67667
Kynurenic acid
analytical standard
Synonym(s):
KYNA, 4-Hydroxyquinoline-2-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
EC Number:
207-751-5
UNSPSC Code:
41116107
MDL number:
Beilstein/REAXYS Number:
147451
InChI key
HCZHHEIFKROPDY-UHFFFAOYSA-N
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)
SMILES string
OC(=O)c1cc(O)c2ccccc2n1
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
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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.
Other Notes
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
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)
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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