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A6816

Sigma-Aldrich

(±)-AMPA

solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C7H10N2O4
Poids moléculaire :
186.17
Numéro MDL:
MFCD00213388
Code UNSPSC :
12352100
ID de substance PubChem :
24891141
Nomenclature NACRES :
NA.32

Forme

solid

Couleur

white

Solubilité

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

Chaîne SMILES 

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

Clé InChI

HFISYNCCKQHIAM-UHFFFAOYSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
Joonwoo Lee et al.
Biological & pharmaceutical bulletin, 36(3), 331-338 (2013-03-02)
Various effects of acorn extract have been reported including antioxidant activity, cytotoxicity against cancer cells, and the levels of acetylcholine and its related enzyme activities in the dementia mouse models. However, it is unclear whether acorn extract inhibits glutamate-induced calcium
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
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
Carlos Gonzalez-Islas et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(39), 13597-13607 (2012-09-28)
Endocannabinoid signaling has been shown to mediate synaptic plasticity by retrogradely inhibiting presynaptic transmitter release in several systems. We found that endocannabinoids act tonically to regulate AMPA miniature postsynaptic current (mPSC) frequency in embryonic motor circuits of the chick spinal
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