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PMID:21498645
| Citation |
Qu, Y and Spain, JC (2011) Molecular and biochemical characterization of the 5-nitroanthranilic acid degradation pathway in Bradyrhizobium sp. strain JS329. J. Bacteriol. 193:3057-63 |
|---|---|
| Abstract |
Biodegradation pathways of synthetic nitroaromatic compounds and anilines are well documented, but little is known about those of nitroanilines. We previously reported that the initial step in 5-nitroanthranilic acid (5NAA) degradation by Bradyrhizobium sp. strain JS329 is a hydrolytic deamination to form 5-nitrosalicylic acid (5NSA), followed by ring fission catalyzed by 5NSA dioxygenase. The mechanism of release of the nitro group was unknown. In this study, we subcloned, sequenced, and expressed the genes encoding 5NAA deaminase (5NAA aminohydrolase, NaaA), 5NSA dioxygenase (NaaB) and lactonase (NaaC), the key genes responsible for 5NAA degradation. Sequence analysis and enzyme characterization revealed that NaaA is a hydrolytic metalloenzyme with a narrow substrate range. The nitro group is spontaneously eliminated as nitrite concomitant with the formation of a lactone from the ring fission product of 5NSA dioxygenation. The elimination of the nitro group during lactone formation is a previously unreported mechanism for denitration of nitro aliphatic compounds. |
| Links |
PubMed PMC3133195 Online version:10.1128/JB.01188-10 |
| Keywords |
Aminohydrolases/genetics; Aminohydrolases/metabolism; Bacterial Proteins/genetics; Bacterial Proteins/metabolism; Biodegradation, Environmental; Bradyrhizobium/metabolism; Cloning, Molecular; Environmental Pollutants/metabolism; Gene Expression Regulation, Bacterial/physiology; Molecular Sequence Data; Molecular Structure; ortho-Aminobenzoates/chemistry; ortho-Aminobenzoates/metabolism |
| edit table |
Significance
Annotations
| Gene product | Qualifier | GO Term | Evidence Code | with/from | Aspect | Extension | Notes | Status |
|---|---|---|---|---|---|---|---|---|
|
enables |
GO:0051213: dioxygenase activity |
ECO:0000314: direct assay evidence used in manual assertion |
F |
Seeded From UniProt |
complete | |||
| GO:0051213: dioxygenase activity |
ECO:0000314: |
F |
Fig 3 shows biotransformation of 5-NSA and 5-CSA by E.coli cell extract containing Naab (having dioxygenase activity) from Bradyrhizobium. |
complete | ||||
| GO:0046573: lactonohydrolase activity |
ECO:0000314: |
F |
Fig 4 shows biotransformation of lactones by E. coli cell extract containing NaaC (having lactone hydrolase activity) from Bradyrhizobium. |
complete | ||||
|
enables |
GO:0046573: lactonohydrolase activity |
ECO:0000314: direct assay evidence used in manual assertion |
F |
Seeded From UniProt |
complete | |||
See also
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