title: 3-(2-hydroxyphenyl)catechol as substrate for proximal meta ring cleavage in dibenzofuran degradation by Brevibacterium sp. strain DPO 1361.
abstract: Brevibacterium sp. strain DPO 1361 oxygenates dibenzofuran in the unusual angular position. The 3-(2-hydroxyphenyl)catechol thus generated is subject to meta ring cleavage in the proximal position, yielding 2-hydroxy-6-(2-hydroxyphenyl)-6-oxo-2,4-hexadienoic acid, which is hydrolyzed to 2-oxo-4-pentenoate and salicylate by 2-hydroxy-6-oxo-6-phenyl-2,4-hexadienoic acid hydrolase. The proximal mode of ring cleavage is definitely established by isolation and unequivocal structural characterization of a cyclization product of 2-hydroxy-6-(2-hydroxyphenyl)-6-oxo-2,4-hexadienoic acid, i.e., 3-(chroman-4-on-2-yl)pyruvate.
authors.affiliation: Institut für Mikrobiologie, Universität Stuttgart, Federal Republic of Germany.
authors.forename: V
authors.initials: V
authors.lastname: Strubel
authors.forename: K H
authors.initials: KH
authors.lastname: Engesser
authors.forename: P
authors.initials: P
authors.lastname: Fischer
authors.forename: H J
authors.initials: HJ
authors.lastname: Knackmuss
mesh_terms: D001572:Benzofurans / Q000378:metabolism*; D001951:Brevibacterium / Q000378:metabolism*; D002396:Catechols / Q000378:metabolism*; D002852:Chromatography, Ion Exchange; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy
chemical_list: D001572:Benzofurans; D002396:Catechols; C023614:dibenzofuran; C067814:3-(2-hydroxyphenyl)catechol