Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

P0503

Sigma-Aldrich

O-Phosphorylethanolamine

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
NH2CH2CH2OPO3H2
CAS Number:
1071-23-4
Molecular Weight:
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

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

Looking for similar products? Visit Product Comparison Guide

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Christopher Wanty et al.
Journal of molecular biology, 425(18), 3389-3402 (2013-07-03)
Gram-negative bacteria possess an outer membrane envelope consisting of an outer leaflet of lipopolysaccharides, also called endotoxins, which protect the pathogen from antimicrobial peptides and have multifaceted roles in virulence. Lipopolysaccharide consists of a glycan moiety attached to lipid A
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service