Ligand Indole-3-acetaldehyde

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 Indole-3-acetaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H9NO
Indole-3-acetaldehyde
WHOOUMGHGSPMGR-UHFFFAOYSA-N
Synonyms:
(1H-indol-3-yl)acetaldehyde, (indol-3-yl)acetaldehyde, (indole-3-yl)acetaldehyde, 1-H-indol-3-yl-acetaldehyde, 1H-indol-3-yl-acetaldehyde, 1H-indol-3-ylacetaldehyde, 1H-Indole-3-acetaldehyde, 2-(indol-3-yl)-ethanal, 2-(indol-3-yl)acetaldehyde, 3-indoleacetaldehyde, indol-3-acetaldehyde, indol-3-ylacetaldehyde, indolacetaldehyde, indole 3-acetaldehyde, Indole acetaldehyde, Indoleacetaldehyde, indolecetaldehyde, Indoleethanal


Show all pahtways known for Show all BRENDA pathways known for Indole-3-acetaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole-3-acetaldehyde + NADH = indole-3-ethanol + NAD+
show the reaction diagram
-
indole-3-acetaldehyde + NADPH = indole-3-ethanol + NADP+
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tryptamine + H2O + O2 = (1H-indol-3-yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole 3-acetaldehyde + NADPH = indole-3-ol + NADP+
show the reaction diagram
-
indole-3-acetaldehyde + NADH = indole-3-ethanol + NAD+
show the reaction diagram
-
indole-3-acetaldehyde + NADPH = indole-3-ethanol + NADP+
show the reaction diagram
-
indole-3-acetaldehyde + NAD(P)H = indole-3-ethanol + NAD(P)+
show the reaction diagram
-
3-indoleacetaldehyde + O2 = ?
show the reaction diagram
-
indole-3-acetaldehyde + NAD+ + H2O = indole-3-acetate + NADH + H+
show the reaction diagram
-
indole-3-acetaldehyde + H2O + O2 = ?
show the reaction diagram
-
indole-3-acetaldehyde + NAD+ + H2O = indole-3-acetate + NADH + H+
show the reaction diagram
-
indoleacetaldehyde + NAD+ + H2O = indoleacetate + NADH
show the reaction diagram
-
indole-3-acetaldehyde + NAD+ + H2O = indole-3-acetate + NADH + H+
show the reaction diagram
-
indole-3-acetaldehyde + NAD+ + H2O = indole-3-acetate + NADH + H+
show the reaction diagram
-
indole 3-acetaldehyde + H2O + O2 = indole 3-acetic acid + H2O2
show the reaction diagram
-
indoleacetaldehyde + H2O + oxidized benzyl viologen = indoleacetate + H+ + reduced benzyl viologen
show the reaction diagram
-
Indoleacetaldehyde + benzyl viologen = Indoleacetate + reduced benzyl viologen
show the reaction diagram
-
indoleacetaldehyde + 2,6-dichlorophenolindophenol + H2O = indoleacetate + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
indole-3-acetaldehyde = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tryptamine + O2 + H2O = 1H-indol-3-yl-acetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
tryptamine + acceptor + H2O = 1H-indole-3-acetaldehyde + NH3 + reduced acceptor
show the reaction diagram
-
-
(indol-3-yl)pyruvate = (indol-3-yl)acetaldehyde + CO2
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
weak
-
substrate inhibition at elevated aldehyde concentration, increase of NAD+ concentration from 0.85 mM to 2.55 mM removes substrate inhibition
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1904
-
partially purified protein, pH 7.0, 30°C
55
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
2300
-
80°C, pH 8.4
55
-
with benzyl viologen as cosubstrate, at 85°C

KM Value (38 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.016
-
-
0.3
-
-
0.5
-
reaction with NAD+
0.2
-
isoform A
25
-
80°C, pH 8.4
0.009
-
70°C, pH 8.0

References & Links

Links to other databases for Indole-3-acetaldehyde

ChEBI
PubChem
-
PubChem