Phosphoserine

Chemical compound From Wikipedia, the free encyclopedia

Phosphoserine

Phosphoserine (abbreviated as SEP or J) is an ester of serine and phosphoric acid. Phosphoserine is a component of many proteins as the result of posttranslational modifications.[1] The phosphorylation of the alcohol functional group in serine to produce phosphoserine is catalyzed by various types of kinases.[2][3] Through the use of technologies that utilize an expanded genetic code, phosphoserine can also be incorporated into proteins during translation.[4][5][6]

Quick Facts Names, Identifiers ...
l-Phosphoserine
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Skeletal formula
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Ball-and-stick model
Names
IUPAC name
(S)-2-Amino-3-(phosphonooxy)propionic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.006.352
EC Number
  • 206-986-0
KEGG
MeSH Phosphoserine
UNII
  • InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1 Y
    Key: BZQFBWGGLXLEPQ-REOHCLBHSA-N Y
  • InChI=1/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
  • O=P(O)(O)OC[C@@H](C(=O)O)N
Properties
C3H8NO6P
Molar mass 185.073 g/mol
Melting point 228 °C (442 °F; 501 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is a normal metabolite found in human biofluids.[7]

Phosphoserine has three potential coordination sites (carboxyl, amine and phosphate group) Determination of the mode of coordination between phosphorylated ligands and metal ions occurring in an organism is a first step to explain the function of the phosphoserine in bioinorganic processes.[8][9]

References

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