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


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.

SUBMITTER: Philmus B 

PROVIDER: S-EPMC3332044 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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

Philmus Benjamin B   Abdelwahed Sameh S   Williams Howard J HJ   Fenwick Michael K MK   Ealick Steven E SE   Begley Tadhg P TP  

Journal of the American Chemical Society 20120309 11


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. ...[more]

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