Ligand pseudooxynicotine
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Basic Ligand Information
C10H14N2O
pseudooxynicotine
SGDIDUFQYHRMPR-UHFFFAOYSA-N
1-(pyrid-3-yl)-4-(methylamino)-butan-1-one, 4-(methylamino)-1-(pyridin-3-yl)butan-1-one
Related pathways
MetaCyc
nicotine degradation II (pyrrolidine pathway), nicotine degradation IV
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)
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pseudooxynicotine + H2O + 2 ferricytochrome c protein CycN = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 ferrocytochrome c protein CycN + 2 H+
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pseudooxynicotine + H2O + ? = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + ?
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)
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(S)-nicotine + acceptor + H2O = pseudooxynicotine + reduced acceptor
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Substrate in Enzyme-catalyzed Reactions (3 results)
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4-(methylamino)-1-(pyridin-3-yl)butan-1-one + H2O + 2 ferricytochrome c = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 ferrocytochrome c + 2 H+
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pseudooxynicotine + H2O + 2 ferricytochrome c protein CycN = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 ferrocytochrome c protein CycN + 2 H+
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pseudooxynicotine + H2O + ? = 4-oxo-4-(pyridin-3-yl)butanal + methylamine + ?
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Product in Enzyme-catalyzed Reactions (3 results)
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(R)-nicotine + H2O + O2 = 1-(pyrid-3-yl)-4-(methylamino)-butan-1-one + H2O2
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(RS)-nicotine + acceptor + H2O = pseudooxynicotine + reduced acceptor
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(S)-nicotine + acceptor + H2O = pseudooxynicotine + reduced acceptor
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (2 results)
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0.79
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at pH 8.5 and 30°C
151
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pH 8.0, temperature not specified in the publication
KM Value (2 results)
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0.073
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at pH 8.5 and 30°C
0.247
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pH 8.0, temperature not specified in the publication
References & Links
Literature References (4)
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Functional identification of two novel genes from Pseudomonas sp. strain HZN6 involved in the catabolism of nicotine
2012
Qiu, J.; Ma, Y.; Wen, Y.; Chen, L.; Wu, L.; Liu, W.
Appl. Environ. Microbiol.
78
2154-2160
Cloning of a novel nicotine oxidase gene from Pseudomonas sp. strain HZN6 whose product nonenantioselectively degrades nicotine to pseudooxynicotine
2013
Qiu, J.; Ma, Y.; Zhang, J.; Wen, Y.; Liu, W.
Appl. Environ. Microbiol.
79
2164-2171
The enzyme pseudooxynicotine amine oxidase from Pseudomonas putida S16 is not an oxidase, but a dehydrogenase
2022
Choudhary, V.; Wu, K.; Zhang, Z.; Dulchavsky, M.; Barkman, T.; Bardwell, J.; Stull, F.
J. Biol. Chem.
298
102251
Characterization of pseudooxynicotine amine oxidase of Pseudomonas putida S16 that is crucial for nicotine degradation
2015
Hu, H.; Wang, W.; Tang, H.; Xu, P.
Sci. Rep.
5
17770
Links to other databases for pseudooxynicotine