KEGG   ENZYME: 1.13.11.64Help
Entry
EC 1.13.11.64               Enzyme                                 

Name
5-nitrosalicylate dioxygenase;
naaB (gene name);
5-nitrosalicylate:oxygen 1,2-oxidoreductase (decyclizing)
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
BRITE hierarchy
Sysname
5-nitrosalicylate:oxygen 1,2-oxidoreductase (ring-opening)
Reaction(IUBMB)
5-nitrosalicylate + O2 = 2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite (overall reaction) [RN:R10109];
(1a) 5-nitrosalicylate + O2 = 4-nitro-6-oxohepta-2,4-dienedioate [RN:R10110];
(1b) 4-nitro-6-oxohepta-2,4-dienedioate = 2-oxo-3-(5-oxofuran-2-ylidene)propanoate + nitrite (spontaneous) [RN:R10111]
Reaction(KEGG)
Substrate
5-nitrosalicylate [CPD:C19789];
O2 [CPD:C00007];
4-nitro-6-oxohepta-2,4-dienedioate [CPD:C20367]
Product
2-oxo-3-(5-oxofuran-2-ylidene)propanoate [CPD:C20366];
nitrite [CPD:C00088];
4-nitro-6-oxohepta-2,4-dienedioate [CPD:C20367]
Comment
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.
History
EC 1.13.11.64 created 2012
Reference
1  [PMID:20081004]
  Authors
Qu Y, Spain JC
  Title
Biodegradation of 5-nitroanthranilic acid by Bradyrhizobium sp. strain JS329.
  Journal
Appl. Environ. Microbiol. 76 (2010) 1417-22.
  Sequence
Reference
2  [PMID:21498645]
  Authors
Qu Y, Spain JC
  Title
Molecular and biochemical characterization of the 5-nitroanthranilic acid degradation pathway in Bradyrhizobium sp. strain JS329.
  Journal
J. Bacteriol. 193 (2011) 3057-63.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
UM-BBD (Biocatalysis/Biodegradation Database): 
BRENDA, the Enzyme Database: 

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