Polymer Bulletin

, Volume 28, Issue 3, pp 301–307 | Cite as

Synthesis and preliminary characterization of polyesteramides containing enzymatically degradable amide bonds

  • L. Castaldo
  • P. Corbo
  • G. Maglio
  • R. Palumbo
Article

Summary

Multiblock and regularly alternating biodegradable polyesteramides containing amide bonds susceptible of enzymatic cleavage were prepared and preliminarly characterized by viscosity, IR, 1H-NMR and DSC techniques. L-phenylalanine was used to build up amide linkages containing a phenyl ring adjacent to the acyl group, enzymatically cleavable by chymotrypsin. Monomers having preformed ester groups or biodegradable amide bonds and/or telechelic oligomers of poly(L-lactide) were used as starting materials. Their chain length was regularly increased in order to improve the overall chain flexibility and, hence, to favour the enzymatic attack.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1. a)
    Huang S.J. in Encyclopedia of Polymer Science and Engineering, Mark H.F., Bikales, N.M., Overberger C.G., Menges G., Eds, Wiley, N.Y., 1985, vol 2, 220.Google Scholar
  2. 1. b)
    Williams D.F. in Comprehensive Polymer Science, Eastmond G.C., Ledwith A., Russo S., Sigwalt P., Eds, Pergamon Press, London, 1989, vol 6, 607.Google Scholar
  3. 2.
    Tunc D.C., Jadhav B., in Progress in Biomedical Polymers, Gebelein C.G., Dunn R.L., Eds, Plenum Press, 1990, 239.Google Scholar
  4. 3. a)
    Andini S., Ferrara L.. Maglio G., Palumbo R., Makromol. Chem. Rapid Commun. 9, 119 (1988).Google Scholar
  5. 3. b)
    De Simone V., Maglio G., Palumbo R., Scardi V., J. Appl. Polym. Sci. (submitted).Google Scholar
  6. 4.
    Tsamantakis A., Carriere F., Die Angew. Makromol. Chem. 104, 19 (1982).Google Scholar
  7. 5.
    Schroder E., Klieger E., Gibian H., Justus Liebigs Ann. Chem. 646, 101 (1961).Google Scholar
  8. 6.
    Jatzkewitz H., Naturforsch Z., Teil B., 10, 27 (1955).Google Scholar
  9. 7.
    Fu T.Y., Morawetz H., J. Biol. Chem. 251, 2083 (1976).Google Scholar
  10. 8.
    Drobnik J., Kopecek J., Labsky J, Reimanova P., Exner J., Saudek V., Kalal J., Makromol. Chem. 177, 2833 (1976).Google Scholar
  11. 9.
    Huang S.J., Bansleben D.A., Knox J.R., J. Appl. Polym. Sci. 23, 429 (1979).Google Scholar
  12. 10.
    Kopecek J., Reimanova P., Chytry V., Makrom. Chem. 182, 799 (1981).Google Scholar
  13. 11.
    Ulbrich K., Strohalm J., Kopecek J., Makromol. Chem. 187, 131 (1986).Google Scholar

Copyright information

© Springer-Verlag 1992

Authors and Affiliations

  • L. Castaldo
    • 1
  • P. Corbo
    • 1
  • G. Maglio
    • 1
  • R. Palumbo
    • 1
  1. 1.Dipartimento di ChimicaUniversità “Federico II”NapoliItaly

Personalised recommendations