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溶剂调控布洛芬乙烯酯酶促水解的立体选择性的热力学研究
引用本文:王婷婷,金鑫,吴起,林贤福.溶剂调控布洛芬乙烯酯酶促水解的立体选择性的热力学研究[J].浙江大学学报(理学版),2013,40(5):553-558.
作者姓名:王婷婷  金鑫  吴起  林贤福
作者单位:浙江大学化学系,浙江杭州,310027
基金项目:国家自然科学基金资助项目
摘    要:采用高效液相色谱研究了不同溶剂体系中褶皱假丝酵母菌脂肪酶(CRL)催化布洛芬乙烯酯水解反应的立体选择性.研究发现,在单一溶剂体系中Eyring曲线呈线性,在10~50 ℃的实验温度内均呈S选择性;在混合溶剂体系中Eyring曲线呈非线性,且观察到不同的转变温度(Tinv).研究还发现:在亲水性有机溶剂二氧六环/水均相混合溶剂体系中,Eyring曲线的Tinv处立体选择性E 值为极小值,在疏水性有机溶剂异辛烷/水两相混合溶剂体系中,Tinv处E 值为极大值,而在氯仿/水两相混合溶剂体系中,随着温度的变化,立体选择性发生了反转.

关 键 词:布洛芬乙烯酯  酶促立体选择性  反应介质  转变温度  褶皱假丝酵母菌脂肪酶
收稿时间:2012-04-05

Thermodynamic analysis of enzymatic enantioselectivity of lipase-catalyzed hydrolysis of ibuprofen vinyl ester by different solvent medium
WANG Ting-ting , JIN Xin , WU Qi , LIN Xian-fu.Thermodynamic analysis of enzymatic enantioselectivity of lipase-catalyzed hydrolysis of ibuprofen vinyl ester by different solvent medium[J].Journal of Zhejiang University(Sciences Edition),2013,40(5):553-558.
Authors:WANG Ting-ting  JIN Xin  WU Qi  LIN Xian-fu
Institution:(Department of Chemistry, Zhejiang University, Hangzhou 310027, China)
Abstract:The High Performance Liquid Chromatography was used to investigate the enzymatic enantioselectivity of the ibuprofen vinyl ester hydrolysis catalyzed by Lipase from Candida rugosa in different solvents. In single solvent systems, the linear Eyring plots were obtained and the enantiopreference were all S-selectivity in the experimental temperature (10-50 ℃ ). It was also found that in the three mixed reaction media, the Eyring plots were non-linear intersecting at different Tinv. In the homogeneous mixed media of hydrophilic dioxane and water, the lowest E value was shown at the Tinv ; while the highest E value could be observed at the Tiny in the heterogeneous mixed media of hydrophobic isooctane and water. Interesting, in the mixed media of chloroform and water, the enantiopreference could be reversed with the change of the temperature.
Keywords:ibuprofen vinyl ester  enzymatic enantioselectivity  reaction medium  inversion temperature  Lipase from Candida rugosa
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