Double-bond location in monounsaturated fatty acids by dimethyl disulfide derivatization and mass spectrometry: Application to analysis of fatty acids in pheromone glands of four lepidoptera

Abstract

A rapid analytical procedure for the determination of the position of double bonds in mixtures of monounsaturated fatty acid methyl esters has been developed. The method is based on direct capillary GC-MS-EI analysis of dimethyl disulfide adducts. The procedure was applied to mixtures of monounsaturated fatty esters from pheromone gland extracts of three tortricids from theChoristoneura genus,C. fumiferana, C. occidentalis, andC. pinus pinus, and one noctuid from the Plusiinae subfamily,Plusia chalcites. A correlation was found between the known major pheromone components in the four species with the corresponding fatty acids. Some of the additional fatty acids may be precursors to as yet unidentified minor pheromone components, present in extremely small quantities, in these species.

Amount and Composition of Diacyl Glyceryl Ethers in Various Tissue Lipids of the Deep-sea Squid Berryteuthis magister.

“…IPD of glyceryl ethers, which were extracted from saponification mixture of DAGE with diethyl ether, was prepared by acetonation at room temperature in the presence of perchloric acid (19). Dimethyl disulf ide (DMDS) adducts of monoenoic glyceryl ether-IPD were prepared by the method of Dunkelblum et al (20). Further purification of these derivatives was carried out by TLC.…”

Lipid composition and metabolic activities of benthic near-shore microbial communities of Arthur Harbor, antarctic peninsula: Comparisons with McMurdo Sound

“…With the recent advances in chromatographic instrumentation and small scale derivatization procedures, it has been possible to more accurately assign geometrical and stereochemical configuration to lipid components (Dunkelblum et al 1985;Nichols et al 1986b); Tunlid and Odum 1986). These and other technological improvements in instrumentation have resulted in a growing number of reported signature lipids identifying specific subgroups of microorganisms from various environments (Lechevalier 1977;Johns et al 1979;Taylor and Parkes 1983;Sasser et al 1984) further extending the usefulness of computer aided gas chromatography (GC) and gas chromatography-mass spectrometry (GC/MS) analysis.…”

Organic geochemical features of an extremely acid crater lake(Yugama) of Kusatsu-Shirane Volcano in Japan.

“…6 h) to obtain their trimethylsilyloxy (TMS) ethers. Double-bond position, and cis and trans isomers of alkenoic acids in a typical selected sample (Soil-1) were determined by the adduct of dimethyl disulfide (Dunkelblum et al, 1985;Nichols et al, 1986).…”