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IUBMB Comments 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.
Synonyms
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naaB
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4-nitro-6-oxohepta-2,4-dienedioate = 2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
spontaneous
-
-
-
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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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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4-nitro-6-oxohepta-2,4-dienedioate
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
Substrates: -
?
5-chlorosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + chloride
Substrates: -
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
5-nitrosalicylate + O2
4-nitro-6-oxohepta-2,4-dienedioate
Substrates: -
?
salicylate + O2
?
Substrates: -
?
additional information
?
-
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
Substrates: oxidation catalyzed by cell extracts requires 0.97 mol O2/mol 5-nitrosalicylate
?
5-nitrosalicylate + O2
2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite
Substrates: 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
?
additional information
?
-
Substrates: no substrates: 4-chlorocatechol, 4-nitrocatechol
?
additional information
?
-
-
Substrates: no substrates: 4-chlorocatechol, 4-nitrocatechol
?
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additional information
no requirement of NADPH
-
additional information
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no requirement of NADPH
-
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Fe2+
ultrafiltration abolishes the enzymatic activity against 5-nitrosalicylate, which is restored by addition of ferrous but not ferric ions
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2,2'-dipyridyl
1 mM, 98% loss of activity
o-phenanthroline
1 mM, complete loss of activity
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UniProt
brenda
Highest Expressing Human Cell Lines
Filter by:
Cell Line Links
Gene Links
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NAAB_BRASZ
207
0
23624
Swiss-Prot
-
A0A1Y5TRZ6_9PROT
211
0
24103
TrEMBL
-
A0A0N0XIH5_9NEIS
165
0
18105
TrEMBL
-
A0A0X1U7B4_ANAPI
113
0
12330
TrEMBL
-
A0A2J7W7T7_9BURK
192
0
22124
TrEMBL
-
A0A1B8YFN9_9GAMM
149
0
16753
TrEMBL
-
A0A1Y5TVC5_9PROT
210
0
24017
TrEMBL
-
A0A2H5W1J5_9BACT
169
0
19138
TrEMBL
-
A0A1V5FQF8_9BACT
123
0
13788
TrEMBL
-
A0A2H5VLH3_9BACT
169
0
19086
TrEMBL
-
A0A2S6Q5D9_9PROT
382
0
43321
TrEMBL
-
A0A0F7KTK2_9SPHN
371
0
42059
TrEMBL
-
A0A1Y2MV46_PSEAH
373
0
40943
TrEMBL
-
A0A2S5D220_LYSSH
182
0
20111
TrEMBL
-
A0A2K8QW18_9ACTN
355
0
40076
TrEMBL
-
A0A1M7YYZ8_9VIBR
170
0
19429
TrEMBL
-
A0A1Y2NIU2_STRPT
144
0
16026
TrEMBL
-
A0A6J5EC86_9BURK
200
0
21257
TrEMBL
-
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-20°C, 40% to 50% loss of original activity after 1 week of storage
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ultrafiltration abolishes the enzymatic activity against 5-nitrosalicylate, which is restored by addition of ferrous but not ferric ions
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Qu, Y.; Spain, J.C.
Biodegradation of 5-nitroanthranilic acid by Bradyrhizobium sp. strain JS329
Appl. Environ. Microbiol.
76
1417-1422
2010
Bradyrhizobium sp. (D3WZ86), Bradyrhizobium sp.
brenda
Qu, Y.; Spain, J.C.
Molecular and biochemical characterization of the 5-nitroanthranilic acid degradation pathway in Bradyrhizobium sp. strain JS329
J. Bacteriol.
193
3057-3063
2011
Bradyrhizobium sp. (D3WZ86), Bradyrhizobium sp.
brenda
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