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Octanol/water partition coefficients as a model system for assessing antidotes for methylmercury(II) poisoning, and for studying mercurials with medicinal applications.

Abstract
1-Octanol/water partition coefficients, [HgII]octanol/[HgII]water, provide a simple but limited model system for aspects of the biological behavior of methylmercury(II) and commonly used organomercury(II) medicinal compounds. In an octanol/water system some widely studied antidotes for mercury poisoning at least partly displace the biological thiols L-cysteine and glutathione from binding to MeHgII at pH 6.9. Addition of the antidote meso-dimercaptosuccinic acid to MeHgII in the presence of glutathione results in formation of metallic mercury. For RHgII derivatives of L-cysteine and glutathione, octanol/water partition coefficients follow the order Ph greater than Et greater than Me. An exceptionally high value for diphenylmercury, compared with PhHgII derivatives of L-cysteine and glutathione, is consistent with reported results of the distribution of mercury compounds in rats. Ethylmercury(II) is partly displaced from thimerosal by L-cysteine and glutathione in the octanol/water system, indicating that the active form of thimerosal in vivo may involve binding of EtHgII to biological ligands.
AuthorsA J Canty, P W Moors, G B Deacon
JournalJournal of inorganic biochemistry (J Inorg Biochem) Vol. 22 Issue 1 Pg. 65-72 (Sep 1984) ISSN: 0162-0134 [Print] United States
PMID6092535 (Publication Type: Comparative Study, Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Antidotes
  • Ethylmercury Compounds
  • Methylmercury Compounds
  • Octanols
  • Organomercury Compounds
  • Phenylmercury Compounds
  • Water
  • Succimer
  • Glutathione
  • Cysteine
Topics
  • Animals
  • Antidotes (metabolism)
  • Chemical Phenomena
  • Chemistry, Physical
  • Cysteine (metabolism)
  • Ethylmercury Compounds (metabolism)
  • Glutathione (metabolism)
  • Methylmercury Compounds (metabolism, poisoning)
  • Models, Biological
  • Octanols
  • Organomercury Compounds (metabolism)
  • Phenylmercury Compounds (metabolism)
  • Rats
  • Succimer (metabolism)
  • Water

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