MilliporeSigma
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K3375

Sigma-Aldrich

Kynurenic acid

≥98%

Synonym(s):
4-Hydroxyquinoline-2-carboxylic acid
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
Beilstein:
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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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.

Packaging

250 mg in poly bottle
1, 5 g in poly bottle

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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Inhibiting Stearoyl-CoA Desaturase Ameliorates alpha-Synuclein Cytotoxicity
Vincent BM, et al.
Cell Reports, 25(10), 2742-2754 (2018)
Relevance of Alternative Routes of Kynurenic Acid Production in the Brain
Ramos-Chavez LA, et al.
Oxidative Medicine and Cellular Longevity, 2018 (2018)
Role of kynurenines in the neurotoxic actions of kainic acid
Behan WMH and Stone TW
British Journal of Pharmacology, 129(8), 1764-1770 (2000)
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)

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