Ligand 2-Nitrophenol

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Basic Ligand Information

Molecular Structure
Picture of 2-Nitrophenol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H5NO3
2-Nitrophenol
YPZRWBKMTBYPTK-BJDJZHNGSA-N
Synonyms:
1-Hydroxy-2-nitrobenzene, 6-nitrophenol, nitrophenolate, o-Nitrophenol
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
o-nitrophenyl alpha-D-galactopyranoside + H2O = o-nitrophenol + D-galactose
show the reaction diagram
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2-nitrophenyl phosphate + H2O = 2-nitrophenol + phosphate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
o-nitrophenol + NADH + O2 = catechol + nitrite + NAD+
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2-nitrophenol + NADH + H+ + O2 = ?
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2-nitrophenol + NADPH + H+ + O2 = ?
show the reaction diagram
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3'-phosphoadenylylsulfate + 2-nitrophenol = adenosine 3',5'-bisphosphate + 2-nitrophenyl sulfate
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3'-phosphoadenylylsulfate + 2-nitrophenol = adenosine 3',5'-bisphosphate + 2-nitrophenyl sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (180 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-nitrophenyl acetate + H2O = 2-nitrophenol + acetate
show the reaction diagram
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2-nitrophenyl acetate + H2O = 2-nitrophenol + acetate
show the reaction diagram
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2-nitrophenyl acetate + H2O = 2-nitrophenol + acetate
show the reaction diagram
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2-nitrophenyl acetate + H2O = 2-nitrophenol + acetate
show the reaction diagram
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o-nitrophenyl phosphate + H2O = o-nitrophenol + phosphate
show the reaction diagram
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2-nitrophenyl sulfate + H2O = 2-nitrophenol + sulfate
show the reaction diagram
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2-nitrophenyl sulfate + H2O = 2-nitrophenol + sulfate
show the reaction diagram
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2-nitrophenyl beta-D-glucopyranoside + H2O = 2-nitrophenol + D-glucose
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2-nitrophenyl beta-D-glucopyranoside + H2O = 2-nitrophenol + D-glucopyranose
show the reaction diagram
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2-nitrohenyl Xylbeta(1-4)Xylbeta(1-4)Xylbeta(1-4)Xyl + H2O = 2-nitrophenol + Xylbeta(1-4)Xylbeta(1-4)Xylbeta(1-4)Xyl
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2-nitrophenyl beta-D-glucopyranoside + H2O = 2-nitrophenol + D-glucopyranose
show the reaction diagram
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2-nitrophenyl-beta-D-glucopyranoside + H2O = 2-nitrophenol + D-glucopyranose
show the reaction diagram
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2-nitrophenyl-beta-D-glucopyranoside + H2O = 2-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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o-nitrophenyl-beta-D-mannopyranoside + H2O = o-nitrophenol + alpha-D-mannose
show the reaction diagram
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o-nitrophenyl-beta-D-glucuronide + H2O = o-nitrophenol + D-glucuronic acid
show the reaction diagram
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2-nitrophenyl alpha-L-fucopyranoside + H2O = 2-nitrophenol + alpha-L-fucopyranose
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2-nitrophenyl xylopyranoside + H2O = 2-nitrophenol + xylopyranose
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o-nitrophenyl-beta-D-galactopyranoside + H2O = o-nitrophenol + galactose + pyranose
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Galbeta(1-3)GalNAcalpha(1-)OC6H4-o-NO2 + H2O = Galbeta(1-3)GalNAc + o-nitrophenol
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2-nitrophenyl beta-D-glucopyranoside + H2O = 2-nitrophenol + D-glucose
show the reaction diagram
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2-nitrophenyl beta-D-galactopyranoside + H2O = 2-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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2-nitrophenyl beta-D-glucopyranoside + H2O = 2-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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p-nitrophenyl acetate + H2O = nitrophenolate + acetate
show the reaction diagram
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N-benzyloxycarbonyl-Gly 2-nitrophenyl ester + H2O = N-benzyloxycarbonyl-Gly + 2-nitrophenol
show the reaction diagram
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3-nitro-6-phenylacetaminobenzoic acid + H2O = 6-nitrophenol + ?
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(2-nitrophenyl)acetate + H2O = 2-nitrophenol + acetic acid
show the reaction diagram
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2-nitrophenyl phosphate + H2O = 2-nitrophenol + phosphate
show the reaction diagram
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2-nitrophenyl acetate + H2O = 2-nitrophenol + acetate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition above 0.02 mM
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competitive to catechol
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competitive inhibition
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product inhibition
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10 microM, 40-50% residual activity of NilFe, 90% residual activity of NilCo
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.000459
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at pH 7.5 and 30°C

KM Value (5 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.3284
-
in 50 mM MES buffer (pH 6.4), at 22°C
0.008
-
-
0.312
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at pH 7.5 and 30°C

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
6.1
-
at pH 7.0 and 55°C
6.1
-
-
0.0093
-
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IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.005
-
+/- 0.001, NilFe

References & Links

Links to other databases for 2-Nitrophenol

ChEBI
PubChem
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PubChem