3-(2-hydroxyphenyl)catechol as substrate for proximal meta ring cleavage in dibenzofuran degradation by Brevibacterium sp. strain DPO 1361

Strubel, VolkerEngesser, Karl-HeinrichFischer, PeterKnackmuss, Hans-Joachim2012-08-132016-03-312012-08-132016-03-311991371085195http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-76035http://elib.uni-stuttgart.de/handle/11682/1384http://dx.doi.org/10.18419/opus-1367Brevibacterium 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.eninfo:eu-repo/semantics/openAccessMikrobieller Abbau , Brevibacterium , Biaryle , Dibenzofuran5703-(2-hydroxyphenyl)catechol as substrate for proximal meta ring cleavage in dibenzofuran degradation by Brevibacterium sp. strain DPO 1361article