Structure and amount of positional isomers of monounsaturated fatty acids in human depot fat

Jürgen Jacob,Gernot Grimmer

doi:10.1016/s0022-2275(20)42685-9

Abstract

Positional isomers of decenoic, dodecenoic, and tetradecenoic acids of human adipose tissue have been separated by gas-liquid chromatography and their amounts determined by oxidative cleavage. The following acids have been shown to be present: 7-decenoic, 8-decenoic, 9-decenoic, 7-, 8-, and 9-dodecenoic, and 7-, 8-, 9-, and 11-tetradecenoic acids. Among all isomers of the even-numbered acids from C(10) to C(18) the cis-9-isomer predominates. With increasing chain length, however, the content of 9-isomer decreases and the number of isomers increases. No 3- or 5-enoic acids could be detected. The origin and biosynthesis of all isomers are discussed.

Highlights

The following acids have been shown to be present: 7-decenoic, 8-decenoic, 9-decenoic, 7, 8, and 9-dodecenoic, and 7, 8, 9, and 11-tetradecenoicacids
I NA PREVIOUS PAPER we reported thc occurrence of positional isomers of hexadecenoic and octadecenoic acids in human depot fat, which contains as much as 58% of these fatty acids [2]
Mono, and polyunsaturated methyl esters were separated as their mercuric acetate adducts. These methods and the total composition of human depot fat examined in the present investigation were described in our previous paper [1].The shorter-chain monounsaturated fatty acids occur only in small amounts in human depot fat

Summary

Introduction

The following acids have been shown to be present: 7-decenoic, 8-decenoic, 9-decenoic, 7-, 8-, and 9-dodecenoic, and 7-, 8-, 9-, and 11-tetradecenoicacids. I NA PREVIOUS PAPER we reported thc occurrence of positional isomers of hexadecenoic and octadecenoic acids in human depot fat, which contains as much as 58% of these fatty acids [2].

Results

Conclusion