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The autoxidation of glyceraldehyde and other simple monosaccharides

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Summary

Simple monosaccharides are shown to autoxidize, under physiological conditions, forming dicarbonyl compounds and hydrogen peroxide via reactive intermediates of dioxygen and carbon centred free radicals. The rate of enolisation of the substrate to form an enediol is the rate limiting step of this spontaneous process.

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Author notes

  1. M. J. C. Crabbe & P. J. Thornalley

    Present address: Biophysical Chemistry Department, Paterson Laboratories, Christie Hospital, M20 9BX, Manchester, UK

Authors and Affiliations

  1. Nuffield Laboratory of Ophthalmology, University of Oxford, Walton Street, OX2 6AW, Oxford, England

    S. P. Wolff, M. J. C. Crabbe & P. J. Thornalley

Authors
  1. S. P. Wolff
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  2. M. J. C. Crabbe
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  3. P. J. Thornalley
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Additional information

Acknowledgments. We should like to thank the NIH, MRC ICI Pharmaceuticals Ltd and the SERC for financial support; Dr D. Earle for helpful conversations, Mr. A.J. Bron for provision of laboratory facilities and Dr. J.V. Bannister for the generous gift of superoxide dismutase.

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Wolff, S.P., Crabbe, M.J.C. & Thornalley, P.J. The autoxidation of glyceraldehyde and other simple monosaccharides. Experientia 40, 244–246 (1984). https://doi.org/10.1007/BF01947562

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