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AB120005

(S)-AMPA, agonist

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(15 Publications)

MW 186.17 Da, Purity >98%. AMPA agonist. Achieve your results faster with highly validated, pure and trusted compounds.

View Alternative Names

(R)-limonene 6-monooxygenase, (S)-limonene 6-monooxygenase, (S)-limonene 7-monooxygenase, AMPA 1, AMPA 2, AMPA 3, AMPA 4, AMPA-selective glutamate receptor 1, AMPA-selective glutamate receptor 2, AMPA-selective glutamate receptor 3, AMPA-selective glutamate receptor 4, AW490526, CP2C9_HUMAN, CPC12, CPC8, CPC9, CPCJ, CYP2C, CYP2C10, CYPIIC9, Cytochrome P-450MP, Cytochrome P450 2C9, Cytochrome P450 MP-4, Cytochrome P450 MP-8, Cytochrome P450 PB-1, Cytochrome P450, family 2, subfamily C, polypeptide 9, EB11, EEA3, EIEE27, EPND, Excitatory amino acid receptor 1, Excitatory amino acid receptor 2, Excitatory amino acid receptor 3, Excitatory amino acid receptor 4, Excitatory amino acid receptor 5, FESD, GLR 6, GLR 7, GLR5, GLUH1, GLUK3, GLUK6, GLUR4C, GRIA1_HUMAN, GRIA2_HUMAN, GRIA3_HUMAN, GRIA4_HUMAN, GRIK, GRIK1_HUMAN, GRIK2 protein, GRIK2_HUMAN, GRIK3_HUMAN, GRIK4_HUMAN, GRIK5_HUMAN, GRIN 2A, GRIN 2B, GRIN3A, GRIN3B, GluA 4, GluA1, GluA2, GluA3, GluK2, GluK4, GluK5, GluN1, GluN2A, GluN2C, GluN2D, GluR 7a, GluR-1, GluR-2, GluR-3, GluR-4, GluR-5, GluR-6, GluR-7, GluR-A, GluR-B, GluR-C, GluR-D, GluR-K1, GluR-K2, GluR-K3, GluRgamma2, Glutamate Receptor Ionotropic N Methyl D Aspartate 2B, Glutamate Receptor Ionotropic N Methyl D Aspartate 2C, Glutamate Receptor Ionotropic N Methyl D Aspartate subunit 2B, Glutamate Receptor Ionotropic N methyl D aspartate 3A, Glutamate [NMDA] receptor subunit epsilon-1, Glutamate [NMDA] receptor subunit epsilon-2, Glutamate [NMDA] receptor subunit epsilon-3, Glutamate [NMDA] receptor subunit epsilon-4, Glutamate [NMDA] receptor subunit zeta-1, Glutamate ionotropic receptor AMPA type subunit 3, Glutamate receptor, Glutamate receptor 1, Glutamate receptor 2, Glutamate receptor 3, Glutamate receptor 4, Glutamate receptor 5, Glutamate receptor 6, Glutamate receptor 7, Glutamate receptor C, Glutamate receptor KA 1precursor, Glutamate receptor KA-1, Glutamate receptor KA-2, Glutamate receptor ionotrophic AMPA 3, Glutamate receptor ionotrophic AMPA 4, Glutamate receptor ionotropic, Glutamate receptor ionotropic AMPA 1, Glutamate receptor ionotropic AMPA 2, Glutamate receptor ionotropic N methyl D aspartate 1, Glutamate receptor ionotropic N methyl D aspartate 2A, Glutamate receptor ionotropic N methyl D aspartate 3B, Glutamate receptor ionotropic NMDA2B, Glutamate receptor ionotropic kainate 1, Glutamate receptor ionotropic kainate 2, Glutamate receptor ionotropic kainate 3, Glutamate receptor ionotropic kainate 4, Glutamate receptor ionotropic kainate 4 precursor, Glutamate receptor ionotropic, N-methyl-D aspartate, subunit 1, Glutamate receptor ionotropic, NMDA 2C, Glutamate receptor subunit 3, Glutamate receptor subunit epsilon 2, Glutamate receptor, ionotropic kainate 5 [Precursor], Glutamate receptor, ionotropic, AMPA 3, Glutamate receptor, ionotropic, N-methyl D-aspartate 2D, Glutamate receptor, ionotropic, NMDA2B (epsilon 2), Glutamate receptor, ionotropic, kainate 5, Glutamate receptor, ionotropic, kainate 5 (gamma 2), Grin2c, Grin2d, HBGR1, HBGR2, Human glutamate receptor GLUR5, Ionotrophic Glutamate Receptor, Ionotropic Glutamate receptor 4, KA2, LKS, MGC118086, MGC133252, MGC142178, MGC142180, MGC149605, MGC88320, MRD6, MRD8, MRT6, MRX94, Microsomal monooxygenase, N Methly D Aspartate Receptor Channel Subunit Epsilon 3, N methyl D asparate receptor channel subunit epsilon 2, N methyl D aspartate receptor channel subunit zeta 1, N methyl D aspartate receptor channel, subunit epsilon 1, N methyl D aspartate receptor subunit 2A, N methyl D aspartate receptor subunit 2B, N methyl D aspartate receptor subunit 2C, N methyl d aspartate receptor subunit 2D, N-methyl D-aspartate receptor subtype 2A, N-methyl D-aspartate receptor subtype 2B, N-methyl D-aspartate receptor subtype 2C, N-methyl D-aspartate receptor subtype 2D, N-methyl-D-aspartate receptor, N-methyl-D-aspartate receptor subunit 3, N-methyl-D-aspartate receptor subunit NR1, NMD-R1, NMDA 1, NMDA 2D, NMDA NR2B, NMDA receptor 1, NMDA receptor subtype 2A, NMDA receptor subunit 3A, NMDA receptor subunit 3B, NMDAR, NMDAR2C, NMDAR2D, NMDE1_HUMAN, NMDE2_HUMAN, NMDE3_HUMAN, NMDE4_HUMAN, NMDZ1_HUMAN, NR1, NR2A, NR2B, NR2C, NR2D, NR3, OTTHUMP00000020135, OTTHUMP00000041930, OTTHUMP00000045951, OTTHUMP00000096569, OTTHUMP00000160135, OTTHUMP00000160643, OTTHUMP00000165781, OTTHUMP00000174531, OTTHUMP00000224241, OTTHUMP00000224242, OTTHUMP00000224243, OTTHUMP00000231881, P450 MP, P450 PB 1, P450C2C, P450IIC19, P450IIC9, S-mephenytoin 4-hydroxylase, Xenobiotic monooxygenase, bA487F5.1, cytochrome P-450 S-mephenytoin 4-hydroxylase, dJ1171F9.1, estrogen receptor binding CpG island, flavoprotein-linked monooxygenase, glutamate receptor form A, glutamate receptor form B, glutamate receptor form C, glutamate receptor form D, glutamate receptor form E, glutamate receptor ionotropic NMDA 2D, glutamate receptor ionotropic, NMDA 1, hNR 3, hNR2A, iGlu5, ionotropic kainate 1, ionotropic kainate 2, ionotropic kainate 3, ionotropic kainate 4, ionotropic kainate 5

3 Images
Functional Studies - (S)-AMPA, agonist (AB120005)
  • FuncS

Unknown

Functional Studies - (S)-AMPA, agonist (AB120005)

ab96379 staining MEK1 (phospho S298) in SK-N-SH cells treated with (S)-AMPA (ab120005), by ICC/IF. Increase in MEK1 (phospho S298) expression correlates with increased concentration of (S)-AMPA, as described in literature.
The cells were incubated at 37°C for 6h in media containing different concentrations of ab120005 ((S)-AMPA) in water, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab96379 (1/100 dilution) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight® 488 goat anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody.

Functional Studies - (S)-AMPA, agonist (AB120005)
  • FuncS

PubMed

Functional Studies - (S)-AMPA, agonist (AB120005)

Release of adenosine by depolarisation and agonists.

(Panel d) Adenosine released was evoked after depolarisation with AMPA.

Sims et al PLoS One. 2013;8(1):e53814. doi: 10.1371/journal.pone.0053814. Epub 2013 Jan 11. Fig 1. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/

Chemical Structure - (S)-AMPA, agonist (AB120005)
  • Chemical Structure

Lab

Chemical Structure - (S)-AMPA, agonist (AB120005)

2D chemical structure image of ab120005, (S)-AMPA, agonist

Key facts

CAS number

83643-88-3

Purity

>98%

Form

Solid

form

Molecular weight

186.17 Da

Molecular formula

C<sub>7</sub>H<sub>1</sub><sub>0</sub>N<sub>2</sub>O<sub>4</sub>

PubChem

158397

Nature

Synthetic

Biochemical name

(S)-Ampa

Biological description

AMPA agonist.

Canonical smiles

CC1=C(C(=O)NO1)CC(C(=O)O)N

Isomeric smiles

CC1=C(C(=O)NO1)C[C@@H](C(=O)O)N

InChi

InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1

InChiKey

UUDAMDVQRQNNHZ-YFKPBYRVSA-N

IUPAC Name

(2S)-2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Glutamate Receptor 1 also known as AMPA receptor or GluA1 is an ionotropic receptor for glutamate the chief excitatory neurotransmitter in the central nervous system. Other alternate names include Glutamate Receptor 2 (GluA2) Glutamate receptor 3 (GluA3) GluK5 GluK1 and GluA4. These subtypes have similar structures but vary in their distribution and function. The mass of this receptor is not explicitly detailed as it forms tetrameric complexes. These receptors are expressed widely across the brain particularly in the postsynaptic sites of neurons where they play key roles in synaptic transmission.
Biological function summary

The AMPA receptor facilitates fast synaptic transmission and is involved in synaptic plasticity which is important for learning and memory. These receptors form a heteromeric complex often consisting of different subunits like GluA1 GluA2 GluA3 and GluA4. The receptor mechanism involves the binding of glutamate which leads to the opening of the ion channel. This allows the flow of sodium (Na+) and to a lesser extent calcium (Ca2+) contributing to the excitatory postsynaptic potential in neurons.

Pathways

These ionotropic glutamate receptors function in the glutamatergic signaling pathway and the long-term potentiation pathway. They pair with proteins such as NMDA receptors and various scaffolding proteins within synaptic complexes. These pathways regulate synaptic strength and are critical for cognitive processes like learning. Indeed the balance and modulation of GluA and associated proteins are essential for normal neuronal communication and plasticity.

The AMPA receptors are associated with neurological conditions such as epilepsy and neurodegenerative diseases like Alzheimer’s disease. Aberrant activity or expression levels of AMPA receptor subunits can lead to excitotoxicity which is damage caused by excessive stimulation by neurotransmitters such as glutamate. In these contexts AMPA antagonists may offer therapeutic potential. These receptors also connect to tau proteins in the context of Alzheimer's disease highlighting their role in the pathology associated with neurodegeneration.

Product protocols

Publications (15)

Recent publications for all applications. Explore the full list and refine your search

Biology of reproduction 107:916-927 PubMed35746896

2022

Glutamate can act as a signaling molecule in mouse preimplantation embryos†.

Applications

Unspecified application

Species

Unspecified reactive species

Alexandra Špirková,Veronika Kovaříková,Zuzana Šefčíková,Jozef Pisko,Martina Kšiňanová,Juraj Koppel,Dušan Fabian,Štefan Čikoš

Science (New York, N.Y.) 363: PubMed30545844

2018

Synaptotagmin-3 drives AMPA receptor endocytosis, depression of synapse strength, and forgetting.

Applications

Unspecified application

Species

Unspecified reactive species

Ankit Awasthi,Binu Ramachandran,Saheeb Ahmed,Eva Benito,Yo Shinoda,Noam Nitzan,Alina Heukamp,Sabine Rannio,Henrik Martens,Jonas Barth,Katja Burk,Yu Tian Wang,Andre Fischer,Camin Dean

The European journal of neuroscience 46:2519-2533 PubMed28921719

2017

Inflammation alters AMPA-stimulated calcium responses in dorsal striatal D2 but not D1 spiny projection neurons.

Applications

Unspecified application

Species

Unspecified reactive species

Carissa D Winland,Nora Welsh,Alberto Sepulveda-Rodriguez,Stefano Vicini,Kathleen A Maguire-Zeiss

The Journal of neuroscience : the official journal 37:6162-6175 PubMed28539424

2017

Ca-Permeable AMPARs Mediate Glutamatergic Transmission and Excitotoxic Damage at the Hair Cell Ribbon Synapse.

Applications

Unspecified application

Species

Unspecified reactive species

Joy Y Sebe,Soyoun Cho,Lavinia Sheets,Mark A Rutherford,Henrique von Gersdorff,David W Raible

Proceedings of the National Academy of Sciences of 111:4303-8 PubMed24550458

2014

Mossy fiber-evoked subthreshold responses induce timing-dependent plasticity at hippocampal CA3 recurrent synapses.

Applications

Unspecified application

Species

Unspecified reactive species

Federico Brandalise,Urs Gerber

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:7762-9 PubMed23637168

2013

Presynaptic NMDA receptor mechanisms for enhancing spontaneous neurotransmitter release.

Applications

Unspecified application

Species

Unspecified reactive species

Portia A Kunz,Adam C Roberts,Benjamin D Philpot

Biochimica et biophysica acta 1833:1820-31 PubMed23545413

2013

The type II cGMP dependent protein kinase regulates GluA1 levels at the plasma membrane of developing cerebellar granule cells.

Applications

Unspecified application

Species

Unspecified reactive species

Salvatore Incontro,Francisco Ciruela,Edward Ziff,Franz Hofmann,José Sánchez-Prieto,Magdalena Torres

Journal of neurochemistry 125:205-13 PubMed23350646

2013

Chondroitin sulfate, a major component of the perineuronal net, elicits inward currents, cell depolarization, and calcium transients by acting on AMPA and kainate receptors of hippocampal neurons.

Applications

Unspecified application

Species

Unspecified reactive species

Marcos Maroto,José-Carlos Fernández-Morales,Juan Fernando Padín,José C González,Jesús M Hernández-Guijo,Eulalia Montell,Josep Vergés,Antonio M G de Diego,Antonio G García

PloS one 8:e53814 PubMed23326515

2013

Sleep-wake sensitive mechanisms of adenosine release in the basal forebrain of rodents: an in vitro study.

Applications

Unspecified application

Species

Unspecified reactive species

Robert Edward Sims,Houdini Ho Tin Wu,Nicholas Dale

Chembiochem : a European journal of chemical biolo 14:230-5 PubMed23292655

2013

Expanding the genetic code in Xenopus laevis oocytes.

Applications

Unspecified application

Species

Unspecified reactive species

Shixin Ye,Morgane Riou,Stéphanie Carvalho,Pierre Paoletti
View all publications

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