Immobilized lipase Candida sp. 99-125 catalyzed methanolysis of glycerol trioleate: solvent effect.

The immobilized lipase Candida sp. 99-125 catalyzed methanolysis of glycerol trioleate was studied in twelve different solvents in order to deduce the solvent effect through an attempt to correlate the highest yield with such solvent properties as hydrophobicity (log P), dielectric constant (epsilon), and Hildebrand solubility parameter (delta). The results showed that the conversion of glycerol trioleate and yield of oleic acid methyl ester were quite dependent on the solvent. The catalyst lipase in various solvents also needed different optimum amount of water to keep its maximum activity, and generally this lipase in more hydrophobic solvents required more water. The correlation between the highest yield and log P value was found to be reasonable except deviation of data points of certain solvents, while no obvious correlation existed between the other two parameters, dielectric constant (epsilon) and Hildebrand solubility parameter (delta), and the enzyme activity. The study revealed that more hydrophobic solvents such as n-hexane or cyclohexane were more suitable solvents for Candida sp. 99-125 catalyzed transesterification of glycerol trioleate to oleic acid methyl ester.

[1]  Yomi Watanabe,et al.  Enzymatic alcoholysis for biodiesel fuel production and application of the reaction to oil processing , 2002 .

[2]  W. Saenger,et al.  Purification and properties of extracellular lipase from Streptomyces rimosus , 1999 .

[3]  S. Adachi,et al.  Equilibrium constant for the lipase-catalyzed synthesis of fatty acid butyl ester in various organic solvents , 2003 .

[4]  R. Kleyle,et al.  Study of enzyme-catalyzed reactions in organic solvents using multiple linear regression , 1999 .

[5]  A. López-Munguía,et al.  Lipase-catalyzed synthesis of xylitol monoesters: solvent engineering approach. , 2003, Journal of biotechnology.

[6]  Fang Wang,et al.  Lipase catalyzed methanolysis to produce biodiesel： Optimization of the biodiesel production , 2006 .

[7]  D. Royon,et al.  Enzymatic production of biodiesel from cotton seed oil using t-butanol as a solvent. , 2007, Bioresource technology.

[8]  Daniel Thomas,et al.  Solvent effect on enzyme-catalyzed synthesis of β-d-glucosides using the reverse hydrolysis method: Application to the preparative-scale synthesis of 2-hydroxybenzyl and octyl β-d-glucopyranosides , 1997 .

[9]  Wen‐Teng Wu,et al.  Application of binary immobilized Candida rugosa lipase for hydrolysis of soybean oil , 2006 .

[10]  Fang Wang,et al.  Enzymatic synthesis of fatty acid methyl esters from lard with immobilized Candida sp. 99-125 , 2007 .

[11]  C. Palocci,et al.  Different aspects of ‘solvent engineering’ in lipase biocatalysed esterifications , 1996 .

[12]  T. Tan,et al.  Enzymatic synthesis of 2-ethylhexyl palmitate by lipase immobilized on fabric membranes in the batch reactor , 2006 .

[13]  A. Iribarren,et al.  Preparation of potential 3-deazauridine and 6-azauridine prodrugs through an enzymatic alcoholysis , 2007 .

[14]  K. Muthukumar,et al.  An overview of enzymatic production of biodiesel. , 2008, Bioresource technology.

[15]  Enoch Y. Park,et al.  Potential application of waste activated bleaching earth on the production of fatty acid alkyl esters using Candida cylindracea lipase in organic solvent system , 2004 .

[16]  A. Marty,et al.  Combining solvent engineering and thermodynamic modeling to enhance selectivity during monoglyceride synthesis by lipase-catalyzed esterification. , 2001, Enzyme and microbial technology.

[17]  J. Rozzell,et al.  Thermodynamics of the lipase-catalyzed transesterification of 1-phenyl-1-alkanols and butyl acetate in organic solvents , 2003 .

[18]  C. Otero,et al.  Different enzyme requirements for the synthesis of biodiesel: Novozym 435 and Lipozyme TL IM. , 2008, Bioresource technology.

[19]  T. Tan,et al.  Enzymatic synthesis of 2-ethylhexyl esters of fatty acids by immobilized lipase from Candida sp. 99–125 , 2002 .

[20]  P. Goswami,et al.  Lipase catalysed transesterification of 2-o-benzylglycerol with vinyl acetate: solvent effect , 2003 .