Skip to main content
SpringerLink
Log in

The 9-hexadecenoic and 11-octadecenoic acid content of natural fats and oils

  • Published:
Lipids

Abstract

The monoenoic methyl esters from numerous fats and oils which contained appreciablecis-9-hexadecenoic acid (cis-9-16∶1) were isolated by liquid-solid chromatography on silver nitrate-silica gel. Analysis of the monoenes by packed and capillary column gas-liquid chromatography showed that significant amounts ofcis-11-octadecenoic acid (cis-11-18∶1) were present in all samples. The amount ofcis-11-18∶1 found in the monoenoic methyl esters increased proportionally to logarithmic increases in thecis-9-16∶1 level. Most analyses reported in the literature also show this proportionality. This mathematical relationship suggests that chain elongation ofcis-9-16∶1 tocis-11-18∶1 is a biosynthetic pathway operative in a wide variety of species.

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. Holloway, P. W., and S. J. Wakil, J. Biol. Chem.239, 2489–2495 (1964).

    PubMed  CAS  Google Scholar 

  2. Scheuerbrandt, G., and K. Bloch Ibid.237, 2064–2068 (1962).

    CAS  Google Scholar 

  3. Kates, M., Adyan. Lipid Res.2, 71–76 (1964).

    Google Scholar 

  4. Lennarz, W. J., Ibid.4, 187–191 (1966).

    Google Scholar 

  5. Sand, D., N. Sen and H. Schlenk, JAOCS42, 511–516 (1965).

    PubMed  CAS  Google Scholar 

  6. Fulco, A. J., and J. F. Mead, J. Biol. Chem.234, 1411–1416 (1959).

    PubMed  CAS  Google Scholar 

  7. Kuemmel, D. F., JAOCS41, 667–670 (1964).

    CAS  Google Scholar 

  8. Tulloch, A. P., and B. M. Craig, Ibid.41, 322–326 (1964).

    CAS  Google Scholar 

  9. Bhatty, M. K., and B. M. Craig, Ibid.41, 508–510 (1964).

    CAS  Google Scholar 

  10. Tulloch, A. P., Can. J. Chem.43, 415–420 (1965).

    Article  CAS  Google Scholar 

  11. Chisholm, M. J., and C. Y. Hopkins, Ibid.38, 805–812 (1960).

    Article  CAS  Google Scholar 

  12. Chisholm, M. J., and C. Y. Hopkins, JAOCS42, 49–50 (1965).

    CAS  Google Scholar 

  13. Brockerhoff, H., and R. G. Ackman, J. Lipid Res.,8, 661–666 (1967).

    PubMed  CAS  Google Scholar 

  14. Mattson, F. H., R. A. Volpenhein and E. S. Lutton, Ibid.5, 363–365 (1964).

    PubMed  CAS  Google Scholar 

  15. Kuemmel, D. F., Anal. Chem.34, 1003–1007 (1962).

    Article  CAS  Google Scholar 

  16. Kuemmel, D. F., and L. R. Chapman, Ibid.38, 1611–1614 (1966).

    Article  CAS  Google Scholar 

  17. Kuemmel, D. F., Ibid.36, 426–429 (1964).

    Article  CAS  Google Scholar 

  18. Stoffel, W., and E. H. Ahrens, J. Lipid Res.1, 139–146 (1960).

    CAS  Google Scholar 

  19. Malins, D. C., and C. R. Houle, Proc. Soc. Exp. Biol. Med.108, 126–129 (1961).

    PubMed  CAS  Google Scholar 

  20. Roubal, W. T., JAOCS40, 213–215 (1963).

    CAS  Google Scholar 

  21. Sen, N., and H. Schlenk, Ibid.41, 241–247 (1964).

    CAS  Google Scholar 

  22. Ackman, R. G., and J. D. Castell, Lipids,1, 341–348 (1966).

    Article  CAS  Google Scholar 

  23. Ackman, R. G., J. C. Sipos and P. M. Jangaard, Ibid.2, 251–257 (1967).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. The Procter & Gamble Co., Miami Valley Laboratories, 45239, Cincinnati, Ohio

    D. F. Kuemmel & L. R. Chapman

Authors
  1. D. F. Kuemmel
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. R. Chapman
    View author publications

    You can also search for this author in PubMed Google Scholar

About this article

Cite this article

Kuemmel, D.F., Chapman, L.R. The 9-hexadecenoic and 11-octadecenoic acid content of natural fats and oils. Lipids 3, 313–316 (1968). https://doi.org/10.1007/BF02530930

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02530930

Keywords

Search

Navigation