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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
Quality Level
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
human ... GRM4(2914), GRM7(2917), GRM8(2918)
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Related Categories
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
Group III metabotropic glutamate receptor agonist (mGluR4, mGluR7, and mGluR8).
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.
Signal Word
Danger
Hazard Statements
Precautionary 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
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