(RS)-AMPA

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Cat.No. 0169 - (RS)-AMPA | C7H10N2O4 | CAS No. 77521-29-0
Description: Selective AMPA agonist
Chemical Name: (RS)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (19)
Reviews (1)
Literature (10)

Biological Activity

Prototypical and defining agonist for the AMPA subgroup of ionotropic glutamate receptors.

Active Enantiomer, Inactive Enantiomer and Hydrobromide Salt also available.

Technical Data

M. Wt 186.17
Formula C7H10N2O4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 77521-29-0
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.

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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 1.86 10 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 the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 53.71 mL 268.57 mL 537.14 mL
0.5 mM 10.74 mL 53.71 mL 107.43 mL
1 mM 5.37 mL 26.86 mL 53.71 mL
5 mM 1.07 mL 5.37 mL 10.74 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

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

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, (RS)-AMPA supplier, Selective, AMPA, agonists, Glutamate, Receptors, iGluR, Ionotropic, 74341-63-2, 0169, Tocris Bioscience

19 Citations for (RS)-AMPA

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

Ye et al (2019) KA metabolite (2R,6R)-hydroxynorKA enhances aggression via periaqueductal gray glutamatergic transmission. Neuropharmacology 157 PMID: 31207251

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

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

Gangadharan et al (2011) Peripheral calcium-permeable AMPA receptors regulate chronic inflammatory pain in mice. J Clin Invest 121 1608 PMID: 21383497

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

Chen et al (2002) Development of a human neuronal cell model for human immunodeficiency virus (HIV)-infected macrophage-induced neurotoxicity: apoptosis induced by HIV type 1 primary isolates and evidence for involvement of the Bcl-2/Bcl-xL-sensitive intrinsic apoptosis pa J Virol 76 9407 PMID: 12186923

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

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

Rojas et al (2013) Activation of group I metabotropic glutamate receptors potentiates heteromeric kainate receptors. Mol Pharmacol 83 106 PMID: 23066089

Chou et al (2018) (2R,6R)-hydroxynorKA rescues chronic stress-induced depression-like behavior through its actions in the midbrain periaqueductal gray. Neuropharmacology 139 1 PMID: 29953886

Guntupalli et al (2017) GluA1 subunit ubiquitination mediates amyloid-β-induced loss of surface α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors. J Biol Chem 292 8186 PMID: 28377502

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

Suyama et al (2017) Plasticity of calcium-permeable AMPA glutamate receptors in Pro-opiomelanocortin neurons. Elife 6 PMID: 28762946

Fedele and Raiteri (1996) Desensitization of AMPA receptors and AMPA-NMDA receptor interaction: an in vivo cyclic GMP microdialysis study in rat cerebellum. Br J Pharmacol 117 1133 PMID: 8882607

Fedele et al (1996) In vivo microdialysis study of a specific inhibitor of soluble guanylyl cyclase on the glutamate receptor/nitric oxide/cyclic GMP pathway. Br J Pharmacol 119 590 PMID: 8894183


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Reviews for (RS)-AMPA

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AMPA receptor agonist works effectively.
By Karthik krishnamurthy on 10/26/2018
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: motor neurons

Used to measure calcium influx in motor neurons upon AMPA receptor stimulation. 50 micromolar AMPA was added to the bath during live imaging of motor neurons loaded with calcium indicator FURA-2 AM

Reference
review image

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