Skip to main content
Log in

Enzymatic acylation of ether and ester lysophospholipids in rat liver microsomes

  • Published:
Lipids

Abstract

The acylation of lysophospholipids by rat liver acyltransferases was studied. A comparison between ester and ether lysophospholipids as substrates revealed large differences in substrate properties. For instance, oleic acid from oleoyl-CoA and arachidonic acid from arachidonoyl-CoA were not incorporated into 1-O-octadecyl-sn-glycero-3-phosphocholine under experimental conditions that allowed an optimal transfer of oleic acid and arachidonic acid to 1-O-palmitoyl-sn-glycero-3-phosphocholine. However, we observed an acyl-CoA-independent transfer of arachidonic acid from 1-O-stearoyl-2-O-arachidonoyl-sn-glycero-3-phosphoinositol to 1-O-octadecyl-sn-glycero-3-phosphocholine.

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

Abbreviations

Lyso-PC:

1-O-palmitoyl-sn-glycero-3-phosphocholine

lyso-PA:

1-O-palmitoyl-sn-glycero-3-phosphate

lyso-PE:

1-O-palmitoyl-sn-glycero-3-phosphoethanolamine

lyso-PS:

1-O-palmitoyl-sn-glycero-3-phosphoserine

lyso-PI:

1-O-palmitoyl-sn-glycero-3-phosphoinositol

DLPC:

1-O-palmitoyl-propandiol-3-phosphocholine

CoA:

coenzyme A

DTNB:

5,5′-dithiobis-2-nitrobenzoic acid

References

  1. Kennedy, E.P. (1961)Fed. Proc. 20, 934–940.

    PubMed  CAS  Google Scholar 

  2. Weiss, S.B., Kennedy, E.P., and Kiyasu, J.Y. (1960)J. Biol. Chem. 235, 40.

    PubMed  CAS  Google Scholar 

  3. Lands, W.E.M. (1960)J. Biol. Chem. 235, 2233–2237.

    PubMed  CAS  Google Scholar 

  4. Lands, W.E.M., and Hart, P. (1965)J. Biol. Chem. 240, 1905–1911.

    PubMed  CAS  Google Scholar 

  5. Weltzien, H.U., and Munder, P.G. (1983) inEther Lipids: Biochemical and Biomedical Aspects (Mangold, H.K., and Paltauf, F., eds.) pp. 227–308, Academic Press, New York.

    Google Scholar 

  6. Eibl, H. (1985)Angew. Chem. 96, 247–262.

    Google Scholar 

  7. Berdel, W.E., Greiner, E., Fink, U., Stavrou, D., Reichert, A., Rastetter, J., Hoffman, D.R., and Snyder, F. (1983)Cancer Res. 43, 541–545.

    PubMed  CAS  Google Scholar 

  8. Eibl, H., and Unger, C. (1986) inMammakarzinome-Neue Perspektiven experimenteller und klinischer Therapieforschung (Nagel, G.A., ed.) pp. 124–132, Springer Verlag, Berlin-Heidelberg, FRG.

    Google Scholar 

  9. Berdel, W.E. (1982)Blut 44, 71–78.

    Article  PubMed  CAS  Google Scholar 

  10. Unger, C., and Eibl, H. (1986) inMammakarzinome-Neue Perspektiven experimenteller und klinischer Therapieforschung (Nagel, G.A., ed.) pp. 115–123, Springer Verlag, Berlin-Heidelberg, FRG.

    Google Scholar 

  11. Waku, K., and Nakazawa, Y. (1977)J. Biochem. 82, 1779–1784.

    PubMed  CAS  Google Scholar 

  12. Chilton, F.H., Ellis, J.M., Olson, S.C., and Wykle, R.L. (1984)J. Biol. Chem. 259, 12014–12019.

    PubMed  CAS  Google Scholar 

  13. McKean, M.L., and Silver, M.J. (1985)Biochem. J. 225, 723–729.

    PubMed  CAS  Google Scholar 

  14. McKean, M.L., Silver, M.J., Authi, K.S., and Crawford, N. (1986)FEBS 195, 38–42.

    Article  CAS  Google Scholar 

  15. Flesch, I., Ecker, B., and Ferber, E. (1984)Eur. J. Biochem. 139, 431–437.

    Article  PubMed  CAS  Google Scholar 

  16. Sugiura, T., Masuzawa, Y., Nakagawa, Y., and Waku, K. (1987)J. Biol. Chem. 262, 1199–1205.

    PubMed  CAS  Google Scholar 

  17. Kramer, R.M., Patton, G.M., Pritzker, C.R., and Deykin, D. (1984)J. Biol. Chem. 259, 13316–13320.

    PubMed  CAS  Google Scholar 

  18. Robinson, M., Blank, M.L., and Snyder, F. (1985)J. Biol. Chem. 260, 7889–7895.

    PubMed  CAS  Google Scholar 

  19. Eibl, H. (1980)Chem. Phys. Lipids 26, 405–429.

    Article  PubMed  CAS  Google Scholar 

  20. Eibl, H. (1981) inLiposomes: From Physical Structure to Therapeutic Applications (Knight, C.G., ed.) pp. 19–50, Elsevier, Amsterdam.

    Google Scholar 

  21. Reitz, R.C., Lands, W.E.M., Christie, W.W., and Holman, R.T. (1968)J. Biol. Chem. 243, 2241–2246.

    PubMed  CAS  Google Scholar 

  22. Yawetz, A., Perry, A.S., Freeman, A., and Katchalski-Katzir, E. (1984)Biochim. Biophys. Acta 798, 204–209.

    PubMed  CAS  Google Scholar 

  23. Ellman, G.L. (1959)Arch. Biochem. Biophys. 82, 70–77.

    Article  PubMed  CAS  Google Scholar 

  24. Eibl, H., and Unger, C. (1987) inDie Zellmembran als Angriffspunkt der Tumortherapie (Nagel, G.A., ed.) pp. 1–18, W. Zuckschwerdt Verlag, München, FRG.

    Google Scholar 

  25. Berger, M.R., Muschiol, C., Schmähl, D., Unger, C., and Eibl, H. (1987) inDie Zellmembran als Angriffspunkt der Tumortherapie (Nagel, G.A., ed.) pp. 27–36, W. Zuckschwerdt Verlag, München, FRG.

    Google Scholar 

  26. Munder, P.G., Berchtold, R., and Phalke, W. (1987) inDie Zellmembran als Angriffspunkt der Tumortherapie (Nagel, G.A., ed.) pp. 37–55, W. Zucksehwerdt Verlag, München, FRG.

    Google Scholar 

  27. Berdel, W.E. (1987) inDie Zellmembran als Angriffspunkt der Tumortherapie (Nagel, G.A., ed.) pp. 56–64, W. Zuckschwerdt Verlag, München, FRG.

    Google Scholar 

  28. Unger, C., Eibl, H., von Heyden, H.W., and Nagel, G.A. (1987) inDie Zellmembran als Angriffspunkt der Tumortherapie (Nagel, G.A., ed.) pp. 77–79, W. Zuckschwerdt Verlag, München, FRG.

    Google Scholar 

  29. Eibl, H., Hill, E.E., and Lands, W.E.M. (1969),Eur. J. Biochem. 9, 250–258.

    Article  PubMed  CAS  Google Scholar 

  30. Kramer, R.M., and Deykin, D. (1983)J. Biol. Chem. 258, 13806–13811.

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Neumüller, W., Fleer, E.A.M., Unger, C. et al. Enzymatic acylation of ether and ester lysophospholipids in rat liver microsomes. Lipids 22, 808–812 (1987). https://doi.org/10.1007/BF02535535

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02535535

Keywords

Navigation