O-Acetylserine

O-Acetylserine

Names
IUPAC name O-Acetyl-L-serine
Systematic IUPAC name (2S)-3-(Acetyloxy)-2-aminopropanoic acid
Identifiers
CAS Number	5147-00-2 Y 66638-22-0 (HCl) N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17981 N
ChemSpider	184 Y
DrugBank	DB01837 Y
PubChem CID	189
UNII	G05L7T7ZEQ Y
CompTox Dashboard (EPA)	DTXSID20904718
InChI InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9) Y Key: VZXPDPZARILFQX-UHFFFAOYSA-N Y InChI=1/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9) Key: VZXPDPZARILFQX-UHFFFAOYAG
SMILES O=C(OCC(N)C(=O)O)C
Properties
Chemical formula	C5H9NO4
Molar mass	147.13
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

O-Acetylserine is an α-amino acid with the chemical formula HO₂CCH(NH₂)CH₂OC(O)CH₃. It is an intermediate in the biosynthesis of the common amino acid cysteine in bacteria and plants. O-Acetylserine is biosynthesized by acetylation of the serine by the enzyme serine transacetylase. The enzyme O-acetylserine (thiol)-lyase, using sulfide sources, converts this ester into cysteine, releasing acetate:^[1]

HO₂CCH(NH₂)CH₂OH → HO₂CCH(NH₂)CH₂OC(O)CH₃

HO₂CCH(NH₂)CH₂OC(O)CH₃ → HO₂CCH(NH₂)CH₂SH