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Kynurenic acid

analytical standard

Synonym(s):
KYNA, 4-Hydroxyquinoline-2-carboxylic acid
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
Beilstein:
147451
EC Number:
MDL number:

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

mp

275 °C (dec.) (lit.)

application(s)

clinical testing

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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General description

Kynurenic acid, a tryptophan metabolite, is a naturally occurring NMDA-receptor and an α7 nicotinic acetylcholine receptor antagonist in the human brain with preferential action at both of the glycine (Gly) binding sites of the N-methyl D-aspartate (NMDA) and α7 nicotinic acetylcholine receptors. This implies that the compound can have a physiological interaction with glutaminergic and cholinergic neurotransmission in the brain. Kynurenic acid is reported to be found in elevated levels in the cerebrospinal fluid of patients with schizophrenia. Its anticonvulsant and neuroprotective properties are experimentally reported.

Application

Kynurenic acid may be used as an analytical standard for the quantification of the analyte in serum samples, food and honeybee products using high-performance liquid chromatography with fluorescence detection.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Kynurenic acid levels are elevated in the cerebrospinal fluid of patients with schizophrenia
Erhardt S, et al.
Neuroscience Letters, 313(1-2), 96-98 (2001)
Presence of kynurenic acid in food and honeybee products
Turski PM, et al.
Amino Acids, 36(1), 75-80 (2009)
Determination of kynurenic acid in human serum and its correlation with the concentration of certain amino acids
Fukushima T, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 377(1-2), 174-178 (2007)
Kynurenic acid inhibits synaptic and acidic amino acid-induced responses in the rat hippocampus and spinal cord
Ganong HA, et al.
Brain Research, 273(1), 170-174 (1983)
More rapid and sensitive method for simultaneous determination of tryptophan and kynurenic acid by HPLC
Lan-Gan P, et al.
Clinical Biochemistry, 42(4-5), 420-425 (2009)

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