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850993

Sigma-Aldrich

2-Aminoisobutyric acid

98%, for peptide synthesis

Synonym(s):

α-Aminoisobutyric acid, 2-Methylalanine, Aib

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About This Item

Linear Formula:
(CH3)2C(NH2)COOH
CAS Number:
62-57-7
Molecular Weight:
103.12
Beilstein/REAXYS Number:
506496
EC Number:
200-544-0
MDL number:
MFCD00008049
UNSPSC Code:
12352106
PubChem Substance ID:
24888304
NACRES:
NA.22

product name

2-Aminoisobutyric acid, 98%

assay

98%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

≥300 °C

application(s)

peptide synthesis

SMILES string

CC(C)(N)C(O)=O

InChI

1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

InChI key

FUOOLUPWFVMBKG-UHFFFAOYSA-N

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General description

2-Aminoisobutyric acid also known as α-aminobutyric acid, is an amino acid used in solution-phase peptide synthesis. It is a desirable building block for peptides because of its strong tendency to cause the peptide to form a helical shape.

Application

2-Aminoisobutyric acid can be used to synthesize self-assembled polypeptide nanoparticles. Incorporation of this compound into the peptide chain can prevent undesired reactions since it is di-α-substituted, and inert to C−H abstraction.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

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

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Photochemical methods for peptide macrocyclisation
Chemistry?A European Journal , 27, 69-88 (2021)
Amphiphilic polypeptides with prolonged enzymatic stability for the preparation of self-assembled nanobiomaterials
Royal Society of Chemistry Advances, 8, 34603-34613 (2018)
C Lucarelli et al.
Journal of chromatography, 541(1-2), 285-296 (1991-03-22)
A procedure is described for the determination of alpha-methyldopa (MD) [L-3-(3,4-dihydroxyphenyl)-2-methylalanine], its metabolite and catecholamines in the urine and plasma of patients undergoing MD therapy, by high-performance liquid chromatography with dual working electrode coulometric detection. An efficient sample preparation procedure
Yutong Yang et al.
Membranes, 10(11) (2020-11-14)
Amine-containing mixed-matrix membranes incorporated with amino-functionalized multi-walled carbon nanotubes (AF-MWNTs) were synthesized for CO2/H2 separation based on the facilitated transport mechanism. AF-MWNTs were chosen primarily as the mechanical reinforcing filler to enhance the membrane stability. At 107 °C and 0.2-MPa
Evgeniy Salnikov et al.
Journal of biomolecular NMR, 45(4), 373-387 (2009-10-14)
In protein NMR spectroscopy the chemical shift provides important information for the assignment of residues and a first structural evaluation of dihedral angles. Furthermore, angular restraints are obtained from oriented samples by solution and solid-state NMR spectroscopic approaches. Whereas the
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