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A0326

(S)-AMPA

≥97%, AMPA receptor agonist, powder

Synonyme(s) :

(S)-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid

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A propos de cet article

Formule empirique (notation de Hill) :
C7H10N2O4
Numéro CAS:
83643-88-3
Poids moléculaire :
186.17
UNSPSC Code:
12352200
PubChem Substance ID:
24890421
NACRES:
NA.77
MDL number:
MFCD00672630
Assay:
≥97%
Form:
powder
Quality level:
100
Service technique
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Nom du produit

(S)-AMPA, ≥97%

Quality Level

100

assay

≥97%

form

powder

SMILES string

Cc1onc(O)c1C[C@H](N)C(O)=O

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

InChI key

UUDAMDVQRQNNHZ-YFKPBYRVSA-N

Gene Information

human ... GRIA1(2890), GRIA2(2891), GRIA4(2893), GRIK1(2897)
mouse ... Gria1(14799)
rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grik4(24406), Grin2a(24409), Grin2b(24410), Grm6(24419)

General description

AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) activates excitatory postsynaptic currents (EPSC).

Application

(S)-AMPA has also been used to activate rostromedial tegmental nucleus (RMTg), to study aversive conditioning in relation with cocaine-induced avoidance behaviors in mice.
(S)-AMPA has been used to selectively eliminate the neural cochlear component of adult barn owls by destroying afferent synapses.

Biochem/physiol Actions

Active enantiomer of (RS)-AMPA zwitterion. Potent agonist at the AMPA subclass of ionotropic glutamate receptors.
Potent agonist at the AMPA subclass of ionotropic glutamate receptors; active enantiomer.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
BCCN7697
BCCM2118
BCCK1764
BCCJ8852
BCCH5075

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Consulter la Bibliothèque de documents

Evoked cochlear potentials in the barn owl
Koppl C and Gleich O
J. Comp. Physiol., 193(6), 601-612 (2007)
Derek Bowie
The Journal of physiology, 590(1), 49-61 (2011-11-23)
AMPA-type ionotropic glutamate receptors (iGluRs) represent the major excitatory neurotransmitter receptor in the developing and adult vertebrate CNS. They are crucial for the normal hardwiring of glutamatergic circuits but also fine tune synaptic strength by cycling into and out of
Robert Nisticò et al.
PloS one, 8(1), e54666-e54666 (2013-01-29)
Abnormal use-dependent synaptic plasticity is universally accepted as the main physiological correlate of memory deficits in neurodegenerative disorders. It is unclear whether synaptic plasticity deficits take place during neuroinflammatory diseases, such as multiple sclerosis (MS) and its mouse model, experimental
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