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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:
Molecular Weight:
103.12
Beilstein:
506496
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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
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
Amphiphilic polypeptides with prolonged enzymatic stability for the preparation of self-assembled nanobiomaterials
Royal Society of Chemistry Advances, 8, 34603-34613 (2018)
Mengmeng Yu et al.
Journal of plant physiology, 168(15), 1820-1827 (2011-07-27)
It has been known that methyl jasmonate (MeJA) interacts with ethylene to elicit resistance. In green mature tomato fruits (Lycopersicon esculentum cv. Lichun), 0.02mM MeJA increased the activity of 1-aminocyclopropane-1-carboxylate oxidase (ACO), and consequently influenced the last step of ethylene

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