P0878
O-Phospho-L-serine
≥98% (TLC), powder, glutamate synthase (ferredoxin)] inhibitor
Synonym(s):
L-SOP, L-2-Amino-3-hydroxypropanoic acid 3-phosphate, 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
NACRES:
NA.32
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
206-986-0
MDL number:
Beilstein/REAXYS Number:
1726826
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)
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).
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signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Improved peak identification in 31P-NMR spectra of environmental samples with a standardized method and peak library
Cade-Menun BJ
Geoderma, 257, 102-114 (2015)
The inhibitor of phagocytosis, O-phospho-L-serine, suppresses Muller glia proliferation and cone cell regeneration in the light-damaged zebrafish retina.
Bailey TJ
Experimental Eye Research, 91(5), 601-612 (2010)
Phosphorylation of OPTN by TBK1 enhances its binding to Ub chains and promotes selective autophagy of damaged mitochondria
Richter B, et al.
Proceedings of the National Academy of Sciences of the USA, 113(15), 4039-4044 (2016)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P0878-1G | 04061834353157 |
| P0878-10MG | 04061833007907 |
| P0878-25G | 04061833007914 |
| P0878-5G | 04061833007921 |