Ligand indole

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Basic Ligand Information

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


Show all pahtways known for Show all BRENDA pathways known for indole

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 = ?
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indole + NADH + H+ + O2 = 2,2'-bis(2,3-dihydro-3-oxoindolyliden) + NAD+
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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 (80 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indole + O2 = ?
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indole + H2O2 = ?
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indole + NADH + H+ + O2 = indigo + NAD+ + ?
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2 indole + 3 NADH + 3 H+ + 3 O2 = indirubin + 3 NAD+ + 3 H2O
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indole + NADH + H+ + O2 = isoindigo + NAD+ + H2O
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indole + NADH + O2 = ?
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indole + NADPH + O2 = 7-hydroxyindole + NADP+ + H2O
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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
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indole + [reduced NADPH-hemoprotein reductase] + O2 = indolin-2-one + [oxidized NADPH-hemoprotein reductase] + H2O
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indole + O2 + reduced putidaredoxin = 3-hydroxyindole + oxidized putidaredoxin + H2O
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Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indoline + NADH + H+ + O2 = indole + NAD+ + ?
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indole-3-carboxylate = indole + CO2
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L-tryptophan + H2O = indole + pyruvate + NH3
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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
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stimulates
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Inhibitor in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits NADPH oxidase activity
slight
-
62% activity left at 1.1 mM
-
strong, competitive
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3D Structure of Enzyme-Ligand-Complex (PDB) (17 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (71 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 (81 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 indole

ChEBI
PubChem
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PubChem