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P0878

Sigma-Aldrich

O-Phospho-L-serine

≥98% (TLC), powder, glutamate synthase (ferredoxin)] inhibitor

Synonym(s):

L-2-Amino-3-hydroxypropanoic acid 3-phosphate, L-SOP, L-Serine O-phosphate

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About This Item

Linear Formula:
(HO)2P(O)OCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
185.07
Beilstein:
1726826
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32

product name

O-Phospho-L-serine,

form

powder

storage condition

under inert gas

mp

190 °C (lit.)

SMILES string

N[C@@H](COP(O)(O)=O)C(O)=O

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

InChI key

BZQFBWGGLXLEPQ-REOHCLBHSA-N

Gene Information

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Application

O-Phospho-L-serine has been used:
  • for the expression, purification and phosphorylation of protein
  • to study its chemical shift
  • to spectroscopically determine its pKa values using Raman spectroscopy

Biochem/physiol Actions

O-Phospho-L-serine (L-SOP) is a molecule which resembles phosphatidylserine head group and it mediates partial inhibition of microglial phagocytosis of apoptotic cells. In zebrafish, L-SOP inhibits Müller glia proliferation and blocks cone cell regeneration in the light-damaged retina. In vivo, L-SOP acts as a substrate for CysM, a cysteine synthase from Mycobacterium tuberculosis.
Group III metabotropic glutamate receptor agonist (mGluR4, mGluR7, and mGluR8).

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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O-phospho-L-serine and the thiocarboxylated sulfur carrier protein CysO-COSH are substrates for CysM, a cysteine synthase from Mycobacterium tuberculosis.
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Biochemistry, 47(44), 11606-11615 (2008)
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