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2-Aminoisobutyric acid

 
Wikipedia: 2-Aminoisobutyric acid
 
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 103.12 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 2008-08-24. 

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