reactor. The esterification of high FFA jatropha oil using reactive distillation in the presence of tin(II chloride provided higher conversion than that of Amberlyst-15 heterogeneous catalyst and was comparable to that of homogenous sulfuric acid catalyst, which showed 30 and 94.71% conversion, respectively. The esterification reaction of high FFA jatropha oil was subsequently followed by transesterification reaction for the completion of the biodiesel production. Transesterification was carried out at 60 °C, molar ratio of methanol to oil of 1:6, NaOH catalyst of 1%, and reaction time of one hour. The jatropha biodiesel product resulted from this two steps process could satisfy the ASTM and Indonesian biodiesel standard in terms of ester content (97.79 %, density, and viscosity. Copyright © 2016 BCREC GROUP. All rights reserved Received: 10th November 2015; Revised: 4th February 2016; Accepted: 4th February 2016 How to Cite: Kusumaningtyas

  16. Continuous esterification to produce biodiesel by SPES/PES/NWF composite catalytic membrane in flow-through membrane reactor: experimental and kinetic studies.

    Science.gov (United States)

    Shi, Wenying; He, Benqiao; Cao, Yuping; Li, Jianxin; Yan, Feng; Cui, Zhenyu; Zou, Zhiqun; Guo, Shiwei; Qian, Xiaomin

    2013-02-01

    A novel composite catalytic membrane (CCM) was prepared from sulfonated polyethersulfone (SPES) and polyethersulfone (PES) blend supported by non-woven fabrics, as a heterogeneous catalyst to produce biodiesel from continuous esterification of oleic acid with methanol in a flow-through mode. A kinetic model of esterification was established based on a plug-flow assumption. The effects of the CCM structure (thickness, area, porosity, etc.), reaction temperature and the external and internal mass transfer resistances on esterification were investigated. The results showed that the CCM structure had a significant effect on the acid conversion. The external mass transfer resistance could be neglected when the flow rate was over 1.2 ml min(-1). The internal mass transfer resistance impacted on the conversion when membrane thickness was over 1.779 mm. An oleic acid conversion kept over 98.0% for 500 h of continuous running. The conversions obtained from the model are in good agreement with the experimental data.

  17. Electrochemical, Chemical and Enzymatic Oxidations of Phenothiazines

    NARCIS (Netherlands)

    Blankert, B.; Hayen, H.; Leeuwen, van S.M.; Karst, U.; Bodoki, E.; Lotrean, S.; Sandulescu, R.; Mora Diaz, N.; Dominguez, O.; Arcos, J.; Kauffmann, J.-M.

    2005-01-01

    The oxidation of several phenothiazine drugs (phenothiazine, promethazine hydrochloride, promazine hydrochloride, trimeprazine hydrochloride and ethopropazine hydrochloride) has been carried out in aqueous acidic media by electrochemical, chemical and enzymatic methods. The chemical oxidation was pe

  18. 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...

  19. Enzymatic AND Logic Gate with Sigmoid Response Induced by Photochemically Controlled Oxidation of the Output

    OpenAIRE

    Privman, Vladimir; Fratto, Brian E.; Zavalov, Oleksandr; Halamek, Jan; Katz, Evgeny

    2013-01-01

    We report a study of a system which involves an enzymatic cascade realizing an AND logic gate, with an added photochemical processing of the output allowing to make the gate's response sigmoid in both inputs. New functional forms are developed for quantifying the kinetics of such systems, specifically designed to model their response in terms of signal and information processing. These theoretical expressions are tested for the studied system, which also allows us to consider aspects of bioch...

  20. Uncertainty of Prebiotic Scenarios: The Case of the Non-Enzymatic Reverse Tricarboxylic Acid Cycle

    OpenAIRE

    2015-01-01

    We consider the hypothesis of the primordial nature of the non-enzymatic reverse tricarboxylic acid (rTCA) cycle and describe a modeling approach to quantify the uncertainty of this hypothesis due to the combinatorial aspect of the constituent chemical transformations. Our results suggest that a) rTCA cycle belongs to a degenerate optimum of auto-catalytic cycles, and b) the set of targets for investigations of the origin of the common metabolic core should be significantly extended.

  1. Analytical techniques for characterizing enzymatic biofuel cells.

    Science.gov (United States)

    Moehlenbrock, Michael J; Arechederra, Robert L; Sjöholm, Kyle H; Minteer, Shelley D

    2009-12-01

    Enzymatic biofuel cells, which replace expensive metal catalysts with enzymes, are still in an early stage of development. This article details the analytical techniques that are often employed for evaluating and characterizing enzymatic biofuel cells and their corresponding bioanodes and biocathodes. (To listen to a podcast about this feature, please go to the Analytical Chemistry multimedia page at pubs.acs.org/page/ancham/audio/index.html.).

  2. Nanostructured Metal Oxides Based Enzymatic Electrochemical Biosensors

    OpenAIRE

    Ansari, Anees A.; Alhoshan, M.; M. S. AlSalhi; Aldwayyan, A.S.

    2010-01-01

    The unique electrocatalytic properties of the metal oxides and the ease of metal oxide nanostructured fabrication make them extremely interesting materials for electrochemical enzymatic biosensor applications. The application of nanostructured metal oxides in such sensing devices has taken off rapidly and will surely continue to expand. This article provides a review on current research status of electrochemical enzymatic biosensors based on various new types of nanostructured metal oxides su...

  3. Synthesis of Isocoumarins from Cyclic 2-Diazo-1,3-diketones and Benzoic Acids via Rh(III)-Catalyzed C-H Activation and Esterification.

    Science.gov (United States)

    Yang, Cheng; He, Xinwei; Zhang, Lanlan; Han, Guang; Zuo, Youpeng; Shang, Yongjia

    2017-02-17

    A mild and efficient Rh(III)-catalyzed C-H activation/esterification reaction for the synthesis of isocoumarins has been developed. This procedure uses readily available benzoic acids and cyclic diazo-1,3-diketones as starting materials and involves domino intermolecular C-H activation in combination with intramolecular esterification to give the corresponding isocoumarins in moderate to excellent yields. This process provides a facile approach for the construction of isocoumarins containing various functional groups that does not require any additives.

  4. Titanium superoxide--a stable recyclable heterogeneous catalyst for oxidative esterification of aldehydes with alkylarenes or alcohols using TBHP as an oxidant.

    Science.gov (United States)

    Dey, Soumen; Gadakh, Sunita K; Sudalai, A

    2015-11-21

    Titanium superoxide efficiently catalysed the oxidative esterification of aldehydes with alkylarenes or alcohols, under truly heterogeneous conditions, to afford the corresponding benzyl and alkyl esters in excellent yields. Mechanistic studies have established that this "one pot" direct oxidative esterification process proceeds through a radical pathway, proven by a FTIR spectral study of a titanium superoxide-aldehyde complex as well as spin trapping experiments with TEMPO. The intramolecular version of this protocol has been successfully demonstrated in the concise synthesis of 3-butylphthalide, an anti-convulsant drug.

  5. KINETIC STUDY OF PALMITIC ACID ESTERIFICATION CATALYZED BY Rhizopus oryzae RESTING CELLS

    Directory of Open Access Journals (Sweden)

    RAMON CANELA

    2009-04-01

    Full Text Available

    ABSTRACT

    In the present study, a kinetic model for the biocatalytic synthesis of esters using Rhizopus oryzae resting cells is proposed. The kinetic study has been made in a range of 30-50 °C and atmospheric pressure. The Influence of operating variables, water content, pH, amount of mycelium was studied. Different values of temperature, initial mycelium concentration and acid/alcohol molar ratio were tested. Initial rates were estimated from the slope of the concentration of palmitic acid, or their corresponding ester at conversions of less than 10%, versus time and reported as mmol l-1 min -1. The values of kinetic constants were computed using the freeware program SIMFIT (http:\\www.simfit.man.ac.uk.

    Key words: bound lipase, esterification, fungal resting cells, Rhizopus oryzae, palmitic acid, propanol.


    RESUMEN

    En el presente estudio, un modelo cinético para la síntesis de esteres usando Rhizopus oryzae resting cells es propuesto. El estudio cinético fue realizado en un rango de temperatura de 30-50 ºC a presión atmosférica reducida. La influencia de las variables de operación tales como temperatura, pH y contenido de agua fueron estudiadas. Diferentes valores de concentración de micelio y relación molar de ácido/alcohol son ensayadas, Las velocidades iníciales se estimaron de la curva de concentración de acido palmítico, y su correspondiente conversión a ester en menos del 10%, frente a tiempo y reportadas en mmol I-1 min -1. Los valores de las constantes cinéticas fueron calculados usando el programa freeware SIMFIT (http:\\www.simfit.man.ac.uk.

    Palabras clave: Lipasas, esterificación, resting cells, Rhizopus oryzae, acido palmítico, propanol.

  6. Esterification free fatty acid in sludge palm oil using ZrO2/SO42- - rice husk ash catalyst

    Science.gov (United States)

    Hidayat, Arif; Sutrisno, Bachrun

    2017-05-01

    Indonesia, as one of the biggest palm oil producers and exporters in the world, is producing large amounts of low-grade oil such as sludge palm oil (SPO) from palm oil industries. The use of SPO can lower the cost of biodiesel production significantly, which makes SPO a highly potential alternative feedstock for biodiesel production. In this paper, the esterification of free fatty acid on sludge palm oil was studied using rice husk ash as heterogeneous solid catalysts. Heterogeneous solid catalysts offer significant advantages of eliminating separation, corrosion, toxicity and environmental problems. In this paper the esterification of SPO, a by-product from palm oil industry, in the presence of modified rice husk ash catalysts was studied. The rice husk ash catalysts were synthesized by impregnating of Zirconia (Zr) on rice husk ash followed by sulfonation. The rice husk ash catalysts were characterized by using different techniques, such as FT-IR, XRD, and porous analysis. The effects of the mass ratio of catalyst to oil (1 - 10%), the molar ratio of methanol to oil (4:1 - 10:1), and the reaction temperature (40 - 60°C) were studied for the conversion of free fatty acids (FFAs) to optimize the reaction conditions. The results showed that the optimal conditions were an methanol to oil molar ratio of 10:1, the amount of catalyst of 10%w, and reaction temperature of 60°C.

  7. Sterol O-Acyltransferase 2-Driven Cholesterol Esterification Opposes Liver X Receptor-Stimulated Fecal Neutral Sterol Loss.

    Science.gov (United States)

    Warrier, Manya; Zhang, Jun; Bura, Kanwardeep; Kelley, Kathryn; Wilson, Martha D; Rudel, Lawrence L; Brown, J Mark

    2016-02-01

    Statin drugs have proven a successful and relatively safe therapy for the treatment of atherosclerotic cardiovascular disease (CVD). However, even with the substantial low-density lipoprotein (LDL) cholesterol lowering achieved with statin treatment, CVD remains the top cause of death in developed countries. Selective inhibitors of the cholesterol esterifying enzyme sterol-O acyltransferase 2 (SOAT2) hold great promise as effective CVD therapeutics. In mouse models, previous work has demonstrated that either antisense oligonucleotide (ASO) or small molecule inhibitors of SOAT2 can effectively reduce CVD progression, and even promote regression of established CVD. Although it is well known that SOAT2-driven cholesterol esterification can alter both the packaging and retention of atherogenic apoB-containing lipoproteins, here we set out to determine whether SOAT2-driven cholesterol esterification can also impact basal and liver X receptor (LXR)-stimulated fecal neutral sterol loss. These studies demonstrate that SOAT2 is a negative regulator of LXR-stimulated fecal neutral sterol loss in mice.

  8. Tailoring the Synergistic Bronsted-Lewis acidic effects in Heteropolyacid catalysts: Applied in Esterification and Transesterification Reactions

    Science.gov (United States)

    Tao, Meilin; Xue, Lifang; Sun, Zhong; Wang, Shengtian; Wang, Xiaohong; Shi, Junyou

    2015-09-01

    In order to investigate the influences of Lewis metals on acidic properties and catalytic activities, a series of Keggin heteropolyacid (HPA) catalysts, HnPW11MO39 (M = TiIV, CuII, AlIII, SnIV, FeIII, CrIII, ZrIV and ZnII; for Ti and Zr, the number of oxygen is 40), were prepared and applied in the esterification and transesterification reactions. Only those cations with moderate Lewis acidity had a higher impact. Ti Substituted HPA, H5PW11TiO40, posse lower acid content compared with TixH3-4xPW12O40 (Ti partial exchanged protons in saturated H3PW12O40), which demonstrated that the Lewis metal as an addenda atom (H5PW11TiO40) was less efficient than those as counter cations (TixH3-4xPW12O40). On the other hand, the highest conversion reached 92.2% in transesterification and 97.4% in esterification. Meanwhile, a good result was achieved by H5PW11TiO40 in which the total selectivity of DAG and TGA was 96.7%. In addition, calcination treatment to H5PW11TiO40 make it insoluble in water which resulted in a heterogeneous catalyst feasible for reuse.

  9. Preparation and application of zirconium sulfate supported on SAPO-34 molecular sieve as solid acid catalyst for esterification

    Energy Technology Data Exchange (ETDEWEB)

    Xu, Dongyan, E-mail: xdy0156@sina.com; Ma, Hong; Cheng, Fei

    2014-05-01

    Graphical abstract: - Highlights: • SAPO-34 supported zirconium sulfate solid acid catalyst was prepared. • Esterification of acetic acid with ethanol can be catalyzed by ZS/SAPO-34. • The hydration of ZS is vital to the acidic property and catalytic performance. • The ZS/SAPO-34 catalyst treated at 200 °C shows good reusability. - Abstract: Zirconium sulfate (ZS) was supported on SAPO-34 molecular sieve by using an incipient wetness impregnation method with zirconium sulfate as the precursor. The as-prepared catalysts were used as solid acid catalyst for esterification reaction of acetic acid with ethanol. The influence of calcination temperature on the acidic property, catalytic activity, and reusability of ZS/SAPO-34 catalysts were mainly investigated. FT-IR, SEM, EDS and TG analysis have been carried out to demonstrate the characteristics of ZS/SAPO-34 catalysts. It was found that the 30 wt%ZS/SAPO-34 catalysts display the property of superacid irrespective of calcination temperature. The ZS/SAPO-34 catalyst treated at 200 °C can enhance the interaction between the supported ZS and SAPO-34 and keep the catalyst remaining substantially active after several reaction cycles. However, further increasing calcination temperature will cause the transfer of ZS from hydrate to anhydrous phase, and thus the decrease of activity.

  10. Continuous esterification of free fatty acids in crude biodiesel by an integrated process of supercritical methanol and sodium methoxide catalyst.

    Science.gov (United States)

    Zeng, Dan; Li, Ruosong; Feng, Mingjun; Fang, Tao

    2014-10-01

    An integrated process of supercritical methanol (SCM) and sodium methoxide catalyst was developed to produce fatty acid methyl esters (FAMEs) via continuous esterification from crude biodiesel. The crude biodiesel with high free fatty acid (FFA) content must be refined to reduce the acid value (AV) for meeting the quality standards. The process parameters were studied by Box-Behnken design (BBD) of response surface methodology (RSM). The experimental results revealed that the AV of crude biodiesel decreased from 18.66 to 0.55 mg KOH g(-1) at the reaction conditions of 350 °C, 0.5 % amount of sodium methoxide catalyst, and 10 MPa. Temperature shows the most significant effect on the esterification, followed by pressure and amount of sodium methoxide catalyst. This integrated process proved to be a potential route to refine the crude biodiesel because of its continuity, high efficiency, and less energy consumption with relatively moderate reaction conditions compared with conventional methods.

  11. Tungstophosphoric acid supported onto hydrous zirconia: Physicochemical characterization and esterification of 1° and 2° alcohol

    Indian Academy of Sciences (India)

    Pankaj Sharma; Anjali Patel

    2006-10-01

    The Keggin type heteropolyacid, 12-tungstophosphoric acid (PW), was supported onto hydrous zirconia (Z) by impregnation method and designated as ZH3. The ZH3 was calcinated at 300°C and 500°C and designated as ZH33 and ZH35, respectively. The resulting materials were characterized by FTIR, diffuse reflectance spectroscopy (DRS), XRD, surface area measurement (BET method) and particle size distribution. The surface morphology was studied by scanning electron microscopy. The acidity of all materials was evaluated by carrying out chemisorption of ammonia and esterification of 1° alcohol (-butanol) with different acids like formic acid, acetic acid and propionic acid and 2° alcohol (cyclohexanol, iso-butanol) with acetic acid. Above studies show the high dispersion of HPA in a non-crystalline form on the support as well as uniform distribution of particles of ZH3 which contains 30% 12-tungstophosphoric acid. It also shows that when ZH3 was calcinated at 500°C, it possesses highest acidity for both chemisorption of NH3 as well as esterification reactions.

  12. Reaction kinetics of free fatty acids esterification in palm fatty acid distillate using coconut shell biochar sulfonated catalyst

    Science.gov (United States)

    Hidayat, Arif; Rochmadi, Wijaya, Karna; Budiman, Arief

    2015-12-01

    Recently, a new strategy of preparing novel carbon-based solid acids has been developed. In this research, the esterification reactions of Palm Fatty Acid Distillate (PFAD) with methanol, using coconut shell biochar sulfonated catalyst from biomass wastes as catalyst, were studied. In this study, the coconut shell biochar sulfonated catalysts were synthesized by sulfonating the coconut shell biochar using concentrated H2SO4. The kinetics of free fatty acid (FFA) esterification in PFAD using a coconut shell biochar sulfonated catalyst was also studied. The effects of the mass ratio of catalyst to oil (1-10%), the molar ratio of methanol to oil (6:1-12:1), and the reaction temperature (40-60°C) were studied for the conversion of PFAD to optimize the reaction conditions. The results showed that the optimal conditions were an methanol to PFAD molar ratio of 12:1, the amount of catalyst of 10%w, and reaction temperature of 60°C. The proposed kinetic model shows a reversible second order reaction and represents all the experimental data satisfactorily, providing deeper insight into the kinetics of the reaction.

  13. Esterification synthesis of ethyl oleate in solvent-free system catalyzed by lipase membrane from fermentation broth.

    Science.gov (United States)

    Li, Wei-Na; Chen, Bi-Qiang; Tan, Tian-Wei

    2011-01-01

    In this study, the immobilized lipase was prepared by fabric membrane adsorption in fermentation broth. The lipase immobilization method in fermentation broth was optimized on broth activity units and pH adjustments. The viscose fermentation broth can be used with a certain percentage of dilution based on the original broth activity units. The fermentation broth can be processed directly without pH adjustment. In addition, the oleic acid ethyl ester production in solvent-free system catalyzed by the immobilized lipase was optimized. The molar ratio of ethanol to oil acid, the enzyme amount, the molecular amount, and the temperature were 1:1, 12% (w/w), 9% (w/w)(based the total amount of reaction mixture), and 30 °C, respectively. Finally, the optimal condition afforded at least 19 reuse numbers with esterification rate above 80% under stepwise addition of ethanol. Due to simple lipase immobilization preparation, acceptable esterification result during long-time batch reactions and lower cost; the whole process was suitable for industrial ethyl oleate production.

  14. Preparation of l-butyl-3-methylimidazolium dodecatungstophosphate and its. catalytic performance for esterification of ethanol and acetic acid

    Institute of Scientific and Technical Information of China (English)

    Jiehua SHI; Gao PAN

    2009-01-01

    l-Butyl-3-methylimidazolium dodecatungstophosphate catalyst ([bmim]3PW12040) with high water tolerance was prepared from l-butyl-3-methylimidazolium bromide ([bmim]Br) and phosphotungstic acid (H3PW12O40). The catalyst was characterized by means of Fourier transform infrared spectroscopy, thermogravi-metry-differential scanning calorimetry, n-BuNH2 poten-tiometric titration, elemental analysis and so on. Its catalytic activity for esterification of ethanol and acetic acid to ethyl acetate was measured. The results show that there were three crystal-water molecules in the [bmim]3PW12040 catalyst, and it preserved the primary Keggin structure and acid strength of H3PW12O40. The acid amount of [bmim]3PW12O40 catalyst was less than that of H3PW12O40. The [bmim]3PW12O40 catalyst exhibited higher catalytic activity and reusability in the esterification of ethanol and acetic acid to ethyl acetate.

  15. Structural perspective on enzymatic halogenation.

    Science.gov (United States)

    Blasiak, Leah C; Drennan, Catherine L

    2009-01-20

    Simple halogen substituents frequently afford key structural features that account for the potency and selectivity of natural products, including antibiotics and hormones. For example, when a single chlorine atom on the antibiotic vancomycin is replaced by hydrogen, the resulting antibacterial activity decreases by up to 70% ( Harris , C. M. ; Kannan , R. ; Kopecka , H. ; Harris , T. M. J. Am. Chem. Soc. 1985 , 107 , 6652 - 6658 ). This Account analyzes how structure underlies mechanism in halogenases, the molecular machines designed by nature to incorporate halogens into diverse substrates. Traditional synthetic methods of integrating halogens into complex molecules are often complicated by a lack of specificity and regioselectivity. Nature, however, has developed a variety of elegant mechanisms for halogenating specific substrates with both regio- and stereoselectivity. An improved understanding of the biological routes toward halogenation could lead to the development of novel synthetic methods for the creation of new compounds with enhanced functions. Already, researchers have co-opted a fluorinase from the microorganism Streptomyces cattleya to produce (18)F-labeled molecules for use in positron emission tomography (PET) ( Deng , H. ; Cobb , S. L. ; Gee , A. D. ; Lockhart , A. ; Martarello , L. ; McGlinchey , R. P. ; O'Hagan , D. ; Onega , M. Chem. Commun. 2006 , 652 - 654 ). Therefore, the discovery and characterization of naturally occurring enzymatic halogenation mechanisms has become an active area of research. The catalogue of known halogenating enzymes has expanded from the familiar haloperoxidases to include oxygen-dependent enzymes and fluorinases. Recently, the discovery of a nucleophilic halogenase that catalyzes chlorinations has expanded the repertoire of biological halogenation chemistry ( Dong , C. ; Huang , F. ; Deng , H. ; Schaffrath , C. ; Spencer , J. B. ; O'Hagan , D. ; Naismith , J. H. Nature 2004 , 427 , 561 - 565 ). Structural

  16. Lipase-catalyzed esterification of lactic acid with straight-chain alcohols

    DEFF Research Database (Denmark)

    Rønne, Torben Harald; Xu, Xuebing; Tan, Tianwei

    2005-01-01

    Enzymatic synthesis of esters of lactic acid and straight-chain alcohols with different chain lengths (C6–C18) were investigated in batch reactions with hexadecanol (C16) as the model alcohol. Cyclohexane was the best solvent for higher ester yields, and the best biocatalyst was the immobilized...... of lactic acid to alcohol, each at a concentration of 120 mM each; a 50°C reaction temperature; 190 rpm shaking speed; and the addition of 100 mg molecular sieves (4 Å) for drying. The ester yield increased with increasing lipase load, and a yield of 79.2% could be obtained after 24 h of reaction at 20 wt......% of Novozym 435. The immobilized Candida sp. lipase prepared in the laboratory also could be used to produce esters of lactic acid and straight-chain alcohols, but it had a much lower activity than Novozym 435 with a temperature optimum of 40°C....

  17. Polymer-supported 4-Aminoformoyldiphenylammonium Trifiate (PS-AFDPAT): An Efficient,Recoverable and Recyclable Catalyst for Esterification of Carboxylic Acids with Equimolar Amounts of Alcohols

    Institute of Scientific and Technical Information of China (English)

    LEI.Ming(雷鸣); MA,Cheng(马成); WANG,Yan-Guang(王彦广)

    2001-01-01

    Polymer-supported 4-aminoformoyldiphenylammonium trifiate(PS-AFDPAT) is an efficient catalyst for the esterification be-tween equimolar amounts of carboxylic acids and alcohols tm-der mild conditions,which can be recycled without loss of ac-tivity.``

  18. Metaloxide--ZrO2 catalysts for the esterification and transesterification of free fatty acids and triglycerides to obtain bio-diesel

    Energy Technology Data Exchange (ETDEWEB)

    Kim, Manhoe; Salley, Steven O.; Ng, K. Y. Simon

    2016-09-06

    Mixed metal oxide catalysts (ZnO, CeO, La2O3, NiO, Al203, SiO2, TiO2, Nd2O3, Yb2O3, or any combination of these) supported on zirconia (ZrO2) or hydrous zirconia are provided. These mixed metal oxide catalysts can be prepared via coprecipitation, impregnation, or sol-gel methods from metal salt precursors with/without a Zirconium salt precursor. Metal oxides/ZrO2 catalyzes both esterification and transesterification of oil containing free fatty acids in one batch or in single stage. In particular, these mixed metal oxides supported or added on zirconium oxide exhibit good activity and selectivity for esterification and transesterification. The low acid strength of this catalyst can avoid undesirable side reaction such as alcohol dehydration or cracking of fatty acids. Metal oxides/ZrO2 catalysts are not sensitive to any water generated from esterification. Thus, esterification does not require a water free condition or the presence of excess methanol to occur when using the mixed metal oxide catalyst. The FAME yield obtained with metal oxides/ZrO2 is higher than that obtained with homogeneous sulfuric acid catalyst. Metal oxides/ZrO2 catalasts can be prepared as strong pellets and in various shapes for use directly in a flow reactor. Furthermore, the pellet has a strong resistance toward dissolution to aqueous or oil phases.

  19. Enzymatic biodiesel production: Technical and economical considerations

    DEFF Research Database (Denmark)

    Munk Nielsen, Per; Brask, Jesper; Fjerbæk, Lene

    2008-01-01

    It is well documented in the literature that enzymatic processing of oils and fats for biodiesel is technically feasible. However, with very few exceptions, enzyme technology is not currently used in commercial-scale biodiesel production. This is mainly due to non-optimized process design...... and a lack of available costeffective enzymes. The technology to re-use enzymes has typically proven insufficient for the processes to be competitive. However, literature data documenting the productivity of enzymatic biodiesel together with the development of new immobilization technology indicates...... that enzyme catalysts can become cost effective compared to chemical processing. This work reviews the enzymatic processing of oils and fats into biodiesel with focus on process design and economy....

  20. Enzymatic treatment of estrogens and estrogen glucuronide

    Institute of Scientific and Technical Information of China (English)

    Takaaki Tanaka; Toshiyuki Tamura; Yuuichi Ishizaki; Akito Kawasaki; Tomokazu Kawase; Masahiro Teraguchi; Masayuki Taniguchi

    2009-01-01

    Natural and synthetic estrogens from sewage treatment systems are suspected to influence the reproductive health of the animals in the rivers.In this article we investigated the enzymatic treatment of three estrogens (estrone,17β-estradiol,and 17α-ethynyletstradiol) by a fungal laccase which oxidize phenolic compounds with dissolved oxygen.The elimination of the estrogenic activities by enzymatic oxidation was demonstrated by medaka vitellogenin assay.In addition,we developed an enzymatic treatment system comprised of β-D-glucuronidase and the laccase for 17β-estradiol 3-(β-D-glucuronide) degradation.The two enzymes eliminated 17β-estradiol 3-(β-D-glucuronide) and the intermediate,17β-estradiol,efficiently.

  1. Effect of supercritical carbon dioxide on the enzymatic production of biodiesel from waste animal fat using immobilized Candida antarctica lipase B variant.

    Science.gov (United States)

    Pollardo, Aldricho Alpha; Lee, Hong-Shik; Lee, Dohoon; Kim, Sangyong; Kim, Jaehoon

    2017-09-09

    Waste animal fat is a promising feedstock to replace vegetable oil that widely used in commercial biodiesel process, however the high content of free fatty acid in waste fat makes it unfeasible to be processed with commercial base-catalytic process. Enzymatic process is preferable to convert waste fat into biodiesel since enzyme can catalyze both esterification of free fatty acid and transesterification of triglyceride. However, enzymatic reaction still has some drawbacks such as lower reaction rates than base-catalyzed transesterification and the limitation of reactant concentration due to the enzyme inhibition of methanol. Supercritical CO2 is a promising reaction media for enzyme-catalyzed transesterification to overcome those drawbacks. The transesterification of waste animal fat was carried out in supercritical CO2 with varied concentration of feedstock and methanol in CO2. The CO2 to feedstock mass ratio of 10:1 showed the highest yield compared to other ratios, and the highest FAME yield obtained from waste animal fat was 78%. The methanol concentration effect was also observed with variation 12%, 14%, and 16% of methanol to feedstock ratio. The best yield was 87% obtained at the CO2 to feedstock ratio of 10: 1 and at the methanol to feedstock ratio of 14% after 6 h of reaction. Enzymatic transesterification to produce biodiesel from waste animal fat in supercritical fluid media is a potential method for commercialization since it could enhance enzyme activity due to supercritical fluid properties to remove mass transfer limitation. The high yield of FAME when using high mass ratio of CO2 to oil showed that supercritical CO2 could increase the reaction and mass transfer rate while reducing methanol toxicity to enzyme activity. The increase of methanol concentration also increased the FAME yield because it might shift the reaction equilibrium to FAME production. This finding describes that the application of supercritical CO2 in the enzymatic reaction

  2. Process design of in situ esterification-transesterifica tion for biodiesel production from residual oil of spent bleaching earth (SBE)

    Science.gov (United States)

    Suryani, A.; Mubarok, Z.; Suprihatin; Romli, M.; Yunira, E. N.

    2017-05-01

    Indonesia is the largest producer of Crude Palm Oil (CPO) in the world. CPO refining process produces spent bleaching earth (SBE), which still contains 20-30% oil. This residual oil is very potential to be developed as a biodiesel feedstock. The purpose of this research was to develop an in situbiodiesel production process of residual oil of SBE, which covered stirring speed of esterification and transesterification and also transesterification time to produce biodiesel with the best characteristics. The production was conducted in a 100 L reactor. The stirring speeds applied were 650 rpm and 730 rpm, and the transesterification time varied at 60, 90 and 120 minutes. The combination of 730 rpm stirring speed for 90 minutes transesterification resulted in the best biodiesel characteristics with the yield of 85%, the specific energy of 6,738 kJ/kg and the heater efficiency of 48%. The physico-chemical properties of biodiesel was in conformity with the SNI of Biodiesel.

  3. Temperature regulated Brønsted acidic ionic liquid-catalyze esterification of oleic acid for biodiesel application

    Science.gov (United States)

    Rafiee, Ezzat; Mirnezami, Fakhrosadat

    2017-02-01

    By combining phosphotungstic acid (PW) and SO3H- functioned zwitterion, heteropoly anion-based Brønsted acidic ionic liquids (HPA-ILs) were successfully obtained. Scanning electron microscopy and energy dispersive X-ray spectroscopy were provided the morphology and composition of the prepared material. Catalytic performance and reusability of the catalysts were evaluated through an esterification reaction between oleic acid and methanol for production of biodiesel. Relationship between catalytic activities and acidity of the catalysts have been discussed by potentiometric titration. The results showed that HPA-ILs had good activity and reusability. HPA-ILs dissolved in the reaction mixture during the reaction process and could be precipitated and separated from products at lower temperature.

  4. Influence of two different alcohols in the esterification of fatty acids over layered zinc stearate/palmitate.

    Science.gov (United States)

    de Paiva, Eduardo José Mendes; Corazza, Marcos Lúcio; Sierakowski, Maria Rita; Wärnå, Johan; Murzin, Dmitry Yu; Wypych, Fernando; Salmi, Tapio

    2015-10-01

    In this work, esterification of fatty acids (oleic, linoleic and stearic acid) with a commercial zinc carboxylate (a layered compound formed by simultaneous intercalation of stearate and palmitate anions) was performed. Kinetic modeling using a quasi-homogeneous approach successfully fitted experimental data at different molar ratio of fatty acids/alcohols (1-butanol and 1-hexanol) and temperature. An apparent first-order reaction related to all reactants was found and activation energy of 66 kJ/mol was reported. The catalyst showed to be unique, as it can be easily recovered like a heterogeneous catalysts behaving like ionic liquids. In addition, this catalyst demonstrated a peculiar behavior, because higher reactivity was observed with the increase in the alcohols chain length compared to the authors' previous work using ethanol.

  5. Effect of esterification condensation on the Folin-Ciocalteu method for the quantitative measurement of total phenols.

    Science.gov (United States)

    Chen, Liang-Yu; Cheng, Chien-Wei; Liang, Ji-Yuan

    2015-03-01

    The Folin-Ciocalteu method is widely applied for the determination of the total phenolic contents in natural products. This method is significantly affected by the addition of sodium carbonate. The currently applied Folin-Ciocalteu methods may have been modified without any validation in the quantitative standards and the order of processes. In this study, serial experiments were performed to investigate the effect of phenolic calibrations based on the classic Folin-Ciocalteu method. Esterification condensations were observed in the assays with prior basification for gallic acid and catechin used as quantitative standards. The phenolic contents obtained in the samples differed depending on when basification occurred compared with the gallic acid calibration. The bias of the classic Folin-Ciocalteu method derived from cross-linkage of molecules was first defined in this study. The performance of the Folin-Ciocalteu method is optimised and validated again.

  6. Optimisation on pretreatment of rubber seed (Hevea brasiliensis) oil via esterification reaction in a hydrodynamic cavitation reactor.

    Science.gov (United States)

    Bokhari, Awais; Chuah, Lai Fatt; Yusup, Suzana; Klemeš, Jiří Jaromír; Kamil, Ruzaimah Nik M

    2016-01-01

    Pretreatment of the high free fatty acid rubber seed oil (RSO) via esterification reaction has been investigated by using a pilot scale hydrodynamic cavitation (HC) reactor. Four newly designed orifice plate geometries are studied. Cavities are induced by assisted double diaphragm pump in the range of 1-3.5 bar inlet pressure. An optimised plate with 21 holes of 1mm diameter and inlet pressure of 3 bar resulted in RSO acid value reduction from 72.36 to 2.64 mg KOH/g within 30 min of reaction time. Reaction parameters have been optimised by using response surface methodology and found as methanol to oil ratio of 6:1, catalyst concentration of 8 wt%, reaction time of 30 min and reaction temperature of 55°C. The reaction time and esterified efficiency of HC was three fold shorter and four fold higher than mechanical stirring. This makes the HC process more environmental friendly.

  7. Preparation and Characterization of Sulfonic Acid Functionalized Silica and Its Application for the Esterification of Ethanol and Maleic Acid

    Science.gov (United States)

    Sirsam, Rajkumar; Usmani, Ghayas

    2016-04-01

    The surface of commercially available silica gel, 60-200 mesh size, was modified with sulfonic acid through surface activation, grafting of 3-Mercaptopropyltrimethoxysilane, oxidation and acidification of 3-Mercaptopropylsilica. Sulfonic Acid Functionalization of Silica (SAFS) was confirmed by Fourier Transform Infra-red (FTIR) spectroscopy and thermal gravimetric analysis. Acid-base titration was used to estimate the cation exchange capacity of the SAFS. Catalytic activity of SAFS was judged for the esterification of ethanol with maleic acid. An effect of different process parameters viz. molar ratio, catalyst loading, speed of agitation and temperature were studied and optimized by Box Behnken Design (BBD) of Response Surface Methodology (RSM). Quadratic model developed by BBD-RSM reasonably satisfied an experimental and predicted values with correlation coefficient value R2 = 0.9504.

  8. Esterification of levulinic acid to n-butyl levulinate over heteropolyacid supported on acid-treated clay

    Institute of Scientific and Technical Information of China (English)

    S.Dharne; V.V.Bokade

    2011-01-01

    Levulinic acid has been identified as a promising green, biomass-derived platform chemical, n-Butyl levulinate is used as an important intermediate having diverse applications.The present work focuses on the synthesis of n-butyl levulinate by esterification of levulinic acid with n-butanol using heteropolyacid (HPA) supported on acid-treated clay montmorillonite (K10).20% (w/w) dodecatungestophosphoric acid (DTPA) supported on K10 was found to be the most efficient catalyst with 97% levulinic acid conversion and 100% selectivity towards n-butyl levulinate.Effects of various process parameters were studied to examine the efficacy of 20% (w/w) DTPA/K10 for optimization of the activity.

  9. Preparation and characterization of biomass carbon-based solid acid catalyst for the esterification of oleic acid with methanol.

    Science.gov (United States)

    Liu, Tiantian; Li, Zhilong; Li, Wei; Shi, Congjiao; Wang, Yun

    2013-04-01

    A solid acid catalyst, prepared by sulfonating carbonized corn straw, was proved to be an efficient and environmental benign catalyst for the esterification of oleic acid and methanol. Various synthetic parameters, such as carbonization temperature and time were systematically examined. It was found that the catalyst exhibited the highest acid density of 2.64 mmol/g by NaOH titration. A quantitative yield (98%) of ester was achieved, using the most active sulfonated catalyst at 333 K with a 7 wt.% catalyst/oleic acid ratio for 4h, at a 7:1 M ratio of methanol/oleic acid, while the commercial available Amberlyst-15 only gave 85% yield under the same reaction condition.

  10. Synthesis and evaluation of odour-active methionyl esters of fatty acids via esterification and transesterification of butter oil.

    Science.gov (United States)

    Li, Cheng; Sun, Jingcan; Fu, Caili; Yu, Bin; Liu, Shao Quan; Li, Tianhu; Huang, Dejian

    2014-02-15

    Methionol-derived fatty acid esters were synthesised by both chemical and lipase catalysed esterification between fatty acids and methionol. Beneficial effects of both methods were compared qualitatively and quantitatively by GC-MS/GC-FID results. And the high acid and heat stability of our designed methionyl esters meet the requirement of the food industry. Most importantly, the sensory test showed that fatty acid carbon-chain length had an important effect on the flavour attributes of methionyl esters. Moreover, through Lipozyme TL IM-mediated transesterification, valuable methionol-derived esters were synthesised from the readily available natural material butter oil as the fatty acid source. The conversion of methionol and yield of each methionyl ester were also elucidated by GC-MS-FID.

  11. Highly Efficient Sulfonic/Carboxylic Dual-Acid Synergistic Catalysis for Esterification Enabled by Sulfur-Rich Graphene Oxide.

    Science.gov (United States)

    Zhang, Honglei; Luo, Xiang; Shi, Kaiqi; Wu, Tao; He, Feng; Zhou, Shoubin; Chen, George Z; Peng, Chuang

    2017-09-11

    A new sulfonic/carboxylic dual-acid catalyst based on sulfur-rich graphene oxide (GO-S) was readily prepared and used as a highly efficient and reusable solid acid catalyst toward the esterification of oleic acid with methanol for biodiesel production. Higher yields of methyl oleate (98 %) and over 3 times higher turnover frequencies (TOFs) were observed for the GO-S dual-acid catalyst, compared to liquid sulfuric acid or other carbon-based solid acid catalysts. The "acidity" of sulfonic acid groups was enhanced by the addition of carboxylic acid groups as the combination of the two acids enhances their inherent activity by associative interaction. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

  12. Esterification of essential and non-essential fatty acids into distinct lipid classes in ruminant and non-ruminant tissues.

    Science.gov (United States)

    Caldari-Torres, Cristina; McGilliard, Michael L; Corl, Benjamin A

    2016-10-01

    Extensive microbial biohydrogenation of polyunsaturated fatty acids (PUFA) in the rumen reduces the essential fatty acids (EFA) available for absorption in ruminant animals, but there is no published documentation of ruminants developing EFA deficiency. In ruminants, most circulating PUFA are found in the phospholipid (PL) and cholesteryl ester lipid classes that have slow turn-over compared to other lipid classes. The objective of this experiment was to measure fatty acid esterification patterns of the non-EFA palmitic (16:0) and oleic acid (18:1), and the EFA linoleic (18:2) and linolenic acid (18:3) in small intestine, liver, and muscle tissue of cows and pigs to identify tissues participating in sequestration of these FA in less metabolically active lipid classes in ruminants. Bovine and porcine small intestine, liver, and muscle explants were prepared and incubated in media containing radiolabeled 16:0, 18:1, 18:2, or 18:3 to measure esterification of fatty acids into PL and TG. Neither bovine nor porcine small intestine explants preferentially incorporated non-EFA compared to EFA into PL vs TG. Bovine liver explants esterified a larger proportion of EFA than non-EFA into PL compared to TG, while incorporation was similar among the FA tested in porcine liver explants. Bovine muscle explants showed preferential incorporation of EFA into PL rather than TG. Results show that bovine and porcine liver and muscle esterify EFA and non-EFA differently and that the conservation of EFA in ruminants is a result of preferential incorporation of EFA into PL mediated by bovine liver and muscle, but not the small intestine.

  13. Effect of polyvinylpyrrolidone on mesoporous silica morphology and esterification of lauric acid with 1-butanol catalyzed by immobilized enzyme

    Energy Technology Data Exchange (ETDEWEB)

    Zhang, Jinyu; Zhou, Guowei, E-mail: guoweizhou@hotmail.com; Jiang, Bin; Zhao, Minnan; Zhang, Yan

    2014-05-01

    Mesoporous silica materials with a range of morphology evolution, i.e., from curved rod-shaped mesoporous silica to straight rod-shaped mesoporous silica, were successfully prepared using polyvinylpyrrolidone (PVP) and triblock copolymer as dual template. The effects of PVP molecular weight and concentration on mesoporous silica structure parameters were studied. Results showed that surface area and pore volume continuously decreased with increased PVP molecular weight. Mesoporous silica prepared with PVP K30 also possessed larger pore diameter, interplanar spacing (d{sub 100}), and cell parameter (a{sub 0}) than that prepared with PVP K15 and PVP K90. In addition, with increased PVP concentration, d{sub 100} and a{sub 0} continuously decreased. The mechanism of morphology evolution caused by the change in PVP concentration was investigated. The conversion rate of lauric acid with 1-butanol catalyzed by immobilized Porcine pancreatic lipase (PPL) was also evaluated. Results showed that PPL immobilized on amino-functionalized straight rod-shaped mesoporous silica maintained 50% of its esterification conversion rate even after five cycles of use with a maximum conversion rate was about 90.15%. - Graphical abstract: Curved rod-shaped mesoporous silica can be obtained at low and the highest PVP concentration, while straight rod-shaped mesoporous silica can be obtained at higher PVP concentration. - Highlights: • Mesoporous silica with morphology evolution from CRMS to SRMS were prepared. • Effects of PVP molecular weight and concentration on silica morphology were studied. • A possible mechanism for the formation of morphology evolution SiO{sub 2} was proposed. • Esterification of lauric acid with 1-butanol catalyzed by immobilized PPL.

  14. Rapid and simple solid-phase esterification of sialic acid residues for quantitative glycomics by mass spectrometry.

    Science.gov (United States)

    Miura, Yoshiaki; Shinohara, Yasuro; Furukawa, Jun-ichi; Nagahori, Noriko; Nishimura, Shin-Ichiro

    2007-01-01

    A rapid and quantitative method for solid-phase methyl esterification of carboxy groups of various sialylated oligosaccharides has been established. The method employed a triazene derivative, 3-methyl-1-p-tolyltriazene, for facile derivatization of oligosaccharides immobilized onto general solid supports such as Affi-Gel Hz and gold colloidal nanoparticles in a multiwell plate. The workflow protocol was optimized for the solid-phase processing of captured sialylated/unsialylated oligosaccharides separated from crude sample mixtures by chemical ligation. From tryptic and/or PNGase F-digest mixtures of glycoproteins, purification by chemoselective immobilization, esterification and recovery were achieved in the same well of the filter plate within three hours when used in conjunction with "glycoblotting technology" (S.-I. Nishimura, K. Niikura, M. Kurogochi, T. Matsushita, M. Fumoto, H. Hinou, R. Kamitani, H. Nakagawa, K. Deguchi, N. Miura, K. Monde, H. Kondo, High-throughput protein glycomics: Combined use of chemoselective glycoblotting and MALDI-TOF/TOF mass spectrometry: Angew. Chem. 2005, 117, 93-98; Angew. Chem. Int. Ed. 2005, 44, 91-96). The recovered materials were directly applicable to subsequent characterization by mass spectrometric techniques such as MALDI-TOF for large-scale glycomics of both neutral and sialylated oligosaccharides. On-bead/on-gold nanoparticle derivatization of glycans containing sialic acids allowed rapid and quantitative glycoform profiling by MALDI-TOF MS with reflector and positive ion mode. In addition to its simplicity and speed, the method eliminates the use of unfavorable halogenated solvents such as chloroform and dichloromethane or volatile solvents such as diethyl ether and hexane, resulting in a practical and green chemical method for automated robotic adaptation.

  15. Collagen esterification enhances the function and survival of pancreatic β cells in 2D and 3D culture systems

    Energy Technology Data Exchange (ETDEWEB)

    Ko, Jae Hyung [Regenerative Medicine Research Center, Dalim Tissen Co., LTD., 383-93, Yonnam-Dong, Mapo-gu, Seoul (Korea, Republic of); Kim, Yang Hee [Regenerative Medicine Research Center, Dalim Tissen Co., LTD., 383-93, Yonnam-Dong, Mapo-gu, Seoul (Korea, Republic of); Asan Institute for Life Science, 388-1 Pungnap-2 Dong, Songpa-gu, Seoul (Korea, Republic of); Jeong, Seong Hee; Lee, Song [Asan Institute for Life Science, 388-1 Pungnap-2 Dong, Songpa-gu, Seoul (Korea, Republic of); Park, Si-Nae [Regenerative Medicine Research Center, Dalim Tissen Co., LTD., 383-93, Yonnam-Dong, Mapo-gu, Seoul (Korea, Republic of); Shim, In Kyong, E-mail: shimiink@gmail.com [Asan Institute for Life Science, 388-1 Pungnap-2 Dong, Songpa-gu, Seoul (Korea, Republic of); Kim, Song Cheol, E-mail: drksc@amc.seoul.kr [Asan Institute for Life Science, 388-1 Pungnap-2 Dong, Songpa-gu, Seoul (Korea, Republic of); Department of Surgery, University of Ulsan College of Medicine & Asan Medical Center, 388-1 Pungnap-2 Dong, Songpa-gu, Seoul (Korea, Republic of)

    2015-08-07

    Collagen, one of the most important components of the extracellular matrix (ECM), may play a role in the survival of pancreatic islet cells. In addition, chemical modifications that change the collagen charge profile to a net positive charge by esterification have been shown to increase the adhesion and proliferation of various cell types. The purpose of this study was to characterize and compare the effects of native collagen (NC) and esterified collagen (EC) on β cell function and survival. After isolation by the collagenase digestion technique, rat islets were cultured with NC and EC in 2 dimensional (2D) and 3 dimensional (3D) environments for a long-term duration in vitro. The cells were assessed for islet adhesion, morphology, viability, glucose-induced insulin secretion, and mRNA expression of glucose metabolism-related genes, and visualized by scanning electron microscopy (SEM). Islet cells attached tightly in the NC group, but islet cell viability was similar in both the NC and EC groups. Glucose-stimulated insulin secretion was higher in the EC group than in the NC group in both 2D and 3D culture. Furthermore, the mRNA expression levels of glucokinase in the EC group were higher than those in the NC group and were associated with glucose metabolism and insulin secretion. Finally, SEM observation confirmed that islets had more intact component cells on EC sponges than on NC sponges. These results indicate that modification of collagen may offer opportunities to improve function and viability of islet cells. - Highlights: • We changed the collagen charge profile to a net positive charge by esterification. • Islets cultured on esterified collagen improved survival in both 2D and 3D culture. • Islets cultured on esterified collagen enhanced glucose-stimulated insulin release. • High levels of glucokinase mRNA may be associated with increased insulin release.

  16. Quantifying resource use in computations

    NARCIS (Netherlands)

    van Son, R.J.J.H.

    2009-01-01

    It is currently not possible to quantify the resources needed to perform a computation. As a consequence, it is not possible to reliably evaluate the hardware resources needed for the application of algorithms or the running of programs. This is apparent in both computer science, for in- stance, in

  17. Quantifying resource use in computations

    NARCIS (Netherlands)

    van Son, R.J.J.H.

    2009-01-01

    It is currently not possible to quantify the resources needed to perform a computation. As a consequence, it is not possible to reliably evaluate the hardware resources needed for the application of algorithms or the running of programs. This is apparent in both computer science, for in- stance, in

  18. Enzymatic production of human milk oligosaccharides

    DEFF Research Database (Denmark)

    Guo, Yao

    Enzymatic treatment of biomass is an environmentally friendly method to obtain a range of value- added products, such as biofuels, animal feed or food ingredients. The objective of this PhD study was to biocatalytically produce biofunctional food ingredients – human milk oligosaccharides decorated...

  19. Starch facilitates enzymatic wheat gluten hydrolysis

    NARCIS (Netherlands)

    Hardt, N.A.; Boom, R.M.; Goot, van der A.J.

    2015-01-01

    Wheat gluten can be hydrolyzed by either using (vital) wheat gluten or directly from wheat flour. This study investigates the influence of the presence of starch, the main component of wheat, on enzymatic wheat gluten hydrolysis. Wheat gluten present in wheat flour (WFG) and vital wheat gluten (VWG)

  20. Isothermal calorimetry of enzymatic biodiesel reaction

    DEFF Research Database (Denmark)

    Fjerbæk Søtoft, Lene; Westh, Peter; Christensen, Knud Villy

    2010-01-01

      Isothermal calorimetry ITC has been used to investigate enzymatic biodiesel production. The transesterification of rapeseed oil with methanol and ethanol was catalyzed by the immobilized lipase Novozym 435 at 40°C. The ITC-experiments clearly demonstrate the possibilities of investigating complex...

  1. Enhanced enzymatic hydrolysis of cellulose in microgels.

    Science.gov (United States)

    Chang, Aiping; Wu, Qingshi; Xu, Wenting; Xie, Jianda; Wu, Weitai

    2015-07-04

    A cellulose-based microgel, where an individual microgel contains approximately one cellulose chain on average, is synthesized via free radical polymerization of a difunctional small-molecule N,N'-methylenebisacrylamide in cellulose solution. This microgelation leads to a low-ordered cellulose, favoring enzymatic hydrolysis of cellulose to generate glucose.

  2. Enzymatic production of polysaccharides from gum tragacanth

    DEFF Research Database (Denmark)

    2014-01-01

    Plant polysaccharides, relating to the field of natural probiotic components, can comprise structures similar to human milk oligosaccharides. A method for enzymatic hydrolysis of gum tragacanth from the bush-like legumes of the genus Astragalus, using a combination of pectin hydrolases...

  3. Enhancement of enzymatic adipyl-7-ADCA hydrolysis

    NARCIS (Netherlands)

    Schroën, C.G.P.H.; Kroon, P.J.; Vanderlaan, J.M.; Janssen, A.E.M.; Tramper, J.

    2002-01-01

    We studied enzymatic adipyl-7-ADCA hydrolysis as a new process for the production of 7-aminodeacetoxycephalosporanic acid (7-ADCA), one of the building blocks for cephalosporin antibiotics like cephalexin and cefadroxil. Adipyl-7-ADCA hydrolysis carried out with immobilised glutaryl acylase was

  4. Tandem and sequential multi-enzymatic syntheses

    NARCIS (Netherlands)

    Kim, B.G.; Ahn, J.H.; Sello, G.; Di Gennaro, P.; van Herk, T.; Hartog, A.F.; Wever, R.; Oroz-Guinea, I.; Sánchez-Moreno, I.; García-Junceda, E.; Wu, B.; Szymanski, W.; Feringa, B.L.; Janssen, D.B.; Villo, L.; Kreen, M.; Kudryashova, M.; Metsala, A.; Tamp, S.; Lille, ü.; Pehk, T.; Parve, O.; McClean, K.; Eddowes, P.; Whittall, J.; Sutton, P.W.

    2012-01-01

    This chapter contains sections titled: Production of Isorhamnetin 3-O-Glucoside in Escherichia coli Using Engineered Glycosyltransferase Multienzymatic Preparation of (−)-3-(Oxiran-2-yl)Benzoic Acid Enzymatic Synthesis of Carbohydrates from Dihydroxyacetone and Aldehydes by a One Pot Enzyme Cascade

  5. Saccharide modified silica particles by enzymatic grafting

    NARCIS (Netherlands)

    Loos, Katja; Braunmühl, Volker von; Stadler, Reimund; Landfester, K; Spiess, HW

    1997-01-01

    The surface of silica particles has been chemically modified with oligo- or poly-(α,1→4)-D-glucopyranose (amylose) chains of various length by covalently attaching maltoheptaose derivatives to the solid support and enzymatic polymerization of glucose-1-phosphate with a potato phosphorylase as cataly

  6. Starch facilitates enzymatic wheat gluten hydrolysis

    NARCIS (Netherlands)

    Hardt, N.A.; Boom, R.M.; Goot, van der A.J.

    2015-01-01

    Wheat gluten can be hydrolyzed by either using (vital) wheat gluten or directly from wheat flour. This study investigates the influence of the presence of starch, the main component of wheat, on enzymatic wheat gluten hydrolysis. Wheat gluten present in wheat flour (WFG) and vital wheat gluten (VWG)

  7. Improved enzymatic production of phenolated glycerides through alkyl phenolate intermediate

    DEFF Research Database (Denmark)

    Yang, Zhiyong; Feddern, Vivian; Glasius, Marianne

    2011-01-01

    This work reported a novel approach for synthesis of dihydrocaffoylated glycerides, consisting of 2 steps: enzymatic synthesis of octyl dihydrocaffeate (as a synthetic intermediate) from octanol and dihydrocaffeic acid (DHCA), and enzymatic interesterification of triglycerides with octyl dihydroc...

  8. The oleic acid esterification of policosanol increases its bioavailability and hypocholesterolemic action in rats

    Directory of Open Access Journals (Sweden)

    Haim, D.

    2012-10-01

    Full Text Available Policosanol comprises a mixture of long-chain aliphatic alcohols from sugarcane wax. More than 50 studies indicate that policosanol decreases serum cholesterol, while others failed to reproduce this effect. The objective of this investigation was to assess the bioavailability of esterified policosanol and non-esterified policosanol (NEP, in relation to their hypocholesterolemic effects. Sprague Dawley rats were given a daily oral dose of 100 mg/kg of NEP, 117 mg kg–1 of butyric acid esterified policosanol (BAEP, or 164 mg kg–1 of oleic acid esterified policosanol (OAEP. Policosanol absorption was evaluated in plasma between 0 and 3 hours after ingestion. To assess changes in total cholesterol, LDL-cholesterol, HDLcholesterol and triacylglycerols in plasma and liver 3-hydroxy- 3-methylglutaryl coenzyme A reductase (HMG- CoA red phosphorylation, the rats were supplemented with nonesterified or esterified policosanol for 5 weeks. The results indicate that policosanol absorption was significantly greater in OAEP-treated rats than in those subjected to NEP or BAEP administration. OAEP significantly reduced plasma total and LDL-cholesterol in rats, in addition to a 5.6-fold increase (P < 0.05 in the hepatic content of phosphorylated HMG-CoA red over the control values. In conclusion, esterification of policosanol with oleic acid enhances policosanol bioavailability, and significantly improves the serum lipid profile in normocholesterolemic rats in association with the inactivation of HMG-CoA red controlling cholesterogenesis.

    Los Policosanoles están formados por una mezcla de alcoholes alifáticos de cadena larga y se obtienen de las ceras de la caña de azúcar. Más de cincuenta estudios indican que los policosanoles reducen el colesterol sérico, mientras que otros no logran reproducir este efecto. El objetivo de esta investigación fue evaluar la biodisponibilidad de policosanoles esterificados y no esterificados

  9. Enzymatic biotransformation of terpenes as bioactive agents.

    Science.gov (United States)

    Sultana, Nighat; Saify, Zafar Saeed

    2013-12-01

    The plant-derived terpenoids are considered to be the most potent anticancer, anti-inflammatory and anticarcinogenic compounds known. Enzymatic biotransformation is a very useful approach to expand the chemical diversity of natural products. Recent enzymatic biotransformation studies on terpenoids have resulted in the isolation of novel compounds. 14-hydroxy methyl caryophyllene oxide produced from caryophyllene oxide showed a potent inhibitory activity against the butyryl cholinesterase enzyme, and was found to be more potent than parent caryophyllene oxide. The metabolites 3β,7β-dihydroxy-11-oxo-olean-12-en-30-oic acid, betulin, betulonic acid, argentatin A, incanilin, 18β glycyrrhetinic acid, 3,11-dioxo-olean-12-en-30-oic acid produced from 18β glycyrrhetinic acid were screened against the enzyme lipoxygenase. 3,11-Dioxo-olean-12-en-30-oic acid, was found to be more active than the parent compound. The metabolites 3β-hydroxy sclareol 18α-hydroxy sclareol, 6α,18α-dihydroxy sclareol, 11S,18α-dihydroxy sclareol, and 1β-hydroxy sclareol and 11S,18α-dihydroxy sclareol produced from sclareol were screened for antibacterial activity. 1β-Hydroxy sclareol was found to be more active than parent sclareol. There are several reports on natural product enzymatic biotransformation, but few have been conducted on terpenes. This review summarizes the classification, advantages and agents of enzymatic transformation and examines the potential role of new enzymatically transformed terpenoids and their derivatives in the chemoprevention and treatment of other diseases.

  10. Enzymatic biodiesel production kinetics using co-solvent and an anhydrous medium: a strategy to improve lipase performance in a semi-continuous reactor.

    Science.gov (United States)

    Azócar, Laura; Navia, Rodrigo; Beroiz, Leticia; Jeison, David; Ciudad, Gustavo

    2014-09-25

    Enzymatic biodiesel production kinetics under previously optimized conditions were investigated. Waste frying oil (WFO) was used as the raw material, Novozym 435 as catalyst, methanol as acyl acceptor and tert-butanol as co-solvent. To investigate pure transesterification kinetics improving product properties, 3Å molecular sieves were incorporated into the reaction to provide an anhydrous medium avoiding the side reactions of hydrolysis and esterification. The effects of either WFO or methanol on the reaction rate were analyzed separately. The reaction was described by a Ping Pong mechanism and competitive inhibition by methanol. The results obtained in the kinetics study were applied in the operation of a semi-continuous reactor for biodiesel production. The operational conditions of each reaction cycle were: methanol-to-oil ratio 8/1 (mol/mol), 15% (wt) Novozym 435, 0.75% (v/v) of tert-butanol, 44.5°C, 200 rpm and 4h of reaction time. The enzymes were successively reused by remaining in the reactor during all the cycles. Under these conditions, biodiesel production yields higher than 80% over 7 reaction cycles were observed. Both the kinetics study and the reactor operation showed that Novozym 435 was not inhibited at high methanol concentrations and that the kinetics of the proposed enzymatic process could be comparable to the conventional chemical process.

  11. Dynamic Simulation, Sensitivity and Uncertainty Analysis of a Demonstration Scale Lignocellulosic Enzymatic Hydrolysis Process

    DEFF Research Database (Denmark)

    Prunescu, Remus Mihail; Sin, Gürkan

    2014-01-01

    , accounting a large number of parameters. The sensitivity analysis of model predictions with respect to model parameters is quantified by the delta mean square measure. By ranking the delta mean square, a reduced subset of parameters is found helping to identify the bottleneck of the model. The uncertainty...... to be affected by non-zero mean noise because they are determined by a Near Infrared (NIR) instrument. LHS is performed on 2 parameters: the probability of the mean value and the probability of the standard deviation for each measurement. The Monte Carlo outputs are then analyzed by linear regression......This study presents the uncertainty and sensitivity analysis of a lignocellulosic enzymatic hydrolysis model considering both model and feed parameters as sources of uncertainty. The dynamic model is parametrized for accommodating various types of biomass, and different enzymatic complexes...

  12. Quantifying mast cells in bladder pain syndrome by immunohistochemical analysis

    DEFF Research Database (Denmark)

    Larsen, M.S.; Mortensen, S.; Nordling, J.;

    2008-01-01

    OBJECTIVES To evaluate a simple method for counting mast cells, thought to have a role in the pathophysiology of bladder pain syndrome (BPS, formerly interstitial cystitis, a syndrome of pelvic pain perceived to be related to the urinary bladder and accompanied by other urinary symptoms, e. g....... frequency and nocturia), as > 28 mast cells/mm(2) is defined as mastocytosis and correlated with clinical outcome. PATIENTS AND METHODS The current enzymatic staining method (naphtolesterase) on 10 mu m sections for quantifying mast cells is complicated. In the present study, 61 patients had detrusor...... sections between, respectively. Mast cells were counted according to a well-defined procedure. RESULTS The old and the new methods, on 10 and 3 mu m sections, showed a good correlation between mast cell counts. When using tryptase staining and 3 mu m sections, the mast cell number correlated well...

  13. Enzymatic Synthesis of Glucose-Based Fatty Acid Esters in Bisolvent Systems Containing Ionic Liquids or Deep Eutectic Solvents

    Directory of Open Access Journals (Sweden)

    Kai-Hua Zhao

    2016-09-01

    Full Text Available Sugar fatty acid esters (SFAEs are biocompatible nonionic surfactants with broad applications in food, cosmetic, and pharmaceutical industries. They can be synthesized enzymatically with many advantages over their chemical synthesis. In this study, SFAE synthesis was investigated by using two reactions: (1 transesterification of glucose with fatty acid vinyl esters and (2 esterification of methyl glucoside with fatty acids, catalyzed by Lipozyme TLIM and Novozym 435 respectively. Fourteen ionic liquids (ILs and 14 deep eutectic solvents (DESs were screened as solvents, and the bisolvent system composed of 1-hexyl-3-methylimidazolium trifluoromethylsulfonate ([HMIm][TfO] and 2-methyl-2-butanol (2M2B was the best for both reactions, yielding optimal productivities (769.6 and 397.5 µmol/h/g, respectively which are superior to those reported in the literature. Impacts of different reaction conditions were studied for both reactions. Response surface methodology (RSM was employed to optimize the transesterification reaction. Results also demonstrated that as co-substrate, methyl glucoside yielded higher conversions than glucose, and that conversions increased with an increase in the chain length of the fatty acid moieties. DESs were poor solvents for the above reactions presumably due to their high viscosity and high polarity.

  14. Meditations on Quantified Constraint Satisfaction

    CERN Document Server

    Chen, Hubie

    2012-01-01

    The quantified constraint satisfaction problem (QCSP) is the problem of deciding, given a structure and a first-order prenex sentence whose quantifier-free part is the conjunction of atoms, whether or not the sentence holds on the structure. One obtains a family of problems by defining, for each structure B, the problem QCSP(B) to be the QCSP where the structure is fixed to be B. In this article, we offer a viewpoint on the research program of understanding the complexity of the problems QCSP(B) on finite structures. In particular, we propose and discuss a group of conjectures; throughout, we attempt to place the conjectures in relation to existing results and to emphasize open issues and potential research directions.

  15. Quantifier Elimination by Dependency Sequents

    CERN Document Server

    Goldberg, Eugene

    2012-01-01

    We consider the problem of existential quantifier elimination for Boolean formulas in Conjunctive Normal Form (CNF). We present a new method for solving this problem called Derivation of Dependency-Sequents (DDS). A Dependency-sequent (D-sequent) is used to record that a set of quantified variables is redundant under a partial assignment. We show that D-sequents can be resolved to obtain new, non-trivial D-sequents. We also show that DDS is compositional, i.e. if our input formula is a conjunction of independent formulas, DDS automatically recognizes and exploits this information. We introduce an algorithm based on DDS and present experimental results demonstrating its potential.

  16. Quantifying and measuring cyber resiliency

    Science.gov (United States)

    Cybenko, George

    2016-05-01

    Cyber resliency has become an increasingly attractive research and operational concept in cyber security. While several metrics have been proposed for quantifying cyber resiliency, a considerable gap remains between those metrics and operationally measurable and meaningful concepts that can be empirically determined in a scientific manner. This paper describes a concrete notion of cyber resiliency that can be tailored to meet specific needs of organizations that seek to introduce resiliency into their assessment of their cyber security posture.

  17. Optimization of esterification activity of lipase from Candida rugosa immobilized using microwave irradiation

    Directory of Open Access Journals (Sweden)

    Mihailović Mladen D.

    2012-01-01

    Full Text Available Lipases are very efficient biocatalysts with wide application in synthesis of important ingredients of food, cosmetics and pharmaceutical products, due to their capacity to catalyze both, ester synthesis and ester hydrolysis. The preparation of stable and active immobilized derivatives of lipases is necessity for their application in industrial enzymatic processes. In this work, the optimization of lipase from C. rugosa immobilization by microwave irradiation was performed, since it was previously reported that immobilization process can be drastically accelerated by means of microwave irradiation, even resulting with slight increase of lipase activity. Eupergit®, commercial support with active epoxy groups, was used as immobilization support. In first stage of our study, the immobilization time and ionic strength of immobilization buffer were optimized. It was found out that the highest immobilized activity can be achieved at high ionic strengths (1 M buffer after 3 min, while further increase of immobilization time led to decrease of lipase activity. Then, the immobilized derivative obtained at optimum conditions was applied in synthesis of amyl isobutyrate in organic solvent. Key reaction factors (temperature, water concentration, immobilized lipase concentration, and substrate molar ratio were optimized using response surface methodology. The substrate conversion higher above 85% was achieved in our study. The statistical analysis revealed that each of analyzed factors had significant effect on yield of ester, with initial enzyme concentration and substrate molar ratio being the most prominent factors. The second-order regression model that describes the effect of all four factors on substrate conversion was established. The optimum values of factors were: temperature 50ºC, initial immobilized enzyme concentration 220 mg ml-1, added water concentration 0.1% (v/v, and molar ratio acid/alcohol 2.5.

  18. A comparative study of solid carbon acid catalysts for the esterification of free fatty acids for biodiesel production. Evidence for the leaching of colloidal carbon.

    Science.gov (United States)

    Deshmane, Chinmay A; Wright, Marcus W; Lachgar, Abdessadek; Rohlfing, Matthew; Liu, Zhening; Le, James; Hanson, Brian E

    2013-11-01

    The preparation of a variety of sulfonated carbons and their use in the esterification of oleic acid is reported. All sulfonated materials show some loss in activity associated with the leaching of active sites. Exhaustive leaching shows that a finite amount of activity is lost from the carbons in the form of colloids. Fully leached catalysts show no loss in activity upon recycling. The best catalysts; 1, 3, and 6; show initial TOFs of 0.07 s(-1), 0.05 s(-1), and 0.14 s(-1), respectively. These compare favorably with literature values. Significantly, the leachate solutions obtained from catalysts 1, 3, and 6, also show excellent esterification activity. The results of TEM and catalyst poisoning experiments on the leachate solutions associate the catalytic activity of these solutions with carbon colloids. This mechanism for leaching active sites from sulfonated carbons is previously unrecognized.

  19. Screening of lipases for the synthesis of xylitol monoesters by chemoenzymatic esterification and the potential of microwave and ultrasound irradiations to enhance the reaction rate.

    Science.gov (United States)

    Rufino, Alessandra R; Biaggio, Francisco C; Santos, Julio C; de Castro, Heizir F

    2010-07-01

    Lipases from different sources, Pseudomonas fluorescens (AK lipase), Burkholderia cepacia (PS lipase), Penicillium camembertii (lipase G) and Porcine pancreas lipase (PPL), previously immobilized on epoxy SiO(2)-PVA, were screened for the synthesis of xylitol monoesters by esterification of the protected xylitol using oleic acid as acyl donor group. Among all immobilized derivatives, the highest esterification yield was achieved by P. camembertii lipase, showing to be attractive alternative to bulk chemical routes to satisfy increasing commercial demands. Further experiments were performed to determine the influence of fatty acids chain size on the reaction yield and the feasibility of using non-conventional heating systems (microwave and ultrasound irradiations) to enhance the reaction rate.

  20. Kinetics of esterification of acidified oil with different alcohols by a cation ion-exchange resin/polyethersulfone hybrid catalytic membrane.

    Science.gov (United States)

    Zhang, Honglei; Ding, Jincheng; Qiu, Yanli; Zhao, Zengdian

    2012-05-01

    Hybrid catalytic membranes consisting of cation ion-exchange resin particles (CERP) and polyethersulfone (PES) were prepared by immersion phase inversion and used as heterogeneous catalysts for the esterification of acidified oil with methanol, ethanol, propanol and butanol. The membranes were characterized by ion exchange capacity and swelling degree tests. The membranes were annealed at different temperatures to improve catalytic activity and membranes annealed at 393 K had the highest catalytic activity. Butanol allowed the highest free fatty acids (FFAs) conversion of 95.28% since it has better miscibility than the other alcohols which strengthened mass and heat transfer. Furthermore, pseudo-homogeneous kinetic models of the esterification of acidified oil with the four alcohols were established according to the experimental data. The kinetic models can well predict the FFA conversion. Copyright © 2012 Elsevier Ltd. All rights reserved.

  1. A Networks Approach to Modeling Enzymatic Reactions.

    Science.gov (United States)

    Imhof, P

    2016-01-01

    Modeling enzymatic reactions is a demanding task due to the complexity of the system, the many degrees of freedom involved and the complex, chemical, and conformational transitions associated with the reaction. Consequently, enzymatic reactions are not determined by precisely one reaction pathway. Hence, it is beneficial to obtain a comprehensive picture of possible reaction paths and competing mechanisms. By combining individually generated intermediate states and chemical transition steps a network of such pathways can be constructed. Transition networks are a discretized representation of a potential energy landscape consisting of a multitude of reaction pathways connecting the end states of the reaction. The graph structure of the network allows an easy identification of the energetically most favorable pathways as well as a number of alternative routes.

  2. Enzymatic hydrolysis of poly(ethylene furanoate).

    Science.gov (United States)

    Pellis, Alessandro; Haernvall, Karolina; Pichler, Christian M; Ghazaryan, Gagik; Breinbauer, Rolf; Guebitz, Georg M

    2016-10-10

    The urgency of producing new environmentally-friendly polyesters strongly enhanced the development of bio-based poly(ethylene furanoate) (PEF) as an alternative to plastics like poly(ethylene terephthalate) (PET) for applications that include food packaging, personal and home care containers and thermoforming equipment. In this study, PEF powders of various molecular weights (6, 10 and 40kDa) were synthetized and their susceptibility to enzymatic hydrolysis was investigated for the first time. According to LC/TOF-MS analysis, cutinase 1 from Thermobifida cellulosilytica liberated both 2,5-furandicarboxylic acid and oligomers of up to DP4. The enzyme preferentially hydrolyzed PEF with higher molecular weights but was active on all tested substrates. Mild enzymatic hydrolysis of PEF has a potential both for surface functionalization and monomers recycling. Copyright © 2016 Elsevier B.V. All rights reserved.

  3. Enzymatic hydrolysis of corn bran arabinoxylan

    DEFF Research Database (Denmark)

    Agger, Jane

    This thesis concerns enzymatic hydrolysis of corn bran arabinoxylan. The work has focused on understanding the composition and structure of corn bran with specific interest in arabinoxylan with the main purpose of targeting enzymatic hydrolysis for increased yields. Corn bran has been used...... as a model substrate because it represents a readily available agroindustrial side product with upgrading potentials. Corn bran originates from the wet-milling process in corn starch processing, is the outmost layers of the corn kernel and is particularly rich in pentose monosaccharides comprising the major...... components of arabinoxylan. Corn bran is one of the most recalcitrant cereal byproducts with arabinoxylans of particular heterogeneous nature. It is also rich in feruloyl derived substitutions, which are responsible for extensive cross-linking between arabinoxylan molecules and thereby participate...

  4. Enzymatic Aqueous Extraction of Soybean Oil

    Institute of Scientific and Technical Information of China (English)

    2001-01-01

    The procedure of enzymatic aqueous extraction of soybean oil was assessed when two-step controlled enzymatic hydrolysis was applied. With aqueous extraction of soybean oil-containing protein, the highest yield of oil was 96.1% at the optimized conditions studied. Soybean oil-containing protein was hydrolyzed and resulted in releasing part of oil. The separated protein that contained 40% oil was enriched due to its adsorption capacity of released oil, the average oil extraction yeild reached 93.5%. Then the high oil content protein was hydrolyzed again to release oil by enzyme, the oil extraction yeild was 80.4%. As a result, high quality of soybean oil was obtained and the content of total oil yield was 74.4%.

  5. Operation and Control of Enzymatic Biodiesel Production

    DEFF Research Database (Denmark)

    Price, Jason Anthony; Huusom, Jakob Kjøbsted; Nordblad, Mathias

    -product. Current literature indicates that enzymatic processing of oils and fats to produce biodiesel is technically feasible and developments in immobilization technology indicate that enzyme catalysts can become cost effective compared to chemical processing. However, with very few exceptions, enzyme technology...... is not currently used in commercial-scale biodiesel production. This is mainly due to non-optimized process designs, which do not use the full potential of the catalysts in a cost-efficient way. Furthermore is it unclear what process variables need to be monitored and controlled to ensure optimal economics...... an enzymatic route, batch operation is a straightforward and efficient means for producing BD with its main disadvantage being the downtime between batches. For large-scale production of biodiesel, continuous operation is an attractive alternative as it enables efficient use of manpower and capital assets...

  6. Production of MAG via enzymatic glycerolysis

    Science.gov (United States)

    Jamlus, Norul Naziraa Ahmad; Derawi, Darfizzi; Salimon, Jumat

    2015-09-01

    Enzymatic glycerolysis of a medium chain methyl ester, methyl laurate was performed using lipase Candida antarctica (Novozyme 435) for 6 hours at 55°C. The percentage of components mixture of product were determined by using gas chromatography technique. The enzymatic reaction was successfully produced monolaurin (45.9 %), dilaurin (47.1 %) and trilaurin (7.0 %) respectively. Thin layer chromatography (TLC) plate also showed a good separation of component spots. Fourier transformation infra-red (FTIR) spectrum showed the presence of ester carbonyl at wavenumber 1739.99 cm-1 and hydrogen bonded O-H at 3512.03 cm-1. The product is potentially to be used as emulsifier and additive in food industry, pharmaceutical, as well as antibacterial.

  7. Molecular crowding and protein enzymatic dynamics.

    Science.gov (United States)

    Echeverria, Carlos; Kapral, Raymond

    2012-05-21

    The effects of molecular crowding on the enzymatic conformational dynamics and transport properties of adenylate kinase are investigated. This tridomain protein undergoes large scale hinge motions in the course of its enzymatic cycle and serves as prototype for the study of crowding effects on the cyclic conformational dynamics of proteins. The study is carried out at a mesoscopic level where both the protein and the solvent in which it is dissolved are treated in a coarse grained fashion. The amino acid residues in the protein are represented by a network of beads and the solvent dynamics is described by multiparticle collision dynamics that includes effects due to hydrodynamic interactions. The system is crowded by a stationary random array of hard spherical objects. Protein enzymatic dynamics is investigated as a function of the obstacle volume fraction and size. In addition, for comparison, results are presented for a modification of the dynamics that suppresses hydrodynamic interactions. Consistent with expectations, simulations of the dynamics show that the protein prefers a closed conformation for high volume fractions. This effect becomes more pronounced as the obstacle radius decreases for a given volume fraction since the average void size in the obstacle array is smaller for smaller radii. At high volume fractions for small obstacle radii, the average enzymatic cycle time and characteristic times of internal conformational motions of the protein deviate substantially from their values in solution or in systems with small density of obstacles. The transport properties of the protein are strongly affected by molecular crowding. Diffusive motion adopts a subdiffusive character and the effective diffusion coefficients can change by more than an order of magnitude. The orientational relaxation time of the protein is also significantly altered by crowding.

  8. Esterification of Glycerol by Oleic Acid and Selective Hydrogenation of Oieic Acid Methylester Over Acid and Ru-Sn-B Supported Mesoporous AIMCM-41

    Institute of Scientific and Technical Information of China (English)

    2001-01-01

    The AIMCM-41 molecular sieves with two different pore sizes arc hydrothermally synthesized in the presence of surfactants with two different chain lengths. H-AIMCM-41 and Ru-Sn-B/H-AIMCM-41 which are prepared by the conventional ion-exchange and incipient wetness techniques of the AIMCM-41 show tair catalytic activity for esterification of glycerol by oleic acid and selective hydrogenation of oleic acid methylester, respectively.

  9. Optimization and kinetic modeling of esterification of the oil obtained from waste plum stones as a pretreatment step in biodiesel production.

    Science.gov (United States)

    Kostić, Milan D; Veličković, Ana V; Joković, Nataša M; Stamenković, Olivera S; Veljković, Vlada B

    2016-02-01

    This study reports on the use of oil obtained from waste plum stones as a low-cost feedstock for biodiesel production. Because of high free fatty acid (FFA) level (15.8%), the oil was processed through the two-step process including esterification of FFA and methanolysis of the esterified oil catalyzed by H2SO4 and CaO, respectively. Esterification was optimized by response surface methodology combined with a central composite design. The second-order polynomial equation predicted the lowest acid value of 0.53mgKOH/g under the following optimal reaction conditions: the methanol:oil molar ratio of 8.5:1, the catalyst amount of 2% and the reaction temperature of 45°C. The predicted acid value agreed with the experimental acid value (0.47mgKOH/g). The kinetics of FFA esterification was described by the irreversible pseudo first-order reaction rate law. The apparent kinetic constant was correlated with the initial methanol and catalyst concentrations and reaction temperature. The activation energy of the esterification reaction slightly decreased from 13.23 to 11.55kJ/mol with increasing the catalyst concentration from 0.049 to 0.172mol/dm(3). In the second step, the esterified oil reacted with methanol (methanol:oil molar ratio of 9:1) in the presence of CaO (5% to the oil mass) at 60°C. The properties of the obtained biodiesel were within the EN 14214 standard limits. Hence, waste plum stones might be valuable raw material for obtaining fatty oil for the use as alternative feedstock in biodiesel production.

  10. Optically active 6-acetyloxy-2H-pyran-3(6H)-one obtained by lipase catalyzed transesterification and esterification

    NARCIS (Netherlands)

    van den Heuvel, M.; Cuiper, A.D; van der Deen, H.; Kellogg, R.M; Feringa, B.L.

    1997-01-01

    Kinetic resolution of 6-acetyloxy-2H-pyran-3(6H)-one (1) is achieved by immobilized lipase PS on Hyflo Super Cell in organic solvents. Transesterification in hexane/n-butanol yields enantiomerically pure R-(-)-6-acetyloxy-2H-pyran-3(6H)-one, whereas esterification of 6-hydroxy-2H-pyran-3(6H)-one (2)

  11. Novel Brφnsted Acidic Ionic Liquid Based on a Cyclic Guanidinium Cation: a Green, Efficient, and Recyclable Dual Slovent-catalyst System for Fisher Esterification

    Institute of Scientific and Technical Information of China (English)

    GUO Xu; DUAN Hai-feng; SUN Hai; CAO Jun-gang; LIN Ying-jie

    2007-01-01

    A novel Brφnsted acidic ionic liquid(IL) based on the cyclic guanidinium cation has been synthesized. This IL,as a strong Brφnsted acid catalyst or solvent, shows high catalytic activity and biphsaic behavor in the esterifications of carboxylic acids and alcohols. The produced esters as a separate phase can be conveniently decanted out from the IL and the IL is recyclable without any loss of catalytic activity.

  12. Enzymatic Synthesis of Biobased Polyesters and Polyamides

    Directory of Open Access Journals (Sweden)

    Yi Jiang

    2016-06-01

    Full Text Available Nowadays, “green” is a hot topic almost everywhere, from retailers to universities to industries; and achieving a green status has become a universal aim. However, polymers are commonly considered not to be “green”, being associated with massive energy consumption and severe pollution problems (for example, the “Plastic Soup” as a public stereotype. To achieve green polymers, three elements should be entailed: (1 green raw materials, catalysts and solvents; (2 eco-friendly synthesis processes; and (3 sustainable polymers with a low carbon footprint, for example, (biodegradable polymers or polymers which can be recycled or disposed with a gentle environmental impact. By utilizing biobased monomers in enzymatic polymerizations, many advantageous green aspects can be fulfilled. For example, biobased monomers and enzyme catalysts are renewable materials that are derived from biomass feedstocks; enzymatic polymerizations are clean and energy saving processes; and no toxic residuals contaminate the final products. Therefore, synthesis of renewable polymers via enzymatic polymerizations of biobased monomers provides an opportunity for achieving green polymers and a future sustainable polymer industry, which will eventually play an essential role for realizing and maintaining a biobased and sustainable society.

  13. Microbial Enzymatic Degradation of Biodegradable Plastics.

    Science.gov (United States)

    Roohi; Bano, Kulsoom; Kuddus, Mohammed; Zaheer, Mohammed R; Zia, Qamar; Khan, Mohammed F; Ashraf, Ghulam Md; Gupta, Anamika; Aliev, Gjumrakch

    2017-01-01

    The renewable feedstock derived biodegradable plastics are important in various industries such as packaging, agricultural, paper coating, garbage bags and biomedical implants. The increasing water and waste pollution due to the available decomposition methods of plastic degradation have led to the emergence of biodegradable plastics and biological degradation with microbial (bacteria and fungi) extracellular enzymes. The microbes utilize biodegradable polymers as the substrate under starvation and in unavailability of microbial nutrients. Microbial enzymatic degradation is suitable from bioremediation point of view as no waste accumulation occurs. It is important to understand the microbial interaction and mechanism involved in the enzymatic degradation of biodegradable plastics under the influence of several environmental factors such as applied pH, thermo-stability, substrate molecular weight and/or complexity. To study the surface erosion of polymer film is another approach for hydrolytic degradation characteristion. The degradation of biopolymer is associated with the production of low molecular weight monomer and generation of carbon dioxide, methane and water molecule. This review reported the degradation study of various existing biodegradable plastics along with the potent degrading microbes (bacteria and fungi). Patents available on plastic biodegradation with biotechnological significance is also summarized in this paper. This paper assesses that new disposal technique should be adopted for the degradation of polymers and further research is required for the economical production of biodegradable plastics along with their enzymatic degradation. Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.

  14. Optimization for liquid level of esterification vessel in polyester unit%聚酯装置酯化釜液位优化

    Institute of Scientific and Technical Information of China (English)

    刘玉君

    2001-01-01

    Based on the principle of reaction kinetics,the residence time of the first esterification vessel was calculated and adjustment so that the control esterification rate is reasonably. The liquid level reduced from 37.0 % to 35.5 %,the residence time reduced 0.78 h,DEG content reduced from 0.74 to 0.70 and the heat consumption dropped remark ably. The operation stability of esterification dehydrator improved and EG content in the distillate water decreased from 5 % to 3 % .All these provided conditions for capacity increasing to 155 t/d.%利用反应动力学的原理,计算并调整第一酯化釜的停留时间,以达到合理控制酯化率。液位由37.0%降至35.5%,停留时间减少0.78h,DEG含量由0.74降至0.70,耗热量明显降低,酯化脱水塔操作稳定性提高,馏出水中EG的质量分数由5%降至3%,为增容到155 t/d创造了条件。

  15. Noble Metal Decoration and Presulfation on TiO2: Increased Photocatalytic Activity and Efficient Esterification of n-Butanol with Citric Acid

    Directory of Open Access Journals (Sweden)

    Yu Niu

    2016-01-01

    Full Text Available TiO2 has been widely used as a key catalyst in photocatalytic reactions; it also shows good catalytic activity for esterification reactions. Different sulfated M-TiO2 nanoparticles (M = Ag, Au, Rh, and Pt were prepared by photodeposition and ultrasonic methods. The results show that the noble metal nanoparticles, which were loaded onto a TiO2 surface, slightly affected the crystal phase and particle size of TiO2. Among all the catalysts, SO42-/Au-TiO2 exhibited the best catalytic activity in the esterification reaction for the synthesis of citric acid n-butyl acetate and in the decomposition of methyl orange, as confirmed by a high conversion rate of up to 98.2% and 100% degradation rate, respectively. This can be attributed to an increase in the Lewis acidity of the catalyst and increased separation efficiency of electron-hole pairs. This superior catalyst has great potential applications in esterification reactions and wastewater treatments.

  16. Study of the Effect of Grafting Method on Surface Polarity of Tempo-Oxidized Nanocellulose Using Polycaprolactone as the Modifying Compound: Esterification versus Click-Chemistry

    Science.gov (United States)

    Benkaddour, Abdelhaq; Jradi, Khalil; Robert, Sylvain; Daneault, Claude

    2013-01-01

    Esterification and click-chemistry were evaluated as surface modification treatments for TEMPO-oxidized nanocelluloses (TONC) using Polycaprolactone-diol (PCL) as modifying compound in order to improve the dispersion of nanofibers in organic media. These two grafting strategies were analyzed and compared. The first consists of grafting directly the PCL onto TONC, and was carried out by esterification between hydroxyl groups of PCL and carboxyl groups of TONC. The second strategy known as click-chemistry is based on the 1,3-dipolar cycloaddition reaction between azides and alkyne terminated moieties to form the triazole ring between PCL and TONC. The grafted samples were characterized by transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), and Thermogravimetry analysis (TGA). Further, the effects of the two treatments on the surface hydrophobization of TONC were investigated by contact angle measurements. The results show that both methods confirm the success of such a modification and the click reaction was significantly more effective than esterification. PMID:28348357

  17. Study of the Effect of Grafting Method on Surface Polarity of Tempo-Oxidized Nanocellulose Using Polycaprolactone as the Modifying Compound: Esterification versus Click-Chemistry

    Directory of Open Access Journals (Sweden)

    Abdelhaq Benkaddour

    2013-12-01

    Full Text Available Esterification and click-chemistry were evaluated as surface modification treatments for TEMPO-oxidized nanocelluloses (TONC using Polycaprolactone-diol (PCL as modifying compound in order to improve the dispersion of nanofibers in organic media. These two grafting strategies were analyzed and compared. The first consists of grafting directly the PCL onto TONC, and was carried out by esterification between hydroxyl groups of PCL and carboxyl groups of TONC. The second strategy known as click-chemistry is based on the 1,3-dipolar cycloaddition reaction between azides and alkyne terminated moieties to form the triazole ring between PCL and TONC. The grafted samples were characterized by transmission electron microscopy (TEM, Fourier transform infrared spectroscopy (FTIR, X-ray photoelectron spectroscopy (XPS, and Thermogravimetry analysis (TGA. Further, the effects of the two treatments on the surface hydrophobization of TONC were investigated by contact angle measurements. The results show that both methods confirm the success of such a modification and the click reaction was significantly more effective than esterification.

  18. Enzymatic AND logic gate with sigmoid response induced by photochemically controlled oxidation of the output.

    Science.gov (United States)

    Privman, Vladimir; Fratto, Brian E; Zavalov, Oleksandr; Halámek, Jan; Katz, Evgeny

    2013-06-27

    We report a study of a system which involves an enzymatic cascade realizing an AND logic gate, with an added photochemical processing of the output, allowing the gate's response to be made sigmoid in both inputs. New functional forms are developed for quantifying the kinetics of such systems, specifically designed to model their response in terms of signal and information processing. These theoretical expressions are tested for the studied system, which also allows us to consider aspects of biochemical information processing such as noise transmission properties and control of timing of the chemical and physical steps.

  19. Non-enzymatic modification of aminophospholipids by carbonyl-amine reactions.

    Science.gov (United States)

    Naudí, Alba; Jové, Mariona; Ayala, Victòria; Cabré, Rosanna; Portero-Otín, Manuel; Pamplona, Reinald

    2013-02-05

    Non-enzymatic modification of aminophospholipids by lipid peroxidation-derived aldehydes and reducing sugars through carbonyl-amine reactions are thought to contribute to the age-related deterioration of cellular membranes and to the pathogenesis of diabetic complications. Much evidence demonstrates the modification of aminophospholipids by glycation, glycoxidation and lipoxidation reactions. Therefore, a number of early and advanced Maillard reaction-lipid products have been detected and quantified in different biological membranes. These modifications may be accumulated during aging and diabetes, introducing changes in cell membrane physico-chemical and biological properties.

  20. Quantifying mixing using equilibrium reactions

    Science.gov (United States)

    Wheat, Philip M.; Posner, Jonathan D.

    2009-03-01

    A method of quantifying equilibrium reactions in a microchannel using a fluorometric reaction of Fluo-4 and Ca2+ ions is presented. Under the proper conditions, equilibrium reactions can be used to quantify fluid mixing without the challenges associated with constituent mixing measures such as limited imaging spatial resolution and viewing angle coupled with three-dimensional structure. Quantitative measurements of CaCl and calcium-indicating fluorescent dye Fluo-4 mixing are measured in Y-shaped microchannels. Reactant and product concentration distributions are modeled using Green's function solutions and a numerical solution to the advection-diffusion equation. Equilibrium reactions provide for an unambiguous, quantitative measure of mixing when the reactant concentrations are greater than 100 times their dissociation constant and the diffusivities are equal. At lower concentrations and for dissimilar diffusivities, the area averaged fluorescence signal reaches a maximum before the species have interdiffused, suggesting that reactant concentrations and diffusivities must be carefully selected to provide unambiguous, quantitative mixing measures. Fluorometric equilibrium reactions work over a wide range of pH and background concentrations such that they can be used for a wide variety of fluid mixing measures including industrial or microscale flows.

  1. Engineering of enzymatic reactions and reactors for lipid modification and synthesis

    DEFF Research Database (Denmark)

    Xu, Xuebing

    2003-01-01

    Progress in enzymic lipid modification and synthesis in the past 20 yr is discussed, with particular reference to: enzymic hydrolysis; enzymic esterification; enzymic acidolysis; enzymic alcoholysis; enzymic ester-ester exchange; reaction and reactor optimization; product development; and process...

  2. Engineering of enzymatic reactions and reactors for lipid modification and synthesis

    DEFF Research Database (Denmark)

    Xu, Xuebing

    2003-01-01

    Progress in enzymic lipid modification and synthesis in the past 20 yr is discussed, with particular reference to: enzymic hydrolysis; enzymic esterification; enzymic acidolysis; enzymic alcoholysis; enzymic ester-ester exchange; reaction and reactor optimization; product development; and process...

  3. MgO-SBA-15 Supported Pd-Pb Catalysts for Oxidative Esterification of Methacrolein with Methanol to Methyl Methacrylate☆

    Institute of Scientific and Technical Information of China (English)

    Li Jiang; Yanyan Diao; Junxing Han; Ruiyi Yan; Xiangping Zhang; Suojiang Zhang

    2014-01-01

    Novel MgO–SBA-15 supported catalysts were prepared for oxidative esterification of methacrolein (MAL) with methanol to methyl methacrylate (MMA). The MgO–SBA-15 supports were synthesized with different magnesia loadings from different magnesium precursors and hydrochloric acid molar concentrations. The MgO–SBA-15 sup-ports and Pd–Pb/MgO–SBA-15 catalysts were characterized by several analysis methods. The results revealed that the addition of MgO improved the ordered structure of SBA-15 supports and provided surface alkalinity of SBA-15 supports. The average size of the Pd3Pb particles on magnesia-modified Pd–Pb/MgO–SBA-15 catalysts was smal er than that on the pure silica-based Pd–Pb/SBA-15 catalysts. The experiments on catalyst performance showed that the magnesia-modified Pd–Pb/MgO–SBA-15 catalysts had higher activity than pure silica-based Pd–Pb/SBA-15 catalysts, showing the strong dependence of catalytic activity on the average size of active particles. The difference of activity between Pd–Pb/SBA-15 catalysts and Pd–Pb/MgO–SBA-15 catalysts was due to the discrepant structural properties and surface alkalinity provided by MgO, which led to the different Pd3Pb particle sizes and then resulted in the different number of active sites. Besides magnesia loadings, other factors, such as hydrochloric acid molar concentration and magnesium precursors, had considerable influences on the catalytic activity.

  4. Esterification of oil adsorbed on palm decanter cake into methyl ester using sulfonated rice husk ash as heterogeneous acid catalyst

    Science.gov (United States)

    Hindryawati, Noor; Erwin, Maniam, Gaanty Pragas

    2017-02-01

    Palm Decanter cake (PDC) which is categorized as the waste from palm oil mill has been found to contain residual crude palm oil. The oil adsorbed on the PDC (PDC-oil) can be extracted and potentially used as feedstock for biodiesel production. Feedstock from waste like PDC-oil is burdened with high free fatty acids (FFAs) which make the feedstock difficult to be converted into biodiesel using basic catalyst. Therefore, in this study, a solid acid, RHA-SO3H catalyst was synthesized by sulfonating rice husk ash (RHA) with concentrated sulfuric acid. The RHA-SO3H prepared was characterized with TGA, FTIR, BET, XRD, FE-SEM, and Hammett indicators (methyl red, bromophenol blue, and crystal violet). PDC was found to have about 11.3 wt. % oil recovered after 1 hour extraction using ultrasound method. The presence of sulfonate group was observed in IR spectrum, and the surface area of RHA-SO3H was reduced to 37 m2.g-1 after impregnation of sulfonate group. The RHA-SO3H catalyst showed that it can work for both esterification of free fatty acid which is present in PDC-oil, and transesterification of triglycerides into methyl ester. The results showed highest methyl ester content of 70.2 wt.% at optimal conditions, which was 6 wt.% catalyst amount, methanol to oil molar ratio of 17:1 for 5 hours at 120 °C.

  5. STUDY ON SYNTHESIS OF PVC SERIES OF MACROPOROUS SULFORIC RESINS AND THEIR APPLICATIONS IN CATALYTIC ESTERIFICATION AND WATER TREATMENT

    Institute of Scientific and Technical Information of China (English)

    LIYanfeng; FULiandi; 等

    1999-01-01

    The PVC serves of macroporous sulfonic cation-exchange resins were prepared by the sulfonation of a macroporous PVC bead with concentrated sulfonic acid or chlorosulfonic acid.the resulting sulfonic resin was employed in the investigation of catalytic esterification and solftening of water,The results show that the yields of esters reach 60.0-84.4% according as different fatty acids and alcohols,the refractive indexes of esters obtained resemble those reported in the references basically,meanwhile,345L softened water which holds ≤0.06mmol/L hardness would be prepared by 1 L wet sulfonic resin reusing for 4 times.The resulting sulfonic resins would have 1.6-2.0or 2.5-3.0mmol/g exchange capacity by using concentrated sulfonic acid or chlorosulfonic acid as sulfonating agent,respectively,The sulfonic resin has a macroporous structure taking the morphology with agglomerates of minutely spherical gel particles as characteristic.

  6. Effect of polyvinylpyrrolidone on mesoporous silica morphology and esterification of lauric acid with 1-butanol catalyzed by immobilized enzyme

    Science.gov (United States)

    Zhang, Jinyu; Zhou, Guowei; Jiang, Bin; Zhao, Minnan; Zhang, Yan

    2014-05-01

    Mesoporous silica materials with a range of morphology evolution, i.e., from curved rod-shaped mesoporous silica to straight rod-shaped mesoporous silica, were successfully prepared using polyvinylpyrrolidone (PVP) and triblock copolymer as dual template. The effects of PVP molecular weight and concentration on mesoporous silica structure parameters were studied. Results showed that surface area and pore volume continuously decreased with increased PVP molecular weight. Mesoporous silica prepared with PVP K30 also possessed larger pore diameter, interplanar spacing (d100), and cell parameter (a0) than that prepared with PVP K15 and PVP K90. In addition, with increased PVP concentration, d100 and a0 continuously decreased. The mechanism of morphology evolution caused by the change in PVP concentration was investigated. The conversion rate of lauric acid with 1-butanol catalyzed by immobilized Porcine pancreatic lipase (PPL) was also evaluated. Results showed that PPL immobilized on amino-functionalized straight rod-shaped mesoporous silica maintained 50% of its esterification conversion rate even after five cycles of use with a maximum conversion rate was about 90.15%.

  7. Esterification of oleic acid with methanol by immobilized lipase on wrinkled silica nanoparticles with highly ordered, radially oriented mesochannels.

    Science.gov (United States)

    Pang, Jinli; Zhou, Guowei; Liu, Ruirui; Li, Tianduo

    2016-02-01

    Mesoporous silica nanoparticles with a wrinkled structure (wrinkled silica nanoparticles, WSNs) having highly ordered, radially oriented mesochannels were synthesized by a solvothermal method. The method used a mixture of cyclohexane, ethanol, and water as solvent, tetraethoxysilane (TEOS) as source of inorganic silica, ammonium hydroxide as hydrolysis additive, cetyltrimethylammonium bromide (CTAB) as surfactant, and polyvinylpyrrolidone (PVP) as stabilizing agent of particle growth. Particle size (240nm to 540nm), specific surface areas (490m(2)g(-1) to 634m(2)g(-1)), surface morphology (radial wrinkled structures), and pore structure (radially oriented mesochannels) of WSN samples were varied using different molar ratios of CTAB to PVP. Using synthesized WSN samples with radially oriented mesochannels as support, we prepared immobilized Candida rugosa lipase (CRL) as a new biocatalyst for biodiesel production through the esterification of oleic acid with methanol. These results suggest that WSNs with highly ordered, radially oriented mesochannels have promising applications in biocatalysis, with the highest oleic acid conversion rate of about 86.4% under the optimum conditions.

  8. Modification of oligo-Ricinoleic Acid and Its Derivatives with 10-Undecenoic Acid via Lipase-Catalyzed Esterification

    Directory of Open Access Journals (Sweden)

    M. Claudia Montiel

    2012-04-01

    Full Text Available Lipases were employed under solvent-free conditions to conjugate oligo-ricinoleic acid derivatives with 10-undecenoic acid, to incorporate a reactive terminal double bond into the resultant product. First, undecenoic acid was covalently attached to oligo-ricinoleic acid using immobilized Candida antarctica lipase (CAL at a 30% yield. Thirty percent conversion also occurred for CAL-catalyzed esterification between undecenoic acid and biocatalytically-prepared polyglycerol polyricinoleate (PGPR, with attachment of undecenoic acid occurring primarily at free hydroxyls of the polyglycerol moiety. The synthesis of oligo-ricinoleyl-, undecenoyl- structured triacylglycerols comprised two steps. The first step, the 1,3-selective lipase-catalyzed interesterification of castor oil with undecenoic acid, occurred successfully. The second step, the CAL-catalyzed reaction between ricinoleyl-, undecenoyl structured TAG and ricinoleic acid, yielded approximately 10% of the desired structured triacylglycerols (TAG; however, a significant portion of the ricinoleic acid underwent self-polymerization as a side-reaction. The employment of gel permeation chromatography, normal phase HPLC, NMR, and acid value measurements was effective for characterizing the reaction pathways and products that formed.

  9. Fluoride-Promoted Esterification (FPE) Chemistry: A Robust Route to Bis-MPA Dendrons and Their Postfunctionalization.

    Science.gov (United States)

    Stenström, Patrik; Andrén, Oliver C J; Malkoch, Michael

    2016-03-17

    Bifunctional dendrons based on 2,2-bis(methylol)propionic acid (bis-MPA) are highly desirable scaffolds for biomedical applications. This is due to their flawless nature and large and exact number of functional groups as well as being biodegradable and biocompatible. Herein, we describe a facile divergent growth approach to their synthesis from monobenzylated tetraethylene glycol and post functionalization utilizing fluoride-promoted esterification (FPE) chemistry protocols. The scaffolds, presenting selectively deprotectable hydroxyls in the periphery and at the focal point, were isolated on a multigram scale with excellent purity up to the fourth generation dendron with a molecular weight of 2346 Da in seven reactions with a total yield of 50%. The third generation dendron was used as a model compound to demonstrate its functionalizability. Selective deprotection of the dendron's focal point was achieved with an outstanding yield of 94%, and biotin as well as azido functionalities were introduced to its focal point and periphery, respectively, through FPE chemistry. Bulky disperse red dyes were clicked through CuAAC to the dendron's azido groups, giving a biotinylated dendron with multivalent dyes with a molecular weight of 6252 Da in a total yield of 37% in five reactions with an average yield of 82% starting from the third generation focally and peripherally protected dendron. FPE chemistry proved to be a superb improvement over previous protocols towards bis-MPA dendrons as high purity and yields were obtained with less toxic solvents and greatly improved monomer utilization.

  10. Optimization and modeling for the synthesis of sterol esters from deodorizer distillate by lipase-catalyzed esterification.

    Science.gov (United States)

    Zhang, Xinyu; Yu, Jiang; Zeng, Aiwu

    2017-03-01

    In this paper, cotton seed oil deodorizer distillate (CSODD), was recovered to obtain fatty acid sterol ester (FASE), which is one of the biological activated substances added as human therapeutic to lower cholesterol. Esterification reactions were carried out using Candida rugosa lipase as a catalyst, and the conversion of phytosterol was optimized using response surface methodology. The highest conversion (90.8 ± 0.4%) was reached at 0.84 wt% enzyme load, 1:25 solvent/CSODD mass ratio, and 44.2 °C after 12 H reaction. A kinetic model based on the reaction rate equation was developed to describe the reaction process. The activation energy of the reaction was calculated to be 56.9 kJ/mol and the derived kinetic parameters provided indispensable basics for further study. The optimization and kinetic research of synthesizing FASE from deodorizer distillate provided necessary information for the industrial applications in the near future. Experimental results showed that the proposed process is a promising alternative to recycle sterol esters from vegetable oil deodorizer distillates in a mild, efficient, and environmental friendly method. © 2016 International Union of Biochemistry and Molecular Biology, Inc.

  11. A study of esterification of caffeic acid with methanol using p-toluenesulfonic acid as a catalyst

    Directory of Open Access Journals (Sweden)

    Wang Jun

    2013-01-01

    Full Text Available Caffeic acid (CA can be considered as an important natural antioxidant. However, the low solubility and stability of CA in various solvent systems is a major limiting factor governing the overall application in the lipid industry, so the synthesis of methyl caffeate (MCusing CA and methanol is a feasible way to improve its lipophilicity. Here, the reaction conditions and kinetic parameters for the synthesis of MC using p-toluenesulfonic acid (PTSA as a catalyst were firstly investigated, and the product was confirmed byliquid chromatography-mass spectrometry (LC-MS,Fourier transform infrared spectroscopy (FTIR, nuclear magnetic resonance (NMR, and melting point analysis. The highest yield of MC catalyzed by PTSA reached 84.0% under the optimum conditions as follows: molar ratio of methanol to CA of 20:1, reaction temperature of 65°C, mass ratio of catalyst to substrate of 8 %, and reaction time of 4 h. The esterification kinetics of CA and methanol is described by the pseudo-homogeneous second order reversible model, the relationship between temperature and the forward rate constant is k1 = exp (358.7 - 2111/T, and the activation energy is 17.5 kJ mol-1. These results indicated that the PTSA possesses high catalytic activity in the synthesis of MC, which is an efficient catalyst suitable for MC production in the chemical industry.

  12. Biodiesel production with continuous supercritical process: non-catalytic transesterification and esterification with or without carbon dioxide.

    Science.gov (United States)

    Tsai, Yu-Ting; Lin, Ho-mu; Lee, Ming-Jer

    2013-10-01

    The non-catalytic transesterification of refined sunflower oil with supercritical methanol, in the presence of carbon dioxide, was conducted in a tubular reactor at temperatures from 553.2 to 593.2K and pressures up to 25.0 MPa. The FAME yield can be achieved up to about 0.70 at 593.2 K and 10.0 MPa in 23 min with methanol:oil of 25:1 in molar ratio. The effect of adding CO2 on the FAME yield is insignificant. The kinetic behavior of the non-catalytic esterification and transesterification of oleic acid or waste cooking oil (WCO) with supercritical methanol was also investigated. By using the supercritical process, the presence of free fatty acid (FFA) in WCO gives positive contribution to FAME production. The FAME yield of 0.90 from WCO can be achieved in 13 min at 573.2K. The kinetic data of supercritical transesterification and esterifaication were correlated well with a power-law model. Copyright © 2012 Elsevier Ltd. All rights reserved.

  13. Efficient bifunctional catalyst lipase/organophosphonic acid-functionalized silica for biodiesel synthesis by esterification of oleic acid with ethanol.

    Science.gov (United States)

    Yin, Ping; Chen, Wen; Liu, Wei; Chen, Hou; Qu, Rongjun; Liu, Xiguang; Tang, Qinghua; Xu, Qiang

    2013-07-01

    An efficient bifunctional catalyst lipase/organophosphonic acid-functionalized silica (SG-T-P-LS) has been successfully developed, and biodiesel production of fatty acid ethyl ester (FAEE) from free fatty acid (FFA) oleic acid with short-chain alcohol ethanol catalyzed by SG-T-P-LS was investigated. The process optimization using response surface methodology (RSM) was performed and the interactions between the operational variables were elucidated, and it was found that the molar ratio of alcohol to acid was the most significant factor. The optimum values for maximum conversion ratio can be obtained by using a Box-Behnken center-united design, and the conversion ratio could reach 89.94 ± 0.42% under the conditions that ethanol/acid molar ratio was 1.05:1 and SG-T-P-LS to FFA weight ratio was 14.9 wt.% at 28.6°C. The research results show that SG-T-P and LS-20 could work cooperatively to promote the esterification reaction, and the bifunctional catalyst SG-T-P-LS is a potential catalyst for biodiesel production.

  14. Dialkyl 3,3'-thiodipropionate and dialkyl 2,2'-thiodiacetate antioxidants by lipase-catalyzed esterification and transesterification.

    Science.gov (United States)

    Weber, Nikolaus; Klein, Erika; Vosmann, Klaus

    2006-04-19

    Medium- and long-chain dialkyl 3,3'-thiodipropionate antioxidants such as dioctyl 3,3'-thiodipropionate, didodecyl 3,3'-thiodipropionate, dihexadecyl 3,3'-thiodipropionate, and di-(cis-9-octadecenyl) 3,3'-thiodipropionate were prepared in high yield by lipase-catalyzed esterification and transesterification of 3,3'-thiodipropionic acid and its dimethyl ester, respectively, with the corresponding medium- or long-chain 1-alkanols, i.e., 1-octanol, 1-dodecanol, 1-hexadecanol, and cis-9-octadecen-1-ol, in vacuo (80 kPa) at moderate temperatures (60-80 degrees C) without solvents. Immobilized lipase B from Candida antarctica (Novozym 435) was the most active biocatalyst for the preparation of medium- and long-chain dialkyl 3,3'-thiodipropionates showing enzyme activities up to 1489 units/g, whereas the immobilized lipases from Rhizomucor miehei (Lipozyme RM IM) and Thermomyces lanuginosus (Lipozyme TL IM) were by far less active ( approximately 10 enzyme units/g). Maximum conversions to dialkyl 3,3'-thiodipropionates were as high as 92-98% after 4 h of reaction time. Similarly, dihexadecyl 2,2'-thiodiacetate was prepared in high yield using 2,2'-thiodiacetic acid or diethyl 2,2'-thiodiacetate and 1-hexadecanol as the starting materials and Novozym 435 as the biocatalyst.

  15. Carotenoid profiling in tubers of different potato (Solanum sp) cultivars: accumulation of carotenoids mediated by xanthophyll esterification.

    Science.gov (United States)

    Fernandez-Orozco, Rebeca; Gallardo-Guerrero, Lourdes; Hornero-Méndez, Dámaso

    2013-12-01

    The carotenoid profile of sixty potato cultivars (commercial, bred, old and native cultivars) has been characterised in order to provide information to be used in selective breeding programs directed to improve the nutritional value of this important staple food. Cultivars were segregated into three groups according to the major pigment in the carotenoid profile: violaxanthin (37 cultivars; especially those with higher carotenoid content), lutein (16 cultivars), and neoxanthin (7 cultivars). Other minor carotenoids were antheraxanthin, β-cryptoxanthin and β-carotene, while zeaxanthin was absent in all sample. The total carotenoid content ranged from 50.0 to 1552.0 μg/100 g dry wt, with an average value of about 435.3 μg/100 g dry wt. Sipancachi, Poluya and Chaucha native cultivars showed the highest carotenoid content (1020.0, 1478.2 and 1551.2 μg/100 g dry wt, respectively). Xanthophyll esters were present in most cultivars, mainly as diesterified forms, being observed a direct correlation between the carotenoid content and the esterified fraction, suggesting that the esterification process facilitates the accumulation of these lipophilic compounds within the plastids. Therefore, the presence of xanthophyll esters should be a phenotypic character to be included in the breeding studies, and more efforts should be dedicated to the understanding of the biochemical process leading to this structural modification of carotenoids in plants.

  16. Recovery of slaughterhouse Animal Fatty Wastewater Sludge by conversion into Fatty Acid Butyl Esters by acid-catalyzed esterification.

    Science.gov (United States)

    Wallis, Christopher; Cerny, Muriel; Lacroux, Eric; Mouloungui, Zéphirin

    2017-02-01

    Two types of Animal Fatty Wastewater Sludges (AFWS 1 and 2) were analyzed and fully characterized to determine their suitability for conversion into biofuel. AFWS 1 was determined to be unsuitable as it contains 68.8wt.% water and only 32.3wt.% dry material, of which only around 80% is lipids to be converted. AFWS 2 has only 15.7wt.% water and 84.3wt.% dry material of which is assumed to 100% lipids as the protein and ash contents were determined to be negligible. The 4-dodecylbenzenesulfonic acid (DBSA) catalyzed esterification of AFWS with 1-butanol was performed in a novel batch reactor fitted with a drying chimney for the "in situ" removal of water and optimized using a non-conventional Doehlert surface response methodology. The optimized condition was found to be 1.66mol equivalent of 1-butanol (with respect to total fatty acid chains), 10wt.% of DBSA catalyst (with respect to AFWS) at 105°C for 3h. Fatty Acid Butyl Esters (FABEs) were isolated in good yields (95%+) as well as a blend of FABEs with 1-butanol (16%). The two potential biofuels were analyzed in comparison with current and analogous biofuels (FAME based biodiesel, and FABE products made from vegetable oils) and were found to exhibit high cetane numbers and flash point values. Copyright © 2016 Elsevier Ltd. All rights reserved.

  17. Action pattern of Valencia orange PME de-esterification of high methoxyl pectin and characterization of modified pectins.

    Science.gov (United States)

    Kim, Yookyung; Teng, Quincy; Wicker, Louise

    2005-12-12

    Valencia pectinmethylesterase (PME) fractions, B-PME, containing 36 and 13 kDa protein bands and U-PME, containing a 36 and 27 kDa protein bands, were used to de-esterify original pectin (O-Pec) from 73% degree of esterification (%DE) to 63% (B-Pec) and 61% DE (U-Pec), respectively. Most O-Pec eluted from ion exchange chromatography at low salt concentration and a smaller component eluted at higher ionic strength. B-Pec and U-Pec eluted as one broad peak at higher ionic strength. PME modification did not change molecular weight: O-pectin (134,000 g/mol), U-Pec (133,850 g/mol), and B-Pec (132,250 g/mol). The NMR signal of GG and GGG increased after modification, whereas the signal of EE and EEE decreased. The negative zeta-potential increased with pH for all pectins. U-PME and B-PME created differently modified pectins that vary in degree and length of multiple attacks and fraction of the pectin population that was modified.

  18. Yield, Esterification Degree and Molecular Weight Evaluation of Pectins Isolated from Orange and Grapefruit Peels under Different Conditions

    Science.gov (United States)

    Sayah, Mohamed Yassine; Chabir, Rachida; Benyahia, Hamid; Rodi Kandri, Youssef; Ouazzani Chahdi, Fouad; Touzani, Hanan; Errachidi, Faouzi

    2016-01-01

    Orange (Citrus sinensis) and grapefruit (Citrus paradise) peels were used as a source of pectin, which was extracted under different conditions. The peels are used under two states: fresh and residual (after essential oil extraction). Organic acid (citric acid) and mineral acid (sulfuric acid) were used in the pectin extraction. The aim of this study is the evaluation the effect of extraction conditions on pectin yield, degree of esterification “DE” and on molecular weight “Mw”. Results showed that the pectin yield was higher using the residual peels. Moreover, both peels allow the obtainment of a high methoxyl pectin with DE >50%. The molecular weight was calculated using Mark-Houwink-Sakurada equation which describes its relationship with intrinsic viscosity. This later was determined using four equations; Huggins equation, kramer, Schulz-Blaschke and Martin equation. The molecular weight varied from 1.538 x1005 to 2.47x1005 g/mol for grapefruit pectin and from 1.639 x1005 to 2.471 x1005 g/mol for orange pectin. PMID:27644093

  19. Fluoride-Promoted Esterification (FPE Chemistry: A Robust Route to Bis-MPA Dendrons and Their Postfunctionalization

    Directory of Open Access Journals (Sweden)

    Patrik Stenström

    2016-03-01

    Full Text Available Bifunctional dendrons based on 2,2-bis(methylolpropionic acid (bis-MPA are highly desirable scaffolds for biomedical applications. This is due to their flawless nature and large and exact number of functional groups as well as being biodegradable and biocompatible. Herein, we describe a facile divergent growth approach to their synthesis from monobenzylated tetraethylene glycol and post functionalization utilizing fluoride-promoted esterification (FPE chemistry protocols. The scaffolds, presenting selectively deprotectable hydroxyls in the periphery and at the focal point, were isolated on a multigram scale with excellent purity up to the fourth generation dendron with a molecular weight of 2346 Da in seven reactions with a total yield of 50%. The third generation dendron was used as a model compound to demonstrate its functionalizability. Selective deprotection of the dendron’s focal point was achieved with an outstanding yield of 94%, and biotin as well as azido functionalities were introduced to its focal point and periphery, respectively, through FPE chemistry. Bulky disperse red dyes were clicked through CuAAC to the dendron’s azido groups, giving a biotinylated dendron with multivalent dyes with a molecular weight of 6252 Da in a total yield of 37% in five reactions with an average yield of 82% starting from the third generation focally and peripherally protected dendron. FPE chemistry proved to be a superb improvement over previous protocols towards bis-MPA dendrons as high purity and yields were obtained with less toxic solvents and greatly improved monomer utilization.

  20. The Effects of Various Acid Catalyst on the Esterification of Jatropha Curcas Oil based Trimethylolpropane Ester as Biolubricant Base Stock

    Directory of Open Access Journals (Sweden)

    Noor Hafizah Arbain

    2011-01-01

    Full Text Available Biolubricant production of trimethylolpropane ester (ET was conducted via esterification of fatty acid (FA of Jatropha curcas oil with trimethylolpropane (TMP. The condition for this reaction was as follows: temperature was 150 °C, time of reaction was 3 hours, molar ratio of FA: TMP was 4:1 and 2% wt/wt concentrated catalyst (based on weight of FA. Different catalyst was used in this reaction such as perchloric acid, sulfuric acid, p-toluenesulfonic acid, hydrochloric acid and nitric acid. The composition of ET was determined by Gas Chromatography (GC-FID. The ester group was confirmed by Fourier Transform Infrared Spectroscopy (FTIR and the structure was confirmed by proton and carbon Nuclear Magnetic Resonance (1H-NMR and 13C-NMR spectra. 70% of ET was successfully synthesized using perchloric acid in this research. The pour point of the product was observed as low as –23 °C, flash point is >300 °C and viscosity index is 150.

  1. BnPME is progressively induced after microspore reprogramming to embryogenesis, correlating with pectin de-esterification and cell differentiation in Brassica napus.

    Science.gov (United States)

    Solís, María-Teresa; Berenguer, Eduardo; Risueño, María C; Testillano, Pilar S

    2016-08-11

    Pectins are one of the main components of plant cell walls. They are secreted to the wall as highly methylesterified forms that can be de-esterified by pectin methylesterases (PMEs). The degree of methylesterification of pectins changes during development, PMEs are involved in the cell wall remodeling that occurs during diverse plant developmental processes. Nevertheless, the functional meaning of pectin-related wall remodeling in different cell types and processes remains unclear. In vivo, the microspore follows the gametophytic pathway and differentiates to form the pollen grain. In vitro, the microspore can be reprogrammed by stress treatments becoming a totipotent cell that starts to proliferate and follows the embryogenic pathway, a process known as microspore embryogenesis. To investigate if the change of developmental programme of the microspore towards embryogenesis involves changes in pectin esterification levels, which would cause the cell wall remodeling during the process, in the present study, dynamics of PME expression and degrees of pectin esterification have been analysed during microspore embryogenesis and compared with the gametophytic development, in Brassica napus. A multidisciplinary approach has been adopted including BnPME gene expression analysis by quantitative RT-PCR, fluorescence in situ hybridization, immuno-dot-blot and immunofluorescence with JIM5 and JIM7 antibodies to reveal low and highly-methylesterified pectins. The results showed that cell differentiation at advanced developmental stages involved induction of BnPME expression and pectin de-esterification, processes that were also detected in zygotic embryos, providing additional evidence that microspore embryogenesis mimics zygotic embryogenesis. By contrast, early microspore embryogenesis, totipotency and proliferation were associated with low expression of BnPME and high levels of esterified pectins. The results show that the change of developmental programme of the microspore

  2. Lexical NP and VP quantifiers in Bulgarian

    Directory of Open Access Journals (Sweden)

    Kristina Kalpakchieva

    2015-11-01

    Full Text Available Lexical NP and VP quantifiers in Bulgarian The paper focuses on uniqueness, existential and universal quantification within the Bulgarian noun and verb phrase. Quantifiers scope is considered with respect to whether the quantifiers are used alone or in a group with other expressions. Another factor that affects the strength of quantifiers is the expression’s containing additional specifying functions or setting some circumstance or condition. Quantifiers within the verb phrase are particularly strongly affected by other conditions, while quantifiers within the subject NP have a broad scope and are not affected by the additional conditions of the situation described.

  3. Quantifying Resource Use in Computations

    CERN Document Server

    van Son, R J J H

    2009-01-01

    It is currently not possible to quantify the resources needed to perform a computation. As a consequence, it is not possible to reliably evaluate the hardware resources needed for the application of algorithms or the running of programs. This is apparent in both computer science, for instance, in cryptanalysis, and in neuroscience, for instance, comparative neuro-anatomy. A System versus Environment game formalism is proposed based on Computability Logic that allows to define a computational work function that describes the theoretical and physical resources needed to perform any purely algorithmic computation. Within this formalism, the cost of a computation is defined as the sum of information storage over the steps of the computation. The size of the computational device, eg, the action table of a Universal Turing Machine, the number of transistors in silicon, or the number and complexity of synapses in a neural net, is explicitly included in the computational cost. The proposed cost function leads in a na...

  4. Quantifying and simulating human sensation

    DEFF Research Database (Denmark)

    Quantifying and simulating human sensation – relating science and technology of indoor climate research Abstract In his doctoral thesis from 1970 civil engineer Povl Ole Fanger proposed that the understanding of indoor climate should focus on the comfort of the individual rather than averaged...... archival material related to Lund Madsen’s efforts are preserved at the Technical University of Denmark and I have used these artefacts as the point of departure for my investigation. In this paper I will examine which factors the researchers perceived as important for human indoor comfort and how...... this understanding of human sensation was adjusted to technology. I will look into the construction of the equipment, what it measures and the relationship between theory, equipment and tradition....

  5. Ultrasound assisted enzymatic conversion of non edible oil to methyl esters.

    Science.gov (United States)

    Jadhav, Sanket H; Gogate, Parag R

    2014-07-01

    Conventional and ultrasound-assisted hydrolysis and subsequent esterification of Nagchampa oil under mild operating conditions have been investigated with an objective of intensification of methyl esters production using a sustainable approach. The effect of ratio of reactants, temperature, enzyme loading, pretreatment of enzyme (using ultrasonic irradiations) on the hydrolysis and esterification reaction has been studied. Optimum conditions for hydrolysis were observed to be 1:1 weight ratio of oil: water for Lip Z and 1:3 for Lip 2 enzymes, enzyme loading of 400 units for Lip Z and 800 mg for Lip 2 enzymes and reaction time of 6h. In the case of esterification reaction, optimum conditions obtained were oil to methanol molar ratio of 1:2, enzyme loading of 1000 mg and reaction time of 20 h. Use of pretreated enzyme (using ultrasonic irradiations) was found to increase the extent of esterification reaction from 75% to 92.5%. It was observed that use of ultrasound in the reaction significantly intensified the esterification reaction with time requirement reducing from 20 h for conventional stirring based approach to only about 7.5 h in the presence of ultrasound. The extent of esterification obtained with sonicated enzyme also increased to 96% from 75% with unsonicated enzyme. Copyright © 2013 Elsevier B.V. All rights reserved.

  6. Enzymatic Hydrolysis of Alkaline Pretreated Coconut Coir

    Directory of Open Access Journals (Sweden)

    Akbarningrum Fatmawati

    2013-06-01

    Full Text Available The purpose of this research is to study the effect of concentration and temperature on the cellulose and lignin content, and the reducing sugars produced in the enzymatic hydrolysis of coconut coir. In this research, the coconut coir is pretreated using 3%, 7%, and 11% NaOH solution at 60oC, 80oC, and 100oC. The pretreated coir were assayed by measuring the amount of cellulose and lignin and then hydrolysed using Celluclast and Novozyme 188 under various temperature (30oC, 40oC, 50oC and pH (3, 4, 5. The hydrolysis results were assayed for the reducing sugar content. The results showed that the alkaline delignification was effective to reduce lignin and to increase the cellulose content of the coir. The best delignification condition was observed at 11% NaOH solution and 100oC which removed 14,53% of lignin and increased the cellulose content up to 50,23%. The best condition of the enzymatic hydrolysis was obtained at 50oC and pH 4 which produced 7,57 gr/L reducing sugar. © 2013 BCREC UNDIP. All rights reservedReceived: 2nd October 2012; Revised: 31st January 2013; Accepted: 6th February 2013[How to Cite: Fatmawati, A., Agustriyanto, R., Liasari, Y. (2013. Enzymatic Hydrolysis of Alkaline Pre-treated Coconut Coir. Bulletin of Chemical Reaction Engineering & Catalysis, 8 (1: 34-39 (doi:10.9767/bcrec.8.1.4048.34-39[Permalink/DOI: http://dx.doi.org/10.9767/bcrec.8.1.4048.34-39] | View in  |

  7. Comparative performance of enzymatic and combined alkaline-enzymatic pretreatments on methane production from ensiled sorghum forage.

    Science.gov (United States)

    Rollini, Manuela; Sambusiti, Cecilia; Musatti, Alida; Ficara, Elena; Retinò, Isabella; Malpei, Francesca

    2014-12-01

    This study investigated the effect of enzymatic and combined alkaline-enzymatic pretreatments on chemical composition and methane production from ensiled sorghum forage. Four commercial enzymatic preparations were tested and the two yielding the highest sugars release were added to evaluate any hydrolytic effect on both untreated and alkaline pretreated samples. In the combined alkaline-enzymatic pretreatment trials, the highest sugar release was found with Primafast and BGL preparations (added at a final concentration 0.12 and 0.20 mL/g TS, respectively), with a total monomeric content of 12 and 6.5 g/L. Fibre composition analysis confirmed that the combined alkaline-enzymatic pretreatment led to cellulose (up to 32 %) and hemicelluloses (up to 56 %) solubilisation, compared to the enzymatic pretreatment alone. BMP tests were performed on both untreated and pretreated samples, and time courses of methane production were fitted. Both enzymatic and combined alkaline-enzymatic pretreatment led to a methane production increase (304 and 362 mL CH4/g VS), compared to that of untreated sorghum (265 mL CH4/g VS), as  +15 and  +37 %, respectively. Moreover, higher specific methane production rates, compared to that of untreated sorghum (20.31 mL CH4/g VS/d), were obtained by applying the enzymatic and combined alkaline-enzymatic pretreatment (33.94 and 31.65 mL CH4/g VS/d), respectively.

  8. Isothermal calorimetry on enzymatic biodiesel production

    DEFF Research Database (Denmark)

    Fjerbæk, Lene

    2008-01-01

    conditions can not be elucidated. These effects have been observed with isothermal calorimetry bringing forth new information about the reaction of enzymes catalyzing transesterification. Enzymatic biodiesel production has until now not been investigated with isothermal microcalorimetry, but the results...... and potential of the technique used for investigations of complex and heterogeneous substrates are presented and discussed in the presentation. Reference List 1 Bianconi,M.L. (2007) Calorimetry of enzyme-catalyzed reactions.  Biophysical Chemistry, 126, 59-64. 2 Todd,M.J. and Gomez,J. (2001) Enzyme Kinetics...... Determined Using Calorimetry: A General Assay for Enzyme Activity?  Analytical Biochemistry, 296, 179-187....

  9. Isothermal calorimetry of enzymatic biodiesel reaction

    DEFF Research Database (Denmark)

    Fjerbæk Søtoft, Lene; Westh, Peter; Christensen, Knud Villy

    2010-01-01

      Isothermal calorimetry ITC has been used to investigate enzymatic biodiesel production. The transesterification of rapeseed oil with methanol and ethanol was catalyzed by the immobilized lipase Novozym 435 at 40°C. The ITC-experiments clearly demonstrate the possibilities of investigating complex...... and composition change in the system, the heat of reaction at 40°C for the two systems has been determined to -9.8 ± 0.9 kJ/mole biodiesel formed from rapeseed oil and methanol, and - 9.3 ± 0.7 kJ/mole when rapeseed oil and ethanol is used....

  10. Biodegradation of Leather Waste by Enzymatic Treatment

    Institute of Scientific and Technical Information of China (English)

    2006-01-01

    The treatment of shavings, trimmings and splits of leather waste from tanneries has a potential to generate value-added products. In this study enzymatic treatment of leather waste was performed. This method utilizes alkaline protease produced by Bacillus subtilis in our laboratory by submerged fermentation. Optimum conditions of pH, time duration,temperature and concentration of enzyme were determined for maximum degradation of leather waste. The amount of degradation was measured by the release of amino acid hydroxyproline. Amino acid composition in the hydrolysate obtained by the enzyme hydrolysis was determined. This relative simple biotreatment of leather waste may provide a practical and economical solution.

  11. Quantifying Evaporation in a Permeable Pavement System

    Science.gov (United States)

    Studies quantifying evaporation from permeable pavement systems are limited to a few laboratory studies and one field application. This research quantifies evaporation for a larger-scale field application by measuring the water balance from lined permeable pavement sections. Th...

  12. Quantifier Scope in Categorical Compositional Distributional Semantics

    Directory of Open Access Journals (Sweden)

    Mehrnoosh Sadrzadeh

    2016-08-01

    Full Text Available In previous work with J. Hedges, we formalised a generalised quantifiers theory of natural language in categorical compositional distributional semantics with the help of bialgebras. In this paper, we show how quantifier scope ambiguity can be represented in that setting and how this representation can be generalised to branching quantifiers.

  13. Quantifying Cricket Fast Bowling Skill.

    Science.gov (United States)

    Feros, Simon A; Young, Warren B; O'Brien, Brendan J

    2017-09-27

    To evaluate the current evidence regarding the quantification of cricket fast bowling skill. Studies that assessed fast bowling skill (bowling speed and accuracy) were identified from searches in SPORTDiscus (EBSCO) in June 2017. The reference lists of identified papers were also examined for relevant investigations. Sixteen papers matched the inclusion criteria, and discrepancies in assessment procedures were evident. Differences in: test environment, pitch and cricket ball characteristics, the warm-up prior to test, test familiarisation procedures, permitted run-up lengths, bowling spell length, delivery sequence, test instructions, collection of bowling speed data, collection and reportage of bowling accuracy data were apparent throughout the literature. The reliability and sensitivity of fast bowling skill measures has rarely been reported across the literature. Only one study has attempted to assess the construct validity of their skill measures. There are several discrepancies in how fast bowling skill has been assessed and subsequently quantified in the literature to date. This is a problem, as comparisons between studies are often difficult. Therefore, a strong rationale exists for the creation of match-specific standardised fast bowling assessments that offer greater ecological validity while maintaining acceptable reliability and sensitivity of the skill measures. If prospective research can act on the proposed recommendations from this review, then coaches will be able to make more informed decisions surrounding player selection, talent identification, return to skill following injury, and the efficacy of short- and long-term training interventions for fast bowlers.

  14. Quantifying Periodicity in Omics Data

    Directory of Open Access Journals (Sweden)

    Cornelia eAmariei

    2014-08-01

    Full Text Available Oscillations play a significant role in biological systems, with many examples in the fast, ultradian, circadian, circalunar and yearly time domains. However, determining periodicity in such data can be problematic. There are a number of computational methods to identify the periodic components in large datasets, such as signal-to-noise based Fourier decomposition, Fisher's g-test and autocorrelation. However, the available methods assume a sinusoidal model and do not attempt to quantify the waveform shape and the presence of multiple periodicities, which provide vital clues in determining the underlying dynamics. Here, we developed a Fourier based measure that generates a de-noised waveform from multiple significant frequencies. This waveform is then correlated with the raw data from the respiratory oscillation found in yeast, to provide oscillation statistics including waveform metrics and multi-periods. The method is compared and contrasted to commonly used statistics. Moreover we show the utility of the program in the analysis of noisy datasets and other high-throughput analyses, such as metabolomics and flow cytometry, respectively.

  15. Quantifying the vitamin D economy.

    Science.gov (United States)

    Heaney, Robert P; Armas, Laura A G

    2015-01-01

    Vitamin D enters the body through multiple routes and in a variety of chemical forms. Utilization varies with input, demand, and genetics. Vitamin D and its metabolites are carried in the blood on a Gc protein that has three principal alleles with differing binding affinities and ethnic prevalences. Three major metabolites are produced, which act via two routes, endocrine and autocrine/paracrine, and in two compartments, extracellular and intracellular. Metabolic consumption is influenced by physiological controls, noxious stimuli, and tissue demand. When administered as a supplement, varying dosing schedules produce major differences in serum metabolite profiles. To understand vitamin D's role in human physiology, it is necessary both to identify the foregoing entities, mechanisms, and pathways and, specifically, to quantify them. This review was performed to delineate the principal entities and transitions involved in the vitamin D economy, summarize the status of present knowledge of the applicable rates and masses, draw inferences about functions that are implicit in these quantifications, and point out implications for the determination of adequacy.

  16. Stability of Enzymatic Biosensors for Wearable Applications.

    Science.gov (United States)

    Sonawane, Apurva; Manickam, Pandiaraj; Bhansali, Shekhar

    2017-05-19

    Technological evolution in wearable sensors is accounting for major growth and transformation in multitude of industries ranging from healthcare to computing & informatics to communication and biomedical sciences. The major driver for this transformation is the new-found ability to continuously monitor and analyze the patients' physiology in patients' natural setting. Numerous wearable sensors are already on the market and are summarized. Most of the current technologies have focused on electro-physiological, electro-mechanical or acoustic measurements. Wearable bio-chemical sensing devices are in their infancy. Traditional challenges in biochemical sensing such as reliability, repeatability, stability, and drift are amplified in wearable sensing systems due to variabilities in operating environment, sample/sensor handling and motion artifacts. Enzymatic sensing technologies, due to reduced fluidic challenges continue to be forerunners for translation into wearable sensors. This paper reviews the recent developments in wearable enzymatic sensors. The wearable sensors have been classified in three major groups based on sensor embodiment and placement relative to the human body: (i) On-body, (ii) Clothing/textile-based biosensors and (iii) Biosensor accessories. The sensors, which come in the forms of stickers, tattoos are categorized as on-body biosensors. The fabric-based biosensor comes in different models such as smart-shirts, socks, gloves and smart undergarments with printed sensors for continuous monitoring.

  17. Enzymatic hydrolysis of lactose of whey permeate

    Directory of Open Access Journals (Sweden)

    Karina Nascimento de Almeida

    2015-09-01

    Full Text Available The whey permeate is the residual of the concentration process of the whey proteins by ultrafiltration method. It contains important nutrients such as lactose, minerals and some proteins and lipids. It is without an ending industrial waste that causes serious damage to the environment. For its full use the lactose must be hydrolyzed to enable its consumption by intolerant people. The enzymatic hydrolysis by lactase (β-galactosidase of Kluyveromyces lactis yeast is a safe method that does not compromise the integrity of other nutrients, enabling further use of the permeate as a raw material. This study aimed to perform tests of enzymatic hydrolysis of lactose in whey permeate formulations in a concentration of 0.2%, 0.7% and 1% at 30, 60 and 90 minutes with pH 6.3 medium and 37 °C. The reactions were monitored by high performance liquid chromatography which showed that the enzyme concentration of 0.7% at time 30 minutes formulations became safe for consumption by lactose intolerant people, according to minimum levels established by law.

  18. Lactose hydrolysis in an enzymatic membrane reactor

    Energy Technology Data Exchange (ETDEWEB)

    Mertens, B.; Huyghebaert, A.

    1987-10-01

    The enzymatic hydrolysis of lactose in whey permeate with subsequent recuperation of Saccharomyces lactis lactase by means of ultrafiltration was investigated. In whey permeate, S. lactis lactase shows maximal activity at pH 6.5; the optimal temperature was found to be 45/sup 0/C and is limited by strong thermal inactivation beyond this temperature. High activity combined with acceptable thermal inactivation (< 10% after 5 h incubation) was established at 30/sup 0/C. S. lactis lactase also displays considerable activity at low temperature (5/sup 0/C). Enzyme stability is reduced drastically by demineralisation: addition of low concentrations of manganese ions (10/sup -3/ M) considerably enhances stability. Using a DDS Lab-Unit 35 fitted with GR61PP polysulphon membranes (cut-off: 20.000), pilot scale experiments were carried out (pH 6.5; 30/sup 0/C) in which whey permeate was hydrolyzed to a degree of hydrolysis of 82% minimum. Enzyme recuperation amounted to 96.5% per batch, all enzyme activity loss being due to thermal inactivation. Microbiological examination of the enzymatic membrane reactor showed that growth of mcicroorganisms can largely be suppressed by working at lower temperature (5/sup 0/C). Eventually, 50 ppm H/sub 2/O/sub 2/ or sterile filtration will adequately solve microbiological problems without affecting enzyme activity.

  19. Fluorometric enzymatic assay of L-arginine

    Science.gov (United States)

    Stasyuk, Nataliya; Gayda, Galina; Yepremyan, Hasmik; Stepien, Agnieszka; Gonchar, Mykhailo

    2017-01-01

    The enzymes of L-arginine (further - Arg) metabolism are promising tools for elaboration of selective methods for quantitative Arg analysis. In our study we propose an enzymatic method for Arg assay based on fluorometric monitoring of ammonia, a final product of Arg splitting by human liver arginase I (further - arginase), isolated from the recombinant yeast strain, and commercial urease. The selective analysis of ammonia (at 415 nm under excitation at 360 nm) is based on reaction with o-phthalaldehyde (OPA) in the presence of sulfite in alkali medium: these conditions permit to avoid the reaction of OPA with any amino acid. A linearity range of the fluorometric arginase-urease-OPA method is from 100 nM to 6 μМ with a limit of detection of 34 nM Arg. The method was used for the quantitative determination of Arg in the pooled sample of blood serum. The obtained results proved to be in a good correlation with the reference enzymatic method and literature data. The proposed arginase-urease-OPA method being sensitive, economical, selective and suitable for both routine and micro-volume formats, can be used in clinical diagnostics for the simultaneous determination of Arg as well as urea and ammonia in serum samples.

  20. Analysis on enzymatic browning in pine needles

    Energy Technology Data Exchange (ETDEWEB)

    Kong, K.H.; Park, H.J.; Choi, S.S.; Cho, S.H. [Chung-Ang University, Seoul (Korea); Kim, Y.T. [Aoyama Gakuin University, Tokyo (Japan)

    1999-06-01

    Tyrosinases are related to the enzymatic browning of plants and attract the major scientific interest for the prevention of it. Three tyrosinase isozymes (P{sub 1}, P{sub 2} and P{sub 3}) from pine needles were purified to homogeneity and characterized the factors that affect their activities. The L-ascorbic acid and {beta}-mercaptoethanol notably inhibited the enzymatic activities of the three isozymes. The sodium diethyldithiocarbamate was a competitive inhibitor of isozymes with the K{sub i} values of P{sub 1}(0.30 mM), P{sub 2}(0.015 mM) and P{sub 3}(0.019 mM), respectively. Their enzyme activities were however, increased by the addition of most metal ions. The optimum pH for the three isozymes was 9.0{approx}9.5 and the optimum temperatures ranged from 55 to 60{sup o} C using L-DOPA as substrate. 15 refs., 3 figs., 2 tabs.

  1. Enzymatic and bacterial conversions during sourdough fermentation.

    Science.gov (United States)

    Gänzle, Michael G

    2014-02-01

    Enzymatic and microbial conversion of flour components during bread making determines bread quality. Metabolism of sourdough microbiota and the activity of cereal enzymes are interdependent. Acidification, oxygen consumption, and thiols accumulation by microbial metabolism modulate the activity of cereal enzymes. In turn, cereal enzymes provide substrates for bacterial growth. This review highlights the role of cereal enzymes and the metabolism of lactic acid bacteria in conversion of carbohydrates, proteins, phenolic compounds and lipids. Heterofermentative lactic acid bacteria prevailing in wheat and rye sourdoughs preferentially metabolise sucrose and maltose; the latter is released by cereal enzymes during fermentation. Sucrose supports formation of acetate by heterofermentative lactobacilli, and the formation of exopolysaccharides. The release of maltose and glucose by cereal enzymes during fermentation determines the exopolysaccharide yield in sourdough fermentations. Proteolysis is dependent on cereal proteases. Peptidase activities of sourdough lactic acid bacteria determine the accumulation of (bioactive) peptides, amino acids, and amino acid metabolites in dough and bread. Enzymatic conversion and microbial metabolism of phenolic compounds is relevant in sorghum and millet containing high levels of phenolic compounds. The presence of phenolic compounds with antimicrobial activity in sorghum selects for fermentation microbiota that are resistant to the phenolic compounds.

  2. Palm Date Fibers: Analysis and Enzymatic Hydrolysis

    Directory of Open Access Journals (Sweden)

    Mohammad J. Taherzadeh

    2010-11-01

    Full Text Available Waste palm dates were subjected to analysis for composition and enzymatic hydrolysis of their flesh fibers. The fruit contained 32% glucose and 30% fructose, while the water-insoluble fibers of its flesh consisted of 49.9% lignin and 20.9% polysaccharides. Water-insoluble fibers were settled to 55% of its initial volume in 12 h. The presence of skin and flesh colloidal fibers results in high viscosity and clogging problems during industrial processes. The settling velocity of the fibers was improved by enzymatic hydrolysis. Hydrolysis resulted in 84.3% conversion of the cellulosic part of the fibers as well as reducing the settling time to 10 minutes and the final settled volume to 4% of the initial volume. It implies easier separation of the fibers and facilitates fermentation processes in the corresponding industries. Two kinds of high- and low-lignin fibers were identified from the water-insoluble fibers. The high-lignin fibers (75% lignin settled easily, while the low-lignin fibers (41.4% lignin formed a slurry suspension which settled very slowly. The hydrophilicity of these low-lignin fibers is the major challenge of the industrial processes.

  3. The Enzymatic Antioxidant System of Human Spermatozoa

    Directory of Open Access Journals (Sweden)

    Cristian O’Flaherty

    2014-01-01

    Full Text Available The ejaculated spermatozoon, as an aerobic cell, must fight against toxic levels of reactive oxygen species (ROS generated by its own metabolism but also by other sources such as abnormal spermatozoa, chemicals and toxicants, or the presence of leukocytes in semen. Mammalian spermatozoa are extremely sensitive to oxidative stress, a condition occurring when there is a net increase in ROS levels within the cell. Opportunely, this specialized cell has a battery of antioxidant enzymes (superoxide dismutase, peroxiredoxins, thioredoxins, thioredoxins reductases, and glutathione s-transferases working in concert to assure normal sperm function. Any impairment of the antioxidant enzymatic activities will promote severe oxidative damage which is observed as plasma membrane lipid peroxidation, oxidation of structural proteins and enzymes, and oxidation of DNA bases that lead to abnormal sperm function. Altogether, these damages occurring in spermatozoa are associated with male infertility. The present review contains a description of the enzymatic antioxidant system of the human spermatozoon and a reevaluation of the role of its different components and highlights the necessity of sufficient supply of reducing agents (NADPH and reduced glutathione to guarantee normal sperm function.

  4. Microfluidic enzymatic biosensing systems: A review.

    Science.gov (United States)

    Mross, Stefan; Pierrat, Sebastien; Zimmermann, Tom; Kraft, Michael

    2015-08-15

    Microfluidic biosensing systems with enzyme-based detection have been extensively studied in the last years owing to features such as high specificity, a broad range of analytes and a high degree of automation. This review gives an overview of the most important factors associated with these systems. In the first part, frequently used immobilization protocols such as physisorption and covalent bonding and detection techniques such as amperometry and fluorescence measurements are discussed with respect to effort, lifetime and measurement range. The Michaelis-Menten model describing the kinetics of enzymatic reactions, the role of redox mediators and the limitations of the linear measurement range of enzymatic sensors are introduced. Several possibilities of extending the linear measurement range in microfluidic systems such as diffusion-limiting membranes and the flow injection setup are presented. Regarding the integration of enzymes into microfluidic systems during the fabrication process, the constraints imposed by the biomolecules due to the limited usage of high temperatures and solvents are addressed. In the second part, the most common forms of enzyme integration into microfluidic systems, i.e. in channels and on electrodes, on microparticles, on paper and thread and as injected enzyme solutions, are reviewed, focusing on fabrication, applications and performance.

  5. Enzymatically Controlled Vacancies in Nanoparticle Crystals

    Energy Technology Data Exchange (ETDEWEB)

    Barnaby, Stacey N.; Ross, Michael B.; Thaner, Ryan V.; Lee, Byeongdu; Schatz, George C.; Mirkin, Chad A.

    2016-08-01

    In atomic systems, the mixing of metals results in distinct phase behavior that depends on the identity and bonding characteristics of the atoms. In nanoscale systems, the use of oligonucleotides as programmable “bonds” that link nanoparticle “atoms” into superlattices allows for the decoupling of atom identity and bonding. While much research in atomic systems is dedicated to understanding different phase behavior of mixed metals, it is not well understood on the nanoscale how changes in the nanoscale “bond” affect the phase behavior of nanoparticle crystals. In this work, the identity of the atom is kept the same but the chemical nature of the bond is altered, which is not possible in atomic systems, through the use of DNA and RNA bonding elements. These building blocks assemble into single crystal nanoparticle superlattices with mixed DNA and RNA bonding elements throughout. The nanoparticle crystals can be dynamically changed through the selective and enzymatic hydrolysis of the RNA bonding elements, resulting in superlattices that retain their crystalline structure and habit, while incorporating up to 35% random vacancies generated from the nanoparticles removed. Therefore, the bonding elements of nanoparticle crystals can be enzymatically and selectively addressed without affecting the nature of the atom.

  6. Enzymatic characterization of Chlamydophila pneumoniae phospholipase D.

    Science.gov (United States)

    Mancini, Fabiola; Ciervo, Alessandra

    2015-01-01

    Chlamydophila pneumoniae, an aetiological agent of respiratory infection, is also thought to play an immuno-pathogenetic role in atherosclerosis by contributing to inflammation and plaque instability. Phospholipase D (PLD) is an enzyme involved in lipid metabolism and may have a direct or indirect impact on virulence and the inflammatory response. Some aspects of the developmental cycle of C. pneumoniae suggest a direct implication of its PLD (CpPLD) in the pathogenesis, specifically by affecting the regulation of lipid metabolism and lipid exchange between C. pneumoniae and host cells. Our previous studies disclosed a specific anti-CpPLD antibody response in patients with acute coronary syndromes chronically infected with C. pneumoniae, and demonstrated that this antigen is a factor able to drive the inflammatory process in atherosclerosis. Due to the intriguing aspects of the CpPLD, the present study investigated CpPLD enzymatic activity of the protein and the two domains that include one HKD motif each polypeptide. Our results showed that CpPLD was able to synthesize the cardiolipin (CL) but unable to hydrolyze phospholipids. It was also observed that each single HKD motif has an independent CL synthetase activity. This enzymatic activity of CpPLD could be important in the inflammatory process within the atherothrombotic events.

  7. Biocatalytic methanolysis activities of cross-linked protein-coated microcrystalline lipase toward esterification/transesterification of relevant palm products.

    Science.gov (United States)

    Raita, Marisa; Laosiripojana, Navadol; Champreda, Verawat

    2015-03-01

    Biocatalysis by immobilized lipase is an efficient alternative process for conversion of crude vegetable oil with high free fatty acid content to biodiesel, which is the limit of the conventional alkaline-catalyzed reaction. In this study, influences of solid-state organic and inorganic buffer core matrices with different pKa on catalytic performance of cross-linked protein coated microcrystalline biocatalysts prepared from Thermomyces lanuginosus lipase (CL-PCMC-LIP) toward esterification of palmitic acid (PA), transesterification of refined palm oil (RPO), and co-ester/transesterification of crude palm oil (CPO) to fatty acid methyl ester (FAME) was studied. Glycine, CAPSO (3-(cyclohexylamino)-2-hydroxy-1-propanesulfonic acid), and TAPS ([(2-hydroxy-1,1-bis(hydroxymethyl)ethyl)amino]-1-propanesulfonic acid) were shown to be potent core matrices for these reactions. The optimal reaction contained 4:1 [methanol]/[fatty acid] molar equivalence ratio with 20% (w/w) CL-PCMC-LIP on glycine in the presence of tert-butanol as a co-solvent. Deactivation effect of glycerol on the biocatalyst reactive surface was shown by FTIR, which could be alleviated by increasing co-solvent content. The maximal FAME yields from PA, RPO, and CPO reached 97.6, 94.9, and 95.5%, respectively on a molar basis under the optimum conditions after incubation at 50°C for 6h. The biocatalyst retained >80% activity after recycling in five consecutive batches. The work demonstrates the potential of CL-PCMC-LIP on one-step conversion of inexpensive crude fatty acid-rich feedstock to biodiesel. Copyright © 2015 Elsevier Inc. All rights reserved.

  8. Effects of dry method esterification of starch on the degradation characteristics of starch/polylactic acid composites.

    Science.gov (United States)

    Zuo, Ying Feng; Gu, Jiyou; Qiao, Zhibang; Tan, Haiyan; Cao, Jun; Zhang, Yanhua

    2015-01-01

    Maleic anhydride esterified corn starch was prepared by dry method. Esterified starch/polylactic acid (PLA) biodegradable composite was produced via melt extrusion method with blending maleic anhydride esterified corn starch and PLA. The influence of the dry method esterification of starch on the degradation characteristics of starch/PLA composites was investigated by the natural aging degradation which was soil burial method. Test results of mass loss rate showed that the first 30 days of degradation was mainly starch degradation, and the degradation rate of esterified starch/PLA (ES/PLA) was slower than that of native starch/PLA (NS/PLA). Therefore, the damage degree of ES/PLA on the surface and inside was smaller than that of NS/PLA, and the infrared absorption peak intensities of C-O, C=O and C-H were stronger than that of NS/PLA. With the increasing time of soil burial degradation, the damage degree of NS/PLA and ES/PLA on the exterior and interior were gradually increased, whereas the infrared absorption peak intensities of C-O, C=O and C-H were gradually decreased. The XRD diffraction peak intensity of PLA in composites showed an increased trend at first which was then followed by a decreased one along with the increasing time of soil burial degradation, indicating that the degradation of amorphous regions of PLA was earlier than its crystalline regions. When the soil burial time was the same, the diffraction peak intensity of PLA in ES/PLA was stronger than that of NS/PLA. If the degradation time was the same, T0, Ti and residual rate of thermal decomposition of NS/PLA were larger than those of ES/PLA. The tensile strength and bending strength of composites were decreased gradually with soil burial time increasing. Both the tensile strength and bending strength of ES/PLA were stronger than those of NS/PLA.

  9. Quantifying uncertainty from material inhomogeneity.

    Energy Technology Data Exchange (ETDEWEB)

    Battaile, Corbett Chandler; Emery, John M.; Brewer, Luke N.; Boyce, Brad Lee

    2009-09-01

    Most engineering materials are inherently inhomogeneous in their processing, internal structure, properties, and performance. Their properties are therefore statistical rather than deterministic. These inhomogeneities manifest across multiple length and time scales, leading to variabilities, i.e. statistical distributions, that are necessary to accurately describe each stage in the process-structure-properties hierarchy, and are ultimately the primary source of uncertainty in performance of the material and component. When localized events are responsible for component failure, or when component dimensions are on the order of microstructural features, this uncertainty is particularly important. For ultra-high reliability applications, the uncertainty is compounded by a lack of data describing the extremely rare events. Hands-on testing alone cannot supply sufficient data for this purpose. To date, there is no robust or coherent method to quantify this uncertainty so that it can be used in a predictive manner at the component length scale. The research presented in this report begins to address this lack of capability through a systematic study of the effects of microstructure on the strain concentration at a hole. To achieve the strain concentration, small circular holes (approximately 100 {micro}m in diameter) were machined into brass tensile specimens using a femto-second laser. The brass was annealed at 450 C, 600 C, and 800 C to produce three hole-to-grain size ratios of approximately 7, 1, and 1/7. Electron backscatter diffraction experiments were used to guide the construction of digital microstructures for finite element simulations of uniaxial tension. Digital image correlation experiments were used to qualitatively validate the numerical simulations. The simulations were performed iteratively to generate statistics describing the distribution of plastic strain at the hole in varying microstructural environments. In both the experiments and simulations, the

  10. Pretreatment and enzymatic hydrolysis of lignocellulosic biomass

    Science.gov (United States)

    Corredor, Deisy Y.

    The performance of soybean hulls and forage sorghum as feedstocks for ethanol production was studied. The main goal of this research was to increase fermentable sugars' yield through high-efficiency pretreatment technology. Soybean hulls are a potential feedstock for production of bio-ethanol due to their high carbohydrate content (≈50%) of nearly 37% cellulose. Soybean hulls could be the ideal feedstock for fuel ethanol production, because they are abundant and require no special harvesting and additional transportation costs as they are already in the plant. Dilute acid and modified steam-explosion were used as pretreatment technologies to increase fermentable sugars yields. Effects of reaction time, temperature, acid concentration and type of acid on hydrolysis of hemicellulose in soybean hulls and total sugar yields were studied. Optimum pretreatment parameters and enzymatic hydrolysis conditions for converting soybean hulls into fermentable sugars were identified. The combination of acid (H2SO4, 2% w/v) and steam (140°C, 30 min) efficiently solubilized the hemicellulose, giving a pentose yield of 96%. Sorghum is a tropical grass grown primarily in semiarid and dry parts of the world, especially in areas too dry for corn. The production of sorghum results in about 30 million tons of byproducts mainly composed of cellulose, hemicellulose, and lignin. Forage sorghum such as brown midrib (BMR) sorghum for ethanol production has generated much interest since this trait is characterized genetically by lower lignin concentrations in the plant compared with conventional types. Three varieties of forage sorghum and one variety of regular sorghum were characterized and evaluated as feedstock for fermentable sugar production. Fourier transform infrared spectroscopy (FTIR), scanning electron microscope (SEM) and X-Ray diffraction were used to determine changes in structure and chemical composition of forage sorghum before and after pretreatment and enzymatic hydrolysis

  11. EFFECT OF ZEOLITE 4A ON WATER CONCENTRATION IN THE SYSTEM OF THE ESTERIFICATION REACTION OF ACETIC ACID WITH 1-BUTANOL

    Directory of Open Access Journals (Sweden)

    Ratna Dewi Kusumaningtyas

    2010-06-01

    Full Text Available The usual problem encountered on a reversible reaction is that the reaction cannot achieve a complete conversion of reactants since it is limited by the thermodynamic equilibrium. Due to this low conversion, it will face challenges with product purification and recycling of the reactants, which then cause an increase in the operation cost. To obtain higher conversion, it is necessary to shift the equilibrium towards the products by continuously removing the water formed. One popular example of reversible reaction is esterification process. In this research, water removal was conducted through an adsorption process using zeolite 4A. Effect of zeolite 4A on water concentration in the liquid phase esterification of acetic acid and 1-butanol catalyzed by sulfuric acid was investigated. It was performed in an isothermal batch reactor. The molar ratio of 1-butanol - acetic acid was 1.4 times theoretically, the catalyst concentration was 1 % wt and the mixing intensity was 1000 rpm. The influence of the temperature was studied at 40 to 80 °C and the zeolite 4A loading was varied at 1.6 to 5.52 % w/ v. The reaction was compared to the conventional esterification reaction carried out under identical conditions but without addition of zeolite 4A. Concentration of each component in the system was analyzed using on-line Gas Chromatography. Effect of removing the water produced during the reaction by using zeolite 4A was demonstrated. It was revealed that the amount of water removed was proportional to the amount of the zeolite 4A to be employed. On the other hand, the increase of the temperature led to the lower amount of water to be adsorbed. Among all the experiments, the best result was achieved on the addition of 5.52 % b/v zeolite 4A at 40 °C, where water concentration was 3.1356 g mole/L and the conversion was 76.11 % at the equilibrium condition. As comparison, water concentration on the conventional reaction performed at 40 °C was 6.9161 g mole

  12. Silica-gel-supported Phosphorus Pentoxide: a Simple and Efficient Solid-supported Reagent for Esterification of Long-Chain Carboxylic Acids and Their Antimicrobial Screening

    Institute of Scientific and Technical Information of China (English)

    RAUF Abdul; GANGAL Saloni; SHARMA Shweta

    2008-01-01

    A silica-gel-supported heterogeneous phosphorus pentoxide reagent has been developed for the esterification of various long-chain carboxylic acids with aromatic alcohols. The reactions occurred under relatively mild conditions and afforded the desired products in good yields. All the compounds 3a-3x were screened for antibacterial and antifungal activity, which showed good activity against Gram positive and Gram negative bacteria and also good results against almost all fungal strains. The structures of the synthesized compounds were elucidated by IR, 1H NMR,13C NMR, mass spectroscopic techniques and elemental analysis.

  13. Novel investigation of enzymatic biodiesel reaction by isothermal calorimetry

    DEFF Research Database (Denmark)

    Søtoft, Lene Fjerbaek; Westh, Peter; Christensen, Knud V.

    2010-01-01

    Isothermal calorimetry (ITC) was used to investigate solvent-free enzymatic biodiesel production. The transesterification of rapeseed oil with methanol and ethanol was catalyzed by immobilized lipase Novozym 435 at 40 °C. The aim of the study was to determine reaction enthalpy for the enzymatic...

  14. Inhibition of enzymatic browning in foods and beverages.

    Science.gov (United States)

    McEvily, A J; Iyengar, R; Otwell, W S

    1992-01-01

    Enzymatic browning is a major factor contributing to quality loss in foods and beverages. Sulfiting agents are used commonly to control browning; however, several negative attributes associated with sulfites have created the need for functional alternatives. Recent advances in the development of nonsulfite inhibitors of enzymatic browning are reviewed. The review focuses on compositions that are of practical relevance to food use.

  15. Physical properties and structure of enzymatically synthesized amylopectin analogs

    NARCIS (Netherlands)

    Ciric, Jelena; Woortman, Albert J. J.; Gordiichuk, Pavlo; Stuart, Marc C. A.; Loos, Katja

    2013-01-01

    The mechanism of the enzymatic polymerization of amylopectin analogs with phosphorylase b and glycogen branching enzyme is very intriguing. Recently, size exclusion chromatography with multi-detection of enzymatically synthesized amylopectin analogs in combination with MALDI-ToF MS analysis of enzym

  16. Visualization and quantification of NAD(H) in brain sections by a novel histo-enzymatic nitrotetrazolium blue staining technique.

    Science.gov (United States)

    Balan, Irina S; Fiskum, Gary; Kristian, Tibor

    2010-02-26

    A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to produce formazan. Conditions were used where the endogenous level of nicotinamide adenine dinucleotides (NAD(H)) was the rate limiting factor for formazan production. Spontaneous degradation of NAD(+) that occurs during incubation of thawed tissue was minimized by the addition of nicotinamide mononucleotide, an inhibitor of NAD(+) glycohydrolases. Cryostat sections of brains obtained from rats immediately after decapitation and 30 min later were used to determine the effects of ischemia alone on brain NAD(H) levels and neuroanatomic distribution. The ischemic insult resulted in a greater than 50% decline in the rate of formazan generation in the CA1 pyramidal neuronal layer of the hippocampus and in the parietal cortex and striatum, but not in the CA3 and dentate gyrus (DG) subregions of the hippocampus. The ischemia-induced changes in NAD(H) levels were confirmed by utilizing spectrofluorimetric measurements of NAD(H) present in perchloric acid extracts of brain samples. This new histo-enzymatic technique is suitable for visualizing and quantifying relative NAD(H) levels in the brain. This assay could prove useful in identifying region-selective NAD(H) catabolism that may contribute to neurodegeneration.

  17. Shape and topology optimization of enzymatic microreactors

    DEFF Research Database (Denmark)

    Pereira Rosinha, Ines

    configuration. In this thesis structural optimization methods were exclusively applied to enzymatic microreactors. The case studies were chosen such that they can be experimentally tested afterwards. In this way, the design of the reactor is customized to the reaction system and itcontributes to the reduction......Structural optimization methods have been used by mechanical and civil engineers over the yearsto find the optimal structures. Structural optimization is a series of computational techniqueswhich include shape and topology optimization. Shape optimization is directly applied to theboundaries...... in a chemical process do not always yield in the best reaction conditions.This thesis develops an innovative application of topology and shape optimization methods to achemical engineering problem. The main goal is to design a reactor according to the limitations of the reaction system by modifying the reactor...

  18. Structure of the enzymatically synthesized fructan inulin

    Energy Technology Data Exchange (ETDEWEB)

    Heyer, A.G.; Schroeer, B. [Max-Planck-Institut fuer Molekulare Pflanzenphysiologie, Karl-Liebknecht-Str. 25, 14476 Golm (Germany); Radosta, S. [Fraunhofer-Institut fuer Angewandte Polymerforschung, Postfach 126, 14504 Teltow (Germany); Wolff, D.; Czapla, S.; Springer, J. [Technische Universitaet Berlin, FG Makromolekulare Chemie, Str. des 17. Juni 135, 10623 Berlin (Germany)

    1998-12-15

    Construction, purification and characterization of a fusion protein of maltose-binding protein of Escherichia coli and the fructosyltransferase of Streptococcus mutans is described. With the purified protein, in vitro synthesis of inulin was performed. The obtained polysaccharide was characterized by high-performance size-exclusion chromatography (HPSEC) and static light scattering (SLS) in dilute aqueous and dimethyl sulfoxide solution. For all samples very high molecular weights between 60x10{sup 6} and 90x10{sup 6} g/mol and a remarkable small polydispersity index of 1.1 have been determined. Small root-mean-square radii of gyration point to a compact conformation in dilute solution. No difference between native and enzymatically synthesized inulin was observed by X-ray powder diffraction and thermoanalysis of solid samples. (Copyright (c) 1998 Elsevier Science B.V., Amsterdam. All rights reserved.)

  19. Isothermal Titration Calorimetry to Characterize Enzymatic Reactions.

    Science.gov (United States)

    Mazzei, Luca; Ciurli, Stefano; Zambelli, Barbara

    2016-01-01

    Isothermal titration calorimetry (ITC) is a technique that measures the heat released or absorbed during a chemical reaction as an intrinsic probe to characterize any chemical process that involves heat changes spontaneously occurring during the reaction. The general features of this method to determine the kinetic and thermodynamic parameters of enzymatic reactions (kcat, KM, ΔH) are described and discussed here together with some detailed applications to specific cases. ITC does not require any modification or labeling of the system under analysis, can be performed in solution, and needs only small amounts of enzyme. These properties make ITC an invaluable, powerful, and unique tool to extend the knowledge of enzyme kinetics to drug discovery. © 2016 Elsevier Inc. All rights reserved.

  20. Enzymatic degradation of multiwalled carbon nanotubes.

    Science.gov (United States)

    Zhao, Yong; Allen, Brett L; Star, Alexander

    2011-09-01

    Because of their unique properties, carbon nanotubes and, in particular, multiwalled carbon nanotubes (MWNTs) have been used for the development of advanced composite and catalyst materials. Despite their growing commercial applications and increased production, the potential environmental and toxicological impacts of MWNTs are not fully understood; however, many reports suggest that they may be toxic. Therefore, a need exists to develop protocols for effective and safe degradation of MWNTs. In this article, we investigated the effect of chemical functionalization of MWNTs on their enzymatic degradation with horseradish peroxidase (HRP) and hydrogen peroxide (H(2)O(2)). We investigated HRP/H(2)O(2) degradation of purified, oxidized, and nitrogen-doped MWNTs and proposed a layer-by-layer degradation mechanism of nanotubes facilitated by side wall defects. These results provide a better understanding of the interaction between HRP and carbon nanotubes and suggest an eco-friendly way of mitigating the environmental impact of nanotubes.