Ligand benzoic acid

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Basic Ligand Information

Molecular Structure
Picture of benzoic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H6O2
benzoic acid
WPYMKLBDIGXBTP-UHFFFAOYSA-N
Synonyms:
aromatic acid, Benzoate, Substituted benzoates, Substituted benzoic acids


Show all pahtways known for Show all BRENDA pathways known for benzoic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzoic acid + H2O2 = benzaldehyde + H2O + O2
show the reaction diagram
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S-adenosyl-L-methionine + benzoate = S-adenosyl-L-homocysteine + methyl benzoate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NADP+ + H2O = benzoate + NADPH
show the reaction diagram
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aromatic aldehyde + O2 + H2O = aromatic acid + H2O2
show the reaction diagram
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-
Benzoyl-CoA + H2O = Benzoate + CoA
show the reaction diagram
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hippurate + H2O = benzoate + glycine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzoic acid + H2O2 = ?
show the reaction diagram
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benzoate + O2 = 3-hydroxy-6-oxoheptadienoic acid
show the reaction diagram
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benzoate + NAD(P)H + O2 + H2O = benzoate dihydrodiol + ?
show the reaction diagram
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S-adenosyl-L-methionine + benzoate = S-adenosyl-L-homocysteine + methyl benzoate
show the reaction diagram
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S-adenosyl-L-methionine + benzoate = S-adenosyl-L-homocysteine + methyl benzoate
show the reaction diagram
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UDP-alpha-D-glucose + benzoic acid = UDP + 1-O-benzoyl-beta-D-glucose
show the reaction diagram
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UDPglucose + benzoate = UDP + benzoyl-beta-D-glucose
show the reaction diagram
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UDP-glucose + benzoic acid = UDP + benzoyl-beta-D-glucoside
show the reaction diagram
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UDP-alpha-D-glucose + benzoic acid = ?
show the reaction diagram
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sucrose + benzoic acid = 1-O-benzoyl-alpha-D-glucopyranoside + 2-O-benzoyl-alpha-D-glucopyranoside + 2-O-benzoyl-beta-D-glucopyranoside + D-fructose
show the reaction diagram
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UDPalpha-D-glucose + benzoic acid = UDP + 1-O-benzoyl-beta-D-glucose
show the reaction diagram
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ATP + benzoate = ?
show the reaction diagram
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eugenol + benzoic acid = eugenyl benzoate
show the reaction diagram
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ATP + benzoate + CoA = AMP + benzoyl-CoA + diphosphate
show the reaction diagram
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Benzoate + CoA + ATP = Benzoyl-CoA + AMP + diphosphate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (250 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NADP+ = benzoic acid + NADPH
show the reaction diagram
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benzaldehyde + O2 = benzoic acid + H2O2
show the reaction diagram
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-
benzaldehyde + acceptor + H2O = benzoic acid + reduced acceptor
show the reaction diagram
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5-phenylheme + electron donor + O2 = biliverdin IXalpha + Fe2+ + CO + oxidized eletron donor + H2O + benzoic acid
show the reaction diagram
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benzaldehyde + H2O + O2 = benzoate + H2O2
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoic acid + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + 2 H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NADP+ + H2O = benzoate + NADPH + H+
show the reaction diagram
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benzaldehyde + NADP+ + H2O = benzoate + NADPH + 2 H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
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benzaldehyde + 2,6-dichloroindophenol = benzoic acid + H2O2
show the reaction diagram
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benzaldehyde + oxidized 2,6-dichloroindophenol + H2O = benzoic acid + reduced 2,6-dichloroindophenol
show the reaction diagram
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benzaldehyde + a quinone + H2O = benzoate + a quinol
show the reaction diagram
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benzoylcholine + H2O = benzoate + choline
show the reaction diagram
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4-nitrophenyl benzoate + H2O = 4-nitrophenol + benzoate
show the reaction diagram
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benzoyl-CoA + H2O = CoA + benzoate
show the reaction diagram
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benzoyl-CoA + H2O = CoA + benzoate
show the reaction diagram
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Benzoyl-CoA + H2O = Benzoate + CoA
show the reaction diagram
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N-benzoyl-D-Ala + H2O = benzoate + D-Ala
show the reaction diagram
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benzoyl-L-glutamic acid + H2O = benzoate + glutamate
show the reaction diagram
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4-nitrophenyl benzoate + H2O = 4-nitrophenol + benzoate
show the reaction diagram
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benzyloxycarbonyl-L-Lys benzoyl ester + H2O = benzyloxycarbonyl-L-Lys + benzoate
show the reaction diagram
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Nalpha-benzoyl-L-Arg + H2O = benzoic acid + L-Arg
show the reaction diagram
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benzylpenicillin + H2O = benzoate + 6-aminopenicillanate
show the reaction diagram
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Nalpha-benzoyl-L-ornithine + H2O = benzoate + ornithine
show the reaction diagram
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benzamide + H2O = benzoate + NH3
show the reaction diagram
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benzoyl agmatine + H2O = benzoic acid + agmatine
show the reaction diagram
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N-benzoyl-L-glutamate + H2O = benzoate + L-glutamate
show the reaction diagram
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N-benzoylglycine + H2O = benzoate + glycine
show the reaction diagram
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benzylcarbamate + H2O = CO2 + NH3 + benzoate
show the reaction diagram
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benzoyl adenylate + H2O = benzoic acid + AMP
show the reaction diagram
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2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoic acid + H2O = benzoic acid + 2-hydroxypenta-2,4-dienoic acid
show the reaction diagram
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2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoate + H2O = 2-hydroxypenta-2,4-dienoate + benzoate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
134% relative activity at 10 mM
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enhances NADH-peroxidase activity in the presence of Mn2+
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increases the rate of NADP oxidation by 4-hydroxybenzoate, no hydroxylation during subsequent reoxidation by O2
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stimulates
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Inhibitor in Enzyme-catalyzed Reactions (103 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.03 mM: 40% inhibition; 40% inhibition of the reductive reaction at 0.03 mM
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48.4% inhibition at 0.015 mM, active site binding structure
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competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
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competitive inhibitor
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competitive inhibition
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non-competitive with respect to either NAD+ or benzaldehyde
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inhibits reduction of (E)-2-methyl-2-butenoate
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0.1 mM, 98% inhibition
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complete inhibition at 1 mM
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competitive
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88% inhibition at 1 mM
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5 mM, 31% loss of activity
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competitive with respect to 1-napththalenemethanol
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83.1% residual activity at 1 mM
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greatly inhibits the enzyme activity
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inhibition of cytosolic enzyme
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inhibits amidase and esterase activity
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weak
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competitive inhibitor; competitive inhibitor
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34 mM, 63% inhibition
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uncompetitive inhibition of enzyme form PAL68, non-competitive inhibition of enzyme form PAL116
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maximal inhibition of 2% (highest inhibition achieved relative to that in absence of inhibitor by varying the concentration of the inhibitor at a given concentration of other substrates pyruvate 0.5 mM and 0.4 mM L-aspartate-4-semialdehyde), in a coupled assay with recombinant dihydrodipicolinate reductase
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competitive inhibitor of butyrate
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Metals and Ions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (92 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (15 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (40 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
5.1
-
-
0.5026
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34.04
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chitosan-chitin nanowhiskers supported lipase, pH not specified in the publication, 50°C
0.007
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Ki Value (19 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.9
-
-
9.9
-
-
3.1
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
3.1
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0.53
-
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1.7
-
-
0.28
-
pH 7, 37°C
0.033
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pH 7.6, 25°C, recombinant wild-type enzyme; pH 7.6, 25°C, recombinant wild-type enzyme

IC50 Value (8 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1.2
-
-
0.016
-
pH and temperature not specified in the publication

References & Links

Links to other databases for benzoic acid

ChEBI
PubChem
ChEBI
PubChem