Abstract
The fluorescent oxidation product formed in the tyrosinase-catalyzed oxidation of adrenaline has been shown, by a tritium tracer technique, to be formed via an intermediate cyclization step. This step was found to have the same time course relationship in respect to the fluorescent product formation as does the initial oxidation to the uncyclized o-quinone. Pertinent features of the mechanism were revealed by the action of catechol, dopamine, and related compounds on the system. Of significance was an activation effect of catechol and dopamine on the cyclization step and an inhibition effect of catechol on the fluorescence formation step. The latter effects were found to be due to the functioning of an electron carrier system produced from catechol or dopamine at an early stage of the reaction. A mechanism consistent with the results is presented.
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