Ligand tryptamine

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Basic Ligand Information

Molecular Structure
Picture of tryptamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H12N2
tryptamine
APJYDQYYACXCRM-UHFFFAOYSA-N
Synonyms:
tryptamin


Show all pahtways known for Show all BRENDA pathways known for tryptamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tryptamine + O2 = ?
show the reaction diagram
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tryptamine + reduced acceptor + O2 = 4-hydroxytryptamine + acceptor + H2O
show the reaction diagram
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tryptamine + H2O + O2 = (1H-indol-3-yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
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acetyl-CoA + tryptamine = CoA + N-acetyltryptamine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-tryptophan = tryptamine + CO2
show the reaction diagram
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3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (55 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tryptamine + H2O2 = ?
show the reaction diagram
-
tryptamine + O2 = ?
show the reaction diagram
-
tryptamine + FADH2 + Cl- + O2 + H+ = 7-chloro-L-tryptamine + FAD + H2O
show the reaction diagram
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tryptamine + reduced acceptor + O2 = 4-hydroxytryptamine + acceptor + H2O
show the reaction diagram
-
tryptamine + O2 + H2O = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
show the reaction diagram
-
tryptamine + acceptor + H2O = ?
show the reaction diagram
-
tryptamine + O2 + H2O = ?
show the reaction diagram
-
tryptamine + O2 + H2O = ?
show the reaction diagram
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S-adenosyl-L-methionine + tryptamine = S-adenosyl-L-homocysteine + alpha-N-methyltryptamine
show the reaction diagram
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acetyl-CoA + tryptamine = CoA + N-acetyltryptamine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-phosphopyridoxyl tryptamine + H2O + O2 = pyridoxal 5'-phosphate + tryptamine + H2O2
show the reaction diagram
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L-tryptophan = tryptamine + CO2
show the reaction diagram
-
Tryptophan = Tryptamine + CO2
show the reaction diagram
-
-
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
27% increase in pyridoxamine 5-phosphate oxidase activity
-
activates by 25%
-

Inhibitor in Enzyme-catalyzed Reactions (45 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
-
and the hydroxyl derivative
-
0.5 mM, 28% inhibition
-
0.1 mM inhibits activity with tyramine
-
2.5 mM, 15% inhibition of enzyme I and II
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competitive inhibition, 10 mM
-
competitive inhibitor
-
42% inhibition at 0.1% v/v
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1 mM completely inhibits synthesis of Nalpha-gamma-L-glutamylhistamine
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3D Structure of Enzyme-Ligand-Complex (PDB) (7 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (23 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.00483
-
24°C
2.7
-
-
100
-
-

KM Value (90 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.075
-
24°C
0.5
-
-
0.1
-
-
0.0092
-
-
2.5
-
pH 8.5, 37°C
2.5
-
pH 8.5, 37°C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.032
-
recombinant enzyme expressed in CHO cells
2.5
-
-
0.31
-
at pH 7.5, temperature not specified in the publication
0.31
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for tryptamine

ChEBI
PubChem
ChEBI
PubChem