title: Sequential kinetic resolution catalyzed by halohydrin dehalogenase.
abstract: A sequential kinetic resolution catalyzed by halohydrin dehalogenase was employed for the synthesis of two valuable enantiopure building blocks. Resolution of methyl 4-chloro-3-hydroxybutanoate methylester ((R,S)-2) with use of a Trp249Phe mutant of halohydrin dehalogenase yielded methyl 4-cyano-3-hydroxybutanoate methylester ((S)-4) with 96.8% ee (40% yield) and (S)-2 with 95.2% ee (41% yield). This reaction is carried out in aqueous solution under mild conditions and provides access to a useful statin side-chain building block.
authors.affiliation: Biochemical Laboratory, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
authors.forename: Maja
authors.initials: M
authors.lastname: Majerić Elenkov
authors.forename: Lixia
authors.initials: L
authors.lastname: Tang
authors.forename: Bernhard
authors.initials: B
authors.lastname: Hauer
authors.forename: Dick B
authors.initials: DB
authors.lastname: Janssen
mesh_terms: D002384:Catalysis; D006867:Hydrolases / Q000378:metabolism*; D007700:Kinetics
chemical_list: D006867:Hydrolases; C430848:halohydrin dehalogenase