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
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
EC Number:
219-898-2
Beilstein/REAXYS Number:
1746984
MDL number:
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
- 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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
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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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
1500368
Meira W, et al.
Cancers, 13(6), 1434-1434 (2021)
Mitsuyoshi Yoshimoto et al.
Cancer science, 109(5), 1617-1626 (2018-03-03)
In boron neutron capture therapy (BNCT), 10 B-4-borono-L-phenylalanine (BPA) is commonly used as a 10 B carrier. PET using 4-borono-2-18 F-fluoro-phenylalanine (18 F-FBPA PET) has been performed to estimate boron concentration and predict the therapeutic effects of BNCT; however, the
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
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)
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