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K3375

Kynurenic acid

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

Sinónimos:

4-Hydroxyquinoline-2-carboxylic acid

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Fórmula empírica (notación de Hill):
C10H7NO3
Número CAS:
492-27-3
Peso molecular:
189.17
NACRES:
NA.77
PubChem Substance ID:
24277986
UNSPSC Code:
12352106
EC Number:
207-751-5
MDL number:
MFCD00006753
Beilstein/REAXYS Number:
147451
Assay:
≥98%
Form:
powder
Servicio técnico
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Nombre del producto

Kynurenic acid, ≥98%

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

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)

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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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
029K1297
058K1517
038K1106
097K1289
037K1145

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Kynurenic acid is a nutritional cue that enables behavioral plasticity
Lemieux GA, et al.
Cell, 160(1), 119-131 (2015)
Role of kynurenines in the neurotoxic actions of kainic acid
Behan WMH and Stone TW
British Journal of Pharmacology, 129(8), 1764-1770 (2000)
Inhibiting Stearoyl-CoA Desaturase Ameliorates alpha-Synuclein Cytotoxicity
Vincent BM, et al.
Cell Reports, 25(10), 2742-2754 (2018)
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