EC |
1.13.11.57 |
Accepted name: |
gallate dioxygenase |
Reaction: |
3,4,5-trihydroxybenzoate + O2 = (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate |
|
For diagram of the protocatechuate 3,4-cleavage pathway, click here |
Glossary: |
3,4,5-trihydroxybenzoate = gallate |
Other name(s): |
GalA; gallate:oxygen oxidoreductase |
Systematic name: |
3,4,5-trihydroxybenzoate:oxygen oxidoreductase |
Comments: |
Contains non-heme Fe2+. The enzyme is a ring-cleavage dioxygenase that acts specifically on 3,4,5-trihydroxybenzoate to produce the keto-tautomer of 4-oxalomesaconate [1,2]. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc |
References: |
1. |
Nogales, J., Canales, A., JimĂ©nez-Barbero, J., García, J.L. and Díaz, E. Molecular characterization of the gallate dioxygenase from Pseudomonas putida KT2440. The prototype of a new subgroup of extradiol dioxygenases. J. Biol. Chem. 280 (2005) 35382–35390. [DOI] [PMID: 16030014] |
2. |
Nogales, J., Canales, A., Jiménez-Barbero, J., Serra B., Pingarrón, J. M., García, J. L. and Díaz, E. Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida. Mol. Microbiol. 79 (2011) 359–374. [DOI] [PMID: 21219457] |
|
[EC 1.13.11.57 created 2011] |
|
|
|
|
EC |
3.1.1.57 |
Accepted name: |
2-pyrone-4,6-dicarboxylate lactonase |
Reaction: |
2-oxo-2H-pyran-4,6-dicarboxylate + H2O = (1E)-4-oxobut-1-ene-1,2,4-tricarboxylate |
|
For diagram of the protocatechuate 3,4-cleavage pathway, click here |
Other name(s): |
2-pyrone-4,6-dicarboxylate hydrolase; 2-pyrone-4,6-dicarboxylate lactonohydrolase |
Systematic name: |
2-oxo-2H-pyran-4,6-dicarboxylate lactonohydrolase |
Comments: |
The product is most likely the keto-form of 4-oxalomesaconate (as shown in the reaction) [1,2]. It can be converted to the enol-form, 4-hydroxybuta-1,3-diene-1,2,4-trioate, either spontaneously or by EC 5.3.2.8, 4-oxalomesaconate tautomerase [3]. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 84177-55-9 |
References: |
1. |
Kersten, P.J., Dagley, S., Whittaker, J.W., Arciero, D.M. and Lipscomb, J.D. 2-Pyrone-4,6-dicarboxylic acid, a catabolite of gallic acids in Pseudomonas species. J. Bacteriol. 152 (1982) 1154–1162. [PMID: 7142106] |
2. |
Maruyama, K. Purification and properties of 2-pyrone-4,6-dicarboxylate hydrolase. J. Biochem. (Tokyo) 93 (1983) 557–565. [PMID: 6841353] |
3. |
Nogales, J., Canales, A., Jiménez-Barbero, J., Serra B., Pingarrón, J. M., García, J. L. and Díaz, E. Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida. Mol. Microbiol. 79 (2011) 359–374. [DOI] [PMID: 21219457] |
|
[EC 3.1.1.57 created 1986, modified 2010] |
|
|
|
|
EC |
5.3.2.8 |
Accepted name: |
4-oxalomesaconate tautomerase |
Reaction: |
(1E)-4-oxobut-1-ene-1,2,4-tricarboxylate = (1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate |
|
For diagram of the protocatechuate 3,4-cleavage pathway, click here |
Glossary: |
(1E)-4-oxobut-1-ene-1,2,4-tricarboxylate = keto tautomer of 4-oxalomesaconate
(1E,3E)-4-hydroxybuta-1,3-diene-1,2,4-tricarboxylate = one of the enol tautomers of 4-oxalomesaconate |
Other name(s): |
GalD |
Systematic name: |
4-oxalomesaconate keto—enol-isomerase |
Comments: |
This enzyme has been characterized from the bacterium Pseudomonas putida KT2440 and is involved in the degradation pathway of syringate and 3,4,5-trihydroxybenzoate. It catalyses the interconversion of two of the tautomers of 4-oxalomesaconate, a reaction that can also occur spontaneously. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Nogales, J., Canales, A., Jiménez-Barbero, J., Serra B., Pingarrón, J. M., García, J. L. and Díaz, E. Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida. Mol. Microbiol. 79 (2011) 359–374. [DOI] [PMID: 21219457] |
|
[EC 5.3.2.8 created 2011 as EC 5.3.3.16, modified 2011, transferred 2012 to EC 5.3.2.8] |
|
|
|
|
EC
|
5.3.3.16
|
Transferred entry: | 4-oxalomesaconate tautomerase. Now EC 5.3.2.8, 4-oxalomesaconate tautomerase
|
[EC 5.3.3.16 created 2011, modified 2011, deleted 2013] |
|
|
|
|