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Manipulating regioselectivity of an epoxide hydrolase for single enzymatic synthesis of (<i>R</i>)-1,2-diols from racemic epoxides

Die Hu, Xun-Cheng Zong, Feng Xue, Chuang Li, Bo-Chun Hu, Minchen Wu

2020Chemical Communications32 citationsDOI

Abstract

Both the activity and regioselectivity of Phaseolus vulgaris epoxide hydrolase were remarkably improved via reshaping two substrate tunnels based on rational design. The elegant one-step enantioconvergent hydrolysis of seven rac-epoxides was achieved by single mutants, allowing green and efficient access to valuable (R)-1,2 diols with high eep (90.1-98.3%) and yields.

Topics & Concepts

RegioselectivityEpoxide hydrolaseEpoxideChemistryEnzymeStereochemistryEpoxide hydrolase 2DiolBiocatalysisOrganic chemistryCombinatorial chemistryCatalysisReaction mechanismMicrosomeEnzyme Catalysis and ImmobilizationMicrobial Metabolic Engineering and BioproductionBiochemical Acid Research Studies
Manipulating regioselectivity of an epoxide hydrolase for single enzymatic synthesis of (<i>R</i>)-1,2-diols from racemic epoxides | Litcius