MW 186.17 Da, Purity >98%. AMPA agonist. Achieve your results faster with highly validated, pure and trusted compounds.
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- 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
- 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
- Experimental neurology 233:292-3022011A continuous high frequency stimulation of the subthalamic nucleus determines a suppression of excitatory synaptic transmission in nigral dopaminergic neurons recorded in vitro.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAda Ledonne,Dalila Mango,Giorgio Bernardi,Nicola Berretta,Nicola Biagio MercuriPubMed 22056941
- The Journal of physiology 589:4353-642011Rapid and reversible formation of spine head filopodia in response to muscarinic receptor activation in CA1 pyramidal cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesPhilipp Schätzle et. al.PubMed 21768266
- Cell death & disease 1:e542010Intracellular Ca2+ release through ryanodine receptors contributes to AMPA receptor-mediated mitochondrial dysfunction and ER stress in oligodendrocytes.Applications:Unspecified applicationReactive species:Unspecified reactive speciesA Ruiz et. al.PubMed 21364659
- The Journal of biological chemistry 285:10154-622010Hydrophobic side chain dynamics of a glutamate receptor ligand binding domain.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAlexander S Maltsev et. al.PubMed 20110365
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
The target encompasses several important glutamate receptors and cytochrome P450 enzymes including NMDAR2A NMDAR2B GluN2C and CYP2C9. These receptors and enzymes mediate synaptic transmission and drug metabolism. Glutamate receptors such as Glutamate Receptor 1 (AMPA subtype) play critical roles in excitatory neurotransmission in the central nervous system. They are structurally classified as ionotropic including AMPA and kainate (KA1 GRIK2/GluK2) subtypes and are mainly expressed in the brain. Cytochrome P450 enzymes like CYP2C9 CYP2C8 and others are expressed in the liver facilitating drug metabolism with a known molecular mass but can vary depending on the isoform.
- Biological function summary
These targets are integral to neuronal signaling and metabolic processing. NMDARs known for their subunits NMDAR1 NMDAR3A and 3B interact as part of a larger receptor complex that modulates synaptic plasticity and memory formation. Glutamate receptors including GluA3 and GluA4 and their structures are essential for modulating synaptic strength. The cytochrome P450 family enzymes CYP2C19 and CYP2C12 contribute to the biotransformation of endogenous and exogenous compounds vital for maintaining homeostasis.
- Pathways
These targets mediate key processes in glutamatergic signaling and detoxification. The glutamatergic synapse pathway involves AMPA and NMDA receptors like GluN2D critical for neurotransmission and synaptic plasticity. Moreover the xenobiotic metabolism pathway involves CYP450s such as CYP2C9 playing roles in drug metabolism. Proteins such as GRIK3/GluK3 and GluK5 interact in these pathways to ensure proper cellular function.
- Associated diseases and disorders
Disruptions in these targets associate with conditions like epilepsy and liver dysfunction. Glutamate receptor dysregulation including that of GluK1/GluK5 and similar subunits links to neurological disorders like epilepsy due to altered synaptic transmission. Cytochrome P450 mutations such as in CYP2C9 can result in compromised drug metabolism leading to liver-related issues and adverse drug reactions. These proteins through their roles represent key therapeutic targets for managing such conditions.
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2 product images
Chemical Structure - (S)-AMPA (mM/ml), AMPA agonist (ab144483)
2D chemical structure image of ab144483, (S)-AMPA (mM/ml), AMPA agonist
Image from Sims R E, et al. Plos One, 8(1), e53814. Fig 1d,; doi: 10.1371/journal.pone.0053814Cellular Activation - (S)-AMPA (mM/ml), AMPA agonist (ab144483)
Release of adenosine by evoked after depolarisation with AMPA
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