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A210

Sigma-Aldrich

(±)-α-Amino-3-carbomethoxy-5-methylisoxazole-4-propanoic acid

crystalline

Synonym(s):

(±)-2-Amino-3-[3-(carboxymethoxy)-5-methyl-isoxazol-4-yl]propionic acid

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O6
CAS Number:
Molecular Weight:
244.20
MDL number:
UNSPSC Code:
12352200

form

crystalline

color

white

solubility

H2O: 2.5 mg/mL

storage temp.

2-8°C

SMILES string

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

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Biochem/physiol Actions

Non-NMDA glutamate receptor antagonist that protects against kainic acid-induced cell damage in vitro.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M Berg et al.
Acta neuropathologica, 81(3), 255-260 (1991-01-01)
The possible neuroprotective effects of two new non-N-methyl-D-aspartate receptor antagonists were determined by quantitative light microscopy after intracerebral administration of kainic acid (KA) in two rat brain regions. KA alone or KA in combination with the antagonists alpha-amino-3-carboxy-methoxy-5-methyl-4-isoxazolepropionic acid (AMOA)
A Frandsen et al.
Journal of neurochemistry, 55(5), 1821-1823 (1990-11-01)
The effect on excitatory amino acid (EAA)-induced toxicity of two novel non-N-methyl-D-aspartate (non-NMDA) antagonists 2-amino-3-[3-(carboxymethoxy)-5-methylisoxazol-4-yl]propionic acid (AMOA) and 2-amino-3-[2-(3-hydroxy-5-methyl-isoxazol-4-yl)methyl-5-methyl-3- oxoisoxazolin-4-yl]propionic acid (AMNH) was tested in primary cultures of cerebral cortex neurons. Such cultures provide a useful model for the investigation
M Lyubkin et al.
Journal of neurophysiology, 78(5), 2475-2482 (1997-11-14)
Interaction between tetanus long-term potentiation and hypoxia-induced potentiation in the rat hippocampus. J. Neurophysiol. 78: 2475-2482, 1997. The interaction between tetanus-induced long-term potentiation (LTP) and hypoxia-induced potentiation was investigated by performing extracellular recordings in the CA1 region of rat hippocampus
P Wahl et al.
Journal of neuroscience research, 33(3), 392-397 (1992-11-01)
Pharmacological characterization of the action of the novel non-N-methyl-D-aspartate (non-NMDA) antagonist AMOA (2-amino-3-[3-(carboxymethoxy)-5-methylisoxazol-4-yl]propionate) on glutamate receptors was investigated in Xenopus oocytes injected with mouse brain mRNA. AMOA (150 microM) produced a nearly parallel shift to the right of the dose-response
A Frandsen et al.
Neurochemical research, 17(1), 35-43 (1992-01-01)
Using cultured cerebral cortical neurons at mature stages (9 days in culture, d.i.c.) it was demonstrated that glutamate, NMDA (N-methyl-D-aspartate) and to a lesser extent KA (kainate) increase the intracellular cGMP concentration ([cGMP]i) whereas no such effect was observed after

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