Mechanistic studies of the conversion of 2-cyclohexenylcarbonyl CoA to 1cyclohexenylcarbonyl CoA in a cell-free extract of Streptomyces collinus are shown to be consistent with a stereochemical preference for the IS isomer of 2-cyclohexenylcarbonyl CoA and a mechanism of a 1,3-allylic suprafacial shift of a hydrogen, catalyzed by a single base.
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