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Submit ReviewL-Quisqualic acid
Description: AMPA agonist; also group I mGlu agonist
Chemical Name: (L)-(+)-α-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid
Purity: ≥99% (HPLC)
Biological Activity for L-Quisqualic acid
L-Quisqualic acid is a glutamate receptor agonist acting at AMPA receptors and metabotropic glutamate receptors positively linked to phosphoinositide hydrolysis. L-Quisqualic acid sensitizes neurons in hippocampus to depolarization by L-AP6 (the so called 'quis' effect).
Technical Data for L-Quisqualic acid
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for L-Quisqualic acid
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 1eq. NaOH | 18.91 | 100 | |
| water | 1.89 | 10 |
Preparing Stock Solutions for L-Quisqualic acid
The following data is based on the product molecular weight 189.13. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| 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 for L-Quisqualic acid
References for L-Quisqualic acid
References are publications that support the biological activity of the product.
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
If you know of a relevant reference for L-Quisqualic acid, please let us know.
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Keywords: L-Quisqualic acid, L-Quisqualic acid supplier, AMPA, group, I, mGlur, agonists, potent, Glutamate, Receptors, iGlur, Ionotropic, Group, mGlu1, mGlu5, mGluR1, mGluR5, Metabotropic, (Metabotropic), 0188, Tocris Bioscience
9 Citations for L-Quisqualic acid
Citations are publications that use Tocris products. Selected citations for L-Quisqualic acid include:
Shin et al (2018) Participation of xCT in melanoma cell proliferation in vitro and tumorigenesis in vivo. Oncogenesis 7 86 PMID: 30425240
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
Wall et al (2014) Disruption of GRM1-mediated signalling using R.zole results in DNA damage in melanoma cells. Pigment Cell Melanoma Res 27 263 PMID: 24330389
Scholler (2017) HTS-compatible FRET-based conformational sensors clarify membrane receptor activation. Nat Chem Biol 13 372 PMID: 28135236
Hu and Tu (2015) The roads to mitochondrial dysfunction in a rat model of posttraumatic syringomyelia. Biomed Res Int 2015 831490 PMID: 25685811
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
Mansari et al (2015) Effects of acute and sustained administration of Vort. on the serotonin system in the hippocampus: electrophysiological studies in the rat brain. Psychopharmacology (Berl) 232 2343 PMID: 25665528
Mansari et al (2015) Restoration of serotonin neuronal firing following long-term administration of bupr. but not parox. in olfactory bulbectomized rats. Int J Neuropsychopharmacol 18 PMID: 25522394
Do you know of a great paper that uses L-Quisqualic acid from Tocris? Please let us know.
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