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A6816

(±)-AMPA

solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C7H10N2O4
Molecular Weight:
186.17
NACRES:
NA.32
PubChem Substance ID:
24891141
UNSPSC Code:
12352100
MDL number:
MFCD00213388
Form:
solid
Quality level:
200
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form

solid

Quality Level

200

color

white

solubility

H2O: 1 mg/mL (warm), 0.1 M HCl: 3.5 mg/mL, 0.1 M NaOH: 4.3 mg/mL, DMSO: 4.3 mg/mL, 1 M HCl: 50 mg/mL

SMILES string

O.Cc1onc(O)c1CC(N)C(O)=O

InChI

1S/C7H10N2O4.H2O/c1-3-4(6(10)9-13-3)2-5(8)7(11)12;/h5H,2,8H2,1H3,(H,9,10)(H,11,12);1H2

InChI key

HFISYNCCKQHIAM-UHFFFAOYSA-N

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)

Application

(±)-AMPA has been used:
  • in vivo

  • whole-cell patch-clamp recording in Müller glial cells
  • to test its excitotoxic effects in hippocampal slice cultures
  • in retinal horizontal cells (HCs) culture to test its effect on Ca2+ signals

Biochem/physiol Actions

Potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000070063
0000070064
0000063010
0000063025
0000063014

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Stuti J Jaiswal et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(6), 2616-2625 (2013-02-09)
Developmental nicotine exposure (DNE) impacts central respiratory control in neonates born to smoking mothers. We previously showed that DNE enhances the respiratory motor response to bath application of AMPA to the brainstem, although it was unclear which brainstem respiratory neurons
Timm Schubert et al.
Neuron, 78(1), 124-137 (2013-04-16)
Presynaptic inhibition onto axons regulates neuronal output, but how such inhibitory synapses develop and are maintained in vivo remains unclear. Axon terminals of glutamatergic retinal rod bipolar cells (RBCs) receive GABAA and GABAC receptor-mediated synaptic inhibition. We found that perturbing GABAergic
Camille A Chapot et al.
Current biology : CB, 27(23), 3603-3615 (2017-11-28)
The mouse retina contains a single type of horizontal cell, a GABAergic interneuron that samples from all cone photoreceptors within reach and modulates their glutamatergic output via parallel feedback mechanisms. Because horizontal cells form an electrically coupled network, they have
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