Efficient asymmetric hydrolysis of styrene oxide catalyzed by Mung bean epoxide hydrolases in ionic liquid-based biphasic systems.
Efficient asymmetric hydrolysis of styrene oxide catalyzed by Mung bean epoxide hydrolases in ionic liquid-based biphasic systems.
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DOI：
10.1016/j.biortech.2011.10.072
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发表时间：
2012-07
影响因子：
11.4
通讯作者：
Wen-Jing Chen;Wenyong Lou;Min-hua Zong
中科院分区：
文献类型：
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作者：
Wen-Jing Chen;Wenyong Lou;Min-hua Zong
首次在离子液体两相体系中，利用绿豆环氧化物水解酶催化氧化苯乙烯不对称水解制备（R）-1-苯基-1，2-乙烷。与水相体系相比，IL基两相体系不仅能溶解底物，而且能有效抑制非酶水解，从而显著提高反应效率。结果表明，C4 MIM·PF 6两相体系的降解效果最好，与酶具有良好的生物相容性，是底物的良好溶剂。在C4 MIM·PF 6/buffer两相体系中，IL与buffer的体积比为1/6，反应温度为35°C，buffer pH为6.5，底物浓度为100 mM时，反应的起始速率、产率和产物e.e.分别为18.4mM/h、49.4%和97.0%。生物催化过程被证明是可行的，在500-mL的制备规模。
The asymmetric hydrolysis of styrene oxide to (R)-1-phenyl-1,2-ethanediol using Mung bean epoxide hydrolases was, for the first time, successfully conducted in an ionic liquid (IL)-containing biphasic system. Compared to aqueous monophasic system, IL-based biphasic systems could not only dissolve the substrate, but also effectively inhibit the non-enzymatic hydrolysis, and therefore markedly improve the reaction efficiency. Of all the tested ILs, the best results were observed in the biphasic system containing C4MIM·PF6, which exhibited good biocompatibility with the enzyme and was an excellent solvent for the substrate. In the C4MIM·PF6/buffer biphasic system, it was found that the optimal volume ratio of IL to buffer, reaction temperature, buffer pH and substrate concentration were 1/6, 35°C, 6.5 and 100mM, respectively, under which the initial reaction rate, the yield and the product e.e. were 18.4mM/h, 49.4% and 97.0%. The biocatalytic process was shown to be feasible on a 500-mL preparative scale.