:O-Acetylserine

{{DISPLAYTITLE:O-Acetylserine}}

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 444031246

| Name=O-Acetylserine

| ImageFile = O-acetylserine.png

| ImageSize = 200px

| IUPACName = O-Acetyl-L-serine

| SystematicName = (2S)-3-(Acetyloxy)-2-aminopropanoic acid

| OtherNames =

|Section1={{Chembox Identifiers

| InChI = 1/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)

| InChIKey = VZXPDPZARILFQX-UHFFFAOYAG

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = VZXPDPZARILFQX-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 5147-00-2

| CASNo1_Ref = {{cascite|changed|??}}

| CASNo1 = 66638-22-0

| CASNo1_Comment = (HCl)

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = G05L7T7ZEQ

| PubChem = 189

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 184

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 17981

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB01837

| SMILES = O=C(OCC(N)C(=O)O)C

}}

|Section2={{Chembox Properties

| C=5 | H=9 | N=1 | O=4

| MolarMass = 147.13

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

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:{{Cite journal

| last1 = Hell | first1 = R.

| title = Molecular physiology of plant sulfur metabolism

| journal = Planta

| volume = 202

| issue = 2

| pages = 138–148

| year = 1997

| pmid = 9202491

| doi=10.1007/s004250050112

| s2cid = 2539629

}}

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

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