P0503
O-Phosphorylethanolamine
Synonym(s):
2-Aminoethyl dihydrogen phosphate, O-Phosphocolamine, O-Phosphoethanolamine, Colaminephosphoric acid
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About This Item
Linear Formula:
NH2CH2CH2OPO3H2
CAS Number:
Molecular Weight:
141.06
Beilstein:
1758916
EC Number:
MDL number:
UNSPSC Code:
12161700
PubChem Substance ID:
NACRES:
NA.25
form
powder
Quality Level
storage temp.
−20°C
SMILES string
NCCOP(O)(O)=O
InChI
1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
InChI key
SUHOOTKUPISOBE-UHFFFAOYSA-N
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Application
O-Phosphorylethanolamine has been used:
- in LHC-8 medium as a supplement in culturing the transformed human liver epithelial (THLE)-2 and THLE-3 cells
- in C-reactive protein (CRP) binding sucrose flotation experiment
- to incubate phosphomonoesters with anion-exchange chromatography (AEC) fractions for the detection of phosphatase activity
- to add in the washed beads for the preparation of phosphorylethanolamine (Pet) -conjugated sepharose column for chromatographic purification of mutant CRP
Biochem/physiol Actions
Phosphorylethanolamine participates in phospholipid metabolism. Its release can be stimulated occasionally by depolarizing stimuli. Reduction of phosphorylethanolamine levels has been observed in Alzheimer′s and Huntington′s disease.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Phosphoethanolamine-complexed C-reactive protein: a pharmacological-like macromolecule that binds to native low-density lipoprotein in human serum
Singh SK, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 394(1-2), 94-98 (2008)
The phosphocholine-binding pocket on C-reactive protein is necessary for initial protection of mice against pneumococcal infection
Gang TB, et al.
Test, jbc-M112 (2012)
Phosphoethanolamine and ethanolamine are decreased in Alzheimer's disease and Huntington's disease
Ellison David W, et al.
Brain Research, 417(2), 389-392 (1987)
Xifang Zhu et al.
Microorganisms, 8(2) (2020-01-26)
Molecules contributing to microbial cytoadhesion are important virulence factors. In Mycoplasma bovis, a minimal bacterium but an important cattle pathogen, binding to host cells is emerging as a complex process involving a broad range of surface-exposed structures. Here, a new
Conan K Wang et al.
The Journal of biological chemistry, 287(52), 43884-43898 (2012-11-07)
Cyclotides are a family of plant-derived circular proteins with potential therapeutic applications arising from their remarkable stability, broad sequence diversity, and range of bioactivities. Their membrane-binding activity is believed to be a critical component of their mechanism of action. Using
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