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N-acetyl-DL-penicillamine and acetaminophen toxicity in mice

✍ Scribed by Richard T. Zera; Herbert T. Nagasawa

Book ID
102408405
Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
247 KB
Volume
69
Category
Article
ISSN
0022-3549

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✦ Synopsis

N-Acetyl-DL-penicillamine (IIIb), a structural analog of N-acetyl-L-cysteine (IIIa), did not protect mice from lethal doses of acetaminophen (I), whereas IIIa offered protection. This lack of efficacy of IIIb probably is due to the decreased nucleophilicity of its sulfhydryl group compared to that of IIIa, the probable involvement of cysteine in and conjugate addition to the reactive intermediates of I, and the absence of metabolic conversion of IIIb to inorganic sulfate.

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The chemistries of S-nitroso-DL-penicillamine (SNAP) and S-nitrosoglutathione (GSNO) in relation to their ability to relax vascular smooth muscle and prevent platelet aggregation have been investigated. Metal ion catalysis greatly accelerates the decomposition of SNAP, but has little effect on GSNO.