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Literature summary extracted from

  • Wang, S.; Huang, H.; Xie, K.; Xu, P.
    Identification of nicotine biotransformation intermediates by Agrobacterium tumefaciens strain S33 suggests a novel nicotine degradation pathway (2012), Appl. Microbiol. Biotechnol., 95, 1567-1578.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.5.3.5 (S)-6-hydroxynicotine + H2O + O2 Agrobacterium tumefaciens
-
 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2
-
 ?
1.5.3.5 (S)-6-hydroxynicotine + H2O + O2 Agrobacterium tumefaciens S33
-
 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2
-
 ?
1.5.3.5 additional information Agrobacterium tumefaciens transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview ?
-
 ?
1.5.3.5 additional information Agrobacterium tumefaciens S33 transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.5.3.5 Agrobacterium tumefaciens
-
 isolated from tobacco plant rhizosphere in Shandong Province, China
-
1.5.3.5 Agrobacterium tumefaciens S33
-
 isolated from tobacco plant rhizosphere in Shandong Province, China
-
1.5.3.5 Paenarthrobacter nicotinovorans
-
-
-
1.14.13.163 Agrobacterium tumefaciens
-
-
-
1.14.13.163 Agrobacterium tumefaciens S33
-
-
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.5.3.5 0.462
-
 strain S33, pH 7.0, 30°C Agrobacterium tumefaciens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.5.3.5 (S)-6-hydroxynicotine + H2O + O2
-
 Agrobacterium tumefaciens 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2
-
 ?
1.5.3.5 (S)-6-hydroxynicotine + H2O + O2
-
 Agrobacterium tumefaciens S33 1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one + H2O2
-
 ?
1.5.3.5 additional information transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview Agrobacterium tumefaciens ?
-
 ?
1.5.3.5 additional information measurement of enzyme activity using dichlorindophenol. 6-Hydroxypseudooxynicotine forms from 6-hydroxy-N-methylmyosmine non-enzymatically Agrobacterium tumefaciens ?
-
 ?
1.5.3.5 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 ?
-
 ?
1.5.3.5 additional information transformation of 6-hydroxy-L-nicotine to 6-hydroxy-N-methylmyosmine, 6-hydroxypseudooxynicotine formation, overview Agrobacterium tumefaciens S33 ?
-
 ?
1.5.3.5 additional information measurement of enzyme activity using dichlorindophenol. 6-Hydroxypseudooxynicotine forms from 6-hydroxy-N-methylmyosmine non-enzymatically Agrobacterium tumefaciens S33 ?
-
 ?
1.14.13.163 6-hydroxy-3-succinoylpyridine + 2 NADH + 2 H+ + O2
-
 Agrobacterium tumefaciens 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
-
 ?
1.14.13.163 6-hydroxy-3-succinoylpyridine + 2 NADH + 2 H+ + O2
-
 Agrobacterium tumefaciens S33 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.5.3.5 6-hydroxy-L-nicotine oxidase
-
 Agrobacterium tumefaciens
1.5.3.5 6-hydroxy-L-nicotine oxidase
-
 Paenarthrobacter nicotinovorans
1.5.3.5 6HLNO
-
 Agrobacterium tumefaciens
1.5.3.5 6HLNO
-
 Paenarthrobacter nicotinovorans
1.14.13.163 HSPH
-
 Agrobacterium tumefaciens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.5.3.5 30
-
 assay at Agrobacterium tumefaciens
1.5.3.5 30
-
 assay at Paenarthrobacter nicotinovorans

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.5.3.5 7 7.5 assay at Agrobacterium tumefaciens
1.5.3.5 7 7.5 assay at Paenarthrobacter nicotinovorans

General Information

EC Number General Information Comment Organism
1.5.3.5 metabolism pathways of nicotine degradation by bacteria Paenarthrobacter nicotinovorans
1.5.3.5 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
1.14.13.163 physiological function strain S33 can transform nicotine into renewable hydroxylated-pyridine intermediates by a special pathway, in which at least three intermediates, 6-hydroxy-L-nicotine, 6-hydroxy-3-succinoylpyridine, and 2,5-dihydroxypyridine, have potential to be further chemically modified into useful compounds. Strain S33 is able to transform nicotine to 6-hydroxy-pseudooxynicotine 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 Agrobacterium tumefaciens