MW 186.17 Da, Purity >98%. AMPA agonist. Achieve your results faster with highly validated, pure and trusted compounds.
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- Biology of reproduction 107:916-9272022Glutamate can act as a signaling molecule in mouse preimplantation embryos†.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAlexandra Špirková,Veronika Kovaříková,Zuzana Šefčíková,Jozef Pisko,Martina Kšiňanová,Juraj Koppel,Dušan Fabian,Štefan ČikošPubMed 35746896
- Science (New York, N.Y.) 363:2018Synaptotagmin-3 drives AMPA receptor endocytosis, depression of synapse strength, and forgetting.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAnkit 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 DeanPubMed 30545844
- The European journal of neuroscience 46:2519-25332017Inflammation alters AMPA-stimulated calcium responses in dorsal striatal D2 but not D1 spiny projection neurons.Applications:Unspecified applicationReactive species:Unspecified reactive speciesCarissa D Winland et. al.PubMed 28921719
- The Journal of neuroscience : the official journal 37:6162-61752017Ca-Permeable AMPARs Mediate Glutamatergic Transmission and Excitotoxic Damage at the Hair Cell Ribbon Synapse.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJoy Y Sebe et. al.PubMed 28539424
- Proceedings of the National Academy of Sciences of 111:4303-82014Mossy fiber-evoked subthreshold responses induce timing-dependent plasticity at hippocampal CA3 recurrent synapses.Applications:Unspecified applicationReactive species:Unspecified reactive speciesFederico Brandalise et. al.PubMed 24550458
- The Journal of neuroscience : the official journal of the Society for Neuroscience 33:7762-92013Presynaptic NMDA receptor mechanisms for enhancing spontaneous neurotransmitter release.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPortia A Kunz,Adam C Roberts,Benjamin D PhilpotPubMed 23637168
- Biochimica et biophysica acta 1833:1820-312013The type II cGMP dependent protein kinase regulates GluA1 levels at the plasma membrane of developing cerebellar granule cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSalvatore Incontro et. al.PubMed 23545413
- Journal of neurochemistry 125:205-132013Chondroitin 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 applicationReactive species:Unspecified reactive speciesMarcos Maroto et. al.PubMed 23350646
- PloS one 8:e538142013Sleep-wake sensitive mechanisms of adenosine release in the basal forebrain of rodents: an in vitro study.Applications:Unspecified applicationReactive species:Unspecified reactive speciesRobert Edward Sims et. al.PubMed 23326515
- Chembiochem : a European journal of chemical biolo 14:230-52013Expanding the genetic code in Xenopus laevis oocytes.Applications:Unspecified applicationReactive species:Unspecified reactive speciesShixin Ye et. al.PubMed 23292655
Key facts
- CAS number
- 83643-88-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 186.17 Da
- Molecular formula
- C7H10N2O4
- PubChem identifier
- 158397
- Nature
- Synthetic
Target data
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
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MW 186.17 Da, Purity >98%. AMPA agonist. Achieve your results faster with highly validated, pure and trusted compounds.
Key facts
- CAS number
- 83643-88-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 186.17 Da
- Molecular formula
- C7H10N2O4
- PubChem identifier
- 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
Storage
- 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 info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
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.
- Associated diseases and disorders
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.
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3 product images
Chemical Structure - (S)-AMPA, agonist (ab120005)
2D chemical structure image of ab120005, (S)-AMPA, agonist
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/Functional Studies - (S)-AMPA, agonist (ab120005)
Release of adenosine by depolarisation and agonists.(Panel d) Adenosine released was evoked after depolarisation with AMPA.
Functional Studies - (S)-AMPA, agonist (ab120005)
Anti-MEK1 (phospho S298) antibody [EPR3338] 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 Anti-MEK1 (phospho S298) antibody [EPR3338] 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 (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody.
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