Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase
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...
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| Published in | FEMS microbiology letters Vol. 274; no. 2; pp. 323 - 328 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Oxford, UK
Blackwell Publishing Ltd
01.09.2007
Blackwell Oxford University Press |
| Subjects | |
| Online Access | Get full text |
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| Abstract | 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. |
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| AbstractList | 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. 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. |
| Author | Fukuda, Masao Masai, Eiji Kasai, Daisuke Katayama, Yoshihiro |
| Author_xml | – sequence: 1 givenname: Daisuke surname: Kasai fullname: Kasai, Daisuke organization: Department of Bioengineering, Nagaoka University of Technology, Nagaoka, Niigata, Japan – sequence: 2 givenname: Eiji surname: Masai fullname: Masai, Eiji email: emasai@vos.nagaokaut.ac.jp organization: Department of Bioengineering, Nagaoka University of Technology, Nagaoka, Niigata, Japan – sequence: 3 givenname: Yoshihiro surname: Katayama fullname: Katayama, Yoshihiro organization: Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, Japan – sequence: 4 givenname: Masao surname: Fukuda fullname: Fukuda, Masao organization: Department of Bioengineering, Nagaoka University of Technology, Nagaoka, Niigata, Japan |
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| Keywords | 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 |
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Sphingomonas paucimobilis SYK-6 converts vanillate and syringate to protocatechuate and 3-O-methylgallate (3MGA), respectively. 3MGA is metabolized... Sphingomonas paucimobilis SYK‐6 converts vanillate and syringate to protocatechuate and 3‐O‐methylgallate (3MGA), respectively. 3MGA is metabolized via... Sphingomonas paucimobilis SYK-6 converts vanillate and syringate to protocatechuate and 3-O-methylgallate (3MGA), respectively. 3MGA is metabolized via... |
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| SubjectTerms | 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 |
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| Title | Degradation of 3-O-methylgallate in Sphingomonas paucimobilis SYK-6 by pathways involving protocatechuate 4,5-dioxygenase |
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