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Lipids

, Volume 30, Issue 4, pp 277–290 | Cite as

Mechanisms of free radical oxidation of unsaturated lipids

  • Ned A. Porter
  • Sarah E. Caldwell
  • Karen A. Mills
Review

Abstract

The primary producs formed from the autoxidation of lipids can be understood based upon a mechanism that involves five different reaction types. These reactions are: reaction of a carbon radical and molecular oxygen, atom transfer of a hydrogen from substrate to the chain carrying peroxyl, fragmentation of the chain carrying peroxyl to give oxygen and a carbon radical, rearrangement of the peroxyl, and cyclization of the peroxyl. The mechanisms of these primary reaction steps has been the focus of extensive research over the past fifty years, and the current level of understanding of these transformations is the subject of this review.

Keywords

Hydroperoxide Oleate Linoleate Methyl Oleate Methyl Linoleate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Abbreviations

GC/MS

gas chromatography/mass spectrometry

HPLC

high-pressure liquid chromatography

NMR

nuclear magnetic resonance

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Copyright information

© American Oil Chemists’ Society 1995

Authors and Affiliations

  • Ned A. Porter
    • 1
  • Sarah E. Caldwell
    • 1
  • Karen A. Mills
    • 1
  1. 1.Paul M. Gross Chemiscal Laboratories, Department of ChemistryDuke UniversityDurham

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