Sequential kinetic resolution catalyzed by halohydrin dehalogenase.
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.
Majerić Elenkov
Maja
M
Biochemical Laboratory, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
Tang
Lixia
L
Hauer
Bernhard
B
Janssen
Dick B
DB
D002384:Catalysis; D006867:Hydrolases / Q000378:metabolism*; D007700:Kinetics
D006867:Hydrolases; C430848:halohydrin dehalogenase