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A biologically active analogue of oxytocin not containing a disulfide group

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Zusammenfassung

Die Synthese eines Analogen des Deamino-oxytocins, in dem ein Schwefelatom der Disulfidbrücke durch eine Methylengruppe ersetzt ist (I,X = CH2,R=H), wird beschrieben. Die Verbindung hat oxytocinähnliche biologische Wirkungen.

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ReferencesReferences

  1. V. du Vigneaud, C. Ressler, J. M. Swan, C. W. Roberts, P. G. Katsoyannis, andS. Gordon, J. Am. chem. Soc.75, 4879 (1953).

    Article  Google Scholar 

  2. H. Tuppy, Biochim. biophys. Acta11, 449 (1953).

    Article  CAS  Google Scholar 

  3. R. A. Turner, J. G. Pierce, andV. du Vigneaud, J. biol. Chem.193, 359 (1951).

    Article  CAS  Google Scholar 

  4. Z. Beránková andF. Šorm, Coll. Czech. chem. Comm.26, 2557 (1961).

    Article  Google Scholar 

  5. See alsoK. Jošt, V. G. Debabov, H. Nesvadba, andJ. Rudinger, Coll. Czech. chem. Comm.29, 419 (1964).

    Article  Google Scholar 

  6. R. R. Sealock andV. du Vigneaud, J. Pharmacol. exp. Therap.54, 433 (1935).

    CAS  Google Scholar 

  7. S. Gordon andV. du Vigneaud, Proc. Soc. exp. Biol. Med.84, 723 (1953).

    Article  CAS  Google Scholar 

  8. Recently, however,C. T. O. Fong, L. Silver, andD. D. Louie (Biophys. biochem. Res. Comm.14, 302 (1964)) have reported that desulfurized arginine vasopressin shows appreciable rat pressor and avian depressor activities.

    Article  CAS  Google Scholar 

  9. L. Audrain andH. Clauser, Biochim. biophys. Acta30, 191 (1958).

    Article  CAS  Google Scholar 

  10. J. M. Gulland andS. S. Randall, Biochem. J.29, 378, 391 (1935).

    Article  CAS  Google Scholar 

  11. H. B. van Dyke, B. F. Chow, R. O. Greep, andA. Rothen, J. Pharmacol. exp. Therap.74, 190 (1942).

    Google Scholar 

  12. D. Jarvis andV. du Vigneaud, Science143, 545 (1964).

    Article  CAS  Google Scholar 

  13. For summary seeI. L. Schwartz, H. Rasmussen, L. M. Livingston, andJ. Marc-Aurele, inOxytocin, Vasopressin and their Structural Analogues, Proc. 2nd intern. pharmacol. Meeting (Pergamon Press, 1964), vol. 10, p. 125.

  14. V. du Vigneaud, G. Winestock, V. V. S. Murti, D. B. Hope, andR. D. Kimbrough, J. biol. Chem.235, PC64 (1960).

  15. D. B. Hope, V. V. S. Murti, andV. du Vigneaud, J. biol. Chem.237, 1563 (1962).

    Article  CAS  Google Scholar 

  16. D. B. Hope andV. du Vigneaud, J. biol. Chem.237, 3146 (1962).

    Article  CAS  Google Scholar 

  17. R. D. Kimbrough, W. D. Cash, L. A. Branda, W. Y. Chan, andV. du Vigneaud, J. biol. Chem.238, 1411 (1963).

    Article  CAS  Google Scholar 

  18. K. Jošt, J. Rudinger, andF. Šorm, Coll. Czech. chem. Comm.26, 2496 (1961).

    Article  Google Scholar 

  19. All amino acids (except for glycine) are of thel configuration. Standard abbreviations for amino acids and protecting groups are used; seePeptides, Proc. 5th European Peptide Symp., Oxford, 1962 (Pergamon Press, 1963), p. 261.

  20. R. B. Woodward andR. A. Olofson, J. Am. chem. Soc.83, 1007 (1961).

    Article  CAS  Google Scholar 

  21. R. B. Woodward, R. A. Olofson, andH. Mayer, J. Am. chem. Soc.83, 1010 (1961).

    Article  CAS  Google Scholar 

  22. K. Bláha andJ. Rudinger, unpublished results.

  23. D. H. Spackman, W. H. Stein, andS. Moore, Analyt. Chem.30, 1190 (1958).

    Article  CAS  Google Scholar 

  24. P. Holton, Brit. J. Pharmacol.3, 328 (1948).

    CAS  Google Scholar 

  25. J. M. Coon, Arch. int. Pharmacodyn.62, 79 (1939).

    CAS  Google Scholar 

  26. W. H. Sawyer, Endocrinology63, 694 (1958).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Science, Prague, Czechoslovakia

    J. Rudinger & K. Jošt

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  1. J. Rudinger
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  2. K. Jošt
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Rudinger, J., Jošt, K. A biologically active analogue of oxytocin not containing a disulfide group. Experientia 20, 570–571 (1964). https://doi.org/10.1007/BF02150299

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  • DOI: https://doi.org/10.1007/BF02150299

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