Skip to main content
SpringerLink
Log in

To the problem of biologically active conformation of enkephalin

  • Published:
Molecular and Cellular Biochemistry Aims and scope Submit manuscript

Summary

A semi-rigid structural analog of [Leu5] enkephalin, possessing the azo-bridge between Tyr1 and Phe4 residues, was synthesized, along with two other linear enkephalin analogs: [4′-amino Phe4] enkephalin and [4′hydroxyphenyl/-azo Phe4] enkephalin. The results of the determination of the analgesic activity of the synthesized compounds suggest that the biologically active conformation of the enkephalin molecule should be such that both aromatic rings, Tyr1 and Phe4, are situated in close proximity.

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. Terenius, L., Wahlström, A., 1974, Acta Pharmacol. Toxicol. 35 Suppl., 55.

  2. Hughes, J., 1975. Brain Res. 88, 295–308.

    Article  CAS  PubMed  Google Scholar 

  3. Pasternak, G. W., Simantov, R., Snyder, S. H., 1976, Mol. Pharmacol. 12, 504–513.

    CAS  PubMed  Google Scholar 

  4. Kliś, W. A., Nawrocka, E., Siemion, I. Z., Plech, A., Stachura, Z., Herman, Z. S., 1979. Bioorg. Chem. 8, 255–262.

    Google Scholar 

  5. Marshall, G. R., Gorin, F. A., Moore, M. L., 1978. Ann. Rep. Med. Chem. 13, 227–238.

    CAS  Google Scholar 

  6. Morgan, B. A., 1979. Amino Acids, Pept. Prot. 10, 474–489.

    CAS  Google Scholar 

  7. Bradbury, A. F., Smith, D. G., Snell, C. R., 1976, Nature, 260, 165–166.

    CAS  PubMed  Google Scholar 

  8. Smith, D. G., Griffin, J. F., 1978, Science 199, 1214–1216.

    CAS  PubMed  Google Scholar 

  9. Loew, G. H., Burt, S. K., 1978, Proc. Natl. Acad. Sci. USA. 75, 7–11.

    CAS  PubMed  Google Scholar 

  10. Gorin, F. A., Marshall, G. R., 1978, Proc. Natl. Acad. Sci. USA. 74, 5179–5183.

    Google Scholar 

  11. Schwyzer, R., Caviezel, M., 1971, Helv. Chim. Acta. 54, 1395–1400.

    CAS  PubMed  Google Scholar 

  12. Zervas, L., Winitz, M., Greenstein, J. P. 1957, J. Org. Chem. 22, 1515–1521.

    Article  CAS  Google Scholar 

  13. Honzl, J., Rudinger, J., 1961, Collection Czechoslov. Chem. Commun. 26, 2333–2344.

    CAS  Google Scholar 

  14. Kopple, K. D., Nitecki, D. E., 1962, J. Am. Chem. Soc. 84, 4457–4464.

    CAS  Google Scholar 

  15. O'Callaghan, J. P., Holtzman, S. G., 1975, J. Pharmacol. Exp. Ther. 192, 495–505.

    Google Scholar 

  16. Herman, Z. S., 1970, Psychopharmacologia (Berl) 16, 369–374.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Chemistry, Wrocław University, 50-383, Wrocław, Poland

    Ignacy Z. Siemion & Zbigniew Szewczuk

  2. Department of Pharmacology, Silesian Academy of Medicine, 41-808, Zabrze, Poland

    Zbigniew S. Herman & Zdzislaw Stachura

Authors
  1. Ignacy Z. Siemion
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Zbigniew Szewczuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zbigniew S. Herman
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Zdzislaw Stachura
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Siemion, I.Z., Szewczuk, Z., Herman, Z.S. et al. To the problem of biologically active conformation of enkephalin. Mol Cell Biochem 34, 23–29 (1981). https://doi.org/10.1007/BF02354848

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02354848

Keywords

Search

Navigation