Homoserine

L-Homoserine


IUPAC name (S)-2-Amino-4-hydroxybutanoic acid
Identifiers
CAS number	672-15-1^Y
PubChem	779
ChemSpider	758^Y
EC-number	211-590-6
ChEBI	CHEBI:30653^Y
ChEMBL	CHEMBL11722^N
Jmol-3D images	Image 1
SMILES O=C(O)C(N)CCO
InChI InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)^Y Key: UKAUYVFTDYCKQA-UHFFFAOYSA-N^Y InChI=1/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8) Key: UKAUYVFTDYCKQA-UHFFFAOYAZ
Properties
Molecular formula	C₄H₉NO₃
Molar mass	119.12 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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 methylene group. 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

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