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Merck

M2383

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 CAS:
2566-34-9
Peso molecular:
117.15
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
24896726
EC Number:
219-898-2
Beilstein/REAXYS Number:
1746984
MDL number:
MFCD00004191

Nombre del producto

α-(Methylamino)isobutyric acid, ≥97% (titration)

form

powder

InChI key

DLAMVQGYEVKIRE-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥97% (titration)

technique(s)

ligand binding assay: suitable

color

white

mp

>300 °C (lit.)

storage temp.

−20°C

Quality Level

100

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Application

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

Biochem/physiol Actions

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCN1612
BCCK2639
BCCH5083
BCCF2796
BCCC7213

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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
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
1500368
Meira W, et al.
Cancers, 13(6), 1434-1434 (2021)
A M Pajor et al.
The Journal of membrane biology, 107(3), 237-247 (1989-03-01)
Brush border membrane vesicles (BBMV) were prepared from the gills of the marine mussel, Mytilus edulis. These membranes contained two distinct pathways for cotransport of Na+ and alpha-neutral amino acids. The major pathway in mussel gill BBMV was the alanine-lysine
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