L-Quisqualic acid

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Cat.No. 0188 - L-Quisqualic acid | C5H7N3O5 | CAS No. 52809-07-1
Description: AMPA/group I mGlu agonist
Chemical Name: (L)-(+)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (7)
Literature

Biological Activity

Glutamate receptor agonist acting at AMPA receptors and metabotropic glutamate receptors positively linked to phosphoinositide hydrolysis. Sensitizes neurons in hippocampus to depolarization by L-AP6 (the so called 'quis' effect). Also available as part of the Group I mGlu Receptor Tocriset™.

Technical Data

M. Wt 189.13
Formula C5H7N3O5
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 52809-07-1
PubChem ID 40539
InChI Key ASNFTDCKZKHJSW-REOHCLBHSA-N
Smiles O=C1N(C[C@]([H])(N)C(O)=O)OC(N1)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1eq. NaOH 18.91 100
water 1.89 10

Preparing Stock Solutions

The following data is based on the product molecular weight 189.13. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.29 mL 26.44 mL 52.87 mL
5 mM 1.06 mL 5.29 mL 10.57 mL
10 mM 0.53 mL 2.64 mL 5.29 mL
50 mM 0.11 mL 0.53 mL 1.06 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Littman et al (1995) Effects of quisqualic acid analogs on metabotropic glutamate receptors coupled to phosphoinositide hydrolysis in rat hippocampus. Neuropharmacology 34 829 PMID: 8532164

Porter et al (1992) (S)-Homoquisqualate: a potent agonist at the glutamate metabotropic receptor. Br.J.Pharmacol. 106 509 PMID: 1324071

Schulte et al (1994) Utilization of the resolved L-isomer of 2-amino-6-phosphohexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 649 203 PMID: 7953634


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Keywords: AMPA group I mGlur agonists potent Glutamate Receptors iGlur Ionotropic Group mGlu1 mGlu5 mGluR1 mGluR5 Metabotropic AMPA Receptors

7 Citations for L-Quisqualic acid

Citations are publications that use Tocris products. Selected citations for L-Quisqualic acid include:

Mansari et al (2015) Restoration of serotonin neuronal firing following long-term administration of bupropion but not paroxetine in olfactory bulbectomized rats. Int J Neuropsychopharmacol 18 PMID: 25522394

Mansari et al (2015) Effects of acute and sustained administration of vortioxetine on the serotonin system in the hippocampus: electrophysiological studies in the rat brain. Psychopharmacology (Berl) 232 2343 PMID: 25665528

Hu and Tu (2015) The roads to mitochondrial dysfunction in a rat model of posttraumatic syringomyelia. Biomed Res Int 2015 831490 PMID: 25685811

Wall et al (2014) Disruption of GRM1-mediated signalling using riluzole results in DNA damage in melanoma cells. Pigment Cell Melanoma Res 27 263 PMID: 24330389

Porter et al (2005) Fenobam: a clinically validated nonbenzodiazepine anxiolytic is a potent, selective, and noncompetitive mGlu5 receptor antagonist with inverse agonist activity. J Pharmacol Exp Ther 315 711 PMID: 16040814

Calò et al (2005) Interactions between ephrin-B and metabotropic glutamate 1 receptors in brain tissue and cultured neurons. J Neurosci 25 2245 PMID: 15745950

Ferré et al (2002) Synergistic interaction between adenosine A2A and glutamate mGlu5 receptors: implications for striatal neuronal function. Proc Natl Acad Sci U S A 99 11940 PMID: 12189203


Do you know of a great paper that uses L-Quisqualic acid from Tocris? If so please let us know.

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