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Quinones and their Glutathione Conjugates as Irreversible Inhibitors of Glutathione S-Transferases

  • Ben van Ommen
  • Jan J. P. Bogaards
  • Jan Peter Ploemen
  • J. van der Greef
  • Peter J. van Bladeren
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 283)

Abstract

Quinones are known for their reactivity towards sulfhydryl groups, and thus are potential protein alkylating compounds. Human exposure to these compounds arises either from naturally occurring quinones or from quinones formed as metabolites from aromatic compounds. Normally, quinones are detoxified by conjugation with glutathione, producing the hydroquinone conjugates. Certain quinones, however, retain their oxidized nature after conjugation (e.g. halogen substituted quinones), while the hydroquinone conjugates have been shown to undergo intracellular oxidation. Thus, glutathione conjugates of quinones are formed, which display a special type of reactivity, i.e. selective inhibition of glutathione S-transferase isoenzymes (GST). This paper describes the development and use of glutathione conjugates of chlorinated benzoquinones as inhibitors of glutathione S-transferases.

Keywords

Cysteine Residue Irreversible Inhibitor Cyanogen Bromide Glutathione Conjugate Intracellular Oxidation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. Alin, P., Mannervik, B., and Jörnvall, H. (1986). Eur. J. Biochem. 156, 343.CrossRefPubMedGoogle Scholar
  2. van Ommen, B., den Besten, C., Rutten, A.L.M., Ploemen, J.H.T.M. Vos, R.M.E., Moller, F.,and van Bladeren, P. J. (1988). J. Biol. Chem. 263, 1 2939.Google Scholar
  3. van Ommen, B., Ploemen, J.H.T.M., Ruven, H.J., Vos, R.M.E., Bogaards, J.J.P., van Berkel, W.H.M and van Bladeren, P.J. (1989). Eur. J. Biochem. 181, 423.CrossRefPubMedGoogle Scholar

Copyright information

© Plenum Press, New York 1991

Authors and Affiliations

  • Ben van Ommen
    • 1
  • Jan J. P. Bogaards
    • 1
  • Jan Peter Ploemen
    • 1
  • J. van der Greef
    • 2
  • Peter J. van Bladeren
    • 1
  1. 1.Department of Biological ToxicologyTNO-CIVO Toxicology and Nutrition InstituteZeistThe Netherlands
  2. 2.Department of Instrumental AnalysisTNO-CIVO Toxicology and Nutrition InstituteZeistThe Netherlands

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