2-Aminoisobutyric acid
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| 2-methylalanine molecule | |
| Names | |
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| IUPAC name
2-Amino-2-methylpropanoic acid
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| Other names
α-Aminoisobutyric acid
2-Methylalanine |
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| Identifiers | |
62-57-7  |
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| ChEBI | CHEBI:27971 |
| ChemSpider | 5891 |
| DrugBank | DB02952 |
| EC Number | 200-544-0 |
| Jmol 3D model | Interactive image |
| KEGG | C03665 |
| PubChem | 6119 |
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| 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), 10.21 (amino)[1] |
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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. Its oligomers form 3-10 helices.
In the laboratory, 2-aminoisobutyric acid may be prepared from acetone cyanohydrin, by reaction with ammonia followed by hydrolysis.[2]
