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Merck
CN

A8754

Methyl α-aminoisobutyrate hydrochloride

Synonym(s):

α-Aminoisobutyric acid methyl ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H11NO2 · HCl
CAS Number:
Molecular Weight:
153.61
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C5H11NO2.ClH/c1-5(2,6)4(7)8-3;/h6H2,1-3H3;1H

SMILES string

Cl.COC(=O)C(C)(C)N

InChI key

NVWZNEDLYYLQJC-UHFFFAOYSA-N

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

Biochem/physiol Actions

Methyl α-aminoisobutyrate is used as a specific substrate of amino acid transport system A in studies on amino acid transport systems.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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J W Tsang et al.
Journal of medicinal chemistry, 27(12), 1663-1668 (1984-12-01)
Stereochemical and structural aspects of the variations in the C-terminal residue of L-aspartyl-L-phenylalanine methyl ester have been investigated. Novel configurational analogues such as L-aspartyl-D-alanine benzyl ester and L-aspartyl-D-alpha-aminobutyric acid benzyl ester were found to be sweet. In addition, chiral and
A Gadea et al.
Glia, 26(4), 273-279 (1999-06-26)
Rapid termination of the synaptic action of glutamate (Glu) and glycine (Gly) is achieved by uptake into the presynaptic terminal and glial cells. In the vertebrate CNS, Gly acts both as an inhibitory neurotransmitter and as a Glu modulator or
Oak Z Chi et al.
Neurochemical research, 34(7), 1249-1254 (2009-01-08)
This study was performed to determine whether exogenous N-methyl-D: -aspartate (NMDA) or alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) would aggravate blood-brain barrier (BBB) disruption in focal cerebral ischemia in rats. Forty-five minutes after middle cerebral artery (MCA) occlusion, one of the following
Koichi Kato et al.
Bioorganic & medicinal chemistry letters, 21(8), 2437-2440 (2011-03-12)
We describe the synthesis of (11)C-labeled α-aminoisobutyric acid 2 from iodo[(11)C]methane and methyl N-(diphenylmethylen)-d,l-alaniate (5). The tetrabutylammonium fluoride (TBAF)-promoted α-[(11)C]methylation of sterically hindered analog 5 was a key step in our synthesis process. Total radiochemical conversion of 2 was high

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