O-Acetylserine

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O-Acetylserine
IUPAC name (2S)-3-acetyloxy-2-aminopropanoic acid
Identifiers
CAS number [66638-22-0]
PubChem 189
SMILES CC(OC[C@H](N)C(O)=O)=O
Properties
Molecular formula C5H9NO3
Molar mass 131.13 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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. 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, releaseing acetate:[1]

HO2CCH(NH2)CH2OH → HO2CCH(NH2)CH2OC(O)CH3
HO2CCH(NH2)CH2OC(O)CH3 → HO2CCH(NH2)CH2SH

[edit] References

  1. ^ Hell, R. 1997. "Molecular physiology of plant sulfur metabolism" Planta 202:138-148. PubMed
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