Collect. Czech. Chem. Commun.
1990, 55, 1630-1634
https://doi.org/10.1135/cccc19901630
Reactions of N-tricyanovinylamines with thiols in aqueous solutions
Dušan Podhradskýa, Helena Paulíkováa and Ján Imrichb
a Department of Special Biology, Faculty of Natural Sciences, P. J. Šafárik University, 041 67 Košice
b Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, 041 67 Košice
Abstract
Kinetics of reactions between N-substituted tricyanovinylamines and thiols, where primarily reduction of the C=C double bond takes place, was investigated under conditions adequate to physiological ones. The reaction rates did not depend either on the type of the reacting thiol, or on the pH of the medium, but they decreased with the increasing pKa value of the imino group. A quantitative conversion of the thiol peptide glutathione to its oxidized form was evidenced.