Rodríguez-López J N, Tudela J, Varón R, García-Cánovas F
Cátedra de Química Industrial, Universidad de Castilla-La Mancha, Albacete, Spain.
Biochim Biophys Acta. 1991 Feb 15;1076(3):379-86. doi: 10.1016/0167-4838(91)90480-n.
This paper deals with the quantitative description of the regulatory effect of pH on the oxidation pathway of L-dopa to yield melanins. Tyrosinase catalyzes the oxidation by molecular oxygen of L-dopa to o-dopaquinone, which evolves non-enzymatically through a branched pathway with cyclization or hydroxylation reactions. The production of several quinones and semiquinones in the pathway has also been reported. The intermediates of the hydroxylation branch have been identified and the corresponding rate constants have been determined. These compounds, such as have been detected in melanosomes and in tumoral cells, have great cytotoxic power and could have physiological significance in acidic media.