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A0326

(S)-AMPA

≥97%, AMPA receptor agonist, powder

Synonym(s):

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

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1 MG

$271.00

5 MG

$793.05

$271.00

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About This Item

Empirical Formula (Hill Notation):
C7H10N2O4
CAS Number:
83643-88-3
Molecular Weight:
186.17
MDL number:
MFCD00672630
UNSPSC Code:
12352200
PubChem Substance ID:
24890421
NACRES:
NA.77

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Product Name

(S)-AMPA, ≥97%

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)

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1 of 4

This Item
A9111A6816A263
(S)-AMPA ≥97%

Sigma-Aldrich

A0326

(S)-AMPA

(±)-AMPA hydrobromide ≥98% (HPLC)

Sigma-Aldrich

A9111

(±)-AMPA hydrobromide

(±)-AMPA solid

Sigma-Aldrich

A6816

(±)-AMPA

ATPA solid

Sigma-Aldrich

A263

ATPA

assay

≥97%

assay

≥98% (HPLC)

assay

-

assay

-

form

powder

form

powder

form

solid

form

solid

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

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)

Gene Information

-

Gene Information

rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

Gene Information

human ... GRIK1(2897)
rat ... Gria1(50592), Grik1(29559), Grin2a(24409)

General description

AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) activates excitatory postsynaptic currents (EPSC).[1]

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.[2]
(S)-AMPA has been used to selectively eliminate the neural cochlear component of adult barn owls by destroying afferent synapses.[3]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7697
BCCM2118
BCCK1764
BCCJ8852
BCCH5075

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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
Evoked cochlear potentials in the barn owl
Koppl C and Gleich O
J. Comp. Physiol., 193(6), 601-612 (2007)
Interneuron Diversity series: Fast in, fast out-temporal and spatial signal processing in hippocampal interneurons
Jonas P, et al.
Trends in Neurosciences, 27(1), 30-40 (2004)
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
Penelope J Brockie et al.
Neuron, 80(1), 129-142 (2013-10-08)
The strength of synaptic communication at central synapses depends on the number of ionotropic glutamate receptors, particularly the class gated by the agonist AMPA (AMPARs). Cornichon proteins, evolutionarily conserved endoplasmic reticulum cargo adaptors, modify the properties of vertebrate AMPARs when
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