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K3375

Sigma-Aldrich

Kynurenic acid

≥98%

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Synonym(s):
4-Hydroxyquinoline-2-carboxylic acid
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
Beilstein/REAXYS Number:
147451
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98%

form

powder

mp

275 °C (dec.) (lit.)

SMILES string

OC(=O)c1cc(O)c2ccccc2n1

InChI

1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)

InChI key

HCZHHEIFKROPDY-UHFFFAOYSA-N

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1 of 4

This Item
F6513SML0497C0496
Kynurenic acid ≥98%

K3375

Kynurenic acid

Fusaric acid from Gibberella fujikuroi

F6513

Fusaric acid

BQCA ≥98% (HPLC)

SML0497

BQCA

CRT0044876 ≥98% (HPLC)

C0496

CRT0044876

assay

≥98%

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

mp

275 °C (dec.) (lit.)

mp

95-97  °C

mp

-

mp

-

Gene Information

human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901), GUCA2A(2980), GUCA2B(2981), NGFR(4804), SLC23A2(9962)
rat ... Gria1(50592), Grik1(29559), Grin2a(24409)

Gene Information

human ... DBH(1621)

Gene Information

-

Gene Information

-

Application

Kynurenic acid has been used as a constituent in dissection saline solution for embryonic cerebral cortical cells and human primary astrocytes. It has also been used as a medium supplement for murine intestinal epithelial cell line, MODE-K and induced pluripotent stem cell (iPSC)-derived neurons cells.

Biochem/physiol Actions

Kynurenic acid (KynA) is a non-selective antagonist of N-methyl-d-aspartate (NMDA), α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and kainate receptors. It blocks kainic acid neurotoxicity. Kynurenic acid also blocks nicotinic acetylcholine receptors. It is a by-product of tryptophan catabolic pathway. Kynurenic acid is a neuromodulator and controls the levels of glutamate, dopamine, acetylcholine and α-aminobutyric acid (GABA). KynA controls neuroendocrine functions and altered levels of KynA is a potential marker in depression, schizophrenia Alzheimer′s and Huntington′s diseases. Normal levels of KynA in the brain is crucial for the cognitive function.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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flash_point_c

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Relevance of Alternative Routes of Kynurenic Acid Production in the Brain
Ramos-Chavez LA, et al.
Oxidative Medicine and Cellular Longevity, 2018 (2018)
Inhibiting Stearoyl-CoA Desaturase Ameliorates alpha-Synuclein Cytotoxicity
Vincent BM, et al.
Cell Reports, 25(10), 2742-2754 (2018)
Glio-and neuro-protection by prosaposin is mediated by orphan G-protein coupled receptors GPR37L1 and GPR37
Liu B, et al.
Glia, 66(11), 2414-2426 (2018)
Kynurenic acid content in selected culinary herbs and spices
Turski MP, et al.
Journal of Chemistry, 2015, 1386-1397 (2015)
Mixed-species RNA-seq for elucidation of non-cell-autonomous control of gene transcription
Qiu J, et al.
Nature Protocols, 13(10), 2176-2176 (2018)

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