(S)-AMPA

Pricing Availability Delivery Time Qty
Cat.No. 0254 - (S)-AMPA | C7H10N2O4 | CAS No. 83643-88-3
Description: Selective AMPA agonist. Active isomer of (RS)-AMPA (Cat. No. 0169)
Chemical Name: (S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (6)
Literature

Biological Activity

Active enantiomer of AMPA (EC50 = 3.5 μM). Also available as part of the AMPA Receptor Tocriset™ (Cat. No. 1822). NPEC-caged-(S)-AMPA (Cat. No. 3840), inactive enantiomer (R)-AMPA (Cat. No. 0253) and racemate (RS)-AMPA (Cat. No. 0169) are also available.

Technical Data

M. Wt 186.17
Formula C7H10N2O4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 83643-88-3
PubChem ID 158397
InChI Key UUDAMDVQRQNNHZ-YFKPBYRVSA-N
Smiles [H][C@@](N)(C(O)=O)CC1=C(C)ON=C1O

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
water 18.62 100
phosphate buffered saline 18.62 100

Preparing Stock Solutions

The following data is based on the product molecular weight 186.17. 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 5.37 mL 26.86 mL 53.71 mL
5 mM 1.07 mL 5.37 mL 10.74 mL
10 mM 0.54 mL 2.69 mL 5.37 mL
50 mM 0.11 mL 0.54 mL 1.07 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.

Falch et al (1998) Heteroaryl analogues of AMPA. 2. Synthesis, absolute stereochemistry, photochemistry, and structure-activity relationships. J.Med.Chem. 41 2513 PMID: 9651156

Hansen et al (1983) Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid. J.Med.Chem. 26 901 PMID: 6133955

Lauridsen et al (1985) Ibotenic acid analogues. Synthesis, molecular flexibility, and in vitro activity of agonists and antagonists at central glutamic acid receptors. J.Med.Chem. 28 668 PMID: 2859375


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Keywords: (S)-AMPA, supplier, Selective, AMPA, agonists, Glutamate, Receptors, iGluR, Ionotropic, AMPA, Receptors, Tocris Bioscience

6 Citations for (S)-AMPA

Citations are publications that use Tocris products. Selected citations for (S)-AMPA include:

Pooler et al (2013) Physiological release of endogenous tau is stimulated by neuronal activity. J Neurosci 14 389 PMID: 23412472

Oh et al (2012) Overexpression of calcium-permeable glutamate receptors in glioblastoma derived brain tumor initiating cells. EMBO Rep 7 e47846 PMID: 23110111

Lussier et al (2011) Activity-dependent ubiquitination of the AMPA receptor subunit GluA2. Proc Natl Acad Sci U S A 31 3077 PMID: 21414928

Jackson et al (2010) Control of cerebellar long-term potentiation by P-Rex-family guanine-nucleotide exchange factors and phosphoinositide 3-kinase. PLoS One 5 e11962 PMID: 20694145

Limon et al (2007) Properties of GluR3 receptors tagged with GFP at the amino or carboxyl terminus. Neuroreport 104 15526 PMID: 17881566

Bell et al (2015) Neuronal development is promoted by weakened intrinsic antioxidant defences due to epigenetic repression of Nrf2. PLoS One 6 7066 PMID: 25967870


Do you know of a great paper that uses (S)-AMPA from Tocris? If so please let us know.

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Pathways for (S)-AMPA

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