Important role of the 3-mercaptopropionamide moiety in glutathione: promoting effect on decomposition of the adduct of glutathione with the oxoammonium ion of …

H Maeda, HY Wu, Y Yamauchi…

Index: Maeda, Hatsuo; Wu, Hong-Yan; Yamauchi, Yuji; Ohmori, Hidenobu Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8338 - 8343

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Citation Number: 4

Abstract

Cyclic voltammetry of TEMPO in aqueous 0.1 M NaOH in the presence of glutathione (GSH) or cysteine (Cys) indicated the following points:(i) Both of the thiols rapidly formed adducts 3 with oxoammonium ion 1 anodically generated from TEMPO.(ii) 3 generated from GSH entered a succeeding reaction that generated n-oxide anion 2-(the reduced TEMPO).(iii) 3 produced from Cys remained intact over the time scale of voltammetry. A structural feature ...