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:
UNSPSC Code:
12352100
MDL number:
Form:
solid
Quality level:
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
SMILES string
O.Cc1onc(O)c1CC(N)C(O)=O
InChI key
HFISYNCCKQHIAM-UHFFFAOYSA-N
form
solid
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
Quality Level
Gene Information
Related Categories
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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B W Kristensen et al.
Brain research, 917(1), 21-44 (2001-10-17)
The excitotoxic profiles of (RS)-2-amino-3-(3-hydroxy-5-tert-butylisoxazol-4-yl)propionic acid (ATPA), (RS)-2-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA), kainic acid (KA) and N-methyl-D-aspartate (NMDA) were evaluated using cellular uptake of propidium iodide (PI) as a measure for induced, concentration-dependent neuronal damage in hippocampal slice cultures. ATPA is
Mado Lemieux et al.
The Journal of cell biology, 198(6), 1055-1073 (2012-09-12)
The processing of excitatory synaptic inputs involves compartmentalized dendritic Ca(2+) oscillations. The downstream signaling evoked by these local Ca(2+) transients and their impact on local synaptic development and remodeling are unknown. Ca(2+)/calmodulin-dependent protein kinase II (CaMKII) is an important decoder
Frederic Lanore et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(49), 17882-17893 (2012-12-12)
The grik2 gene, coding for the kainate receptor subunit GluK2 (formerly GluR6), is associated with autism spectrum disorders and intellectual disability. Here, we tested the hypothesis that GluK2 could play a role in the appropriate maturation of synaptic circuits involved
Laura A DeNardo et al.
Neuron, 76(4), 762-775 (2012-11-28)
An important organizing feature of the CNS is that individual neurons receive input from many different sources. Independent regulation of synaptic input is critical for the function and adaptive responses of the nervous system, but the underlying molecular mechanisms are not
Qin Li et al.
Brain research, 1228, 43-57 (2008-07-08)
Electrical synapses play an important role in signaling between neurons and the synaptic connections between many neurons possess both electrical and chemical components. Although modulation of electrical synapses is frequently observed, the cellular processes that mediate such changes have not
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