Abstract
The oxidation of uric acid by hydrogen peroxide in the presence of type VIII peroxidase has been studied between pH 5.2 and 8. Intermediates generated in the reaction have been characterized in terms of their U.V. spectra and kinetics of decay. In addition at least one U.V.-absorbing intermediate has been trapped, converted to its trimethylsilyl derivative and identified by gas chromatography-mass spectrometry. This intermediate is 1-carbohydroxy-2,4,6,8-tetraza-3,7-dioxo-4-ene-bicyclo-(3, 3, 0)-octane. At pH ⩾ 7 the product is allantoin while at lower pH 5-hydroxyhydantoin-5-carboxamide is also formed as a major product. The intermediates and products formed and spectral and kinetic measurements observed during and after peroxidase-catalyzed oxidation of uric acid are virtually identical to those noted upon electrochemical oxidation. It has thus been concluded that the mechanisms of electrochemical and enzymic oxidation of uric acid are, in a chemical sense, indentical.
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