Identification of novel trans isomers of 20:5n-3 in liver lipids of rats fed a heated oil

Lipids. 1996 Feb;31(2):165-8. doi: 10.1007/BF02522616.

Abstract

Trans polyunsaturated n-3 fatty acids are formed as a result of the heat treatment of vegetable oils. It was demonstrated previously that the 18:3 delta 9cis, 12 cis, 15 trans containing a cis delta 9 ethylenic bond was converted to a geometrical isomer of 20:5n-3, the 20:5 delta 5 cis, 8 cis, 11 cis, 14 cis, 17 trans. In the present study, we have identified two new isomers of eicosapentaenoic acid, the delta 11 monotrans and the delta 11, 17 ditrans isomers in liver of rats fed a heated oil. These are formed as a result of the conversion of two of the main isomers of linolenic acid which are present in refined and frying oils, the 18:3 delta 9 trans, 12 cis, 15 cis and the 18:3 delta 9 trans, 12 cis, 15 trans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Dietary Fats, Unsaturated / administration & dosage*
  • Dietary Fats, Unsaturated / metabolism
  • Eicosapentaenoic Acid / chemistry
  • Eicosapentaenoic Acid / metabolism
  • Fatty Acids, Omega-3 / chemistry
  • Fatty Acids, Omega-3 / metabolism*
  • Hot Temperature*
  • Linseed Oil / administration & dosage*
  • Linseed Oil / metabolism*
  • Lipid Metabolism*
  • Liver / metabolism*
  • Rats
  • Rats, Wistar
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism
  • alpha-Linolenic Acid / metabolism

Substances

  • Dietary Fats, Unsaturated
  • Fatty Acids, Omega-3
  • alpha-Linolenic Acid
  • Linseed Oil
  • Eicosapentaenoic Acid