Detection of lipid-lysine amide-type adduct as a marker of PUFA oxidation and its applications

Arch Biochem Biophys. 2010 Sep 15;501(2):182-7. doi: 10.1016/j.abb.2010.06.010. Epub 2010 Jun 15.

Abstract

Research into lipid peroxidation-induced protein modification has been ongoing for many years. Recent studies on lipo-oxidation shows the occurrence of another type of protein modification, amide-type adduct formation by lipid hydroperoxide, as well as classical aldehyde-derived protein modifications. The amide-type modifications can be either classified as alkylamide and carboxyalkylamide according to the formed structures. As an alkylamide-type adduct, Nepsilon-(hexanoyl)lysine can be formed by the reaction of peroxidized n-6 fatty acid with lysine. Nepsilon-(propanoyl)lysine is considered to be generated from oxidation of n-3 fatty acid with lysine. The generation pattern of both might be useful for classification of which fatty acids are more involved in oxidation in vivo. Since the alkylamide type-adducts are relatively stable and detectable from biological specimens like urine, these adducts, especially Nepsilon-(hexanoyl)lysine, are used as reliable markers for not only oxidative stress evaluation but also development of functional food.

Publication types

  • Review

MeSH terms

  • Amides / chemistry
  • Animals
  • Biomarkers / chemistry
  • Biomarkers / metabolism
  • Fatty Acids, Unsaturated / chemistry*
  • Fatty Acids, Unsaturated / metabolism*
  • Functional Food
  • Humans
  • Lipid Peroxidation
  • Lipid Peroxides / chemistry
  • Lipid Peroxides / metabolism
  • Lysine / analogs & derivatives
  • Lysine / chemistry
  • Lysine / metabolism
  • Oxidation-Reduction
  • Oxidative Stress
  • Protein Processing, Post-Translational

Substances

  • Amides
  • Biomarkers
  • Fatty Acids, Unsaturated
  • Lipid Peroxides
  • N(epsilon)-hexanoyllysine
  • propanoyllysine
  • Lysine