Skip to main content
SpringerLink
Log in

Identification of lipoxygenase-linoleate decomposition products by direct gas chromatography-mass spectrometry

  • Published:
Lipids

Abstract

Lipoxygenase, prepared from Virginia-type peanuts, was used to catalyze the oxidation of linoleic acid and methyl linoleate to form the C−9 and C−13 hydroperoxides. These reactions were monitored by rapid unconventional direct gas chromatography-mass spectroscopy. An aliquot of the enzymatic reaction mixture, without prior extraction or chemical modification, was secured directly into the heated (40–70 C) or nonheated (room temperature) injection system. When the reaction mixture was analyzed at room temperature, only hexanal was found. At elevated temperatures, five major and several minor components were identified. The predominant compounds identified were pentane, hexanal, 2-pentylfuran,trans-2,cis-4-decadienal, andtrans-2,trans-4-decadienal. These products originate from decomposition of either the C−9 or C−13 hydroperoxides generated by peanut lipoxygenase.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Pattee, H.E., and J.A. Singleton, J. Am. Oil Chem. Soc. 54:183 (1977).

    CAS  Google Scholar 

  2. Dupuy, H.P., S.P. Fore, and L.A. Goldblatt, J. Am. Oil Chem. Soc. 48:876 (1971).

    CAS  Google Scholar 

  3. Brown, D.F., F.G. Dollear, and H.P. Dupuy, J. Am. Oil Chem. Soc. 49:81 (1971).

    Google Scholar 

  4. Fore, S.P., and H.P. Dupuy, J. Am. Oil Chem. Soc. 49:129 (1972).

    CAS  Google Scholar 

  5. Dupuy, H.P., S.P. Fore, and L.A. Goldblatt, J. Am. Oil Chem. Soc. 50:340 (1973).

    CAS  Google Scholar 

  6. Dupuy, H.P., E.T. Rayner, and J.I. Wadsworth, J. Am. Oil Chem. Soc. 53:628 (1976).

    CAS  Google Scholar 

  7. Fore, S.P., H.P. Dupuy, and J.I. Wadsworth, Peanut Sci. 3:86 (1976).

    Article  CAS  Google Scholar 

  8. Jackson, H.W., and D.J. Giacherio, J. Am. Oil Chem. Soc. 54:458 (1977).

    CAS  Google Scholar 

  9. Williams, J.L., and T.H. Applewhite, J. Am. Oil Chem. Soc. 54:461 (1977).

    CAS  Google Scholar 

  10. St. Angelo, A.J., H.P. Dupuy, and R.L. Ory, Lipids 7:793 (1972).

    Article  PubMed  CAS  Google Scholar 

  11. Dupuy, H.P., E.T. Rayner, J.I. Wadsworth, and M.G. Legendre, J. Am. Oil Chem. Soc. 54:445 (1977).

    CAS  Google Scholar 

  12. Legendre, M.G., G.S. Fisher, W.H. Schuller, H.P. Dupuy, and E.T. Rayner, J. Am. Oil Chem. Soc. 56:552 (1979).

    CAS  Google Scholar 

  13. Rayner, E.T., J.I. Wadsworth, M.G. Legendre, and H.P. Dupuy, J. Am. Oil Chem. Soc. 55:454 (1978).

    CAS  Google Scholar 

  14. Dupuy, H.P., M.G. Legendre, E.T. Rayner, R.M. Grodner, and A.F. Novak, in “Proceedings of the Third Annual Tropical and Subtropical Fisheries Technical Conference of the Americas,” April, 1978, p. 354.

  15. Legendre, M.G., H.P. Dupuy, R.L. Ory, and W.O. McIlrath, J. Agric. Food Chem. 26:1035 (1978).

    Article  CAS  Google Scholar 

  16. St. Angelo, A.J., and R.L. Ory, in “Seed Proteins: Synthesis, Properties, and Processing,” Edited by G.E. Inglett, Avi Publishing, 1972, p. 284.

  17. St. Angelo, A.J., J.C. Kuck, and R.L. Ory, J. Agric. Food Chem. 27:234 (1979).

    Article  Google Scholar 

  18. Lowry, O.H., N.J. Rosebrough, A.L. Farr, and R.J. Randall, J. Biol. Chem. 193:265 (1951).

    PubMed  CAS  Google Scholar 

  19. Pattee, H.E., J.A. Singleton, and E.B. Johns, Lipids 9:302 (1974).

    Article  PubMed  CAS  Google Scholar 

  20. Grosch, W., and J.M. Schwarz, Lipids 6:351 (1971).

    Article  CAS  Google Scholar 

  21. deLumen, B.O., E.J. Stone, S.J. Kazeniac, and R.H. Forsythe, J. Food Sci. 43:698 (1978).

    Article  CAS  Google Scholar 

  22. Kimoto, W.I., and A.M. Gaddis, J. Am. Oil Chem. Soc. 46:403 (1969).

    PubMed  CAS  Google Scholar 

  23. Grosch, W., and D. Schwencke, Wiss. Technol. 2:109 (1969).

    CAS  Google Scholar 

  24. Arens, D., G. Laskawy, and W. Grosch, Z. Lebensm. Unters. Forsch. 151:162 (1973).

    Article  CAS  Google Scholar 

  25. Horvat, R.J., W.G. Lane, H. Ng, and A.D. Shepard, Nature (London) 203:523 (1964).

    Article  CAS  Google Scholar 

  26. Smouse, T.H., and S.S. Chang, J. Am. Oil Chem. Soc. 44:509 (1967).

    Article  PubMed  CAS  Google Scholar 

  27. Sessa, D.J., and J.J. Rackis, J. Am. Oil Chem. Soc. 54:468 (1977).

    CAS  Google Scholar 

  28. Eskin, N.A.M., F. Grossman and A. Pinsky, CRC Crit. Rev. Food Sci. Nutr. 9:1 (1977).

    Article  PubMed  CAS  Google Scholar 

  29. Evans, C.D., G.R., List, R.L. Hoffman, and H.A. Moser, J. Am. Oil Chem. Soc. 46:501 (1969).

    CAS  Google Scholar 

  30. Johns, E.B., H.E., Pattee, and J.A. Singleton, J. Agric. Food Chem. 21:570 (1973).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Southern Regional Research Center, 70179, New Orleans, Louisiana

    A. J. St. Angelo, M. G. Legendre & H. P. Dupuy

Authors
  1. A. J. St. Angelo
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. G. Legendre
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. H. P. Dupuy
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Use of a company of product name by the Department does not imply approval or recommendation of the product to the exclusion of others, which may also be suitable.

About this article

Cite this article

St. Angelo, A.J., Legendre, M.G. & Dupuy, H.P. Identification of lipoxygenase-linoleate decomposition products by direct gas chromatography-mass spectrometry. Lipids 15, 45–49 (1980). https://doi.org/10.1007/BF02534117

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02534117

Keywords

Search

Navigation