Performance of free Candida antarctica lipase B in the enantioselective esterification of (R)-ketoprofen

Performance of free Candida antarctica lipase B in the enantioselective esterification of (R)-ketoprofen
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DOI:
10.1016/j.enzmictec.2006.01.029
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发表时间:
2006-08-02
影响因子:
3.4
通讯作者:
Kumari, R.
Kumari, R.
中科院分区:
工程技术3区
文献类型:
--
作者:
Ong, A. L.;Kamaruddin, A. H.;Kumari, R.

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研究了在混合溶剂体系中,游离的南极假丝酵母脂肪酶B(CALB)对(R)-酮洛芬的对映选择性酯化反应,使目标产物(S)-酮洛芬以未反应形式存在。考察了酶用量、底物浓度、醇酸摩尔比、溶剂种类和反应温度等因素对反应的影响。最佳反应条件为:CALB浓度为200 mg/ml,外消旋酮洛芬浓度为30 mM,溶剂为20%(v/v)1,2-二氯丙烷-80%(v/v)正己烷,醇酸摩尔比为1:1,反应温度为40 ℃。反应24 h,(R)-酮洛芬(X-R)的转化率为81%,对映体选择性(E)为10,产物对映体过量(ee(p))为66.4%,底物对映体过量(ee(s))为59.4%。(c)2006年爱思唯尔公司All rights reserved.
The performance of free Candida antarctica lipase B (CALB) in a mixed solvent system for enantioselective esterification of (R)-ketoprofen, leaving the target product (S)-ketoprofen in unreacted form was investigated. The effects of enzyme loading, substrate concentration, alcohol to acid molar ratio, type of solvents and reaction temperature were studied. The optimum reaction conditions obtained were 200 mg/ml of CALB and racemic ketoprofen concentration of 30 mM, with 20% (v/v) 1,2-dichloropropane-80% (v/v) n-hexane as solvent, alcohol to acid molar ratio of 1: 1 at 40 degrees C. The conversion of (R)-ketoprofen, X-R obtained was 81% with enantioselectivity (E) value of 10, enantiomeric excess of product (ee(p)) of 66.4% and enantiomeric excess of substrate (ee(s)) of 59.4% for the reaction time of 24 h. (c) 2006 Elsevier Inc. All rights reserved.