EC |
1.2.1.61 |
Accepted name: |
4-hydroxymuconic-semialdehyde dehydrogenase |
Reaction: |
4-hydroxymuconic semialdehyde + NAD+ + H2O = maleylacetate + NADH + 2 H+ |
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For diagram of 4-nitrophenol metabolism, click here |
Systematic name: |
4-hydroxymuconic-semialdehyde:NAD+ oxidoreductase |
Comments: |
Involved in the 4-nitrophenol degradation pathway. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc |
References: |
1. |
Spain, J.C. and Gibson, D.T. Pathway for bioremediation of p-nitrophenol in a Moraxella sp. Appl. Environ. Microbiol. 57 (1991) 812–819. [PMID: 16348446] |
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[EC 1.2.1.61 created 2000] |
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EC |
1.3.1.32 |
Accepted name: |
maleylacetate reductase |
Reaction: |
3-oxoadipate + NAD(P)+ = 2-maleylacetate + NAD(P)H + H+ |
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For diagram of 4-nitrophenol metabolism, click here |
Other name(s): |
maleolylacetate reductase |
Systematic name: |
3-oxoadipate:NAD(P)+ oxidoreductase |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 69669-65-4 |
References: |
1. |
Gaal, A.B. and Neujahr, H.Y. Maleylacetate reductase from Trichosporon cutaneum. Biochem. J. 185 (1980) 783–786. [PMID: 7387635] |
2. |
Gaal, A.B. and Neujahr, H.Y. Induction of phenol-metabolizing enzymes in Trichosporon cutaneum. Arch. Microbiol. 130 (1981) 54–58. [PMID: 7305599] |
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[EC 1.3.1.32 created 1983] |
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EC |
1.6.5.7 |
Accepted name: |
2-hydroxy-1,4-benzoquinone reductase |
Reaction: |
2-hydroxy-1,4-benzoquinone + NADH + H+ = hydroxyquinol + NAD+ |
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For diagram of 4-nitrophenol metabolism, click here |
Glossary: |
hydroxyquinol = 1,2,4-trihydroxybenzene |
Other name(s): |
hydroxybenzoquinone reductase; 1,2,4-trihydroxybenzene:NAD oxidoreductase |
Systematic name: |
NADH:2-hydroxy-1,4-benzoquinone oxidoreductase |
Comments: |
A flavoprotein (FMN) that differs in substrate specificity from other quinone reductases. The enzyme in Burkholderia cepacia is inducible by 2,4,5-trichlorophenoxyacetate. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, CAS registry number: 214466-94-1 |
References: |
1. |
Zaborina, O., Daubaras, D.L., Zago, A., Xun, L., Saido, K. , Klem,T., Nikolic, D. and Chakrabarty, A.M. Novel pathway for conversion of chlorohydroxyquinol to maleylacetate in Burkholderia cepacia AC1100. J. Bacteriol. 180 (1998) 4667–4675. [PMID: 9721310] |
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[EC 1.6.5.7 created 2000, modified 2004] |
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EC |
1.13.11.37 |
Accepted name: |
hydroxyquinol 1,2-dioxygenase |
Reaction: |
hydroxyquinol + O2 = maleylacetate |
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For diagram of 4-nitrophenol metabolism, click here |
Glossary: |
hydroxyquinol = 1,2,4-trihydroxybenzene
maleylacetate = (2Z)-4-oxohex-2-enedioate
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Other name(s): |
hydroxyquinol dioxygenase; benzene-1,2,4-triol:oxygen 1,2-oxidoreductase (decyclizing); benzene-1,2,4-triol:oxygen 1,2-oxidoreductase (ring-opening) |
Systematic name: |
hydroxyquinol:oxygen 1,2-oxidoreductase (ring-opening) |
Comments: |
An iron protein. Highly specific; catechol and pyrogallol are acted on at less than 1% of the rate at which hydroxyquinol is oxidized. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 91847-14-2 |
References: |
1. |
Sze, I.S.-Y. and Dagley, S. Properties of salicylate hydroxylase and hydroxyquinol 1,2-dioxygenase purified from Trichosporon cutaneum. J. Bacteriol. 159 (1984) 353–359. [PMID: 6539772] |
2. |
Ferraroni, M., Seifert, J., Travkin, V.M., Thiel, M., Kaschabek, S., Scozzafava, A., Golovleva, L., Schlomann, M. and Briganti, F. Crystal structure of the hydroxyquinol 1,2-dioxygenase from Nocardioides simplex 3E, a key enzyme involved in polychlorinated aromatics biodegradation. J. Biol. Chem. 280 (2005) 21144–21154. [DOI] [PMID: 15772073] |
3. |
Hatta, T., Nakano, O., Imai, N., Takizawa, N. and Kiyohara, H. Cloning and sequence analysis of hydroxyquinol 1,2-dioxygenase gene in 2,4,6-trichlorophenol-degrading Ralstonia pickettii DTP0602 and characterization of its product. J. Biosci. Bioeng. 87 (1999) 267–272. [DOI] [PMID: 16232466] |
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[EC 1.13.11.37 created 1989, modified 2013] |
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EC |
3.1.1.45 |
Accepted name: |
carboxymethylenebutenolidase |
Reaction: |
4-carboxymethylenebut-2-en-4-olide + H2O = 4-oxohex-2-enedioate |
Other name(s): |
maleylacetate enol-lactonase; dienelactone hydrolase; carboxymethylene butenolide hydrolase |
Systematic name: |
4-carboxymethylenebut-2-en-4-olide lactonohydrolase |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 76689-22-0 |
References: |
1. |
Schmidt, E. and Knackmuss, H.-J. Chemical structure and biodegradability of halogenated aromatic compounds. Conversion of chlorinated muconic acids into maleoylacetic acid. Biochem. J. 192 (1980) 339–347. [PMID: 7305906] |
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[EC 3.1.1.45 created 1983] |
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EC |
3.1.1.92 |
Accepted name: |
4-sulfomuconolactone hydrolase |
Reaction: |
4-sulfomuconolactone + H2O = maleylacetate + sulfite |
Glossary: |
4-sulfomuconolactone = 4-carboxymethylen-4-sulfobut-2-en-olide = 2-(5-oxo-2-sulfo-2,5-dihydrofuran-2-yl)acetic acid
maleylacetate = (2Z)-4-oxohex-2-enedioate |
Systematic name: |
4-sulfomuconolactone sulfohydrolase |
Comments: |
The enzyme was isolated from the bacteria Hydrogenophaga intermedia and Agrobacterium radiobacter S2. It catalyses a step in the degradation of 4-sulfocatechol. |
Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc |
References: |
1. |
Halak, S., Basta, T., Burger, S., Contzen, M., Wray, V., Pieper, D.H. and Stolz, A. 4-sulfomuconolactone hydrolases from Hydrogenophaga intermedia S1 and Agrobacterium radiobacter S2. J. Bacteriol. 189 (2007) 6998–7006. [DOI] [PMID: 17660282] |
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[EC 3.1.1.92 created 2012] |
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