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Merck

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

Product Name

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1612
BCCK2639
BCCH5083
BCCF2796
BCCC7213

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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
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
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)
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
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