title: A rapid method for the synthesis of methylmalonyl-coenzyme A and other CoA-esters.
abstract: A rapid and high-yield synthesis of methylmalonyl coenzyme A is reported. The two-step procedure involves preparation of the thiophenyl ester of methylmalonic acid using dicyclohexylcarbodiimide as a condensing agent, followed by transesterification with coenzyme A, to yield methylmalonyl coenzyme A in 80% overall yield. Inclusion of an additional step, methylation of malonic acid with iodomethane, affords the opportunity for introducing a stable or radioactive isotope into the product. This method should be applicable for the syntheses of other coenzyme A esters that are of biochemical interest such as succinyl coenzyme A.
authors.affiliation: Biochemistry Department, University of Nebraska, Lincoln 68583-0718.
authors.forename: R
authors.initials: R
authors.lastname: Padmakumar
authors.forename: S
authors.initials: S
authors.lastname: Gantla
authors.forename: R
authors.initials: R
authors.lastname: Banerjee
mesh_terms: D000214:Acyl Coenzyme A / Q000138:chemical synthesis*; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000138:chemical synthesis / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment
chemical_list: D000214:Acyl Coenzyme A; D007202:Indicators and Reagents; D008314:Malonates; C015357:methylmalonyl-coenzyme A; C005230:methyl malonate