2-Aminoisobutyric acid

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For other uses, see AIB (disambiguation).
2-Aminoisobutyric acid
2-aminoisobutyric acid.svg
2-methylalanine molecule
IUPAC name
2-Amino-2-methylpropanoic acid
Other names
α-Aminoisobutyric acid
62-57-7 YesY
ChEBI CHEBI:27971 YesY
ChemSpider 5891 YesY
DrugBank DB02952 YesY
EC Number 200-544-0
Jmol 3D model Interactive image
KEGG C03665 YesY
PubChem 6119
Molar mass 103.12 g/mol
Appearance white crystalline powder
Density 1.09 g/mL
Boiling point 204.4 °C (399.9 °F; 477.5 K)
Acidity (pKa) 2.36 (carboxyl), 10.21 (amino)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

2-Aminoisobutyric acid, or α-aminoisobutyric acid (AIB) or α-methylalanine or 2-methylalanine, is an amino acid with the structural formula is H2N-C(CH3)2-COOH. It is contained in some antibiotics of fungal origin, e.g. alamethicin and some lantibiotics. It is not one of the proteinogenic amino acids and rather rare in nature (cf. Non-proteinogenic amino acids). α-Aminoisobutyric acid is a strong helix inducer in peptides. Oligomers of AIB form 310 helices.

In the laboratory, 2-aminoisobutyric acid may be prepared from acetone cyanohydrin, by reaction with ammonia followed by hydrolysis.[2]


  1. ^ Dawson, R.M.C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
  2. ^ Clarke, H. T.; Bean, H. J. (1931). "α-Aminoisobutyric acid". Org. Synth. 11: 4. ; Coll. Vol. 2, p. 29 .