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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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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)
Carlo Chiarla et al.
SpringerPlus, 3, 279-279 (2014-08-01)
The determination of plasma phosphoserine concentration in sepsis is uncommon, and the clinical and metabolic correlations of abnormally high phosphoserine are basically unknown. We analyzed 430 determinations of phosphoserine, other amino acid (AA) levels and ancillary variables obtained in 18
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)
Detection of amino acid and peptide phosphate protonation using Raman spectroscopy
Xie Y, et al.
Analytical Biochemistry, 343(2), 223-230 (2005)
O-phospho-L-serine and the thiocarboxylated sulfur carrier protein CysO-COSH are substrates for CysM, a cysteine synthase from Mycobacterium tuberculosis.
O'Leary SE
Biochemistry, 47(44), 11606-11615 (2008)
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