title: Epoxide hydrolase-catalyzed enantioselective synthesis of chiral 1,2-diols via desymmetrization of meso-epoxides. lzhao@diversa.com.
abstract: The discovery, from nature, of a diverse set of microbial epoxide hydrolases is reported. The utility of a library of epoxide hydrolases in the synthesis of chiral 1,2-diols via desymmetrization of a wide range of meso-epoxides, including cyclic as well as acyclic alkyl- and aryl-substituted substrates, is demonstrated. The chiral (R,R)-diols were furnished with high ee's and yields. The discovery of the first microbial epoxide hydrolases providing access to complementary (S,S)-diols is also described.
authors.affiliation: Diversa Corporation, 4955 Directors Place, San Diego, California 92121, USA. lzhao@diversa.com
authors.forename: Lishan
authors.initials: L
authors.lastname: Zhao
authors.forename: Bin
authors.initials: B
authors.lastname: Han
authors.forename: Zilin
authors.initials: Z
authors.lastname: Huang
authors.forename: Mark
authors.initials: M
authors.lastname: Miller
authors.forename: Hongjun
authors.initials: H
authors.lastname: Huang
authors.forename: Dan S
authors.initials: DS
authors.lastname: Malashock
authors.forename: Zuolin
authors.initials: Z
authors.lastname: Zhu
authors.forename: Aileen
authors.initials: A
authors.lastname: Milan
authors.forename: Dan E
authors.initials: DE
authors.lastname: Robertson
authors.forename: David P
authors.initials: DP
authors.lastname: Weiner
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Burk
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D004851:Epoxide Hydrolases / Q000737:chemistry* / Q000378:metabolism; D004852:Epoxy Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D004852:Epoxy Compounds; D004851:Epoxide Hydrolases