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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(HO)2P(O)OCH2CH(NH2)CO2H
CAS 번호:
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
제품 이름
O-Phospho-L-serine,
InChI key
BZQFBWGGLXLEPQ-REOHCLBHSA-N
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
SMILES string
N[C@@H](COP(O)(O)=O)C(O)=O
form
powder
storage condition
under inert gas
mp
190 °C (lit.)
Quality Level
Gene Information
human ... GRM4(2914), GRM7(2917), GRM8(2918)
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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.
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
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
저장 등급
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
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)
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)
Detection of amino acid and peptide phosphate protonation using Raman spectroscopy
Xie Y, et al.
Analytical Biochemistry, 343(2), 223-230 (2005)
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
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