(RS)-AMPA

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Cat.No. 0169 - (RS)-AMPA | C7H10N2O4 | CAS No. 74341-63-2
Description: Selective AMPA agonist
Chemical Name: (RS)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (10)
Literature

Biological Activity

Prototypical and defining agonist for the AMPA subgroup of ionotropic glutamate receptors. Active enantiomer (S)-AMPA (Cat. No. 0254), inactive enantiomer (R)-AMPA (Cat. No. 0253) and hydrobromide salt (RS)-AMPA hydrobromide (Cat. No. 1074) also available.

Technical Data

M. Wt 186.17
Formula C7H10N2O4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 74341-63-2
PubChem ID 1221
InChI Key UUDAMDVQRQNNHZ-UHFFFAOYSA-N
Smiles CC1=C(CC(N)C(O)=O)C(O)=NO1

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 1.86 10mM with gentle warming

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.

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.

Honore et al (1982) The binding of 3H-AMPA, a structural analogue of glutamic acid, to rat brain membranes. J.Neurochem. 38 173 PMID: 6125564

Krogsgaard-Larsen et al (1980) New class of glutamate agonist structurally related to ibotenic acid. Nature 284 64 PMID: 6101908


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

10 Citations for (RS)-AMPA

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

Fakira et al (2012) Purkinje cell dysfunction and delayed death in plasma membrane calcium ATPase 2-heterozygous mice. Mol Cell Neurosci 51 22 PMID: 22789621

Mahajan et al (2011) Exposure of neurons to excitotoxic levels of glutamate induces cleavage of the RNA editing enzyme, adenosine deaminase acting on RNA 2, and loss of GLUR2 editing. Neuroscience 189 305 PMID: 21620933

Maier et al (2010) Sustained glutamate receptor activation down-regulates GABAB receptors by shifting the balance from recycling to lysosomal degradation. J Biol Chem 285 35606 PMID: 20826795

Biou et al (2008) Endocytosis and recycling of AMPA receptors lacking GluR2/3. Proc Natl Acad Sci U S A 105 1038 PMID: 18195348

Schenk et al (2003) Regulated delivery of AMPA receptor subunits to the presynaptic membrane. EMBO J 22 558 PMID: 12554656

Netzahualcoyotzi and Tapia (2015) Degeneration of spinal motor neurons by chronic AMPA-induced excitotoxicity in vivo and protection by energy substrates. Acta Neuropathol Commun 3 27 PMID: 25968178

Falgairolle and O'Donovan (2015) Pharmacological Investigation of Fluoro-Gold Entry into Spinal Neurons. PLoS One 10 e0131430 PMID: 26102354

Angelantonio et al (2015) Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R. Front Cell Neurosci 9 409 PMID: 26528137

Nygaard et al (2015) Melanoma brain colonization involves the emergence of a brain-adaptive phenotype. Oncoscience 1 82 PMID: 25593989

Chanda et al (2014) Generation of induced neuronal cells by the single reprogramming factor ASCL1. Stem Cell Reports 3 282 PMID: 25254342


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