KEGG ENZYME: 1.13.11.64

ENZYME: 1.13.11.64

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

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)

R10109 R10110 R10111

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

Orthology

K18250

5-nitrosalicylate dioxygenase

Reference

1 [PMID:20081004]

Authors

Qu Y, Spain JC

Title

Biodegradation of 5-nitroanthranilic acid by Bradyrhizobium sp. strain JS329.

Journal