Any feedback?
Please rate this page
(ligand.php)
(0/150)

BRENDA support

Ligand benzaldehyde

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

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, benzyladehyde, benzylaldehyde, benzyl aldehyde, phenylaldehyde


Show all pahtways known for Show all BRENDA pathways known for benzaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NADPH + H+ = benzylalcohol + NADP+
show the reaction diagram
-
benzaldehyde + NAD(P)H + H+ = benzyl alcohol + NAD(P)+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
aromatic aldehyde + O2 + H2O = aromatic acid + H2O2
show the reaction diagram
-
pyruvate + benzaldehyde = (R)-phenylacetylcarbinol + CO2
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
-
benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
-
aromatic amine + 1/2 O2 = aromatic aldehyde + NH3 + H2O
show the reaction diagram
-
benzoic acid + H2O2 = benzaldehyde + H2O + O2
show the reaction diagram
-
benzylamine + H2O + O2 = benzaldehyde + NH3 + H2O2
show the reaction diagram
-
mandelonitrile = HCN + benzaldehyde
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (259 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADPH + H+ = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADP+ = benzoic acid + NADPH
show the reaction diagram
-
benzaldehyde + NADPH + H+ = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADPH = benzyl alcohol + NADP+
show the reaction diagram
-
benzaldehyde + NADH + H+ = benzyl alcohol + NAD+
show the reaction diagram
-
benzaldehyde + O2 = benzoic acid + H2O2
show the reaction diagram
-
benzaldehyde + H2O2 = benzoic acid + H2O
show the reaction diagram
-
benzaldehyde + H2O + O2 = benzoate + H2O2
show the reaction diagram
-
acetaldehyde + benzaldehyde = (R)-phenylacetylcarbinol
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoic acid + NADH + H+
show the reaction diagram
-
benzaldehyde + NADP+ + benzoyladenosine 5'-monophosphate + phosphate = benzoate + NADPH + ATP
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + 2 H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NADP+ + H2O = benzoate + NADPH + H+
show the reaction diagram
-
benzaldehyde + NADP+ + H2O = benzoate + NADPH + 2 H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + NAD+ + H2O = benzoate + NADH + H+
show the reaction diagram
-
benzaldehyde + 2,6-dichloroindophenol = benzoic acid + H2O2
show the reaction diagram
-
benzaldehyde + oxidized 2,6-dichloroindophenol + H2O = benzoic acid + reduced 2,6-dichloroindophenol
show the reaction diagram
-
acetaldehyde + benzaldehyde = (R)-phenylacetylcarbinol
show the reaction diagram
-
benzaldehyde + a quinone + H2O = benzoate + a quinol
show the reaction diagram
-
benzaldehyde + hydroxypyruvate = (R)-1,3-dihydroxy-1-phenylpropan-2-one + CO2
show the reaction diagram
-
benzaldehyde + (S)-(-)-1-phenylethylamine = propiophenone + ?
show the reaction diagram
-
benzaldehyde + ortho-xylylenediamine = benzylamine + ?
show the reaction diagram
-
benzaldehyde + acetylacetone = 3-benzylidenepentane-2,4-dione
show the reaction diagram
-
benzaldehyde + 1-hydroxypropan-2-one = (3R,4S)-3,4-dihydroxy-4-phenylbutan-2-one
show the reaction diagram
-
L-kynurenine + benzaldehyde = (2S,4R)-2-amino-4-hydroxy-4-phenylbutanoic acid + ?
show the reaction diagram
-
benzaldehyde + CO2 = (R)-benzoin
show the reaction diagram
-
benzaldehyde = ?
show the reaction diagram
-
pyruvate + benzaldehyde = ?
show the reaction diagram
-
glycine + benzaldehyde = L-threo-3-phenylserine + L-erythro-3-phenylserine
show the reaction diagram
-
D-ribulose 5-phosphate + benzaldehyde = ?
show the reaction diagram
-
HCN + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
-
glycine + benzyladehyde = L-beta-phenylserine
show the reaction diagram
-
cyanide + benzaldehyde = (R)-mandelonitrile
show the reaction diagram
-
benzaldehyde + fumarate = benzoylsuccinate
show the reaction diagram
-
benzaldehyde + HCN = ? + H2O
show the reaction diagram
-
acetaldehyde + benzaldehyde = cinnamaldehyde
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (147 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
benzylalcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
-
benzyl alcohol + oxidized 3-acetylpyridine adenine dinucleotide + H+ = benzaldehyde + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
-
benzyl alcohol + NAD+ = benzaldehyde + NADH + H+
show the reaction diagram
-
benzyl alcohol + NAD+ = benzaldehyde + NADH + H+
show the reaction diagram
-
benzylalcohol + NAD+ = benzaldehyde + NADH
show the reaction diagram
-
benzyl alcohol + NADP+ = benzaldehyde + NADPH
show the reaction diagram
-
benzyl alcohol + ferricytochrome c = benzaldehyde + ferrocytochrome c + H+
show the reaction diagram
-
benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
-
benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
-
benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
-
benzyl alcohol + O2 = benzaldehyde + H2O2
show the reaction diagram
-
benzyl alcohol + 2,6-dichlorophenolindophenol = benzaldehyde + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
benzyl alcohol + N,N,N',N'-tetramethyl-p-phenylenediamine = benzaldehyde + ?
show the reaction diagram
-
aromatic amine + 1/2 O2 = aromatic aldehyde + NH3 + H2O
show the reaction diagram
-
toluene + [reduced NADPH-hemoprotein reductase] + H+ + O2 = benzylalcohol + benzaldehyde + [oxidized NADPH-hemoprotein reductase] + ?
show the reaction diagram
-
benzyl alcohol + NAD+ = benzaldehyde + NADH
show the reaction diagram
-
(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
-
benzoate + Ti(III) citrate + 2 H+ = benzaldehyde + Ti(I) citrate + H2O
show the reaction diagram
-
benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
-
benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
-
benzylamine + O2 + H2O = benzaldehyde + NH3 + H2O2
show the reaction diagram
-
benzylamine + H2O + O2 = benzaldehyde + NH3 + H2O2
show the reaction diagram
-
N-benzyladenine + electron acceptor = benzaldehyde + adenine + reduced electron acceptor
show the reaction diagram
-
phenylamine + 2-oxoglutarate = benzaldehyde + L-glutamate
show the reaction diagram
-
benzylamine + pyruvate = benzaldehyde + L-alanine
show the reaction diagram
-
2-oxobutyrate + benzylamine = L-homoalanine + benzaldehyde
show the reaction diagram
-
pyruvate + benzylamine = L-alanine + benzaldehyde
show the reaction diagram
-
2,6-dihydroxy-6-phenylhexa-2,4-dienoate = benzaldehyde + (2E)-2-hydroxypenta-2,4-dienoic acid
show the reaction diagram
-
oxo(phenyl)acetic acid = benzaldehyde + CO2
show the reaction diagram
-
benzylidenepyruvate + H2O = benzaldehyde + pyruvate
show the reaction diagram
-
D-beta-phenylserine = glycine + benzaldehyde
show the reaction diagram
-
4-hydroxy-2-oxo-4-benzylbutanoate = benzaldehyde + pyruvate
show the reaction diagram
-

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
-

Inhibitor in Enzyme-catalyzed Reactions (32 results)

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

3D Structure of Enzyme-Ligand-Complex (PDB) (74 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (130 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
-
wild type enzyme, at 24°C, 0.1 M sodium phosphate buffer, pH 6.0
0.9
-
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+
26.4
-
pH 8.0, temperature not specified in the publication
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+
0.000001
-
pH 7.5, K133Q/T161K mutant

KM Value (252 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.05
-
-
5.2
-
pH 7.0, 25°C
1.69
-
1 mM
1.8
-
pH 7.2, temperature not specified in the publication
15.6
-
at pH 7.5 and 30°C
7
-
wild type enzyme, at 24°C, 0.1 M sodium phosphate buffer, pH 6.0
0.00023
-
-
0.15
-
100 mM H2NaPO4 pH 7.5, 100 mM NaCl, 20 mM 2-mercaptoethanol, 2 mM NAD+
0.46
-
-
0.008
-
pH 7.5
1.44
-
-
0.001
-
pH 8.0, temperature not specified in the publication
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+
0.395
-
70°C, pH 8.0
26.3
-
pH 7.5, K133Q/T161K mutant
8.98
-
at pH 7.0, 30°C

Ki Value (13 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
81
-
pH 6.1, 30°C
0.306
-
pH 8.0, temperature not specified in the publication
0.7
-
-
0.8
-
Kis value, pH 7.6, 35°C
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

IC50 Value (1 result)

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

References & Links