SYNTHESIS, CHARACTERIZATION AND HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF C6-C16 DICARBOXYLYL-MONO-COENZYME-A AND DICARBOXYLYL-MONO-CARNITINE ESTERS

The synthesis and purification of the mono-coenzyme A and mono-carnitine esters of the homologous series of straight-chain even-numbered dicarboxylic acids (C6-C-16) is described. The corresponding 3-hydroxyacyl- and 2-enoyl-CoA esters were prepared enzymatically. A reversed-phase high-performance liquid chromatographic (HPLC) system for the analysis of the intact CoA esters is described and their chromatographic behaviour documented. Reversed-phase HPLC systems for the analysis of the 4-bromophenacyl derivatives of the dicarboxylyl-mono-carnitines and the 4-nitrobenzyl derivatives of the free acids are also described. Some preliminary studies of the metabolism of [U-C-14]hexadecanedionoyl-mono-CoA by rat liver peroxisomes and rat skeletal muscle mitochondria are described illustrating the application of these methods.