Elsevier

Chemistry and Physics of Lipids

Volume 44, Issues 2–4, July–September 1987, Pages 73-85
Chemistry and Physics of Lipids

Secondary products of lipid oxidation

https://doi.org/10.1016/0009-3084(87)90045-4Get rights and content

Abstract

In the last decade, a multitude of secondary products have been identified from the radical and photosensitized oxidations of polyunsaturated lipids. These secondary products consist of oxygenated monomeric materials including epoxy-hydroperoxides, oxo-hydroperoxides, hydroperoxy epidioxides, dihydroperoxides, hydroperoxy bis-epidioxides, and hydroperoxy bicycloendoperoxides. More recently, higher molecular weight dimeric compounds have been identified from autoxidized methyl linoleate and linolenate. Decomposition of these oxidation products form a wide range of carbonyl compounds, hydrocarbons, furans, and other materials that contribute to the flavor deterioration of foods and that are implicated in biological oxidation. The interaction of some of these degradation products with DNA may be involved in cell-damaging reactions.

References (75)

  • R.A. Floyd
  • E.N. Frankel

    Prog. Lipid Res.

    (1980)
    E.N. Frankel

    Prog. Lipid Res.

    (1983)
  • A.L. Tappel
  • E.N. Frankel et al.

    Lipids

    (1977)
  • E.N. Frankel et al.

    Lipids

    (1977)
  • H.W. Gardner et al.

    Lipids

    (1974)
  • W.E. Neff et al.

    Lipids

    (1981)
  • W.A. Pryor et al.

    Lipids

    (1976)
  • C. Nagata et al.
  • L. Packer et al.

    Chem. Tech.

    (1977)
  • R.O. Recknagel et al.
  • W.L. Porter
  • T.J. Slaga et al.

    Science

    (1981)
  • L. van Duuren et al.

    J. Natl. Cancer. Inst.

    (1963)
  • L.J. Marnett et al.

    Mutat. Res.

    (1985)
  • H. Esterbauer et al.

    Biochem. J.

    (1982)
  • B.N. Ames

    Science

    (1983)
  • W.E. Neff et al.

    Lipids

    (1978)
  • G. Lercker et al.

    Rev. Franc. Corps Gras

    (1978)
  • J. Mercier et al.

    Chem. Phys. Lipids

    (1974)
  • J. Terao et al.

    Agric. Biol. Chem.

    (1975)
  • P. Budowski et al.

    Lipids

    (1979)
  • M. Hamberg

    Lipids

    (1975)
  • H.W. Gardner et al.

    Biochim. Biophys. Acta

    (1981)
  • P. Schieberle et al.

    Z. Lebensm.-Unters. Forsch.

    (1979)
  • K. Miyashita et al.

    Agric. Biol. Chem.

    (1982)
  • K. Miyashita et al.

    Agric. Biol. Chem.

    (1982)
  • K. Miyashita et al.

    Agric. Biol. Chem.

    (1984)
  • K. Miyashita et al.

    Lipids

    (1985)
  • P. Schieberle et al.

    Z. Lebensm.-Unters. Forsch.

    (1981)
  • M. Morita et al.

    Agric. Biol. Chem.

    (1984)
  • K. Miyashita et al.

    Agric. Biol. Chem.

    (1985)
  • P. Haverkamp Begemann et al.

    J. Agric. Food Chem.

    (1968)
  • E.N. Frankel et al.

    Lipids

    (1977)
  • D.T. Coxon et al.

    Chem. Phys. Lipids

    (1981)
  • Cited by (145)

    • Effect of virgin olive oil nanoemulsion combined with ajowan (Carum copticum) essential oil on the quality of lamb loins stored under chilled condition

      2022, Food Science and Human Wellness
      Citation Excerpt :

      It is due to the fact that peroxides and hydroperoxides break down to secondary products such as hydrocarbons, alcohols, carbonyls, and aldehydes, which cause the flavor deterioration of foods. The TBARS test measures the amount of aldehydes as the secondary products of lipid peroxidation [46,47]. In our research, primary TBARS level was in the range of 0.32 mg MDA/kg to 0.39 mg MDA/kg in different groups (P > 0.05).

    • Comparing DPPP fluorescence and UV based methods to assess oxidation degree of krill oil-in-water emulsions

      2021, Food Chemistry
      Citation Excerpt :

      Thus, the food industry focuses on developing new strategies to both inhibit lipid oxidation and to precisely determine the degree of oxidation to insure food quality (McClements & Decker, 2000). Measuring primary (peroxide value and conjugated dienes/trienes) and secondary (TBARS, volatile compounds such as hexanal, propanal etc.) oxidation products with well-established methods is critical for food producers and food chemists (Frankel, 1980, 1987; McClements & Decker, 2000). However, those well-established standard methods could sometimes fail to accurately measure oxidation degree of some samples due to the interferences caused by the food matrix or some environmental factors (Wheatley, 2000).

    View all citing articles on Scopus
    View full text