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Arginine-vasopressin, lysine-vasopressin, and oxytocin, C14-labeled in the glycine residue

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  • Chimica, Biochimica, Biophysica
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Zusammenfassung

Die Synthese von Arginin-Vasopressin, Lysin-Vasopressin und Oxytocin, deren Glycinrest eine14C-Markierung trägt, wird mit Hilfe der Festkörpermethode nachMerrifield beschrieben.

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Literatur

  1. R. B. Merrifield, J. Am. chem. Soc.85, 2149 (1963).

    Article  CAS  Google Scholar 

  2. R. B. Merrifield, inRecent Progress in Hormone Research (Ed.G. Pincus; Academic Press, New York 1967), vol. 23, p. 451.

    Google Scholar 

  3. H. Hayatsu, Protein Nucleic Acid Enzyme13, 869 (1968).

    CAS  Google Scholar 

  4. F. Cramer andH. Köster, Angew. Chem.80, 488 (1968).

    Article  Google Scholar 

  5. H. Hayatsu andH. G. Khorana, J. Am. chem. Soc.89, 3880 (1967).

    Article  CAS  Google Scholar 

  6. L. R. Melby andD. R. Strobach, J. Am. chem. Soc.89, 450 (1967).

    Article  CAS  Google Scholar 

  7. J. Meienhofer, A. Trzeciak, T. Douša, O. Hechter, R. T. Havran, I. L. Schwartz andR. Walter, inPeptides 1969 (Ed.E. Scoffone; North-Holland Pub. Co., Amsterdam, in press).

  8. J. Meienhofer, A. Trzeciak, R. T. Havran andR. Walter, J. Am. chem. Soc.,92, 7199 (1970).

    Article  CAS  Google Scholar 

  9. E. Schnabel, Annln Chem.702, 188 (1967).

    Article  CAS  Google Scholar 

  10. J. Ramachandran andC. H. Li, J. org. Chem.27, 4006 (1962).

    Article  CAS  Google Scholar 

  11. G. W. Anderson andA. C. McGregor, J. Am. chem. Soc.79, 6180 (1957).

    Article  CAS  Google Scholar 

  12. J. Honzl andJ. Rudinger, Colln Czech. chem. Commun.20, 1190 (1955).

    Article  CAS  Google Scholar 

  13. V. du Vigneaud, M. F. Bartlett andA. Jöhl, J. Am. chem. Soc.79, 5572 (1957).

    Article  Google Scholar 

  14. J. A. MacLaren, W. E. Savige andJ. M. Swan, Aust. J. Chem.11, 345 (1958).

    Article  CAS  Google Scholar 

  15. H. C. Beyerman, C. A. M. Boers-Boonekamp andH. M. v. d. Brink-Zimmermannová, Recl Trav. chim. Pays-Bas Belg.87, 257 (1968).

    Article  CAS  Google Scholar 

  16. G. W. Anderson, J. E. Zimmerman andF. M. Callahan, J. Am. chem. Soc.86, 1839 (1964).

    Article  CAS  Google Scholar 

  17. C. Meyers, R. T. Havran, I. L. Schwartz andR. Walter, Chemy Ind.1969, 136.

  18. V. du Vigneaud, D. T. Gish, P. G. Katsoyannis andG. P. Hess, J. Am. chem. Soc.80, 3355 (1958).

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  20. The Pharmacopeia of the United States; 17th Revision (Mack Publishing Co., Easton, Pa. 1965), p. 749.

  21. R. Walter, J. Rudinger andI. L. Schwartz, Am. J. Med.42, 653 (1967).

    Article  CAS  Google Scholar 

  22. M. Bodanszky andV. du Vigneaud, J. Am. chem. Soc.81, 5688 (1959).

    Article  CAS  Google Scholar 

  23. J. Meienhofer andY. Sano, J. Am. chem. Soc.90, 2996 (1968).

    Article  CAS  Google Scholar 

  24. D. Yamashiro, Nature201, 76 (1964).

    Article  CAS  Google Scholar 

  25. R. A. Munsick, W. H. Sawyer andH. B. van Dyke, Endocrinology66, 860 (1960).

    Article  CAS  Google Scholar 

  26. St. Guttman, Helv. chim. Acta49, 83 (1966).

    Article  Google Scholar 

  27. J. W. M. Baxter, M. Manning andW. H. Sawyer, Biochemistry8, 3592 (1969).

    Article  CAS  Google Scholar 

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Additional information

Supported by National Institutes of Health grants No. AM-13567 and No. AM-10080 and the Atomic Energy Commission.

Abbreviations follow the rules of the IUPAC-IUB Commission on Biochemical Nomenclature in Biochemistry5, 2485 (1966). All optically-active amino acids are ofl-configuration. The following additional abbreviations were used: N-hydroxysuccinimide ester (OSu), ethanol (EtOH), methanol (MeOH), acetic acid (AcOH),n-butanol (n-BuOH), pyridine (Pyr) and N,N′-dicyclohexylcarbodiimide (DCCI). Protected peptides and hormones were visualized on thinlayer plates according to the procedure byH. Zahn andE. Rexroth, Z. analyt. Chem.148, 181 (1955). The biological activities of the hormones were measured against the U.S.P. Posterior Pituitary Reference Standard; the four-point design was used for these bioassays and standard errors were calculated according to the method ofC. I. Bliss,The Statistics of Bioassay (Academic Press, New York, N.Y. 1952).

Acknowledgments. The authors wish to thank Mr.D. Schlesinger for some of the amino acid derivatives used, and MissM. Wahrenburg and Mrs.A. Silverman for bioassays.

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Walter, R., Havran, R.T. Arginine-vasopressin, lysine-vasopressin, and oxytocin, C14-labeled in the glycine residue. Experientia 27, 645–646 (1971). https://doi.org/10.1007/BF02136937

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