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P0503

Sigma-Aldrich

O-Phosphorylethanolamine

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Synonym(s):
2-Aminoethyl dihydrogen phosphate, O-Phosphocolamine, O-Phosphoethanolamine, Colaminephosphoric acid
Linear Formula:
NH2CH2CH2OPO3H2
CAS Number:
1071-23-4
Molecular Weight:
141.06
Beilstein:
1758916
EC Number:
213-988-5
MDL number:
MFCD00008178
PubChem Substance ID:
24898109
NACRES:
NA.25

form

powder

Quality Level

200

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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This Item
P1053D9286P0878
O-Phosphorylethanolamine

Sigma-Aldrich

P0503

O-Phosphorylethanolamine

O-Phospho-L-threonine

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P1053

O-Phospho-L-threonine

Paraoxon-ethyl ≥90%, oil

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D9286

Paraoxon-ethyl

O-Phospho-L-serine

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P0878

O-Phospho-L-serine

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
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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-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)
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)
Novel Phospholipase A activity secreted byLegionella species
Flieger A, et al.
Journal of Bacteriology, 182(5), 1321-1327 (2000)
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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