Homoserine

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L-Homoserine
Skeletal formula
Ball-and-stick model of the zwitterion
Names
IUPAC name
(S)-2-Amino-4-hydroxybutanoic acid
Identifiers
672-15-1 YesY
ChEBI CHEBI:30653 YesY
ChEMBL ChEMBL11722 N
ChemSpider 758 YesY
EC-number 211-590-6
Jmol-3D images Image
PubChem 779
Properties
C4H9NO3
Molar mass 119.12 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

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 -CH2- unit into the backbone. Homoserine, or its lactone form, 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. It forms by two reductions of aspartic acid via the intermediacy of aspartate semialdehyde.[1]

References[edit]

  1. ^ Berg, J. M.; Stryer, L. et al. (2002), Biochemistry. W.H. Freeman. ISBN 0-7167-4684-0