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Enzyme Nomenclature
Information on EC 1.13.11.64 - 5-nitrosalicylate dioxygenase
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The expected taxonomic range for this enzyme is: Bradyrhizobium
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EC NUMBER 
COMMENTARY 
1.13.11.64
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RECOMMENDED NAME
GeneOntology No.
5-nitrosalicylate dioxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
4-nitro-6-oxohepta-2,4-dienedioate = 2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
spontaneous
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-
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5-nitrosalicylate + O2 = 2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
overall reaction
-
-
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5-nitrosalicylate + O2 = 4-nitro-6-oxohepta-2,4-dienedioate
(1a)
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-
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SYSTEMATIC NAME
IUBMB Comments
5-nitrosalicylate:oxygen 1,2-oxidoreductase (decyclizing)
The enzyme, characterized from the soil bacterium Bradyrhizobium sp. JS329, is involved in the pathway of 5-nitroanthranilate degradation. It is unusual in being able to catalyse the ring fission without the requirement for prior removal of the nitro group. The product undergoes spontaneous lactonization, with concurrent elimination of the nitro group.
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-nitro-6-oxohepta-2,4-dienedioate
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
-
2nd step of reaction, spontaneous
-
?
4-nitro-6-oxohepta-2,4-dienedioate
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
-
2nd step of reaction, spontaneous
-
?
5-chlorosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + chloride
-
-
overall reaction
-
?
5-chlorosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + chloride
-
-
overall reaction
-
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
oxidation catalyzed by cell extracts requires 0.97 mol O2/mol 5-nitrosalicylate
overall reaction
-
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
-
results are consistent with a dioxygenase-catalyzed ring opening followed by spontaneous lactonization and nitrite elimination and enzyme-catalyzed hydrolysis of the lactone to produce maleylpyruvate
overall reaction. The initial ring fission product of 5-nitrosalicylate dioxygenation is spontaneously and rapidly cyclized to form lactones, accompanied by the release of NO2-
-
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
oxidation catalyzed by cell extracts requires 0.97 mol O2/mol 5-nitrosalicylate
overall reaction
-
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
-
results are consistent with a dioxygenase-catalyzed ring opening followed by spontaneous lactonization and nitrite elimination and enzyme-catalyzed hydrolysis of the lactone to produce maleylpyruvate
overall reaction. The initial ring fission product of 5-nitrosalicylate dioxygenation is spontaneously and rapidly cyclized to form lactones, accompanied by the release of NO2-
-
?
5-nitrosalicylate + O2
4-nitro-6-oxohepta-2,4-dienedioate
-
1st step of reaction
-
?
5-nitrosalicylate + O2
4-nitro-6-oxohepta-2,4-dienedioate
-
1st step of reaction
-
?
additional information
?
-
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no substrates: 4-chlorocatechol, 4-nitrocatechol
-
-
-
additional information
?
-
-
no substrates: 4-chlorocatechol, 4-nitrocatechol
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-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Fe2+
-
ultrafiltration abolishes the enzymatic activity against 5-nitrosalicylate, which is restored by addition of ferrous but not ferric ions
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ultrafiltration abolishes the enzymatic activity against 5-nitrosalicylate, which is restored by addition of ferrous but not ferric ions
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LINKS TO OTHER DATABASES (specific for EC-Number 1.13.11.64)
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