Ligand 5-hydroxy-L-tryptophan

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 5-hydroxy-L-tryptophan (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H12N2O3
5-hydroxy-L-tryptophan
LDCYZAJDBXYCGN-VIFPVBQESA-N
Synonyms:
5-hydroxy-L-Trp, 5-hydroxy-tryptophan, 5-hydroxytryptophan, L-5-hydroxytryptophan

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-hydroxy-L-tryptophan + O2 = N-formyl-5-hydroxy-L-kynurenine
show the reaction diagram
-
5-hydroxy-L-tryptophan = 5-hydroxytryptamine + CO2
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-5-hydroxytryptophan + O2 = 5-hydroxy-N-formylkynurenine
show the reaction diagram
-
5-hydroxytryptophan + O2 = 5-hydroxyindole-3-acetamide + CO2 + H2O
show the reaction diagram
-
5-hydroxy-L-tryptophan + O2 = ?
show the reaction diagram
-
5-hydroxy-L-tryptophan + FADH2 + chloride + O2 + H+ = 7-chloro-5-hydroxy-L-tryptophan + FAD + 2 H2O
show the reaction diagram
-
5-hydroxytryptophan + Fe2+ + O2 = ?
show the reaction diagram
-
5-hydroxytryptophan + pyruvate = 3-(5-hydroxyindole)-2-oxopropanoate + alanine
show the reaction diagram
-
5-hydroxytryptophan + 2-oxoglutarate = 3-(5-hydroxyindole)-2-oxopropanoate + L-glutamate
show the reaction diagram
-
5-hydroxytryptophan + glyoxylate = 3-(5-hydroxyindole)-2-oxopropanoate + glycine
show the reaction diagram
-
5-hydroxytryptophan + glyoxylate = 3-(5-hydroxyindole)-2-oxopropanoate + glycine
show the reaction diagram
-
5-hydroxy-L-tryptophan = 5-hydroxytryptamine + CO2
show the reaction diagram
-
5-Hydroxytryptophan = Serotonin + CO2
show the reaction diagram
-
5-hydroxy-L-Trp + H2O = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-serine + 5-hydroxyindole = 5-hydroxy-L-tryptophan + H2O
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates, best at 0.1 mM
-

Inhibitor in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
23% inhibition at 0.1 mM
-
30% inhibition with tyrosine at 3 mM and 5-hydroxytryptophan at 12 mM
-
complete inhibition at 0.001 mM
-
ATP-diphosphate exchange, weak
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (15 results)

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

KM Value (33 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0163
-
-
0.002
-
-
2.7
-
alpha,beta-elimination

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.035
-
-
0.037
-
-
5.7
-
wild-type enzyme, the data of initial velocity for decarboxylation of 5-hydroxy-L-tryptophan versus substrate concentration exhibit a substrate-inhibition pattern that requires a modified version of the Michaelis-Menten equation.

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for 5-hydroxy-L-tryptophan

ChEBI
PubChem
-
PubChem