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Catalytic Promiscuity of Halohydrin Dehalogenase and its Application in Enantioselective Epoxide Ring Opening
Author(s) -
HasnaouiDijoux Ghannia,
Majerić Elenkov Maja,
Lutje Spelberg Jeffrey H.,
Hauer Bernhard,
Janssen Dick B.
Publication year - 2008
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200700734
Subject(s) - enantioselective synthesis , epoxide , chemistry , epoxide hydrolase , ring (chemistry) , catalysis , stereochemistry , biochemistry , organic chemistry , enzyme , microsome
Easy virtue : Halohydrin dehalogenase is a highly promiscuous enzyme that can catalyze enantioselective epoxide ring opening with at least nine different anionic nucleophiles (see scheme). Its capacity to form carbon–nitrogen, carbon–oxygen, carbon–sulfur, and carbon–carbon bonds makes it possible to use this enzyme for the preparation of a range of highly enantioenriched β‐substituted alcohols or derivatives thereof, including cyanoalcohols, nitroalcohols, and oxazolidinones.