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K3375

Sigma-Aldrich

Kynurenic acid

Kynurenic acid

≥98% (HPLC), powder, NMDA receptor antagonist

Synonym(s):

4-Hydroxyquinoline-2-carboxylic acid

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250 MG
€28.50
1 G
€64.30
5 G
€221.00

About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
Beilstein:
147451
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

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Product Name

Kynurenic acid, ≥98%

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[1] and human primary astrocytes.[2] It has also been used as a medium supplement for murine intestinal epithelial cell line, MODE-K[3] and induced pluripotent stem cell (iPSC)-derived neurons cells.[4]

Biochem/physiol Actions

Kynurenic acid (KynA) is a non-selective antagonist of N-methyl-d-aspartate (NMDA),[5] α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and kainate receptors.[6] It blocks kainic acid neurotoxicity.[7] Kynurenic acid also blocks nicotinic acetylcholine receptors.[8] It is a by-product of tryptophan catabolic pathway.[5] Kynurenic acid is a neuromodulator and controls the levels of glutamate, dopamine, acetylcholine and α-aminobutyric acid (GABA).[9] KynA controls neuroendocrine functions and altered levels of KynA is a potential marker in depression, schizophrenia Alzheimer′s and Huntington′s diseases.[8][10] Normal levels of KynA in the brain is crucial for the cognitive function.[11]

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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Product No.
Description
Pricing

Storage Class Code

11 - 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

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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)
Kynurenine pathway inhibition as a therapeutic strategy for neuroprotection
Stone TW, et al.
FEBS Journal, 279(8), 1386-1397 (2012)
Kynurenic acid content in selected culinary herbs and spices
Turski MP, et al.
Journal of Chemistry, 2015, 1386-1397 (2015)

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Questions

  1. Do you have any recommendations for storage after reconstitution of the product?

    1 answer
    1. This product may be stored for several days at 4 °C. The product has not been evaluated for long term freezer storage. However, other sources note that stock solutions of kynurenic acid at 100 mM, initially prepared with 5 M NaOH and subsequently diluted with saline and the pH adjusted with 2 N HCl, may be stored at -20 °C. This information has not been validated. Please see the link below to review the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/231/908/k3375pis.pdf

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