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Merck
CN

27640

O-Phosphorylethanolamine

≥99.0% (T)

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
EC Number:
213-988-5
UNSPSC Code:
12161700
PubChem Substance ID:
Beilstein/REAXYS Number:
1758916
MDL number:
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InChI key

SUHOOTKUPISOBE-UHFFFAOYSA-N

InChI

1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)

SMILES string

NCCOP(O)(O)=O

biological source

synthetic

assay

≥99.0% (T)

form

powder

mp

235-240 °C

solubility

water: 0.1 g/mL, clear, colorless to faintly yellow-green

storage temp.

−20°C

Other Notes

Potent inhibitor of ornithine decarboxylase

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

Regulatory Information

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G M Gilad et al.
Biochemical and biophysical research communications, 122(1), 277-282 (1984-07-18)
Ornithine decarboxylase, which catalyzes the first step in polyamine biosynthesis, is rapidly and transiently increased in various tissues during growth and after various hormonal or noxious stimuli, prior to an elevation in choline kinase activity. Polyamines themselves have been demonstrated
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
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
Koki Eto et al.
PloS one, 9(8), e104184-e104184 (2014-08-16)
The postnatal proliferation and maturation of insulin-secreting pancreatic β-cells are critical for glucose metabolism and disease development in adults. Elucidation of the molecular mechanisms underlying these events will be beneficial to direct the differentiation of stem cells into functional β-cells.

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