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• • Molecular Structure
  • Sum Formula
  • BRENDA Name
  • Synonyms
  • InChIKey
  • Pathways
• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
  • Links

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Ligand nitrosobenzene

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.7.1.16

nitrosobenzene + NADPH + H+ = N-hydroxyaniline + NADP+ + H2O

740596

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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.2.3

aniline + cumene hydroperoxide = nitrosobenzene + ?

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Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.7.1.16

nitrosobenzene + NADPH + H+ = N-hydroxyaniline + NADP+ + H2O

740596

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2.2.1.7

pyruvate + nitrosobenzene = ? + CO2

735946

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2.2.1.7

pyruvate + nitrosobenzene = N-hydroxy-N-phenylacetamide + CO2

735946

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2.2.1.7

2 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.11.2.3

aniline + cumene hydroperoxide = nitrosobenzene + ?

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Inhibitor in Enzyme-catalyzed Reactions (4 results)

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Show Inhibitors (4 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.2.1.7

weak inhibitory activity

735946

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2.3.1.5

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%

686079

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2.3.1.5

-

686079

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2.3.1.5

2 entries

3.1.1.64

strong inhibition of isomerohydrolase activity in vitro at 0.2 mM

714267

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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

3.2.1.17

3hu9, 3D-view

Enzyme Kinetic Parameters

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.5

0.54

-

-

686079

2.3.1.5

0.54

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recombinant NAT1

686079

2.3.1.5

2 entries

IC₅₀ Value (3 results)

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Show IC50 Value (3 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.2.1.7

0.208

-

at pH 8.0 and 37°C

735946

2.3.1.5

0.237

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-

686079

2.3.1.5

0.237

-

HeLa cell NAT1

686079

2.3.1.5

2 entries

References & Links

Literature References (4)

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Show Reference (4 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

686079

18759501

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

714267

21736383

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

735946

23824585

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

740596

7601851

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

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Show Links (1 entry)

ChEBI

PubChem

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