title: Stereochemistry of hydrogen removal from the 'unactivated' C-3 position of 4-hydroxybutyryl-CoA catalysed by 4-hydroxybutyryl-CoA dehydratase.
abstract: (R)- and (S)-gamma-[3-(2)H(1)]butyrolactones have been synthesised from (R)- and (S)-glycidol, respectively, and used to demonstrate that it is the pro-(S) hydrogen atom that is stereospecifically abstracted from C-3 of 4-hydroxybutyryl-CoA by 4-hydroxybutyryl-CoA dehydratase, and that this atom is not returned to C-4.
authors.affiliation: School of Natural Sciences - Chemistry, University of Newcastle upon Tyne, Bedson Building, Newcastle upon Tyne, UK.
authors.forename: Richard
authors.initials: R
authors.lastname: Scott
authors.forename: Ulrike
authors.initials: U
authors.lastname: Näser
authors.forename: Peter
authors.initials: P
authors.lastname: Friedrich
authors.forename: Thorsten
authors.initials: T
authors.lastname: Selmer
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Buckel
authors.forename: Bernard T
authors.initials: BT
authors.lastname: Golding
mesh_terms: D002384:Catalysis; D006836:Hydro-Lyases / Q000032:analysis / Q000737:chemistry*; D006859:Hydrogen / Q000032:analysis / Q000737:chemistry*; D008968:Molecular Conformation
chemical_list: D006859:Hydrogen; C066370:4-hydroxybutyryl-CoA dehydratase; D006836:Hydro-Lyases