Chemical synthesis of tropoyl coenzyme A

Tropoyl coenzyme A has been synthesized in good yields via the corresponding N-hydroxysuccinimide ester. The UV-spectrum of the purified thioester has an absorption maximum at 257 nm; at this wavelength, a molar extinction coefficient of 19.2 x 10(6) [cm2 mol-1] has been determined. Upon alkaline hydrolysis of the thioester bond a difference spectrum with lambda max at 235 nm (delta epsilon 235 = 4.8 x 10(6) [cm2 mol-1]) has been observed. Attempts to prepare 2-phenylmalonyl coenzyme A by the same technique gave negative results.