Reaction of Cysteine(s) with Phenyldichloroarsine

Abstract

In order to further our studies dealing with the interaction of organic arsenicals with biological sulfhydryl-containing molecules, we investigated the reaction of phenyldichloroarsine with L-cysteine, and two derivatives of L-cysteine in methanol-d4. We found that cysteine (in contrast to glutathione in H2O) formed a mono-cysteine adduct when the L-Cys/PDA ratio was < or = 1:1 (2). When cysteine was present in two molar equivalents, the expected 2:1 adduct was formed via chelation of the two sulfur atoms of cysteine to the arsenic atom (3). Both L-cysteine methyl ester and N-acetyl-L-cysteine reacted like L-cysteine and formed a 1:1 adduct when the ratio was < or =. (jg)

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1990
Accession Number
ADA223117

Entities

People

  • Evelyn L. Mcgown
  • Kilian Dill
  • Richard J. O'connor

Organizations

  • Letterman Army Hospital

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Arsenicals
  • Chelation
  • Chemical Shifts
  • Cysteine
  • Erythrocytes
  • Hemoglobin
  • Methanols
  • Molecules
  • New York
  • Nitrogen
  • Resonance
  • Spectra
  • Sulfur

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Organic Chemistry