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A0326

(S)-AMPA

Name: (<I>S</I>)-AMPA
Brand: SIGMA

≥97%, AMPA receptor agonist, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₀N₂O₄

CAS Number:

83643-88-3

Molecular Weight:

186.17

UNSPSC Code:

12352200

PubChem Substance ID:

24890421

NACRES:

NA.77

MDL number:

MFCD00672630

Assay:

≥97%

Form:

powder

Quality level:

100

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Properties

Product Name

(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)

Description

General description

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

Application

(S)-AMPA has been used to selectively eliminate the neural cochlear component of adult barn owls by destroying afferent synapses.

(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.

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.

Storage Class

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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Articles

DISCOVER Bioactive Small Molecules for Neuroscience

Global Trade Item Number

SKU	GTIN
A0326-1MG	04061825980423
A0326-5MG	04061832079080