文献类型：期刊文献

英文题名：Chemoenzymatic enantioconvergent hydrolysis of p-nitrostyrene oxide into (R)-p-nitrophenyl glycol by a newly cloned epoxide hydrolase VrEH2 from Vigna radiata

作者：Wu, Yan-Wen[1];Kong, Xu-Dong[1];Zhu, Qing-Qing[1];Fan, Li-Qiang[1];Xu, Jian-He[1]

机构：[1]E China Univ Sci & Technol, Sch Biotechnol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China

年份：2015

卷号：58

起止页码：16

外文期刊名：CATALYSIS COMMUNICATIONS

收录：;EI(收录号：20143700065940);WOS:【SCI-EXPANDED(收录号:WOS:000345493100004)】；

基金：This research was partially supported by the National Natural Science Foundation of China (No. 21276082).

语种：英文

外文关键词：Vigna radiata epoxide hydrolase; Recombinant expression; Enzymatic property; Enantioconvergency; Chemoenzymatic synthesis; (R)-p-nitrophenyl glycol

摘要：An epoxide hydrolase from Vigna radiata, VrEH2, was successfully cloned and overexpressed in Escherichia coli. Its temperature and pH optima were 30 degrees C and 6.5, respectively. VrEH2 showed an opposite regioselectivity towards (S)- and (R)-para-nitrostyrene oxide (pNSO), which enables it to catalyze the enantioconvergent hydrolysis of rac-pNSO affording (R)-p-nitrophenyl glycol (pNPG). Preparative synthesis of (R)-pNPG from rac-pNSO by a chemoenzymatic enantioconvergent hydrolysis route with one quarter time as using VrEH2 alone, gave (R)-pNPG in 99.0% ee and 71.5% overall yield after recrystallization, indicating the potential of VrEH2 as a promising biocatalyst for the preparation of enantiopure diols in organic synthesis. (C) 2014 Elsevier B.V. All rights reserved.