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在两相体系中使用亲水性离子液体提高绿豆环氧水解酶介导的氧化苯乙烯不对称水解。

Use of hydrophilic ionic liquids in a two-phase system to improve Mung bean epoxide hydrolases-mediated asymmetric hydrolysis of styrene oxide.

机构信息

State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510006, Guangdong, China.

出版信息

J Biotechnol. 2012 Dec 31;162(2-3):183-90. doi: 10.1016/j.jbiotec.2012.09.006. Epub 2012 Sep 17.

DOI:10.1016/j.jbiotec.2012.09.006
PMID:22995740
Abstract

A comparative study was made of Mung bean epoxide hydrolases-catalyzed asymmetric hydrolysis of styrene oxide to (R)-1-phenyl-1,2-ethanediol in an n-hexane/buffer biphasic system containing various hydrophilic ionic liquids (ILs). Compared to the n-hexane/buffer biphasic system alone, addition of a small amount of hydrophilic ILs reduced the amount of non-enzymatic hydrolysis, and improved the reaction rate by up to 22%. The ILs with cation containing an alkanol group, namely [C(2)OHMIM][BF(4)] and [C(2)OHMIM][TfO], and the choline amino acid ILs [Ch][Arg] and [Ch][Pro] were found to be the most suitable co-solvents for the reaction, owing to their good biocompatibility with the enzyme, which led to high initial rates (0.99-1.25 μmol/min) and high product e.e.s (95%). When substrate concentration was around 30 mM, where optimal performance was observed with the IL-containing systems, the product e.e. was improved from 90% without ILs to ≥95% in the presence of ILs.

摘要

在含有各种亲水离子液体(ILs)的正己烷/缓冲双相体系中,对绿豆环氧水解酶催化的苯乙烯氧化物不对称水解为(R)-1-苯基-1,2-乙二醇进行了比较研究。与单独的正己烷/缓冲双相体系相比,添加少量亲水 IL 可减少非酶水解的量,并将反应速率提高多达 22%。具有含烷醇基团的阳离子的 IL,即 [C(2)OHMIM][BF(4)] 和 [C(2)OHMIM][TfO],以及胆碱氨基酸 IL [Ch][Arg] 和 [Ch][Pro],被发现是反应最适合的共溶剂,因为它们与酶具有良好的生物相容性,从而导致高初始速率(0.99-1.25 μmol/min)和高产物对映体过量值(95%)。当底物浓度约为 30 mM 时,在含有 IL 的体系中观察到最佳性能,产物对映体过量值从无 IL 时的 90%提高到有 IL 时的≥95%。

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引用本文的文献

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