Increased enantioselectivity of lipase in the transesterification of dl-(±)-3-phenyllactic acid in ionic liquids

被引：24
作者：
Banoth, Linga [1 ]
Singh, Manpreet [1 ]
Tekewe, Alemu [1 ]
Banerjee, Uttam Chand [1 ]
机构：
[1] Natl Inst Pharmaceut Educ & Res, Dept Pharmaceut Technol Biotechnol, Biocatalysis Lab, Sas Nagar 160062, Punjab, India
来源：
BIOCATALYSIS AND BIOTRANSFORMATION | 2009年 / 27卷 / 04期
关键词：
ionic liquids; lipase; transesterification; dl-3-phenyllactic acid; CATALYZED SYNTHESIS; PSEUDOMONAS-AERUGINOSA; ORGANIC-SOLVENTS; ESTER; RESOLUTION; HYDROGENATION; BIOCATALYSIS; ENANTIOMERS; HYDROLYSIS; PROTEASE;
D O I：
10.1080/10242420903049903
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Three lipases from different sources (Pseudomonas aeruginosa MTCC 5113 (PAL), porcine pancreatic (PPL) and Candida rugosa (CRL)) were screened for the transesterification of dl-3-phenyllactic acid (dl-3-PLA) in three different ionic liquids (1-butyl-3-methyl imidazolium tetrafluoroborate ([BMIM][BF4]), 1-butyl-3-methyl imidazolium hexafluorophosphate ([BMIM][PF6]) and 1-ethyl-3-methyl imidazolium tetrafluoroborate ([EMIM][BF4])) in combination with different organic solvents (e.g. hexane, cyclohexane, isooctane, toluene, vinyl acetate and dichloromethane). CRL efficiently catalyzed the esterification of dl-3-PLA to l-O-acetyl-3-PLA using vinyl acetate as acyl donor, showing excellent enantioselectivity (E similar to 100) and conversion in all three ionic liquids. PPL exhibited enantioselectivity only in the presence of [BMIM][BF4] and was not able to catalyze dl-3-PLA esterification in the other two ionic liquids. PAL did not show any reactivity with dl-3-PLA in any of the ionic liquids. Various parameters such as solvent and ionic liquid concentration, reaction time, substrate and enzyme concentration on the activity and enantioselectivity of CRL were studied.
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收藏
页码：263 / 270
页数：8
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