| Entry |
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| Name |
2-hydroxy-6-oxonona-2,4-dienedioate hydrolase;
mhpC (gene name)
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| Class |
Hydrolases;
Acting on carbon-carbon bonds;
In ketonic substances
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| Sysname |
(2Z,4E)-2-hydroxy-6-oxona-2,4-dienedioate succinylhydrolase
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| Reaction(IUBMB) |
(1) (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate + H2O = (2Z)-2-hydroxypenta-2,4-dienoate + succinate [RN: R02603];
(2) (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate + H2O = (2Z)-2-hydroxypenta-2,4-dienoate + fumarate [RN: R06789]
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| Reaction(KEGG) |
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| Substrate |
(2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [CPD: C04479];
H2O [CPD: C00001];
(2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [CPD: C12624]
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| Product |
(2Z)-2-hydroxypenta-2,4-dienoate;
succinate [CPD: C00042];
fumarate [CPD: C00122]
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| Comment |
This enzyme catalyses a step in a pathway of phenylpropanoid compounds degradation. The first step of the enzyme mechanism involves a reversible keto-enol tautomerization [4].
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| History |
EC 3.7.1.14 created 2011, modified 2012
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| Pathway |
| ec01120 | Microbial metabolism in diverse environments |
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| Orthology |
| K05714 | 2-hydroxy-6-oxonona-2,4-dienedioate hydrolase |
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| Genes |
» show all
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| Reference |
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| Authors |
Burlingame R, Chapman PJ. |
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| Title |
Catabolism of phenylpropionic acid and its 3-hydroxy derivative by Escherichia coli. |
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| Journal |
J Bacteriol 155:113-21 (1983) |
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| Reference |
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| Authors |
Burlingame RP, Wyman L, Chapman PJ |
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| Title |
Isolation and characterization of Escherichia coli mutants defective for phenylpropionate degradation. |
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| Journal |
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| Reference |
3 |
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| Authors |
Lam, W. W. Y and Bugg, T. D. H. |
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| Title |
Chemistry of extradiol aromatic ring cleavage: isolation of a stable dienol ring fission intermediate and stereochemistry of its enzymatic hydrolytic clevage. |
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| Journal |
J Chem Soc, Chem Commun 10:1163-1164 (1994) |
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| Reference |
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| Authors |
Lam WW, Bugg TD |
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| Title |
Purification, characterization, and stereochemical analysis of a C-C hydrolase: 2-hydroxy-6-keto-nona-2,4-diene-1,9-dioic acid 5,6-hydrolase. |
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| Journal |
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| Sequence |
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| Reference |
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| Authors |
Ferrandez A, Garcia JL, Diaz E |
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| Title |
Genetic characterization and expression in heterologous hosts of the 3-(3-hydroxyphenyl)propionate catabolic pathway of Escherichia coli K-12. |
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| Journal |
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| Sequence |
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| Reference |
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| Authors |
Diaz E, Ferrandez A, Garcia JL. |
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| Title |
Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12. |
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| Journal |
J Bacteriol 180:2915-23 (1998) |
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| Other DBs |
| ExplorEnz - The Enzyme Database: | 3.7.1.14 |
| ExPASy - ENZYME nomenclature database: | 3.7.1.14 |
| UM-BBD (Biocatalysis/Biodegradation Database): | 3.7.1.14 |
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