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Structure of ‘Cystine Disulphoxide’

Abstract

ALTHOUGH the reactions of aromatic ‘disulphoxides’ have been studied by Smiles and his co-workers1 and by Vinkler and Klivenyi1 among others, the structures of these compounds remained uncertain until their infra-red spectra were examined by Cymerman and Willis3. The latter work confirmed earlier evidence that the compounds hitherto known as disulphoxides should be assigned the thiolsulphonate structure (I) rather than the disulphoxide structure (II).

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References

  1. Smiles, S., and Gibson, D. T., J. Chem. Soc., 125, 176 (1924). Miller, C. J., and Smiles, S., ibid., 127, 224 (1925).

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  2. Vinkler, E., and Klivenyi, F., Acta Chim. Akad. Sci. Hung., 4, 271 (1954).

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  3. Cymerman, J., and Willis, J. B., J. Chem. Soc., 1332 (1951).

  4. Grushko, N. I., and Guryanova, E. N., Doklady Akad. Nauk, S.S.S.R., 122, 235 (1958).

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  5. Toennies, G., and Lavine, T. F., J. Biol. Chem., 113, 571, 583 (1936).

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  6. Young, L., and Maw, G. A., “The Metabolism of Sulphur Compounds” (Methuen Monograph, 1958).

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  7. Bellamy, L. J., and Williams, R. L., J. Chem. Soc., 863 (1957).

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SWEETMAN, B. Structure of ‘Cystine Disulphoxide’. Nature 183, 744–745 (1959). https://doi.org/10.1038/183744b0

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