Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase

• Published in: FEMS microbiology letters Vol. 274; no. 2; pp. 323 - 328
• Main Authors: Kasai, Daisuke, Masai, Eiji, Katayama, Yoshihiro, Fukuda, Masao
• Format: Journal Article
• Language: English
• Published: Oxford, UK Blackwell Publishing Ltd 01.09.2007; Blackwell; Oxford University Press
• Subjects: 3‐O‐methylgallate; Bacteriology; Biodegradation, Environmental; Biological and medical sciences; Chemical reactions; Dioxygenases - metabolism; Fundamental and applied biological sciences. Psychology; Gallic Acid - analogs & derivatives; Gallic Acid - metabolism; Gene Expression Regulation, Bacterial; Metabolic Networks and Pathways; Metabolism. Enzymes; Microbiology; Oxidoreductases, O-Demethylating - metabolism; Protocatechuate 4,5-dioxygenase; Reaction products; Sphingomonas; Sphingomonas - enzymology; Sphingomonas - genetics; Sphingomonas - metabolism; Sphingomonas paucimobilis; Syk protein; Syringate; syringate catabolism; syringate catabolism; 3; methylgallate; protocatechuate 4,5-dioxygenase; Purification; Enzyme; Escherichia coli; Reaction product; Site directed mutagenesis; Sphingomonas; Gene expression; Sphingomonas paucimobilis; 3-0-methylgallate; Protocatechuate 4,5-dioxygenase; Bacteria; Catabolism; Oxidoreductases; Enterobacteriaceae
• ISSN: 0378-1097; 1574-6968
• DOI: 10.1111/j.1574-6968.2007.00855.x

Abstract Sphingomonas paucimobilis SYK-6 converts vanillate and syringate to protocatechuate and 3-O-methylgallate (3MGA), respectively. 3MGA is metabolized via multiple pathways involving 3MGA 3,4-dioxygenase, protocatechuate 4,5-dioxygenase (LigAB), and gallate dioxygenase whereas protocatechuate is degraded via the protocatechuate 4,5-cleavage pathway. Here the secondary role of LigAB in syringate metabolism is investigated. The reaction product of 3MGA catalyzed by His-tagged LigAB was identified as 4-carboxy-2-hydroxy-6-methoxy-6-oxohexa-2,4-dienoate (CHMOD) and 2-pyrone-4,6-dicarboxylate (PDC), indicating that 3MGA is transformed to CHMOD and PDC by both reactions catalyzed by DesZ and LigAB. Mutant analysis revealed that the 3MGA catabolic pathways involving LigAB are functional in SYK-6.