Ligand histamine

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 histamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H9N3
histamine
NTYJJOPFIAHURM-UHFFFAOYSA-N
Synonyms:
1H-Imidazole-4-ethanamine, L-histamine


Show all pahtways known for Show all BRENDA pathways known for histamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
histamine + H2O + O2 = (imidazol-4-yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
acetyl-CoA + histamine = CoA + N-acetylhistamine
show the reaction diagram
-
ATP + L-glutamate + histamine = products of ATP breakdown + Nalpha-gamma-L-glutamylhistamine
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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

Substrate in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
histamine + L-cysteine + O2 = S-(histamin-5-yl)-L-cysteine S-oxide + H2O
show the reaction diagram
-
histamine + O2 + H2O = ?
show the reaction diagram
-
histamine + acceptor + H2O = ? + NH3 + reduced acceptor
show the reaction diagram
-
histamine + H2O + 2,6-dichlorophenol indophenol = 1H-imidazol-4-ylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
acetyl-CoA + histamine = CoA + N-acetylhistamine
show the reaction diagram
-
acetyl-CoA + histamine = CoA + N-acetylhistamine
show the reaction diagram
-
ATP + L-glutamate + histamine = products of ATP breakdown + Nalpha-gamma-L-glutamylhistamine
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Histidine = Histamine + CO2
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10 microM
-
0.001 mM, up to 5fold increase of activity after 20 h
-
5 mM, increases activity by about 200%
-
evokes a transient increase in intraendothelial Ca2+-concentration and enhancey PLD activity significantly. A significant fraction of PLD1 translocates to the plasma membrane after 5 min of histamine stimulation of HUVECs
-
20 mM, stimulates
-
activating ability in decreasing order: histamine, imidazole, L-histidine, D-histidine
-

Inhibitor in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
substrate inhibition; substrate inhibition
-
weak substrate inhibition above 1 mM
-
noncompetitive
-
250 mM, almost complete inhibition
-
less effective inhibitor
-
1% inhibition at 4 mM
-

3D Structure of Enzyme-Ligand-Complex (PDB) (5 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (22 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.36
-
pH 8.0, 26°C

KM Value (52 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.23
-
pH 8.0, 26°C
0.171
-
pH 7.5, 30°C
0.72
-
-
7.9
-
at 25°C, pH 8.3 in 20 mM Tris buffer and 20 mM NaClO4
0.653
-
at pH 8.0 and 37°C

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.51
-
isoform AMAO2, in 100 mM potassium phosphate buffer (pH 7.0), at 37°C
0.85
-
30°C, pH 8.0

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.33
-
pH 8.5, 21°C

References & Links

Links to other databases for histamine

ChEBI
PubChem
-
PubChem