Synthesis of Piperoyl Coenzyme A Thioester

Abstract

Piperoyl-CoA, a potential intermediate in the biosynthesis of piperine. the pungent principle of pepper, was synthesized via N-succinimidyl piperate and subsequent transesterification with CoA- SH. UV-spectrophotometry of the HPLC-purified compound revealed, besides a maximum at 260 nm, a pronounced second absorption maximum at 368 nm due to the thioester linkage for which, as determined via the Fe3+-complex of piperoyl hydroxamate and with [14C]piperoyl-CoA, a molar extinction coefficient of 30.8 × 106 [cn2mol-1] was calculated.