Complementary Epoxide Hydrolase vs Glutathione S‐Transferase‐Catalyzed Kinetic Resolution of Simple Aliphatic Oxiranes–Complete Regio‐ and Enantioselective Hydrolysis of  cis ‐2‐Ethyl‐3‐methyloxirane | Zendy

Wistuba Dorothee | Zendy; Schurig Volker | Zendy

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Complementary Epoxide Hydrolase vs Glutathione S‐Transferase‐Catalyzed Kinetic Resolution of Simple Aliphatic Oxiranes–Complete Regio‐ and Enantioselective Hydrolysis of cis ‐2‐Ethyl‐3‐methyloxirane

Author(s) -

Wistuba Dorothee,

Schurig Volker

Publication year - 1986

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198610321

Subject(s) - epoxide hydrolase , kinetic resolution , biotransformation , chemistry , enantioselective synthesis , epoxide , hydrolysis , enantiomer , glutathione , enzyme , resolution (logic) , xenobiotic , stereochemistry , catalysis , organic chemistry , microsome , artificial intelligence , computer science

The biotransformation of simple xenobiotic oxiranes with rat live enzymes has surprising results: epoxide hydrolases and glutathionone S‐transferases are each preferentially converted into other enantiomers! In the case of the model example cis ‐2‐ethyl‐2‐methyloxirane these are the (2 R ,3 S )‐ and (2 S ,3 R )‐forms, respectively.

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