Journal of the American Chemical Society

Model studies of topaquinone-dependent amine oxidases. 2. Characterization of reaction intermediates and mechanism

M Mure, JP Klinman

Index: Mure, Minae; Klinman, Judith P. Journal of the American Chemical Society, 1995 , vol. 117, # 34 p. 8707 - 8718

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Citation Number: 97

Abstract

Abstract: The reaction of 2-hydroxy-5-tert-butyl-1, 4-benzoquinone (la) and benzylamine in acetonitrile was studied under anaerobic conditions. Addition of benzylamine to the quinone la solution generates the anionic form of the quinone (Amax at 492 nm), followed by the formation of the product Schiff base 11 with A,,,,, at 368 nm and the aminoresorcinol 13 with A, at 304 nm. The rapid dissociation of the 2-hydroxyl proton was confirmed by the ...