Homoserin
Also known as homoserine, L-Homoserine
Homoserine (also called isothreonine) is an α-amino acid with the chemical formula HO2CCH(NH2)CH2CH2OH. L-Homoserine is not one of the common amino acids encoded by DNA. It differs from the proteinogenic amino acid serine by insertion of an additional unit into the sidechain. Homoserine, or its lactone, is the product of a cyanogen bromide cleavage of a peptide by degradation of methionine. Homoserine is an intermediate in the biosynthesis of three essential amino acids: methionine, threonine (an isomer of homoserine), and isoleucine.
Chemical data
- Formula
- C4H9NO3
- Molecular weight
- 119.12 g/mol
- IUPAC name
- (2S)-2-azaniumyl-4-hydroxybutanoate
- SMILES
- C(CO)[C@@H](C(=O)[O-])[NH3+]
- InChIKey
- UKAUYVFTDYCKQA-VKHMYHEASA-N
- XLogP
- -3
- Polar surface area
- 88 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 119.058