A non-proteinogenic amino acid
Related Products
Isomer(s)
38750L-2-Aminobutyric Acid
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2-Aminoisobutyric Acid

Item No. 45031

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-alanine
CAS Number
62-57-7
Synonyms
  • Aib
  • α-Aminoisobutanoic Acid
  • α-Aminoisobutyric Acid
  • α-Methylalanine
Molecular Formula
C4H9NO2
Formula Weight
103.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS pH 7.2: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C(C)(C)N)O
InChi Code
InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
InChi Key
FUOOLUPWFVMBKG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

    $29

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    50 g

    $55

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    100 g

    $93

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    250 g

    $189

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    Product Description

    2-Aminoisobutyric acid is a non-proteinogenic amino acid.1 It contains a two-fold substitution at the α-carbon, which induces the formation of β turns or helices when incorporated into peptides.2 The presence of 2-aminoisobutyric acid residues is a defining characteristic of peptide-2-aminoisobutyric acid-alcohol (peptaibol) compounds, which are amphipathic oligopeptide fungal metabolites.1 2-Aminoisobutyric acid has been ribosomally incorporated into synthetic peptides using a cell-free tRNA1Val-based translation system.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Finamore, C., Festa, C., Cammarota, M., et al. A journey into the blue: Current knowledge and emerging insights into marine-derived peptaibols. Mar. Drugs 23(12), 458 (2025).

    2. Heimgartner, H. 3-Amino-2H-azirines. Synthons for α,α-disubstituted α-amino acids in heterocycle and peptide synthesis. Angew. Chem. Int. Ed. Engl. 30(3), 238-264 (1991).

    3. Iqbal, E.S., Dods, K.K., and Hartman, M.C.T. Ribosomal incorporation of backbone modified amino acids via an editing-deficient aminoacyl-tRNA synthetase. Org. Biomol. Chem. 16(7), 1073-1078 (2018).