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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.