Reaction of Cysteine(s) with Phenyldichloroarsine

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 glutathio...

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Bibliographic Details
Main Authors: Dill, Kilian, O'Connor, Richard J, McGown, Evelyn L
Format: Report
Language:English
Subjects:
ARSENIC
ARSENIC COMPOUNDS
ATOMS
CHELATION
CONTRAST
CYSTEINE
GLUTATHIONE
INTERACTIONS
Organic Chemistry
PHENYLDICHLOROARSINE
Polymer Chemistry
RATIOS
REPRINTS
RESPONSE
SULFHYDRYL MOLECULE
SULFUR
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Summary: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) Distribution: Pub. in Inorganica Chimica Acta, v168 p11-14 1990. No copies furnished by DTIC/NTIS.