Quinolinic acid

Synonyms: pyridine-2,3-dicarboxylic acid, QUIN

Quinolinic Acid (pyridine-2,3-dicarboxylic acid, QUIN), a neuroactive metabolite of the kynurenine pathway, is an agonist of N-methyl-D-aspartate (NMDA) receptor.

Quinolinic acid Chemical Structure

Quinolinic acid Chemical Structure

CAS: 89-00-9

Purity & Quality Control

Batch: S362401 DMSO] 25 mg/mL] false] Water] 3 mg/mL] false] Ethanol] Insoluble] false Purity: 99.16%
99.16

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Biological Activity

Description Quinolinic Acid (pyridine-2,3-dicarboxylic acid, QUIN), a neuroactive metabolite of the kynurenine pathway, is an agonist of N-methyl-D-aspartate (NMDA) receptor.
Targets
NMDAR [1]
In vitro
In vitro QUIN is an agonist of N-methyl-D-aspartate (NMDA) receptor, and it has a high in vivo potency as an excitotoxin. Although QUIN has an uptake system, its neuronal degradation enzyme is rapidly saturated, and the rest of extracellular QUIN can continue stimulating the NMDA receptor. QUIN (10 μM) prevents of glutamate-induced excitotoxicity in primary cultures of rat cerebellar granule neurons, nevertheless mature organotypic cultures of rat corticostriatal system or caudate nucleus chronically exposed to 100 nM QUIN for up to 7 weeks show focal degeneration characterized by the presence of vacuoles in neuropil, swollen dendrites, occasional swollen post-synaptic elements, and degenerated neurons. In vitro QUIN treatment of human primary foetal neurons leads to a substantial increase of tau phosphorylation at multiple positions. The increase in QUIN-induced phosphorylation of tau is attributed to a decrease in the expression and activity of the major tau phosphatases. QUIN can inhibit B monoamine oxidase (MAO-B) in human brain synaptosomal mitochondria and also can be a potent inhibitor of phosphoenolpyruvate carboxykinase (EC 4.1.1.32) from rat liver cytoplasm, an important enzyme in the gluconeogenesis pathway that converts oxaloacetate to phosphoenolpyruvate. QUIN can increase free radical production by inducing NOS activity in astrocytes and neurons, leading to oxidative stress, increasing both poly(ADP-ribose) polymerase (PARP) activity and extracellular lactate dehydrogenase (LDH) activity[1].
In Vivo
In vivo Quinolinic acid (QUIN), a neuroactive metabolite of the kynurenine pathway, is normally presented in nanomolar concentrations in human brain and cerebrospinal fluid (CSF) and is often implicated in the pathogenesis of a variety of human neurological diseases. The concentration of QUIN varies among different brain regions, with the cerebral cortex containing approximately 1.8 nmol/g wet weight; almost 2-fold than that found in the hippocampus (1 nmol/g wet weight). Intraarterial administration of either micromolar or millimolar concentrations of QUIN results in only negligible accumulations of this metabolite in the brain, suggesting that the central nervous system (CNS) appears to be well protected by the blood brain barrier (BBB) from peripheral QUIN. QUIN can also increase glutamate release and inhibit its reuptake by astrocytes, thus increasing its concentration in the microenvironments, causing neurotoxicity and also limiting glutamate to glutamine recycling in astrocytes by decreasing glutamine synthetase activity. Intrastriatal injection of QUIN provokes a decrease of cellular respiration and ATP levels[1].
Animal Research Animal Models C57Bl/6J mice
Dosages 30 nmol
Administration Intracerebral injection
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT05513807 Not yet recruiting
Delayed Graft Function
Assistance Publique - Hôpitaux de Paris|Institut National de la Santé Et de la Recherche Médicale France|Centre National de la Recherche Scientifique France
November 2022 Phase 3
NCT05718310 Recruiting
Migraine|Migraine Disorders|Pain
IRCCS National Neurological Institute C. Mondino Foundation|University of Pavia
November 1 2022 Not Applicable
NCT05969990 Recruiting
Migraine in Children
Qilu Hospital of Shandong University
January 1 2022 --
NCT04342975 Recruiting
AKI
Mayo Clinic|Elysium Health
December 1 2020 Phase 2

Chemical Information & Solubility

Molecular Weight 167.12 Formula

C7H5NO4

CAS No. 89-00-9 SDF Download Quinolinic acid SDF
Smiles C1=CC(=C(N=C1)C(=O)O)C(=O)O
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 25 mg/mL ( (149.59 mM); Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : 3 mg/mL

Ethanol : Insoluble


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