2-Aminoisobutyric acid

2-Aminoisobutyric acid

drugbox
IUPAC_name = Alpha-Aminoisobutyric acid


CAS_number = 62-57-7
ATC_prefix =
ATC_suffix =
ATC_supplemental =
PubChem = 6119
DrugBank = EXPT00471
C=4 | H=9 | N=1 | O=2
molecular_weight = 103.121 g/mol
bioavailability =
protein_bound =
metabolism =
elimination_half-life =
pregnancy_category =
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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.cite journal
last = Clarke
first = H. T.
coauthors = Bean, H. J.
title = α-Aminoisobutyric acid
journal = Organic Syntheses
volume = 11
issue =
pages = 4
publisher = John Wiley & Sons
location = New York
date = 1931
url =http://www.orgsyn.org/orgsyn/prep.asp?prep=cv2p0029
accessdate = 2008-08-24]

References


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  • α-aminoisobutyric acid — 2 amino 2 methylpropionic acid; a synthetic amino acid useful in the study of amino acid transport across cell membranes and in the study of cytokine effects; it is not metabolized by the cell …   Medical dictionary

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  • hyper-β-aminoisobutyric aciduria — Elevated levels of β aminoisobutyric acid in the urine; believed to be due to a deficiency of liver β aminoisobutyrate:pyruvate aminotransferase …   Medical dictionary

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