Abstract
Heterocyclic aromatic N-oxides often have potent biological activities, but the mechanism for aromatic N-oxidation is unclear. Six phenazine antibiotics were isolated from Lysobacter antibioticus OH13. A 10 gene cluster was identified for phenazine biosynthesis. Mutation of LaPhzNO1 abolished all N-oxides, while non-oxides markedly increased. LaPhzNO1 is homologous to Baeyer-Villiger flavoproteins but was shown to catazlye phenazine N-oxidation. LaPhzNO1 and LaPhzS together converted phenazine 1,6-dicarboxylic acid to 1,6-dihydroxyphenazine N5,N10-dioxide. LaPhzNO1 also catalyzed N-oxidation of 8-hydroxyquinoline.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / biosynthesis
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Anti-Bacterial Agents / isolation & purification*
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Bacterial Proteins / genetics
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Biosynthetic Pathways* / genetics
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Cyclic N-Oxides / chemistry*
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Hydrocarbons, Aromatic / chemistry*
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Lysobacter / enzymology
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Lysobacter / genetics
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Lysobacter / metabolism*
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Mixed Function Oxygenases / genetics
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Molecular Structure
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Multigene Family
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Phenazines / isolation & purification*
Substances
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Anti-Bacterial Agents
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Bacterial Proteins
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Cyclic N-Oxides
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Hydrocarbons, Aromatic
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Phenazines
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Mixed Function Oxygenases