Ligand 3-phenylpropanal

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Basic Ligand Information

Molecular Structure
Picture of 3-phenylpropanal (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H10O
3-phenylpropanal
YGCZTXZTJXYWCO-UHFFFAOYSA-N
Synonyms:
3-phenylpropionaldehyde, hydrocinnamaldehyde, phenylpropanal, phenylpropionaldehyde, phenylproprionaldehyde

Show all pahtways known for Show all pathways known for 3-phenylpropanal

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hydrocinnamaldehyde + NADPH + H+ = hydrocinnamyl alcohol + NADP+
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hydrocinnamaldehyde + NAD+ + H2O = hydrocinnamate + NADH
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3-phenylpropionaldehyde + NAD+ + H2O = 3-phenylpropionate + NADH + H+
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phenylpropionaldehyde + H2O + oxidized benzyl viologen = phenylpropanoate + H+ + reduced benzyl viologen
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3-phenylpropanal + H2O + 2,6-dichlorophenol-indophenol = 3-phenylpropanoate + reduced 2,6-dichlorophenol-indophenol
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3-phenylpropionaldehyde + pyruvate = 3-hydroxy-5-(2-phenylethyl)furan-2(5H)-one + H2O
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Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-phenyl-1-propanol + NAD+ = 3-phenylpropanal + NADH + H+
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trans-cinnamaldehyde + NADPH + H+ = 3-phenylpropanal + NADP+
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citral + NADPH = 3-phenylpropanal + NADP+
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2-oxo-4-phenylbutanoic acid = 3-phenylpropanal + CO2
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4-phenyl-2-oxobutanoic acid = 3-phenylpropanal + CO2
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2-oxo-4-phenylbutanoic acid = 3-phenylpropionaldehyde + CO2
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition at high concentrations, suicide substrate
0.010 mg/ml, 67% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (5 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
12.3
-
enzyme ALDH-2
25000
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80°C, pH 8.4
2.1
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pH 7.6, 35°C

KM Value (6 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.55
-
-
0.0005
-
enzyme ALDH-2
15
-
pH 8.4, 80°C, formaldehyde ferredoxin oxidoreductase, benzyl viologen as electron acceptor
0.029
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pH 7.6, 35°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.6
-
Kis value, pH 7.6, 35°C

References & Links

Links to other databases for 3-phenylpropanal

ChEBI
PubChem
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PubChem