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Catalytic Mechanism of Aromatic Nitration by Cytochrome P450 TxtE: Involvement of a Ferric-Peroxynitrite Intermediate

Savvas Louka, Sarah M. Barry, Derren J. Heyes, M. Qadri E. Mubarak, Hafiz Saqib Ali, Lona M. Alkhalaf, Andrew W. Munro, Nigel S. Scrutton, Gregory L. Challis, Sam P. de Visser

2020Journal of the American Chemical Society101 citationsDOIOpen Access PDF

Abstract

-hydrogen to form the product. The calculations give small reaction barriers for most steps in the catalytic cycle and, therefore, predict fast product formation from the iron(III)-peroxynitrite complex. These findings provide the first detailed insight into the mechanism of nitration by a member of the TxtE subfamily and highlight how the enzyme facilitates this novel reaction chemistry.

Topics & Concepts

ChemistryPeroxynitriteCatalytic cycleNitrationCatalysisHemeActive siteStereochemistryCytochrome P450Combinatorial chemistryPhotochemistryOrganic chemistryEnzymeSuperoxideMetal-Catalyzed Oxygenation MechanismsPharmacogenetics and Drug MetabolismHemoglobin structure and function