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AB144483

(S)-AMPA (mM/ml), AMPA agonist

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(8 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

2 Images
Cellular Activation - (S)-AMPA (mM/ml), AMPA agonist (AB144483)
  • CellAct

Unknown

Cellular Activation - (S)-AMPA (mM/ml), AMPA agonist (AB144483)

Release of adenosine by evoked after depolarisation with AMPA

Image from Sims R E, et al. Plos One, 8(1), e53814. Fig 1d,; doi: 10.1371/journal.pone.0053814

Chemical Structure - (S)-AMPA (mM/ml), AMPA agonist (AB144483)
  • Chemical Structure

Lab

Chemical Structure - (S)-AMPA (mM/ml), AMPA agonist (AB144483)

2D chemical structure image of ab144483, (S)-AMPA (mM/ml), 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.

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.

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.

Product protocols

Publications (8)

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

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

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

Experimental neurology 233:292-302 PubMed22056941

2011

A continuous high frequency stimulation of the subthalamic nucleus determines a suppression of excitatory synaptic transmission in nigral dopaminergic neurons recorded in vitro.

Applications

Unspecified application

Species

Unspecified reactive species

Ada Ledonne,Dalila Mango,Giorgio Bernardi,Nicola Berretta,Nicola Biagio Mercuri

The Journal of physiology 589:4353-64 PubMed21768266

2011

Rapid and reversible formation of spine head filopodia in response to muscarinic receptor activation in CA1 pyramidal cells.

Applications

Unspecified application

Species

Unspecified reactive species

Philipp Schätzle,Jeanne Ster,David Verbich,R Anne McKinney,Urs Gerber,Peter Sonderegger,José María Mateos

Cell death & disease 1:e54 PubMed21364659

2010

Intracellular Ca2+ release through ryanodine receptors contributes to AMPA receptor-mediated mitochondrial dysfunction and ER stress in oligodendrocytes.

Applications

Unspecified application

Species

Unspecified reactive species

A Ruiz,C Matute,E Alberdi

The Journal of biological chemistry 285:10154-62 PubMed20110365

2010

Hydrophobic side chain dynamics of a glutamate receptor ligand binding domain.

Applications

Unspecified application

Species

Unspecified reactive species

Alexander S Maltsev,Robert E Oswald
View all publications

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