2-Aminoisobutyric acid

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2-Aminoisobutyric acid
Systematic (IUPAC) name
Alpha-Aminoisobutyric acid
Identifiers
CAS number 62-57-7
ATC code  ?
PubChem 6119
DrugBank EXPT00471
Chemical data
Formula C4H9NO2 
Mol. mass 103.121 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes  ?

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, eg. alamethicin and some lantibiotics. It is not one of the proteinogenic amino acids and rather rare in nature. 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.1

References

  1. ^ Clarke, H. T.; Bean, H. J. (1931). "α-Aminoisobutyric acid". Organic Syntheses (New York: John Wiley & Sons) 11: 4, http://www.orgsyn.org/orgsyn/prep.asp?prep=cv2p0029. Retrieved on 24 August 2008. 

Wikipedia content modification information:

  • This page was last modified on 3 September 2008, at 17:56.

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