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- W2912402420 endingPage "600" @default.
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- W2912402420 abstract "Salicylate hydroxylase (NahG) is a flavin-dependent monooxygenase that catalyzes the decarboxylative hydroxylation of salicylate into catechol in the naphthalene degradation pathway in Pseudomonas putida G7. We explored the mechanism of action of this enzyme in detail using a combination of structural and biophysical methods. NahG shares many structural and mechanistic features with other versatile flavin-dependent monooxygenases, with potential biocatalytic applications. The crystal structure at 2.0 Å resolution for the apo form of NahG adds a new snapshot preceding the FAD binding in flavin-dependent monooxygenases. The kcat/Km for the salicylate reaction catalyzed by the holo form is >105 M−1 s−1 at pH 8.5 and 25 °C. Hammett plots for Km and kcat using substituted salicylates indicate change in rate-limiting step. Electron-donating groups favor the hydroxylation of salicylate by a peroxyflavin to yield a Wheland-like intermediate, whereas the decarboxylation of this intermediate is faster for electron-withdrawing groups. The mechanism is supported by structural data and kinetic studies at different pHs. The salicylate carboxyl group lies near a hydrophobic region that aids decarboxylation. A conserved histidine residue is proposed to assist the reaction by general base/general acid catalysis." @default.
- W2912402420 created "2019-02-21" @default.
- W2912402420 creator A5000083325 @default.
- W2912402420 creator A5023168766 @default.
- W2912402420 creator A5056162011 @default.
- W2912402420 creator A5058774468 @default.
- W2912402420 creator A5064254562 @default.
- W2912402420 creator A5069251381 @default.
- W2912402420 creator A5084827292 @default.
- W2912402420 creator A5085595230 @default.
- W2912402420 creator A5087338400 @default.
- W2912402420 date "2019-05-01" @default.
- W2912402420 modified "2023-10-06" @default.
- W2912402420 title "Catalytic mechanism for the conversion of salicylate into catechol by the flavin-dependent monooxygenase salicylate hydroxylase" @default.
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