O-Acetylserine

O-Acetylserine
O-Acetylserine
IUPAC name
(2S)-3-acetyloxy-2-aminopropanoic acid
Identifiers
CAS number 66638-22-0
PubChem 189
ChemSpider 184 YesY
DrugBank DB01837
Jmol-3D images Image 1
Properties
Molecular formula C5H9NO3
Molar mass 131.13 g mol−1
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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, releaseing acetate:[1]

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

References

  1. ^ Hell, R. 1997. "Molecular physiology of plant sulfur metabolism" Planta 202:138-148. PubMed
v · d · eThe 20 common amino acids
By properties
Aliphatic
Aromatic
Polar, uncharged
Positive charge (pKa)
Lysine (≈10.8) · Arginine (≈12.5) · Histidine (≈6.1)
Negative charge (pKa)
Aspartic acid (≈3.9) · Glutamic acid (≈4.1) · Cysteine (≈8.3) · Tyrosine (≈10.1)
General
Other classifications
biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i

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