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Structural correlation of unsaturated fatty acid esters through graphical comparison of gas-liquid chromatographic retention times on a polyester substrate

  • Technical
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

The correlation of structures of esters of certain unsaturated fatty acids is possible through a linear relation when logarithms of retention time on polyester substrates are plotted against the number of carbon atoms in the fatty acid chain.

This correlation is independent of any relation to the retention times of the esters of the saturated fatty acids, and depends solely on the fatty acid chain length, the number of double bonds, and the length of the end carbon chain. It appears to depend on the influence of the latter on vapor pressure.

A sound basis is thus provided for advocating a modified equivalent chain length system, virtually independent of temperature effects, and based on certain commonly occurring monounsaturated acids rather than on the saturated acids.

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References

  1. Orr, C. H., and J. E. Callen, J. Am. Chem. Soc.,80, 249 (1958).

    Article  CAS  Google Scholar 

  2. Orr, C. H., and J. E. Callen, Ann. N. Y. Acad. Sci.,72, 649–665 (1959).

    Article  CAS  Google Scholar 

  3. Lipsky, S. R., and R. A. Landowne,Ibid., 72, 666–674 (1959).

    Article  CAS  Google Scholar 

  4. Lipsky, S. R., and R. A. Landowne, Biochim. Biophys. Acta,27, 666–667 (1958).

    Article  CAS  Google Scholar 

  5. James, A. T., and J. Webb, Biochem. J.,66, 515–520 (1957).

    CAS  Google Scholar 

  6. Stoffel, W., W. Insull, Jr., and E. H. Ahrens, Jr., Proc. Soc. Exp. Biol. Med.,99, 238–241 (1958).

    CAS  Google Scholar 

  7. James, A. T., J. Chromatog.,2, 552–561 (1959).

    Article  CAS  Google Scholar 

  8. Magidman, P., S. F. Herb, R. A. Barford, and R. W. Riemenschneider, JAOCS,39, 137–142 (1962).

    Article  CAS  Google Scholar 

  9. Landowne, R. A., and S. R. Lipsky, Biochim. Biophys. Acta,47, 589–592 (1961).

    Article  CAS  Google Scholar 

  10. Landowne, R. A., and S. R. Lipsky,Ibid., 46, 1–6 (1961).

    Article  CAS  Google Scholar 

  11. Scholfield, C. R., E. P. Jones, J. Nowakowska, E. Selke, and H. J. Dutton, JAOCS,38, 208–211 (1961).

    Article  CAS  Google Scholar 

  12. Ackman, R. G., Nature,194, 970–971 (1962).

    Article  CAS  Google Scholar 

  13. Lipsky, S. R., R. A. Landowne, and M. R. Godet, Biochim. Biophys. Acta,31, 336–347 (1959).

    Article  CAS  Google Scholar 

  14. Smith, L. M., J. Dairy Sci.,44, 607–622 (1961).

    Article  CAS  Google Scholar 

  15. Stoffel, W., and E. H. Ahrens, Jr., J. Am. Chem. Soc.,80, 6604–6608 (1958).

    Article  CAS  Google Scholar 

  16. Hawke, J. C., R. P. Hansen, and F. B. Shorland, J. Chromatog.,2, 547–551 (1959).

    Article  CAS  Google Scholar 

  17. Craig, B. M., and N. L. Murty, Can. J. Chem.,36, 1297–1301 (1958).

    Article  CAS  Google Scholar 

  18. Hallgren, B., S. Stenhagen, A. Svanborg, and L. Svennerholm, J. Clin. Invest.,39, 1424–1434 (1960).

    Article  CAS  Google Scholar 

  19. Farquhar, J. W., W. Insull, Jr., P. Rosen, W. Stoffel, and E. H. ahrens, Jr., Nutrition Rev. (Suppl.),17, 1–30 (1959).

    CAS  Google Scholar 

  20. Lindgren, F. T., A. V. Nichols, and R. D. Wills, Am. J. Clin. Nutrition,9, 13–23 (1961).

    CAS  Google Scholar 

  21. Miwa, T. K., K. L. Mikolajczak, F. R. Earle, and I. A. Wolff, Anal. Chem.,32, 1739–1742 (1960).

    Article  CAS  Google Scholar 

  22. Ackman, R. G., and R. D. Burgher, Unpublished work.

  23. Bagby, M. O., C. R. Smith, Jr., T. K Miwa, R. L. Lohmar, and I. A. Wolff, J. Org. Chem.,26, 1261–1265 (1961).

    Article  CAS  Google Scholar 

  24. Daniels, N. W. R., and J. W. Richmond, Nature,187, 55–56 (1960).

    Article  CAS  Google Scholar 

  25. Ackman, R. G., JAOCS,40, 564–567 (1963).

    Google Scholar 

  26. Richardson, T., A. L. Tappel, and E. H. Gruger, Jr., Arch. Biochem. Biophys.,94, 1–6 (1961).

    Article  CAS  Google Scholar 

  27. Klenk, E., and H. Steinbach, Zeit. physiol. Chem., Hoppe-Seyler’s,316, 31–44 (1959).

    CAS  Google Scholar 

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

    CAS  Google Scholar 

  29. Stoffel, W., and E. H. Ahrens, Jr., J. Lipid Research1, 139–146 (1960).

    CAS  Google Scholar 

  30. Woodford, F. P., and C. M. van Gent, J. Lipid Research1, 188–190 (1960).

    CAS  Google Scholar 

  31. Gerson, T., J. Chromatog.,6, 178–181 (1961).

    Article  CAS  Google Scholar 

  32. Lefort, D., C. Paquot, and A. Pourchez, Oléagineux,16, 253–259 (1961).

    CAS  Google Scholar 

  33. Markley, K. S., Fatty Acids, Their Chemistry and Physical Properties, 1st ed., p. 169, Interscience Publishers, New York, 1947, p. 169.

    Google Scholar 

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Ackman, R.G. Structural correlation of unsaturated fatty acid esters through graphical comparison of gas-liquid chromatographic retention times on a polyester substrate. J Amer Oil Chem Soc 40, 558–564 (1963). https://doi.org/10.1007/BF02822466

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  • DOI: https://doi.org/10.1007/BF02822466

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