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Production of Chiral Epoxides: Epoxide Hydrolase-catalyzed Enantioselective Hydrolysis  

Choi, Won-Jae (Institute of Chemical and Engineering Sciences)
Choi, Cha-Yong (School of Chemical Engineering, College of Engineering, Seoul National University)
Publication Information
Biotechnology and Bioprocess Engineering:BBE / v.10, no.3, 2005 , pp. 167-179 More about this Journal
Abstract
Chiral epoxides are highly valuable intermediates, used for the synthesis of pharmaceutical drugs and agrochemicals. They have broad scope of market demand because of their applications. A major challenge in modern organic chemistry is to generate such compounds in high yields, with high stereo- and regio-selectivities. Epoxide hydrolases (EH) are promising biocatalysts for the preparation of chiral epoxides and vicinal diols. They exhibit high enantioselectivity for their substrates, and can be effectively used in the resolution of racemic epoxides through enantioselective hydrolysis. The selective hydrolysis of a racemic epoxide can produce both the corresponding diols and the unreacted epoxides with high enantiomeric excess (ee) value. The potential of microbial EH to produce chiral epoxides and vicinal diol has prompted researchers to explore their use in the synthesis of epoxides and diols with high ee values.
Keywords
chiral epoxides; resolution; epoxide hydrolase; enantioselective hydrolysis;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 20  (Related Records In Web of Science)
Times Cited By SCOPUS : 19
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