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HomeProduct name listKYNURENIC ACID

KYNURENIC ACID

  • CAS NO.:492-27-3
  • Empirical Formula: C10H7NO3
  • Molecular Weight: 189.17
  • MDL number: MFCD00006753
  • EINECS: 207-751-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-16 18:25:32
KYNURENIC ACID Structural

What is KYNURENIC ACID?

The Uses of KYNURENIC ACID

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.

The Uses of KYNURENIC ACID

A product of L-Tryptophan metabolism, possessing neruoactive activity having antiexcitotoxic and anticonvulsant properties.

The Uses of KYNURENIC ACID

An antagonist of NMDA and AMPA/kainate receptors

What are the applications of Application

Kynurenic acid is an antagonist of NMDA and AMPA/kainate receptors

Definition

ChEBI: Kynurenic acid is a quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4. It has a role as a G-protein-coupled receptor agonist, a NMDA receptor antagonist, a nicotinic antagonist, a neuroprotective agent, a human metabolite and a Saccharomyces cerevisiae metabolite. It is a monohydroxyquinoline and a quinolinemonocarboxylic acid. It is a conjugate acid of a kynurenate.

Biological Activity

Broad spectrum EAA antagonist.

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.

storage

Room temperature

Purification Methods

Crystallise the acid from absolute EtOH. The methyl ester crystallises from MeOH with m 224-226o. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p2723 1961, Beilstein 22 II 174, 22 III/IV 2245, 22/6 V 280.]

Properties of KYNURENIC ACID

Melting point: 275 °C (dec.)(lit.)
Boiling point: 324.41°C (rough estimate)
Density  1.3175 (rough estimate)
refractive index  1.5400 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  DMSO : 9 mg/mL (47.58 mM; Need ultrasonic and warming)
form  Off-white to tan powder.
pka 1.08±0.30(Predicted)
color  White to Gray to Brown
Water Solubility  8.92g/L(100 ºC)
Merck  14,5327
BRN  147451
CAS DataBase Reference 492-27-3(CAS DataBase Reference)
EPA Substance Registry System 2-Quinolinecarboxylic acid, 4-hydroxy- (492-27-3)

Safety information for KYNURENIC ACID

Computed Descriptors for KYNURENIC ACID

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