(S)-AMPA

Name: ( S )-AMPA
Brand: Tocris Bioscience
SKU: 0254
Price: 145 USD

Tocris Bioscience a Bio-Techne Brand

Catalog # 0254

Citations (13)

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Key Product Details

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)
Molecular Weight:	186.17

View Full Technical Details for (S)-AMPA

Biological Activity for (S)-AMPA

(S)-AMPA is an active enantiomer of AMPA (EC₅₀ = 3.5 μM).

NPEC-caged-(S)-AMPA, Inactive Enantiomer and Racemate also available.

Technical Data for (S)-AMPA

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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for (S)-AMPA

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	9.31	50

Preparing Stock Solutions for (S)-AMPA

The following data is based on the product molecular weight 186.17.

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.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	10.74 mL	53.71 mL	107.43 mL
2.5 mM	2.15 mL	10.74 mL	21.49 mL
5 mM	1.07 mL	5.37 mL	10.74 mL
25 mM	0.21 mL	1.07 mL	2.15 mL

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References for (S)-AMPA

References are publications that support the biological activity of the product.

Falch Heteroaryl analogues of AMPA. 2. Synthesis, absolute stereochemistry, photochemistry, and structure-activity relationships. J.Med.Chem. 1998 PMID: 9651156
Lauridsen Ibotenic acid analogues. Synthesis, molecular flexibility, and in vitro activity of agonists and antagonists at central glutamic acid receptors. J.Med.Chem. 1985 PMID: 2859375
Hansen 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. 1983 PMID: 6133955

Citations for (S)-AMPA (13)

Showing 1 - 10 of 13 citations Showing All

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

Wagner et al. (2019) Myosin VI Drives Clathrin-Mediated AMPA Receptor Endocytosis to Facilitate Cerebellar Long-Term Depression. Cell Rep. 28:11
PMID: 31269433
Langner et al. (2017) Kynurenic Acid Induces Impairment of Oligodendrocyte Viability: On the Role of Glutamatergic Mechanisms. Neurochem Res. 42:838
PMID: 27444613
Temkin et al. (2017) The Retromer Supports AMPA Receptor Trafficking During LTP. Neuron. 94:74
PMID: 28384478
Park et al. (2016) Involvement of AMPA Receptor and Its Flip and Flop Isoforms in Retinal Ganglion Cell Death Following Oxygen/Glucose Deprivation. Invest Ophthalmol Vis Sci. 57:508
PMID: 26868754
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
Pooler et al. (2013) Physiological release of endogenous tau is stimulated by neuronal activity. J Neurosci. 14:389
PMID: 23412472
Fairless et al. (2013) Membrane potential measurements of isolated neurons using a voltage-sensitive dye. PLoS One. 8:e58260
PMID: 23516458
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
Underhill (2007) Hypoxic injury of isolated axons is independent of ionotropic glutamate receptors. Neurobiol Dis. 25:284
PMID: 17071096
Gasull-Camôs Serotonergic mechanisms involved in antidepressant-like responses evoked by GLT-1 blockade in rat infralimbic cortex. Neuropharmacology. 139:41
PMID: 29940206

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Showing 1 - 10 of 13 citations Showing All

Product Documents for (S)-AMPA

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.