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

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

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

Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
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 = ?
-

Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
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
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

COMMENTARY
EC NUMBER
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)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
enzyme ALDH-1
11.3
-
enzyme ALDH-2
9.33
-
partially purified protein, pH 7.0, 30°C
1904
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
55
-
80°C, pH 8.4
2300
-
with benzyl viologen as cosubstrate, at 85°C
55
-
cosubstrate methyl viologen, pH 7.0, 70°C

KM Value (38 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.4
-
marked function of the NaCl concentration
0.5
-
-
0.025
-
at pH 7.0, isoenzyme TL
0.133
-
at pH 7.0, isoenzyme TH
0.067
-
at pH 5.2, isoenzyme TL
0.25
-
at pH 5.2, isoenzyme TH
0.2
-
low-Km reductase
0.0059
-
high-Km aldehyde reductase
0.2
-
AR3
3
-
AR2
0.32
-
AR1
3.7
-
enzyme ALDH-1
0.00031
-
enzyme ALDH-2
0.00015
-
isoenzyme I
0.0007
-
isoenzyme III
0.001
-
reaction with NAD+
0.5
-
isoform A
0.2
-
partially purified protein, pH 7.0, 30°C
2.07
-
O2 as electron acceptor
0.0032
-
2,6-dichlorophenol-indophenol as electron acceptor
0.005
-
pH 8.4, 80°C, formaldehyde ferredoxin oxidoreductase, benzyl viologen as electron acceptor
25
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
0.05
-
80°C, pH 8.4
25
-
reduced carbamoyl methyl viologen, with benzoate as cosubstrate
0.05
-
with benzyl viologen as cosubstrate, at 85°C
0.05
-
cosubstrate methyl viologen, pH 7.0, 70°C
70°C, pH 8.0
0.009
-

References & Links

Links to other databases for Indole-3-acetaldehyde

ChEBI
PubChem
-
PubChem