title: The metabolic pathway of 4-aminophenol in Burkholderia sp. strain AK-5 differs from that of aniline and aniline with C-4 substituents.
abstract: Burkholderia sp. strain AK-5 utilized 4-aminophenol as the sole carbon, nitrogen, and energy source. A pathway for the metabolism of 4-aminophenol in strain AK-5 was proposed based on the identification of three key metabolites by gas chromatography-mass spectrometry analysis. Strain AK-5 converted 4-aminophenol to 1,2,4-trihydroxybenzene via 1,4-benzenediol. 1,2,4-Trihydroxybenzene 1,2-dioxygenase cleaved the benzene ring of 1,2,4-trihydroxybenzene to form maleylacetic acid. The enzyme showed a high dioxygenase activity only for 1,2,4-trihydroxybenzene, with K(m) and V(max) values of 9.6 micro M and 6.8 micro mol min(-1) mg of protein(-1), respectively.
authors.affiliation: Department of Biofunctional Chemistry, Faculty of Agriculture, Kobe University, Rokko, Kobe, Japan.
authors.forename: Shinji
authors.initials: S
authors.lastname: Takenaka
authors.forename: Susumu
authors.initials: S
authors.lastname: Okugawa
authors.forename: Maho
authors.initials: M
authors.lastname: Kadowaki
authors.forename: Shuichiro
authors.initials: S
authors.lastname: Murakami
authors.forename: Kenji
authors.initials: K
authors.lastname: Aoki
mesh_terms: D000627:Aminophenols / Q000378:metabolism*; D000814:Aniline Compounds / Q000378:metabolism*; D019117:Burkholderia / Q000201:enzymology* / Q000254:growth & development; D049308:Dioxygenases; D007700:Kinetics; D013058:Mass Spectrometry; D010105:Oxygenases / Q000302:isolation & purification / Q000378:metabolism*; D013379:Substrate Specificity
chemical_list: D000627:Aminophenols; D000814:Aniline Compounds; D010105:Oxygenases; D049308:Dioxygenases; C041894:hydroxyquinol 1,2-dioxygenase; C026729:4-aminophenol; C023650:aniline