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Ligand nitrosobenzene Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Basic Ligand Information Molecular Structure
C6 H5 NO
nitrosobenzene
NLRKCXQQSUWLCH-UHFFFAOYSA-N
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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nitrosobenzene + NADPH + H+ = N-hydroxyaniline + NADP+ + H2O
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)
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aniline + cumene hydroperoxide = nitrosobenzene + ?
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Substrate in Enzyme-catalyzed Reactions (3 results)
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nitrosobenzene + NADPH + H+ = N-hydroxyaniline + NADP+ + H2O
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pyruvate + nitrosobenzene = ? + CO2
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pyruvate + nitrosobenzene = N-hydroxy-N-phenylacetamide + CO2
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Product in Enzyme-catalyzed Reactions (1 result)
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aniline + cumene hydroperoxide = nitrosobenzene + ?
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Inhibitor in Enzyme-catalyzed Reactions (4 results)
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weak inhibitory activity
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less potent inactivator of NAT1, NAT1 with nitrosobenzene causes 59% inhibition of the enzyme, whereas the presence of AcCoA lowers the extent of inhibition to 13%
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strong inhibition of isomerohydrolase activity in vitro at 0.2 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)
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Enzyme Kinetic Parameters
Ki Value (2 results)
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IC50 Value (3 results)
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0.208
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at pH 8.0 and 37°C
References & Links Literature References (4)
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Human Arylamine N-Acetyltransferase 1: In Vitro and Intracellular Inactivation by Nitrosoarene Metabolites of Toxic and Carcinogenic Arylamines
2008
Liu, L.; Wagner, C.R.; Hanna, P.E.
Chem. Res. Toxicol.
21
2005-2016
Aromatic lipophilic spin traps effectively inhibit RPE65 isomerohydrolase activity
2011
Poliakov, E.; Parikh, T.; Ayele, M.; Kuo, S.; Chander, P.; Gentleman, S.; Redmond, T.M.
Biochemistry
50
6739-6741
DXP synthase-catalyzed C-N bond formation: nitroso substrate specificity studies guide selective inhibitor design
2013
Morris, F.; Vierling, R.; Boucher, L.; Bosch, J.; Freel Meyers, C.L.
ChemBioChem
14
1309-1315
Purification and characterization of nitrobenzene nitroreductase from Pseudomonas pseudoalcaligenes JS45
1995
Somerville, C.C.; Nishino, S.F.; Spain, J.C.
J. Bacteriol.
177
3837-3842
Links to other databases for nitrosobenzene