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  • Title: Mechanistic aspects of the tyrosinase oxidation of hydroquinone.
    Author: Ramsden CA, Riley PA.
    Journal: Bioorg Med Chem Lett; 2014 Jun 01; 24(11):2463-4. PubMed ID: 24767847.
    Abstract:
    Contradictory reports on the behaviour of hydroquinone as a tyrosinase substrate are reconciled in terms of the ability of the initially formed ortho-quinone to tautomerise to the thermodynamically more stable para-quinone isomer. Oxidation of phenols by native tyrosinase requires activation by in situ formation of a catechol formed via an enzyme generated ortho-quinone. In the special case of hydroquinone, catechol formation is precluded by rapid tautomerisation of the ortho-quinone precursor to catechol formation.
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