O-Acetylserine

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O-Acetylserine
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Names
IUPAC name
(2S)-3-Acetyloxy-2-aminopropanoic acid
Identifiers
5147-00-2 N
66638-22-0 (HCl) N
ChEBI CHEBI:17981 N
ChemSpider 184 YesY
DrugBank DB01837 YesY
Jmol 3D model Interactive image
PubChem 189
  • InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9) YesY
    Key: VZXPDPZARILFQX-UHFFFAOYSA-N YesY
  • InChI=1/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)
    Key: VZXPDPZARILFQX-UHFFFAOYAG
  • O=C(OCC(N)C(=O)O)C
Properties
C5H9NO4
Molar mass 183.59
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

O-Acetylserine is the 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

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