title: Heterocyclic Aromatic N-Oxidation in the Biosynthesis of Phenazine Antibiotics from Lysobacter antibioticus.
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.
authors.affiliation: College of Plant Protection, Nanjing Agricultural University , Nanjing 210095, China.|Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
authors.forename: Yangyang
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: College of Plant Protection, Nanjing Agricultural University , Nanjing 210095, China.
authors.forename: Guoliang
authors.initials: G
authors.lastname: Qian
authors.affiliation: College of Plant Protection, Nanjing Agricultural University , Nanjing 210095, China.
authors.forename: Yonghao
authors.initials: Y
authors.lastname: Ye
authors.affiliation: Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
authors.forename: Stephen
authors.initials: S
authors.lastname: Wright
authors.affiliation: Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
authors.forename: Haotong
authors.initials: H
authors.lastname: Chen
authors.affiliation: Key Laboratory of Chemical Biology, School of Pharmaceutical Sciences, Shandong University , Jinan 250100, China.
authors.forename: Yuemao
authors.initials: Y
authors.lastname: Shen
authors.affiliation: College of Plant Protection, Nanjing Agricultural University , Nanjing 210095, China.|Institute of Plant Protection, Jiangsu Academy of Agricultural Science , Nanjing 210014, China.
authors.forename: Fengquan
authors.initials: F
authors.lastname: Liu
authors.affiliation: Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588, United States.
authors.forename: Liangcheng
authors.initials: L
authors.lastname: Du
mesh_terms: D000900:Anti-Bacterial Agents / Q000096:biosynthesis / Q000302:isolation & purification*; D001426:Bacterial Proteins / Q000235:genetics; D053898:Biosynthetic Pathways / Q000235:genetics; D003497:Cyclic N-Oxides / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D053528:Lysobacter / Q000201:enzymology / Q000235:genetics / Q000378:metabolism*; D006899:Mixed Function Oxygenases / Q000235:genetics; D015394:Molecular Structure; D005810:Multigene Family; D010619:Phenazines / Q000302:isolation & purification*
chemical_list: D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D003497:Cyclic N-Oxides; D006841:Hydrocarbons, Aromatic; D010619:Phenazines; D006899:Mixed Function Oxygenases