Simultaneous derivatization of acyl and S‐alkyl moieties of acyl thioesters by using trimethylsulfonium hydroxide for gas chromatographic analysis

Abstract

The reaction of long-chain acyl thioesters, viz. lauric acid dodecyl thioester, 1,8-di-S-palmitoyl octanedithiol, and tristearoyl alpha-monothioglycerol, with trimethylsulfonium hydroxide in the presence of methanol leads to simultaneous derivatization of acyl moieties and S-alkyl moieties of acyl thioesters to the corresponding fatty acid methyl esters and methyl alkylsulfides, respectively. These derivatized products were analyzed by gas chromatographic technique.

A matter of fat: An introduction to lipidomic profiling methods

“…A range of methods have been described in the literature to perform methylation of fatty acids, including acidic esterification [44], and the use of diazomethane [45]. The chemical derivatisation used is dependent on the focus of analysis, examples include as diverse procedures as basic esterification of O-acyl lipids and fatty acids of plant or bacterial origin [46,47], trimethysilyl esterification [48], removal of the polar head group, or base saponification of the two fatty acid groups of glycerophospholipids, formation of pyrrolidides [49] and picolinyl esterification [50].…”