Ligand benzaldehyde

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Basic Ligand Information

Molecular Structure
Picture of benzaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H6O
benzaldehyde
HUMNYLRZRPPJDN-UHFFFAOYSA-N
Synonyms:
ArCHO, aromatic aldehyde, benzaladehyde, benz aldehyde, benzoic aldehyde, benzylaldehyde, benzyl aldehyde

Show all pahtways known for Show all pathways known for benzaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NAD(P)H + H+ = benzyl alcohol + NAD(P)+
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 + 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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pyruvate + benzaldehyde = (R)-phenylacetylcarbinol + CO2
show the reaction diagram
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cyanide + benzaldehyde = (R)-mandelonitrile
show the reaction diagram

In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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-
aromatic amine + 1/2 O2 = aromatic aldehyde + NH3 + H2O
show the reaction diagram
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benzoic acid + H2O2 = benzaldehyde + H2O + O2
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benzylamine + H2O + O2 = benzaldehyde + NH3 + H2O2
show the reaction diagram
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(R)-mandelonitrile = cyanide + benzaldehyde
show the reaction diagram
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2-hydroxy-1,2-diphenylethanone = benzaldehyde
show the reaction diagram
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mandelonitrile = HCN + benzaldehyde
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (181 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADP+ = benzoic acid + NADPH
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADPH + H+
show the reaction diagram
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benzaldehyde + NAD(P)H = benzyl alcohol + NAD(P)+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
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benzaldehyde + NADH + H+ = benzyl alcohol + NAD+
show the reaction diagram
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benzaldehyde + O2 = benzoic acid + H2O2
show the reaction diagram
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benzaldehyde + H2O2 = benzoic acid + H2O
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 + 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+
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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
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benzaldehyde + oxidized 2,6-dichloroindophenol + H2O = benzoic acid + reduced 2,6-dichloroindophenol
show the reaction diagram
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acetaldehyde + benzaldehyde = (R)-phenylacetylcarbinol
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benzaldehyde + a quinone + H2O = benzoate + a quinol
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benzaldehyde + ortho-xylylenediamine = benzylamine + ?
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benzaldehyde + acetylacetone = 3-benzylidenepentane-2,4-dione
show the reaction diagram
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L-kynurenine + benzaldehyde = (2S,4R)-2-amino-4-hydroxy-4-phenylbutanoic acid + ?
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benzaldehyde + CO2 = (R)-benzoin
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benzaldehyde = ?
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pyruvate + benzaldehyde = ?
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glycine + benzaldehyde = L-threo-3-phenylserine + L-erythro-3-phenylserine
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D-ribulose 5-phosphate + benzaldehyde = ?
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HCN + benzaldehyde = (R)-mandelonitrile
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cyanide + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
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benzaldehyde + fumarate = benzoylsuccinate
show the reaction diagram
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benzaldehyde + HCN = ? + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (112 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzylalcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + oxidized 3-acetylpyridine adenine dinucleotide + H+ = benzaldehyde + reduced 3-acetylpyridine adenine dinucleotide
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benzyl alcohol + NAD+ = benzaldehyde + NADH + H+
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benzylalcohol + NAD+ = benzaldehyde + NADH
show the reaction diagram
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benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
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benzyl alcohol + ferricytochrome c = benzaldehyde + ferrocytochrome c + H+
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
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benzyl alcohol + N,N,N',N'-tetramethyl-p-phenylenediamine = benzaldehyde + ?
show the reaction diagram
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aromatic amine + 1/2 O2 = aromatic aldehyde + NH3 + H2O
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(1E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-1-en-1-yl benzoate + O2 = 4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one + CO2 + benzaldehyde
show the reaction diagram
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benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
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benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
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benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
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benzylamine + H2O + O2 = benzaldehyde + NH3 + H2O2
show the reaction diagram
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N-benzyladenine + electron acceptor = benzaldehyde + adenine + reduced electron acceptor
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phenylnitromethane + O2 = benzaldehyde + HNO2
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2-oxobutyrate + benzylamine = L-homoalanine + benzaldehyde
show the reaction diagram
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pyruvate + benzylamine = L-alanine + benzaldehyde
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2,6-dihydroxy-6-phenylhexa-2,4-dienoate = benzaldehyde + (2E)-2-hydroxypenta-2,4-dienoic acid
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oxo(phenyl)acetic acid = benzaldehyde + CO2
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(R)-mandelonitrile = cyanide + benzaldehyde
show the reaction diagram
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(S)-Mandelonitrile = Cyanide + benzaldehyde
show the reaction diagram
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benzylidenepyruvate + H2O = benzaldehyde + pyruvate
show the reaction diagram
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DL-threo-beta-phenylserine + H2O = glycine + benzaldehyde
show the reaction diagram
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4-hydroxy-2-oxo-4-benzylbutanoate = benzaldehyde + pyruvate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
no activity with 200 mg m/L benzaldehyde. Reaction conducted with 50 mg benzaldehyde results in a 90% conversion after 45 min
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Inhibitor in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% inhibition at 2 mM
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slight inhibition
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substrate inhibition
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1 mM, 51% inhibition
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strong competitive inhibitor
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inhibits isozyme AHAS II, not isozyme AHAS I
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potent inhibitor, 1 mg/ml bovine serum albumin protects
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greatly inhibits the enzyme activity
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competitive inhibition
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nearly complete inhibition at 10 mM
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leads to a complete and irreversible deactivation of the enzyme within 2 h incubation
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3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (77 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
54.4
-
pH 7.0, 25°C
1.05
-
1 mM
0.5
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wild type enzyme, at 24°C, 0.1 M sodium phosphate buffer, pH 6.0
0.9
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100 mM H2NaPO4 pH 7.5, 100 mM NaCl, 20 mM 2-mercaptoethanol, 2 mM NAD+
0.2
-
wild-type
0.16
-
pH 7.5
4.52
-
pH 8.4, 28°C, cosubstrate NADP+
4.6
-
apparent Kcat
0.019
-
in 50 mM Tris-HCl (pH 7.5), at 25°C
17.37
-
pH 8.0, 37°C, cofactor: NAD+
720
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pH 8.4, 85°C, benzyl viologen as electron acceptor
1700
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pH 5.5
0.000001
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pH 7.5, K133Q/T161K mutant

KM Value (191 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.05
-
-
5.2
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pH 7.0, 25°C
1.69
-
1 mM
1.8
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pH 7.2, temperature not specified in the publication
7
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wild type enzyme, at 24°C, 0.1 M sodium phosphate buffer, pH 6.0
0.00023
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-
0.15
-
100 mM H2NaPO4 pH 7.5, 100 mM NaCl, 20 mM 2-mercaptoethanol, 2 mM NAD+
0.46
-
-
0.008
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pH 7.5
1.44
-
-
0.32
-
-
4.15
-
in 50 mM Tris-HCl (pH 7.5), at 25°C
0.46
-
in 100 mM glycine-NaOH (pH 9.2), at 25°C
0.5
-
isoform A
5.37
-
pH 8.0, 37°C, cofactor: NAD+
0.057
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pH 8.4, 85°C, benzyl viologen as electron acceptor
0.395
-
70°C, pH 8.0
26.3
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pH 7.5, K133Q/T161K mutant
8.98
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at pH 7.0, 30°C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
81
-
pH 6.1, 30°C
0.006
-
apparent Ki-value, pH 9.6, temperature not specified in the publication; in glycine-KOH buffer (100 mM, pH 9.6), temperature not specified in the publication
0.7
-
-
0.003
-
at pH 7.0 and 37°C
1.4
-
isozyme AHAS II
0.0206
-
wild type enzyme, in 50 mM sodium phosphate (pH 7.5), at 25°C
0.37
-
in 50 mM phosphate buffer pH 6.0, at 22°C; in 50 mM phosphate buffer pH 6.0, at 25°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.8
-
-

References & Links

Links to other databases for benzaldehyde

ChEBI
PubChem
ChEBI
PubChem