Strubel V, Engesser K H, Fischer P, Knackmuss H J
Institut für Mikrobiologie, Universität Stuttgart, Federal Republic of Germany.
J Bacteriol. 1991 Mar;173(6):1932-7. doi: 10.1128/jb.173.6.1932-1937.1991.
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.
短杆菌属菌株DPO 1361将二苯并呋喃在不寻常的角位进行氧化。由此生成的3-(2-羟基苯基)儿茶酚在近端位置发生间位环裂解,生成2-羟基-6-(2-羟基苯基)-6-氧代-2,4-己二烯酸,该物质被2-羟基-6-氧代-6-苯基-2,4-己二烯酸水解酶水解为2-氧代-4-戊烯酸和水杨酸酯。通过分离和明确鉴定2-羟基-6-(2-羟基苯基)-6-氧代-2,4-己二烯酸的环化产物,即3-(色满-4-酮-2-基)丙酮酸,明确确定了近端环裂解模式。