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Influence of Short Chain Phospholipid Spacers on the Properties of Diacetylenic Phosphatidylcholine Bilayers

  • Alok Singh
  • Bruce P. Gaber
Part of the Polymer Science and Technology book series (PST, volume 38)

Abstract

Diacetylenes in phospholipid bilayers have been the subject of extensive studies in our laboratory, not only because of the highly conjugated polymers they form, but also because of their ability to transform bilayers into interesting microstructures. Consequent to our synthesis and characterization of several isomeric diacetylenic phospholipids, we have found that the polymerization in diacetylenic bilayers is not complete. In order to achieve participation of all diacetylenic lipid monomer in the polymerization process, diacetylenic phospholipid was mixed with a spacer’ lipid, which contained similar number of methylenes as were between the ester linkage and the diacetylene of the polymerizable lipid. Depending upon the composition of the mixtures different morphologies, ranging from tubules to liposomes, have been observed. Polymerization efficiency has been found to be dependent on the composition of the two lipids and in all cases the polymerization was more rapid and efficient than the pure diacetylenic system.

Keywords

Nonanoic Acid Control Release System Mixed Lipid Undecylenic Acid Undecanoic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    For reviews on polymerized vesicles see: H. Bader, B. Hupfer & H. Ringsdorf, Advances in Polymer Science, 64, 1 (1985);CrossRefGoogle Scholar
  2. 1a.
    S. L. Regen, Polymer News, 10, 68 (1984);Google Scholar
  3. 1b.
    H. Bader, H. Ringsdorf & B. Schmidt, Angew. Makromol. Chem., 123/124, 457 (1984)CrossRefGoogle Scholar
  4. 1c.
    J. H. Fendler & P. Tundo, Ace. Chem. Res., 17, 3 (1984).CrossRefGoogle Scholar
  5. 2.
    S. L. Regen, A. Singh, G. Oehme & M. Singh, Biochem. Biophys. Res. Comm, 101, 131 (1982);CrossRefGoogle Scholar
  6. 2a.
    A. W. Dalziel, J. Georger, R. R. Price, A. Singh & P. Yager in: S. C. Goheen, Ed., “Membrane Proteins”, Bio-Rad Laboratories, Pub-, 1986, p. 643.Google Scholar
  7. 3.
    S. L. Regen, B. Czech & A. Singh, J. Amer. Chem. Soc., 102, 6638 (1980);CrossRefGoogle Scholar
  8. 4.
    H. H. Hub, B. Hupfer, H. Koch & H. Ringsdorf, Angew. Chem., Int. Ed., 19, 938 (1980).CrossRefGoogle Scholar
  9. 5.
    D. S. Johnston, S. Sanghera, M. Pons & D. Chapman, Biochim. Biophys. Acta, 602, 57 (1980).CrossRefGoogle Scholar
  10. 6.
    D. F. O’Brian, T. H. Whitesides & R. T. Klingbiel, J. Polym. Sci., Polym. Lett. Ed., 19, 95 (1981);CrossRefGoogle Scholar
  11. 6a.
    E. Lopez, D. F. O’Brian & T. H. Whitesides, J. Amer. Chem. Soc., 104, 305 (1982).CrossRefGoogle Scholar
  12. 7.
    S. L. Regen, A. Singh, G. Oehme & M. Singh, J. Amer. Chem. Soc., 104, 791 (1982)CrossRefGoogle Scholar
  13. 8.
    A. Akimoto, K. Dorn, L. Gros & H. Ringsdorf, H. Schupp, Angew. Chem., Int. Ed. Engl., 20, 90 (1982).CrossRefGoogle Scholar
  14. 9.
    L. Gros, H. Ringsdorf & H. Schupp, Angew. Chem., Int. Ed., 20, 305 (1982).Google Scholar
  15. 10.
    K. Dorn, R. T. Klingbiel, D. P. Specht, P. N. Tyminski, H. Ringsdorf & D. F. O’Brian, J. Amer. Chem. Soc., 106, 1627 (1984).CrossRefGoogle Scholar
  16. 11.
    P. Tundo, D. J. Kippenberger, P. L. Klahn, N. E. Prieto, T. C. Jao & J. H. Fendler, J. Amer. Chem. Soc., 104, 456 (1982).CrossRefGoogle Scholar
  17. 12.
    P. Yager & P. E. Schoen, Mol. Cryst. Liq. Cryst., 106, 371 (1984);CrossRefGoogle Scholar
  18. 12a.
    P. Yager, P. E. Schoen, C. A. Davies, R. Price & A. Singh, Biophys. J., 48, 899 (1985);CrossRefGoogle Scholar
  19. 12b.
    J. M. Schnur, R. Price, P. Schoen, P. Yager, J. Calvert, J. Georger & A. Singh, Thin Solid Films, 152, 181 (1987).CrossRefGoogle Scholar
  20. 13.
    J. H. Georger, A. Singh, R. R. Price, J. M. Schnur, P. Yager & P. E. Schoen, J. Amer. Chem. Soc, 109, 6169 (1987).CrossRefGoogle Scholar
  21. 14.
    J. M. Schnur & A. Singh, Polym. Prepr., 26, 186 (1985);Google Scholar
  22. 14a.
    A. Singh & J. M. Schnur, Polym. Prepr., 26, 184 (1985);Google Scholar
  23. 14b.
    A. Singh, B. P. Singh, B. P. Gaber, R. Price, T. H. Burke, B. Herendeen, P. E. Schoen, J. M. Schnur & P. Yager, (1987) to appear in “Surfactants in Solution”, K.L. Mittal, Ed.Google Scholar
  24. 15.
    A. Singh, R. Price, P. E. Schoen, P. Yager & J. M. Schnur, Polymer Prep., 27, 393 (1986).Google Scholar
  25. 16.
    A. Singh & J. M. Schnur, Synth. Commun., 16, 847 (1986);CrossRefGoogle Scholar
  26. 16a.
    C. M. Gupta, R. Radhakrishan & H. G. Khurana, Proc. Natl. Acad. Sci., U.S.A., 74, 4315 (1977).CrossRefGoogle Scholar
  27. 17.
    H. J. Cantow, Ed., Advances in Polymer Science, Volume 63, Springer-Verlag, Berlin, Heidelberg, 1984.Google Scholar
  28. 18.
    A. Singh & J. P. Sheridan, unpublished data.Google Scholar
  29. 19.
    P. E. Schoen & P. Yager, J. Polym. Sci., Polym. Phys. Ed., 23, 2203 (1985).CrossRefGoogle Scholar
  30. 20.
    T. G. Burke, R. R. Price, J. P. Sheridan, A. S. Rudolph, A. W. Dalziel, A. Singh & P. E. Schoen, manuscript in preparation.Google Scholar
  31. 21.
    N. E. Gabriel & M. F. Roberts, Biochemistry, 25, 2812 (1986),CrossRefGoogle Scholar
  32. 21a.
    N. E. Gabriel & M. F. Roberts, Biochemistry, 23, 4011 (1984)CrossRefGoogle Scholar
  33. 22.
    S. Marbrey & J. M. Sturtevant, Proc. Natl. Acad. Sci., USA., 73, 3862 (1976)CrossRefGoogle Scholar
  34. 23.
    N. Seki, E. Tsuchida, K. Ukaji & T. Sekiya, Y. Nozawa, Polymer Bulletin, 13, 489 (1985).CrossRefGoogle Scholar
  35. 24.
    H. Gaub, E. Sackmann, R. Bueschl & H. Ringsdorf, Biophys. J., 45, 725 (1984).CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1988

Authors and Affiliations

  • Alok Singh
    • 1
  • Bruce P. Gaber
    • 1
  1. 1.Bio/Molecular Engineering Branch, Code 6190Naval Research LaboratoryUSA

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