Catalog Number: 0254
Chemical Name: (S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
Biological Activity
Active enantiomer of AMPA (EC50 = 3.5 μM).

Available as part of the AMPA Receptor Tocriset™. NPEC-caged-(S)-AMPA, Inactive Enantiomer and Racemate also available.

Technical Data
  • M.Wt:
    186.17
  • Formula:
    C7H10N2O4
  • Solubility:
    Soluble to 100 mM in water
  • Purity:
    >99%
  • Storage:
    Store at RT
  • CAS No:
    83643-88-3
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.
Additional Information
Other Product-Specific Information:
Background References
  1. Heteroaryl analogues of AMPA. 2. Synthesis, absolute stereochemistry, photochemistry, and structure-activity relationships.
    Falch et al.
    J.Med.Chem., 1998;41:2513
  2. Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid.
    Hansen et al.
    J.Med.Chem., 1983;26:901
  3. Ibotenic acid analogues. Synthesis, molecular flexibility, and in vitro activity of agonists and antagonists at central glutamic acid receptors.
    Lauridsen et al.
    J.Med.Chem., 1985;28:668
Citations:

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

6 Citations: Showing 1 - 6
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  1. Neuronal development is promoted by weakened intrinsic antioxidant defences due to epigenetic repression of Nrf2.
    Authors: Bell Et al.
    PLoS One 2015;6:7066
  2. Physiological release of endogenous tau is stimulated by neuronal activity.
    Authors: Pooler Et al.
    J Neurosci 2013;14:389
  3. Overexpression of calcium-permeable glutamate receptors in glioblastoma derived brain tumor initiating cells.
    Authors: Oh Et al.
    EMBO Rep 2012;7:e47846
  4. Activity-dependent ubiquitination of the AMPA receptor subunit GluA2.
    Authors: Lussier Et al.
    Proc Natl Acad Sci U S A 2011;31:3077
  5. Control of cerebellar long-term potentiation by P-Rex-family guanine-nucleotide exchange factors and phosphoinositide 3-kinase.
    Authors: Jackson Et al.
    PLoS One 2010;5:e11962
  6. Properties of GluR3 receptors tagged with GFP at the amino or carboxyl terminus.
    Authors: Limon Et al.
    Neuroreport 2007;104:15526
Tocris Small Molecules
Description Application Cat# Citations Images  

(RS)-AMPA

0169 10  
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