Ligand Kynurenic acid

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Basic Ligand Information

Molecular Structure
Picture of Kynurenic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H7NO3
Kynurenic acid
HCZHHEIFKROPDY-UHFFFAOYSA-N
Synonyms:
4-Hydroxy-2-quinolinecarboxylate, 4-hydroxy-2-quinolinecarboxylic acid, 4-hydroxyquinoline-2-carboxylic acid, Kynurenate
Pathway Source
Pathways
BRENDA
tryptophan metabolism
KEGG
Tryptophan metabolism
MetaCyc
L-tryptophan degradation XI (mammalian, via kynurenine)


Show all pahtways known for Show all BRENDA pathways known for Kynurenic acid

Roles as Enzyme Ligand

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

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

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
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show the reaction diagram
L-kynurenine + 2-oxoglutarate = kynurenic acid + L-glutamate + H2O

Substrate in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE

Product in Enzyme-catalyzed Reactions (38 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
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show the reaction diagram
L-kynurenine + ? = kynurenic acid + ?
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show the reaction diagram
kynurenine + 2-oxoglutarate = kynurenic acid + L-glutamate
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Inhibitor in Enzyme-catalyzed Reactions (20 results)

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COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
0.1 mM, 57.2% inhibition. 1 mM, 99.4% inhibition
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13% inhibition at 2 mM and 5% inhibition at 0.2 mM
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competitive inhibition at 0.2 mM
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40% inhibition at 0.002 mM
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IC50: 0.67 mM
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1 mM, 40% inhibition
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1 mM, 30% inhibition
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weak inhibition
exhibits selective inhibitory effects on Sult1b1-mediated sulfation of various compounds with IC50 values in the low micromolar range,
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exhibits selective inhibitory effects on Sult1b1-mediated sulfation of various compounds with IC50 values in the low micromolar range
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0.001 mM in 0.06 mM Tris-HCl buffer
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1 mM, 59% residual activity
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (1 result)

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COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.008
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IC50 Value (9 results)

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COMMENTARY
EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
LITERATURE
IC50: 0.67 mM
0.67
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IC50 above 0.25 mM, isoform Sult1a1, using 4-nitrophenol as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.25
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IC50 above 0.25 mM, isoform Sult1a1, using xanthurenic acid as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.25
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isoform Sult1a1, using 4-nitrophenol as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.022
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isoform Sult1a1, using xanthurenic acid as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.0188
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isoform SULT1B1, using L-triiodothyronine as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.003
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isoform SULT1B1, using xanthurenic acid as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.0049
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isoform SULT1B1, using L-triiodothyronine as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
9
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isoform SULT1B1, using xanthurenic acid as substrate, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C
0.0337
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References & Links

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Links to other databases for Kynurenic acid

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ChEBI
PubChem
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PubChem