Ligand 1H-indole

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Basic Ligand Information

Molecular Structure
Picture of 1H-indole (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H7N
1H-indole
SIKJAQJRHWYJAI-UHFFFAOYSA-N
Synonyms:
indole, Indoles

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole + O2 = ?
show the reaction diagram
-
indole + NADH + H+ + O2 = 2,2'-bis(2,3-dihydro-3-oxoindolyliden) + NAD+
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole-3-carboxylate = indole + CO2
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (77 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole + O2 = ?
show the reaction diagram
-
indole + H2O2 = ?
show the reaction diagram
-
indole + NADH + H+ + O2 = indigo + NAD+ + ?
show the reaction diagram
-
2 indole + 3 NADH + 3 H+ + 3 O2 = indirubin + 3 NAD+ + 3 H2O
show the reaction diagram
-
indole + NADH + O2 = ?
show the reaction diagram
-
indole + NADPH + O2 = 7-hydroxyindole + NADP+ + H2O
show the reaction diagram
-
indole + [reduced NADPH-hemoprotein reductase] + O2 = (2Z)-2-(3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,2-dihydro-3H-indol-3-one + (3Z)-3-(3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dihydro-2H-indol-2-one + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
indole + [reduced NADPH-hemoprotein reductase] + O2 = indolin-2-one + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
indole + O2 + reduced putidaredoxin = 3-hydroxyindole + oxidized putidaredoxin + H2O
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indoline + NADH + H+ + O2 = indole + NAD+ + ?
show the reaction diagram
-
-
indole-3-carboxylate = indole + CO2
show the reaction diagram
-
-
L-tryptophan + H2O = indole + pyruvate + NH3
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.02% induces the enzyme 516fold
-
stimulates conversion of prostaglandin G1 to H1
-
stimulates
-

Inhibitor in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits NADPH oxidase activity
slight
-
62% activity left at 1.1 mM
-
strong, competitive
-

3D Structure of Enzyme-Ligand-Complex (PDB) (9 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (66 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.248
-
-
0.7
-
pH 8.5, 25°C

KM Value (83 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
30.27
-
-
0.3
-
from indigo formation of whole cells
0.719
-
pH 7.0, 30°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.48
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.48
-
-
20
-
IC50 above 20 mM, in the presence of 0.5 mM MnCl2, at 37°C

References & Links

Links to other databases for 1H-indole

ChEBI
PubChem
ChEBI
PubChem