Chemical simulation of biogenesis of the 2, 4, 5-trihydroxyphenylalanine quinone cofactor of copper amine oxidases: Mechanistic distinctions point toward a unique …

S Mandal, Y Lee, MM Purdy…

Index: Mandal, Subrata; Lee, Younghee; Purdy, Matthew M.; Sayre, Lawrence M. Journal of the American Chemical Society, 2000 , vol. 122, # 15 p. 3574 - 3584

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Citation Number: 25

Abstract

The biogenesis of the 2, 4, 5-trihydroxyphenylalanine quinone (TPQ) cofactor from tyrosine at the active site of copper amine oxidases is believed to proceed along a pathway that includes a conjugate addition of water to the corresponding o-quinone intermediate, followed by autoxidation of the resulting benzenetriol to the hydroxyquinone cofactor. The water addition reaction has been presumed to occur not only in previous model studies ...