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Α-Aminobutyric acid
2-Azaniumylbutanoate 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-. The conjugate base of α-aminobutyric acid is the carboxylate α-aminobutyrate.
Homoalanine is biosynthesized 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.
This amino acid has been detected in meteorites.
References
References
- Dawson, R.M.C., et al., ''Data for Biochemical Research'', Oxford, Clarendon Press, 1959.
- (1997). "Enantiomeric Excesses in Meteoritic Amino Acids". Science.
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