The use of carba(dethia)-coenzyme A (CH2CoA) derivatives for mechanistic investigations.
A novel class of acyl-coenzyme A analogues has been synthesized in which the sulphur atom is replaced by methylene. In contrast to their natural thiolester counterparts these acyl-CH2CoA analogues are stable to hydrolysis. They are good substrates for several enzymes that do not attack the thiolester group (carboxylases, mutases, dehydrogenases, epimerases, etc.) and potent inhibitors for most enzymes that do so. Some of the new insights gained by the use of acyl-CH2CoA are discussed in terms of enzymatic mechanisms.
Rétey
J
J
Institute of Organic Chemistry, University of Karlsruhe, Willstätter Allee, FRG.
D003065:Coenzyme A / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D003067:Coenzymes / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D003067:Coenzymes; D003065:Coenzyme A