M2383
α-(Methylamino)isobutyric acid
≥97% (titration)
Synonym(s):
2,N-Dimethylalanine, 2-(Methylamino)-2-methylpropionic acid
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About This Item
Linear Formula:
CH3NHC(CH3)2COOH
CAS Number:
Molecular Weight:
117.15
Beilstein/REAXYS Number:
1746984
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Pricing and availability is not currently available.
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Quality Level
assay
≥97% (titration)
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
>300 °C (lit.)
storage temp.
−20°C
SMILES string
CNC(C)(C)C(O)=O
InChI
1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8)
InChI key
DLAMVQGYEVKIRE-UHFFFAOYSA-N
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Application
α-(Methylamino)isobutyric acid (MeAIB) has been used:
- as a system A transport system inhibitor to perform inhibition experiments[1]
- 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[2]
- 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[3]
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.[4] MeAIB can block the alanine-proline (AP) pathway.[5]
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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)
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
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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