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Literature summary for 1.5.3.5 extracted from
- Identification of nicotine biotransformation intermediates by Agrobacterium tumefaciens strain S33 suggests a novel nicotine degradation pathway (2012), Appl. Microbiol. Biotechnol., 95, 1567-1578.
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (S)-6-hydroxynicotine + H2O + O2 | Agrobacterium tumefaciens | - |
1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2 | - |
? |  |
| (S)-6-hydroxynicotine + H2O + O2 | Agrobacterium tumefaciens S33 | - |
1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2 | - |
? | |
| additional information | Agrobacterium tumefaciens | transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview | ? | - |
? | |
| additional information | Agrobacterium tumefaciens S33 | transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview | ? | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Agrobacterium tumefaciens | - |
isolated from tobacco plant rhizosphere in Shandong Province, China | - |
| Agrobacterium tumefaciens S33 | - |
isolated from tobacco plant rhizosphere in Shandong Province, China | - |
| Paenarthrobacter nicotinovorans | - |
- |
- |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| 0.462 | - |
strain S33, pH 7.0, 30°C | Agrobacterium tumefaciens |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (S)-6-hydroxynicotine + H2O + O2 | - |
Agrobacterium tumefaciens | 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2 | - |
? | |
| (S)-6-hydroxynicotine + H2O + O2 | - |
Agrobacterium tumefaciens S33 | 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2 | - |
? | |
| additional information | transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview | Agrobacterium tumefaciens | ? | - |
? | |
| additional information | measurement of enzyme activity using dichlorindophenol. 6-Hydroxypseudooxynicotine forms from 6-hydroxy-N-methylmyosmine non-enzymatically | Agrobacterium tumefaciens | ? | - |
? | |
| additional information | synthesis of 6-hydroxy-N-methylmyosmine and 6-hydroxy-pseudooxynicotine from 6-hydroxy-L-nicotine. 6-Hydroxypseudooxynicotine forms from 6-hydroxy-N-methylmyosmine non-enzymatically | Paenarthrobacter nicotinovorans | ? | - |
? | |
| additional information | transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview | Agrobacterium tumefaciens S33 | ? | - |
? | |
| additional information | measurement of enzyme activity using dichlorindophenol. 6-Hydroxypseudooxynicotine forms from 6-hydroxy-N-methylmyosmine non-enzymatically | Agrobacterium tumefaciens S33 | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 6-hydroxy-L-nicotine oxidase | - |
Agrobacterium tumefaciens |
| 6-hydroxy-L-nicotine oxidase | - |
Paenarthrobacter nicotinovorans |
| 6HLNO | - |
Agrobacterium tumefaciens |
| 6HLNO | - |
Paenarthrobacter nicotinovorans |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Agrobacterium tumefaciens |
| 30 | - |
assay at | Paenarthrobacter nicotinovorans |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7 | 7.5 | assay at | Agrobacterium tumefaciens |
| 7 | 7.5 | assay at | Paenarthrobacter nicotinovorans |
General Information
| General Information | Comment | Organism |
|---|---|---|
| metabolism | pathways of nicotine degradation by bacteria | Paenarthrobacter nicotinovorans |
| metabolism | the enzyme is involved in nicotine degradation, five hydroxylated-pyridine intermediates during the cell growth on nicotine and during transformation of nicotine within resting cells, overview. Agrobacterium strain S33 employs a novel pathway that is different from the two characterized pathways described in Arthrobacter and Pseudomonas. Agrobacterium strain S33 is able to transform nicotine to 6-hydroxypseudooxynicotine first via the pyridine pathway through 6-hydroxy-L-nicotine and 6-hydroxy-N-methylmyosmine, and then, it turns to the pyrrolidine pathway with the formation of 6-hydroxy-3-succinoylpyridine and 2,5-dihydroxypyridine. The cell extract can transform 6-hydroxypseudooxynicotine into 6-hydroxy-3-succinoylpyridine by coupling with 6-hydroxy-Lnicotine oxidation reaction by 6-hydroxy-L-nicotine oxidase. Pathways of nicotine degradation by bacteria,, overview | Agrobacterium tumefaciens |
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