2-Aminoisobutyric acid

2-Aminoisobutyric acid (also known as α-aminoisobutyric acid, AIB, α-methylalanine, or 2-methylalanine) is the non-proteinogenic amino acid with the structural formula H2N-C(CH3)2-COOH. It is rare in nature, having been only found in meteorites, and some antibiotics of fungal origin, such as alamethicin and some lantibiotics.

2-Aminoisobutyric acid
Names
Preferred IUPAC name
2-Amino-2-methylpropanoic acid
Other names
α-Aminoisobutyric acid
2-Methylalanine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.000.495
EC Number
  • 200-544-0
KEGG
PubChem CID
UNII
  • InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7) Y
    Key: FUOOLUPWFVMBKG-UHFFFAOYSA-N Y
  • InChI=1/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
    Key: FUOOLUPWFVMBKG-UHFFFAOYAD
SMILES
  • O=C(O)C(N)(C)C
Properties
C4H9NO2
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)
soluble
Acidity (pKa)
  • 2.36 (carboxyl; H2O)
  • 10.21 (amino; H2O)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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