Identification of the product of toxoflavin lyase: degradation via a Baeyer-Villiger oxidation.

Benjamin Philmus, Sameh Abdelwahed, Howard J Williams, Michael K Fenwick, Steven E Ealick, Tadhg P Begley

Index: J. Am. Chem. Soc. 134(11) , 5326-30, (2012)

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Abstract

Toxoflavin (an azapteridine) is degraded to a single product by toxoflavin lyase (TflA) in a reaction dependent on reductant, Mn(II), and oxygen. The isolated product was fully characterized by NMR and MS and was identified as a triazine in which the pyrimidine ring was oxidatively degraded. A mechanism for toxoflavin degradation based on the identification of the enzymatic product and the recently determined crystal structure of toxoflavin lyase is proposed.