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P0503

Sigma-Aldrich

O-Phosphorylethanolamine

Sinónimos:

2-Aminoethyl dihydrogen phosphate, O-Phosphocolamine, O-Phosphoethanolamine, Colaminephosphoric acid

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About This Item

Fórmula lineal:
NH2CH2CH2OPO3H2
Número de CAS:
1071-23-4
Peso molecular:
141.06
Beilstein/REAXYS Number:
1758916
EC Number:
213-988-5
MDL number:
MFCD00008178
UNSPSC Code:
12161700
PubChem Substance ID:
24898109
NACRES:
NA.25

form

powder

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análisis (COA)

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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)
Margaret N Holme et al.
Nature nanotechnology, 7(8), 536-543 (2012-06-12)
Atherosclerosis results in the narrowing of arterial blood vessels and this causes significant changes in the endogenous shear stress between healthy and constricted arteries. Nanocontainers that can release drugs locally with such rheological changes can be very useful. Here, we
Lin Zhu et al.
ACS nano, 6(4), 3491-3498 (2012-03-14)
A novel "smart" multifunctional drug delivery system was successfully developed to respond to the up-regulated matrix metalloprotease 2 (MMP2) in the tumor microenvironment and improve cancer cell-specific delivery of loaded drugs. The system represents a surface-functionalized liposomal nanocarrier, for which
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