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Key Documents

M2383

Sigma-Aldrich

α-(Methylamino)isobutyric acid

≥97% (titration)

Sinônimo(s):

2,N-Dimethylalanine, 2-(Methylamino)-2-methylpropionic acid

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About This Item

Fórmula linear:
CH3NHC(CH3)2COOH
Número CAS:
Peso molecular:
117.15
Beilstein:
1746984
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de substância PubChem:
NACRES:
NA.26

Ensaio

≥97% (titration)

forma

powder

técnica(s)

ligand binding assay: suitable

cor

white

pf

>300 °C (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CNC(C)(C)C(O)=O

InChI

1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8)

chave InChI

DLAMVQGYEVKIRE-UHFFFAOYSA-N

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Aplicação

α-(Methylamino)isobutyric acid (MeAIB) has been used:
  • as a system A transport system inhibitor to perform inhibition experiments
  • as a system A transport system inhibitor to study its effect on the generation of epileptiform field potentials (EFPs) in the acutely disinhibited cortical slices
  • as an N-acetyltransferase (SNAT) inhibitor in Hank′s balanced salt solution (HBSS) to study its influence on the uptake of 14C-cysteine/ radioactive-labeled cysteine

Ações bioquímicas/fisiológicas

α-(Methylamino)isobutyric acid (MeAIB), a competitive inhibitor of the neutral amino acid transport A system, is an N-methylated substrate. It is capable of decreasing the amplitude of the miniature excitatory postsynaptic current (mEPSC) in hippocampus neurons developing on top of astrocytes. MeAIB can block the alanine-proline (AP) pathway.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

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Nikolaos Dimopoulos et al.
The Biochemical journal, 399(3), 473-481 (2006-07-11)
An increase in circulating levels of specific NEFAs (non-esterified fatty acids) has been implicated in the pathogenesis of insulin resistance and impaired glucose disposal in skeletal muscle. In particular, elevation of SFAs (saturated fatty acids), such as palmitate, has been
Nora Sandow et al.
Epilepsia, 50(4), 849-858 (2009-01-30)
Glutamine (GLN) is a precursor for synthesis of glutamate and gamma-aminobutyric acid (GABA) and has been found in the cerebrospinal fluid (CSF) at mean concentrations of 0.6 mM. Experiments on slices are usually performed in artificial CSF (aCSF) kept free
Differentiation of tumour and inflammation: characterisation of [methyl-3H]methionine (MET) and O-(2-[18F]fluoroethyl)-L-tyrosine (FET) uptake in human tumour and inflammatory cells
Barbara Stober et al.
European Journal of Nuclear Medicine, 33, 932-939 (2006)
J R Bading et al.
Nuclear medicine and biology, 23(6), 779-786 (1996-08-01)
The A system of amino acid transport is concentrative and thought to be a regulator of cell growth. The [11C]methyl alpha-aminoisobutyric acid (MeAIB) is prospectively an ideal tracer for transport measurements with PET, as it is not metabolized and concentrates
T Z Su et al.
Endocrinology, 139(3), 832-837 (1998-03-10)
System A is one of the most highly regulated transport systems for transport of neutral amino acids into mammalian cells. Stimulation of uptake of alpha-[3H]methylaminoisobutyric acid (MeAIB), a nonmetabolizable system A substrate, by a novel insulin-sensitizing agent, troglitazone, in 3T3-L1

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