O-Acetylserine

O-Acetylserine
Names
	IUPAC name (2S)-3-Acetyloxy-2-aminopropanoic acid
Identifiers
CAS Number	5147-00-2 ; 66638-22-0 (HCl) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17981 ;
ChemSpider	184 ;
DrugBank	DB01837 ;
PubChem CID	189;
UNII	G05L7T7ZEQ ;
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) Key: VZXPDPZARILFQX-UHFFFAOYSA-N ; 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).
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	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

References

Hell, R. (1997). "Molecular physiology of plant sulfur metabolism". Planta. 202 (2): 138–148. doi:10.1007/s004250050112. PMID 9202491. S2CID 2539629.

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