Stereochemistry of hydrogen removal from the 'unactivated' C-3 position of 4-hydroxybutyryl-CoA catalysed by 4-hydroxybutyryl-CoA dehydratase.

Richard Scott, Ulrike Näser, Peter Friedrich, Thorsten Selmer, Wolfgang Buckel, Bernard T Golding

School of Natural Sciences - Chemistry, University of Newcastle upon Tyne, Bedson Building, Newcastle upon Tyne, UK.

Chemical communications (Cambridge, England) 2004 May 21

filter terms:

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.

Citation

Richard Scott, Ulrike Näser, Peter Friedrich, Thorsten Selmer, Wolfgang Buckel, Bernard T Golding. Stereochemistry of hydrogen removal from the 'unactivated' C-3 position of 4-hydroxybutyryl-CoA catalysed by 4-hydroxybutyryl-CoA dehydratase. Chemical communications (Cambridge, England). 2004 May 21(10):1210-1