Skip to main content
Log in

Analysis of oleate, linoleate and linolenate hydroperoxides in oxidized ester mixtures

  • Published:
Lipids

Abstract

The hydroperoxides in oxidized mixtures of methyl oleate, linoleate and linolenate were analyzed by reducing the hydroperoxides to the corresponding hydroxyesters and separating the hydroxyesters from the unoxidized esters by thin layer chromatography (TLC). The hydroxyesters from linolenate were separated from the other hydroxyesters by TLC on silver ion plates. The hydroxyesters were converted to TMS-hydroxy derivatives. The TMS-hydroxyoleate and TMS-hydroxylinoleate were separated by gas chromatography (GC), and all the TMS-derivatives were quantified by GC. The relative rates of oxidation of methyl oleate, linoleate and linolenate in mixtures were ca. 1∶10.3∶21.6. The hydroperoxides formed in the oxidation of soybean and olive oils were similar before and after randomization and similar to corresponding methyl ester mixtures.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Gunstone, F.D., and T.P. Hilditch, J. Chem. Soc. 1945:836.

  2. Holman, R.T., and O.C. Elmer, J. Am. Oil Chem. Soc. 24:127 (1947).

    CAS  Google Scholar 

  3. Wong, W.D., and E.G. Hammond, Lipids 12:475 (1977).

    CAS  Google Scholar 

  4. Frankel E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood, and B.C.L. Weedon, Ibid. 12:901 (1977).

    Article  PubMed  CAS  Google Scholar 

  5. Frankel, E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood, and B.C.L. Weedon, Ibid. 12:908 (1977).

    Article  PubMed  CAS  Google Scholar 

  6. Frankel, E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood, and B.C.L. Weedon, Ibid. 12:1055 (1977).

    Article  CAS  Google Scholar 

  7. Frankel, E.N., and W.E. Neff, Ibid. 14:39 (1979).

    Article  CAS  Google Scholar 

  8. Hill, E.E., D.R. Husbands, and W.E. Lands, J. Biol. Chem. 242:4440 (1968).

    Google Scholar 

  9. Jensen, R.G., T.A. Marks, J. Sampugna, J.G. Quinn and D.L. Carpenter, Lipids 1:451 (1966).

    Article  CAS  PubMed  Google Scholar 

  10. Barr, A.J., J.H. Goodnight, J.P. Sall, and J.H. Helwig, “A User's Guide to SAS”, SAS Institute Inc., Raleigh, NC, 1976.

    Google Scholar 

  11. Fineman, M., and S.D. Ross, J. Polym. Sci. 5:259 (1950).

    Article  CAS  Google Scholar 

  12. Russell, G.A., J. Am. Chem. Soc. 77:4583 (1955).

    Article  CAS  Google Scholar 

  13. Raghuveer, K.G., and E.G. Hammond, J. Am. Oil Chem. Soc. 44:239 (1967).

    Article  PubMed  CAS  Google Scholar 

  14. Fatemi, S.H., and E.G. Hammond, Lipids 12:1032 (1977).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Journal Paper No. J-9657 of the Iowa Agriculture and Home Economics Experiment Station, Ames. Project 2143.

About this article

Cite this article

Fatemi, S.H., Hammond, E.G. Analysis of oleate, linoleate and linolenate hydroperoxides in oxidized ester mixtures. Lipids 15, 379–385 (1980). https://doi.org/10.1007/BF02533555

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02533555

Keywords

Navigation