(S)-AMPA

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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 (13)
Reviews (1)
Literature (5)

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 Data for (S)-AMPA

Solvent Max Conc. mg/mL Max Conc. mM
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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Product Datasheets for (S)-AMPA

Certificate of Analysis / Product Datasheet
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References for (S)-AMPA

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

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, (S)-AMPA supplier, Selective, AMPA, agonists, Glutamate, Receptors, iGluR, Ionotropic, 0254, Tocris Bioscience

13 Citations for (S)-AMPA

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

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

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

Fairless et al (2013) Membrane potential measurements of isolated neurons using a voltage-sensitive dye. PLoS One 8 e58260 PMID: 23516458

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


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Reviews for (S)-AMPA

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Test of AMPA effect on VGCCs-generated transmembrane current.
By Sergiy Sylantyev on 12/10/2023
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Arcuate nucleus

10 μM AMPA was used to clarify the input of AMPA receptors into 5HT-1B receptors - activated modulation of voltage-gated calcium channel gating. Left: control. Right: the effect of activation of 5HT-1B and AMPA receptors on transmembrane current through VGCCs evoked upon membrane depolarization. Blue trace: control; red trace: 5HT-1B and AMPA receptors activation.

PMID: 37827445
review image

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