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Safety Information

27640

Sigma-Aldrich

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:
1071-23-4
Molecular Weight:
141.06
Beilstein:
1758916
EC Number:
213-988-5
MDL number:
MFCD00008178
UNSPSC Code:
12161700
PubChem Substance ID:
329753006

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

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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Other Notes

Potent inhibitor of ornithine decarboxylase

replaced by

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS1700V
BCBQ4976V
BCBR7538V

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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
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
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
Nichollas E Scott et al.
The Journal of biological chemistry, 287(35), 29384-29396 (2012-07-05)
Campylobacter jejuni is the major worldwide cause of bacterial gastroenteritis. C. jejuni possesses an extensive repertoire of carbohydrate structures that decorate both protein and non-protein surface-exposed structures. An N-linked glycosylation system encoded by the pgl gene cluster mediates the synthesis
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