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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
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
Adilson Kleber Ferreira et al.
PloS one, 8(3), e57937-e57937 (2013-03-22)
Renal cell carcinoma (RCC) is the most common type of kidney cancer, and represents the third most common urological malignancy. Despite the advent of targeted therapies for RCC and the improvement of the lifespan of patients, its cost-effectiveness restricted the
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
Yuriy A Knirel et al.
Glycobiology, 23(4), 475-485 (2013-01-04)
Shigella flexneri is the major human pathogen causing shigellosis. O-antigens of all S. flexneri serotypes (except for serotype 6) share the →2)-α-l-Rhap(III)-(1 → 2)-α-l-Rhap(II)-(1 → 3)-α-l-Rhap(I)-(1 → 3)-β-d-GlcpNAc-(1→ basic O-unit, whereas differences between the serotypes are conferred by phage-encoded glucosylation
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