Skip to main content
Log in

‘Cystine monosulfoxide’ and related compounds

  • Kurze Mitteilungen
  • Published:
Experientia Aims and scope Submit manuscript

Zusammenfassung

Die früher als «Cystinmonosulfoxyd» beschriebene Verbindung (Thiosulfinat II) verhält sich wie eine äquimolekulare Mischung von Cystin (I) und dem entsprechenden Thiosulfonat (III). Oxydation von Cystin mit Perameisensäure führt, besonders in Gegenwart von HCl, über die Zwischenprodukte Thiosulfonat (III) und Sulfinsäure (VI) zu Cysteinsäure (VII).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Literatur

  1. L. Young andG. A. Maw,The Metabolism of Sulphur Compounds, Chapter V (Methuen, London 1958).

    Google Scholar 

  2. J. A. Maclaren, S. J. Leach, andI. J. O'Donnell, Biochim. biophys. Acta35, 280 (1959).

    Article  CAS  Google Scholar 

  3. J. A. Maclaren, S. J. Leach, andJ. M. Swan, J. Text. Inst.51, T 665 (1960).

    Article  Google Scholar 

  4. G. Toennies andT. F. Lavine, J. biol. Chem.113, 571 (1936).

    Article  CAS  Google Scholar 

  5. R. Emilliozi andL. Pichat, Bull. Soc. chim. Fr.1959, 1887.

  6. B. J. Sweetman, Nature (Lond.)183, 744 (1959) has shown that this substance has the thiolsulfonate structure (III) and not the ‘disulfoxide’ structure ofToennies andLavine 4.

    Article  CAS  Google Scholar 

  7. T. F. Lavine, J. biol. Chem.113, 583 (1936).

    Article  CAS  Google Scholar 

  8. G. Toennies, J. Amer. chem. Soc.56, 2198 (1934).

    Article  CAS  Google Scholar 

  9. H. Gräfje, Diplomarbeit Giessen (1955) and private communication.

  10. G. Toennies andT. F. Lavine, J. biol. Chem.105, 107 (1934).

    Article  CAS  Google Scholar 

  11. G. Toennies, J. biol. Chem.122, 27 (1937–1938).

    Article  CAS  Google Scholar 

  12. G. E. Utzinger, Exper.16, 136 (1960).

    CAS  Google Scholar 

  13. This combination of techniques was suggested byDr. W. E. Savige of this laboratory. The solvent used was the mixture ‘P’ ofT. L. Hardy, D. O. Holland, andJ. H. C. Naylor, Analyt. Chem.27, 971 (1955).

    Article  Google Scholar 

  14. W. Stricks, I. M. Kolthoff, andN. Tanaka, Analyt. Chem.26, 299 (1954).

    Article  CAS  Google Scholar 

  15. Kindly determined by Dr.W. F. Forbes of this laboratory using an IR 7 Beckman spectrophotometer.

  16. H. J. Backer andH. Kloosterziel, Rec. Trav. chim. Pays-Bas73, 129 (1954).

    Article  CAS  Google Scholar 

  17. A. Schöberl andH. Gräfje, Proc. Int. Wool Text. Res. Conf. Aust. 1955C, 157 (1956).

    Google Scholar 

  18. Separate studies showed that VI may be an indirect product formed by hydrolysis of III.

  19. H. Bredereck, A. Wagner, H. Beck, andR. J. Klein, Chem. Ber.93, 2736 (1960).

    Article  CAS  Google Scholar 

  20. For a recent review seeHouben-Weyl,Methoden der Organischen Chemie, 4. Aufl., vol. 9 (Georg Thieme, Stuttgart 1955).

    Google Scholar 

  21. G. Toennies andJ. J. Kolb, Nature (Lond.)177, 281 (1956).

    Article  CAS  Google Scholar 

  22. D. Barnard andE. J. Percy, Chem. and Ind.1960, 1332.

  23. Grateful acknowledgements are due to Dr.G. E. Utzinger for a sample of the ‘monosulfoxide’ for comparison purposes.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Maclaren, J.A. ‘Cystine monosulfoxide’ and related compounds. Experientia 17, 346–347 (1961). https://doi.org/10.1007/BF02201752

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02201752

Keywords

Navigation