P0878

O-Phospho-L-serine

• Synonym(s): L-2-Amino-3-hydroxypropanoic acid 3-phosphate, L-SOP, L-Serine O-phosphate
• Linear Formula: (HO)₂P(O)OCH₂CH(NH₂)CO₂H
• CAS Number: 407-41-0
• Molecular Weight: 185.07
• Beilstein: 1726826
• EC Number: 206-986-0
• MDL number: MFCD00065935
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 24277998
• NACRES: NA.32

Properties

• form: powder
• Quality Level: 200
• 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)

Description

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).

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• 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