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M2383

Sigma-Aldrich

α-(Methylamino)isobutyric acid

≥97% (titration)

Sinónimos:

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

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About This Item

Fórmula lineal:
CH3NHC(CH3)2COOH
Número de CAS:
2566-34-9
Peso molecular:
117.15
Beilstein:
1746984
Número CE:
219-898-2
Número MDL:
MFCD00004191
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
24896726
NACRES:
NA.26

Análisis

≥97% (titration)

formulario

powder

técnicas

ligand binding assay: suitable

color

white

mp

>300 °C (lit.)

temp. de almacenamiento

−20°C

cadena SMILES

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

InChI

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

Clave InChI

DLAMVQGYEVKIRE-UHFFFAOYSA-N

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Aplicación

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

Acciones bioquímicas o 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
GHS07

Palabra de señalización

Warning

Frases de peligro

H319

Clasificaciones de peligro

Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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