Literature DB >> 16597154

Enantioconvergent hydrolysis of styrene epoxides by newly discovered epoxide hydrolases in mung bean.

Wei Xu1, Jian-He Xu, Jiang Pan, Qing Gu, Xin-Yan Wu.   

Abstract

[reaction: see text] Two novel epoxide hydrolases were discovered in mung bean (Phaseolus radiatus L.) for the first time, either of which can catalyze enantioconvergent hydrolysis of styrene epoxides. Their regioselectivity coefficients are more than 90% for the p-nitrostyrene oxide. Furthermore, the crude mung bean powder was also shown to be a cheap and practical biocatalyst, allowing a one-step asymmetric synthesis of chiral (R)-diols from racemic epoxides, in up to >99% ee and 68.7% overall yield (after recrystallization).

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Year:  2006        PMID: 16597154     DOI: 10.1021/ol060407u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Substantially improving the enantioconvergence of PvEH1, a Phaseolus vulgaris epoxide hydrolase, towards m-chlorostyrene oxide by laboratory evolution.

Authors:  Xun-Cheng Zong; Chuang Li; Yao-Hui Xu; Die Hu; Bo-Chun Hu; Jia Zang; Min-Chen Wu
Journal:  Microb Cell Fact       Date:  2019-11-18       Impact factor: 5.328

Review 2.  Enantioconvergent catalysis.

Authors:  Justin T Mohr; Jared T Moore; Brian M Stoltz
Journal:  Beilstein J Org Chem       Date:  2016-09-16       Impact factor: 2.883

  2 in total

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