Ligand 4-hydroxyphenylacetaldehyde

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Basic Ligand Information

Molecular Structure
Picture of 4-hydroxyphenylacetaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H8O2
4-hydroxyphenylacetaldehyde
IPRPPFIAVHPVJH-UHFFFAOYSA-N
Synonyms:
(4-hydroxyphenyl)-acetaldehyde, (4-hydroxyphenyl)acetaldehyde, 2(4-hydroxyphenyl)-acetaldehyde, 2-(4-hydroxyphenyl)acetaldehyde, 4-hydroxyphenylethanal, beta-Hydroxyphenylacetaldehyde, p-hydroxyphenylacetaldehyde


Show all pahtways known for Show all BRENDA pathways known for 4-hydroxyphenylacetaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-hydroxyphenylacetaldehyde + NAD+ + H2O = 4-hydroxyphenylacetate + NADH + H+
show the reaction diagram
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4-hydroxyphenylacetaldehyde + NAD+ = 4-hydroxyphenylacetate + NADH + H+
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tyramine + H2O + O2 = 4-hydroxyphenylethanal + NH3 + H2O2
show the reaction diagram
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L-tyrosine + O2 + H2O = (4-hydroxyphenyl)acetaldehyde + CO2 + NH3 + H2O2
show the reaction diagram
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4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
show the reaction diagram
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octopamine = (4-hydroxyphenyl)acetaldehyde + NH3 + H2O
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(+/-)-synephrine = 4-hydroxyphenylacetaldehyde + methylamine
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Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-hydroxyphenylacetaldehyde + NADPH + H+ = p-hydroxyphenylethanol + NADP+
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4-hydroxyphenylacetaldehyde + NAD(P)H = 4-hydroxyphenylethyl alcohol + NAD(P)+
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p-hydroxyphenylacetaldehyde + NAD+ + H2O = p-hydroxyphenylacetate + NADH
show the reaction diagram
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4-hydroxyphenylacetaldehyde + NAD+ + H2O = 4-hydroxyphenylacetate + NADH + H+
show the reaction diagram
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4-hydroxyphenylacetaldehyde + NAD+ = 4-hydroxyphenylacetate + NADH + H+
show the reaction diagram
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cyanide + (4-hydroxyphenyl)acetaldehyde = (2S)-2-hydroxy-3-(4-hydroxyphenyl)propanenitrile
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Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tyramine + O2 + H2O = (4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
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L-tyrosine + O2 + H2O = (4-hydroxyphenyl)acetaldehyde + CO2 + NH3 + H2O2
show the reaction diagram
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L-tyrosine + H2O = 4-hydroxyphenylacetaldehyde + CO2 + NH3
show the reaction diagram
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4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
show the reaction diagram
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4-hydroxyphenylpyruvate = (4-hydroxyphenyl)acetaldehyde + CO2
show the reaction diagram
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4-hydroxyphenylpyruvate = 4-hydroxyphenylacetaldehyde + CO2
show the reaction diagram
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octopamine = (4-hydroxyphenyl)acetaldehyde + NH3 + H2O
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition at elevated aldehyde concentration, increase of NAD+ concentration from 0.85 mM to 2.55 mM removes substrate inhibition
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above 0.01 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

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

KM Value (17 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.01
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0.004
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References & Links

Links to other databases for 4-hydroxyphenylacetaldehyde

ChEBI
PubChem
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PubChem