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 -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.

l-Homoserine

Names
IUPAC name (S)-2-Amino-4-hydroxybutanoic acid
Identifiers
CAS Number	672-15-1^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:30653^Y
ChEMBL	ChEMBL11722^N
ChemSpider	758^Y
ECHA InfoCard	100.010.538
EC Number	211-590-6
PubChem CID	779
UNII	6KA95X0IVO^Y
CompTox Dashboard (EPA)	DTXSID5075159
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
SMILES O=C(O)C(N)CCO
Properties
Chemical formula	C4H9NO3
Molar mass	119.12 g/mol
Melting point	203 °C (decomposes)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

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

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