Alpha-Aminobutyric_acid

α-Aminobutyric acid

α-Aminobutyric acid

Chemical compound


α-Aminobutyric acid (AABA), also known as homoalanine in biochemistry, is a non-proteinogenic alpha amino acid with chemical formula C4H9NO2. The straight two carbon side chain is one carbon longer than alanine, hence the prefix homo-.

Quick Facts Names, Identifiers ...

Homoalanine is biosynthesised by transaminating oxobutyrate, a metabolite in isoleucine biosynthesis. It is used by nonribosomal peptide synthases. One example of a nonribosomal peptide containing homoalanine is ophthalmic acid, which was first isolated from calf lens.

α-Aminobutyric acid is one of the three isomers of aminobutyric acid. The two other are the neurotransmitter γ-Aminobutyric acid (GABA) and β-Aminobutyric acid (BABA) which is known for inducing plant disease resistance.

The conjugate base of α-aminobutyric acid is the carboxylate α-aminobutyrate.

This amino acid has been detected in meteorites.[2]


References

  1. Dawson, R.M.C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
  2. Cronin, John R.; Pizzarello, Sandra (1997). "Enantiomeric Excesses in Meteoritic Amino Acids". Science. 275 (5302): 951–955. Bibcode:1997Sci...275..951C. doi:10.1126/science.275.5302.951. PMID 9020072. S2CID 10979716.

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