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Showdomycin, 5-Hydroxyuridine, and 5-Aminouridine

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Antineoplastic and Immunosuppressive Agents

Abstract

The antibiotic, showdomycin, has a structural similarity to n-ethylmaleimide, a thiol binding reagent, and also to the nucleosides, uridine and pseudouridine. Its reactivity toward sulfhydryl-groups of susceptible proteins results from its maleimide-like structure and accounts for its cytotoxic effects. However, its nucleoside like structure is also related to its function as evidenced by the capacity of nucleosides to reverse its inhibitory effects on growth and on the transport of sugars and amino acids in Escherichia coli. This interesting specificity, as well as the remarkable changes which occur in showdomycin-resistant mutants of E. coli, are the basis for continued interest in this antibiotic.

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Authors
  1. D. W. Visser
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Editors and Affiliations

  1. Department of Pharmacology, Yale University School of Medicine, 06510, New Haven, Connecticut, USA

    Alan C. Sartorelli (Professor) (Professor)

  2. Laboratory of Chemical Pharmacology, National Cancer Institute, National Institutes of Health, 20014, Bethesda, Maryland, USA

    David G. Johns M.D.

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© 1975 Springer-Verlag Berlin · Heidelberg

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Visser, D.W. (1975). Showdomycin, 5-Hydroxyuridine, and 5-Aminouridine. In: Sartorelli, A.C., Johns, D.G. (eds) Antineoplastic and Immunosuppressive Agents. Handbuch der experimentellen Pharmakologie / Handbook of Experimental Pharmacology, vol 38 / 2. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-65806-8_17

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  • DOI: https://doi.org/10.1007/978-3-642-65806-8_17

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-65808-2

  • Online ISBN: 978-3-642-65806-8

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