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Mechanistic Studies of a Skatole-Forming Glycyl Radical Enzyme Suggest Reaction Initiation via Hydrogen Atom Transfer

Beverly Fu, Azadeh Nazemi, Benjamin J. Levin, Zhongyue Yang, Heather J. Kulik, Emily P. Balskus

2022Journal of the American Chemical Society14 citationsDOIOpen Access PDF

Abstract

O, and computational modeling are consistent with a mechanism involving initial hydrogen atom transfer. This finding expands the types of radical mechanisms employed by GRE decarboxylases and non-oxidative decarboxylases, more broadly. Elucidating the mechanism of IAD decarboxylation enhances our understanding of radical enzymes and may inform downstream efforts to modulate this disease-associated metabolism.

Topics & Concepts

DecarboxylationChemistryOxidative decarboxylationHydrogen atom abstractionKinetic isotope effectEnzymeRadicalHydrogen atomStereochemistryPhotochemistryBiochemistryOrganic chemistryCatalysisDeuteriumAlkylQuantum mechanicsPhysicsRadical Photochemical ReactionsCO2 Reduction Techniques and CatalystsBiochemical and biochemical processes
Mechanistic Studies of a Skatole-Forming Glycyl Radical Enzyme Suggest Reaction Initiation via Hydrogen Atom Transfer | Litcius