Skip to main content
SpringerLink
Log in

Effects of cyclopropene fatty acids on the lipid composition of the Morris hepatoma 7288C

  • Published:
Lipids

Abstract

Fatty acids ofSterculia foetida were added to the medium used to maintain the Morris hepatoma 7288C in culture. The effect of this supplement on the lipid composition was examined. Overall, monoene levels were decreased with 18∶1 levels reduced by 40%. Saturated fatty acid levels were increased, with stearate (18∶0) levels 220% of control values. No effect occurred on the level of polyunsaturates (18∶2, 20∶4, 22∶5, 22∶6). These changes in fatty acid makeup were observed in both neutral and phospholipid fractions, and all lipid classes were affected. Triglycerides were most affected with a 66% decrease in 18∶1. There appeared to be little specificity of effect in the phospholipids with 18∶1 levels decreased 40–60% in all classes. All classes were therefore dependent on an endogenous supply of 18∶1. Examination of the distribution of geometrical isomers of 18∶1 reveals that in all lipid classes, except diphosphatidylglycerol (DPG), the ratio of Δ11 to Δ9 isomer decreased toward the isomeric distribution displayed by total medium lipids. In DPG, although 18∶1 levels were lowered, the isomeric distribution increased. DPG, synthesized and found in the mitochondria, may use a separate pool of 18∶1 during synthesis. Cyclopropene fatty acids (sterculic and malvalic) were incorporated into both neutral and phospholipid fractions with preferential incorporation into triglycerides. Cyclopropene fatty acids were not selectively incorporated into any phospholipid species. Sphingomyelin did not incorporate cyclopropene fatty acids, indicating that a different class of acyltransferase is used in the formation of this phospholipid class.

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. Howard, B., Butler, J.D., and Bailey, J.M. (1972) in Tumor Lipids: Biochemistry and Metabolism (Wood, R., ed.) pp. 200–214, American Oil Chemists’ Society, Champaign, IL.

    Google Scholar 

  2. Van Hoeven, R.P., and Emmelot, P. (1972) in Tumor Lipids: Biochemistry and Metabolism (Wood, R., ed.) pp. 126–138, American Oil Chemists’ Society, Champaign, IL.

    Google Scholar 

  3. Morton, R., Cunningham, C., Jester, R., Waite, M., Miller, N., and Morris, H.P. (1976) Cancer Res. 36, 3246–3254.

    PubMed  CAS  Google Scholar 

  4. Reitz, R.C., Thompson, J.A., and Morris, H.P. (1977) Cancer Res. 37, 561–567.

    PubMed  CAS  Google Scholar 

  5. Wood, R., and Falch, J. (1973) Lipids 8, 702–710.

    Article  PubMed  CAS  Google Scholar 

  6. Mazliak, P. (1977) in Lipids and Lipid Polymers in Higher Plants (Trevini, M., and Lichtenthaler, H.K., eds.) pp. 48–74, Springer-Verlag, NY.

    Google Scholar 

  7. Enoch, H.G., Catala, A., and Strittmatter, P. (1976) J. Biol. Chem. 251, 5095–5103.

    PubMed  CAS  Google Scholar 

  8. Van Deenan, L.L.M. (1965) in Progress in the Chemistry of Fats and Other Lipids (Holman, R.T., ed.) Vol. 8, pp. 1–27, Pergamon Press Inc., Oxford, England.

    Google Scholar 

  9. Wood, R., Chumbler, F., and Weigand, R.D. (1978) Lipids 13, 232–238.

    Article  PubMed  CAS  Google Scholar 

  10. Raju, P.K., and Reiser, R. (1972) J. Biol. Chem. 247, 3700–3701.

    PubMed  CAS  Google Scholar 

  11. Jeffcoat, R. (1973) Lipids 12, 480–485.

    Google Scholar 

  12. Wood, R. (1973) Lipids 8, 690–701.

    Article  PubMed  CAS  Google Scholar 

  13. Bergstrom, B. (1952) Acta Physiol. Scand. 25, 101–110.

    Article  Google Scholar 

  14. Schlenk, H., and Gellerman, J.L. (1960) Anal. Chem. 32, 1412–1414.

    Article  CAS  Google Scholar 

  15. Schneider, E.L., Loke, S.P., and Hopking, D.T. (1968) J. Am. Oil. Chem. Soc. 45, 585–590.

    CAS  Google Scholar 

  16. Rouser, G., Siakotos, A.M., and Fleischer, S. (1966) Lipids 1, 85–86.

    Article  CAS  PubMed  Google Scholar 

  17. Wood, R., and Falch, J. (1974) Lipids 9, 979–986.

    Article  PubMed  CAS  Google Scholar 

  18. Wood, R., Falch, J., and Weigand, R.D. (1974) Lipids 9, 987–992.

    Article  PubMed  CAS  Google Scholar 

  19. Fillerup, D.L., Migliore, J.C., and Mead, J.F. (1958) J. Biol. Chem. 233, 98–101.

    PubMed  CAS  Google Scholar 

  20. Spector, A.A., and Steinburg, P. (1967) Cancer Res. 27, 1587–1594.

    PubMed  CAS  Google Scholar 

  21. Howard, B.V., and Kritchevsky, D. (1969) Biochim. Biophys. Acta 187, 293–301.

    PubMed  CAS  Google Scholar 

  22. Bailey, J.M., Howard, B.V., and Tillman, S.F. (1973) J. Biol. Chem. 248, 1240–1247.

    PubMed  CAS  Google Scholar 

  23. Brenneman, D.E., and Spector, A.A. (1973) Fed. Proc. 32, 2587.

    Google Scholar 

  24. Wright, J.D., and Green, C. (1971) Biochem. J. 123, 837–844.

    PubMed  CAS  Google Scholar 

  25. Zoeller, R.A., and Wood, R. (1982) J. Am. Oil Chem. Soc. 59, 267.

    Google Scholar 

  26. Morton, R.E., Hartz, J.W., Reitz, R.C., Waite, B.M., and Morris, H.P. (1979) Biochim. Biophys. Acta 573, 321–331.

    PubMed  CAS  Google Scholar 

  27. Prasad, M.R., and Joshi, V.C. (1979) Lipids 14, 413–415.

    Article  PubMed  CAS  Google Scholar 

  28. Raju, P.K. (1974) Lipids 9, 795–797.

    Article  PubMed  CAS  Google Scholar 

  29. Hill, E.E., and Lands, W.E.M. (1970) in Lipid Metabolism (Wakil, S.J., ed.) pp. 185–277. Academic Press, Inc, NY.

    Google Scholar 

  30. Stern, W., and Pullman, M.E. (1978) J. Biol. Chem. 253, 8047–8055.

    PubMed  CAS  Google Scholar 

  31. Waite, M., Parce, B., Morton, R., Cunningham, C., and Morris, H.P. (1977) Cancer Res. 37, 2902–2908.

    Google Scholar 

  32. Eisele, T.A., Parker, R.S., Yoss, J.K., Nixon, J.E., Pawlowski, N.E., and Sinnhuber, R.O. (1979) Lipids 14, 523–528.

    Article  CAS  Google Scholar 

  33. Pugh, E.L., and Kates, M. (1979) Lipids 14, 159–165.

    Article  PubMed  CAS  Google Scholar 

  34. Prebble, J.N. (1981) Mitochondria, Chloroplasts and Bacterial Membranes, pp. 122–124, Longman, Inc., NY.

    Google Scholar 

  35. Van der Bosch, H. (1974) Ann. Rev. Biochem. 43, 243–277.

    Article  PubMed  Google Scholar 

  36. Monroy, G., Rola, F.H., and Pullman, M.E. (1972) J. Biol. Chem. 247, 6884–6894.

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Biochemistry and Biophysics, Texas Agricultural Experiment Station, Texas A&M University System, 77843, College Station, TX

    Raphael A. Zoeller & Randall Wood

Authors
  1. Raphael A. Zoeller
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Randall Wood
    View author publications

    You can also search for this author in PubMed Google Scholar

About this article

Cite this article

Zoeller, R.A., Wood, R. Effects of cyclopropene fatty acids on the lipid composition of the Morris hepatoma 7288C. Lipids 19, 529–538 (1984). https://doi.org/10.1007/BF02534486

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02534486

Keywords

Search

Navigation