Ligand dopamine

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Basic Ligand Information

Molecular Structure
Picture of dopamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H11NO2
dopamine
ROOXNKNUYICQNP-UHFFFAOYSA-N
Synonyms:
(1,1-2H2)dopamine, 2-(3,4-dihydroxyphenyl)-ethylamine, 2-(3,4-Dihydroxyphenyl)ethylamine, 3,4-Dihydroxyphenethylamine, 3,4-Dihydroxyphenylethylamine, 3-Hydroxytyramine, 4-(2-aminoethyl)-pyrocatechol, 4-(2-Aminoethyl)benzene-1,2-diol, dihydroxyphenylethylamine, hydroxytyramine, L-1-(3,4-dihydroxyphenyl)-2-aminoethanol


Show all pahtways known for Show all BRENDA pathways known for dopamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dopamine + O2 = ?
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dopamine + O2 = ?
show the reaction diagram
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dopamine + O2 = ?
show the reaction diagram
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acetyl-CoA + dopamine = CoA + N-acetyldopamine
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ATP + dopamine = ADP + phosphorylated dopamine
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dopamine + secologanin = (1S)-deacetylisoipecoside + H2O
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dopamine + secologanin = (1R)-deacetylipecoside + H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
adenosine 3',5'-bisphosphate + dopamine sulfate = 3'-phosphoadenylyl sulfate + dopamine
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L-Dopa = dopamine + CO2
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Substrate in Enzyme-catalyzed Reactions (92 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dopamine + H2O2 = ? + H2O
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cellulose + dopamine + O2 = C4-oxidized gluco-oligosaccharides + 4-(2-aminoethyl)cyclohexa-3,5-diene-1,2-dione + H2O
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dopamine + O2 = ?
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dopamine + S-adenosyl-L-methionine = ? + S-adenosyl-L-homocysteine
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feruloyl-CoA + dopamine = CoA + feruloyldopamine
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acetyl-CoA + hydroxytyramine = CoA + ?
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ATP + dopamine = ADP + phosphorylated dopamine
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3'-phosphoadenylylsulfate + dopamine = adenosine 3',5'-bisphosphate + ?
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3'-phosphoadenylylsulfate + dopamine = adenosine 3',5'-bisphosphate + dopamine sulfate
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3'-phosphoadenylylsulfate + dopamine = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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dopamine + H2O = ?
show the reaction diagram
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dopamine + O2 = 3,4-dihydroxyphenylacetaldehyde + NH3
show the reaction diagram
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dopamine + secologanin = (1S)-deacetylisoipecoside + H2O
show the reaction diagram
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dopamine + secologanin = (1R)-deacetylipecoside + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tyramine + H2O2 = dopamine + H2O
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tyramine + FMNH + O2 = dopamine + FMN + H2O
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tyramine + tetrahydrobiopterin + O2 = dopamine + 4a-hydroxytetrahydrobiopterin
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tyramine + O2 = dopamine + H2O
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cellulose + oxidized dopamine + O2 = C1-oxidized gluco-oligosaccharides + glucooligosaccharides + dopamine + H2O
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adenosine 3',5'-bisphosphate + dopamine sulfate = 3'-phosphoadenylyl sulfate + dopamine
show the reaction diagram
3,4-Dihydroxyphenylalanine = Dopamine + CO2
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3,4-Dihydroxyphenylalanine = Dopamine + CO2
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Activator in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation
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small stimulatory effect of about 30% on the enzyme acting on PtdIns(4,5)P2. GTPgammaS enhances this effect
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0.02 mM, increases the initial rapid phase of folate turnover by 4%
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Inhibitor in Enzyme-catalyzed Reactions (47 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight; slight inhibition
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noradrenalin
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10% inhibition at 0.1 mM
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23% inhibition at 1 mM and at 0.1 mM
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0.1 mM, 80% and 93% inhibition of phenanthridine and N-methylphthalazine oxidation, respectively; 0.1 mM and 1 mM, 59% and 100% inhibition of benzaldehyde oxidation, respectively
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substrate inhibition at higher concentrations
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competitive
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competitive inhibition with respect to phenylethanolamine
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competitive to dobutamine
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100% inhibition with tyrosine at 3 mM and dopamine at 12 mM
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0.1 mM
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effective inhibitor, 1 mM inhibits Nalpha-gamma-L-glutamylhistamine synthesis by 84%
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negative modulator
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3D Structure of Enzyme-Ligand-Complex (PDB) (42 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (54 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
135
-
-
0.06
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at pH 8.8 and 37°C
0.07
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pH 5.5, 37°C

KM Value (140 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00285
-
-
0.6
-
-
0.0073
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at pH 8.8 and 37°C
0.71
0.72
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0.0111
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recombinant protein
0.7
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with fixed concentration of secologanin of 5 mM

Ki Value (16 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
29.64
-
at substrate concentrations above 4 mM, substrate inhibition is observed and the data are fitted to a simple model for substrate inhibition. KM, kcat and KI are obtained for the inhibitory binding site
1.4
-
isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C
8
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competitive with phenylethanolamine

IC50 Value (14 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
23.9
-
25°C, pH not specified in the publication
0.33
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inhibits the conversion of 5-hydroxy-L-tryptophan

References & Links

Links to other databases for dopamine

ChEBI
PubChem
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PubChem