O-PHOSPHORYLETHANOLAMINE

Synonym(s):O-Phosphocolamine;O-Phosphoethanolamine;2-Aminoethyl dihydrogen phosphate;Colamine phosphoric acid, Ethanolamine dihydrogen phosphate, 2-Hydroxyethylammonium dihydrogen phosphate, O-Phosphoethanolamine;Colaminephosphoric acid

CAS NO.：1071-23-4
Empirical Formula: C2H8NO4P
Molecular Weight: 141.06
MDL number: MFCD00008178
EINECS: 213-988-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-01 18:09:03

What is O-PHOSPHORYLETHANOLAMINE?

Chemical properties

O-PHOSPHORYLETHANOLAMINE is white powder

The Uses of O-PHOSPHORYLETHANOLAMINE

O-PHOSPHORYLETHANOLAMINEe is used in the synthesis of Sphingomyelin, a type of sphingolipid found in animal cell membrane.

The Uses of O-PHOSPHORYLETHANOLAMINE

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

Definition

ChEBI: The ethanolamine mono-ester of phosphoric acid, and a metabolite of phospholipid metabolism. This phosphomonoester shows strong structural similarity to the inhibitory neurotransmitter GABA, and is decreased in post-mortem Alzheimer's disease brain.

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.

Purification Methods

Purification by recrystallisation from aqueous EtOH gives a hydrate (m 140-141o). Its solubility in H2O is 17% and 0.003% in MeOH or EtOH at 22o. [F.lisch & .sterberg J Biol Chem 234 2298 1959, Baer & Staucer Can J Chem 34 434 1956, Christensen J Biol Chem 135 399 1940.] It is a potent inhibitor of ornithine decarboxylase [Gilad & Gilad Biochem Biophys Res Commun 122 277 1984]. [Beilstein 4 IV 1415.]

Properties of O-PHOSPHORYLETHANOLAMINE

Melting point:	241-243 °C(lit.)
Boiling point:	335.8±44.0 °C(Predicted)
Density	1.554±0.06 g/cm3(Predicted)
storage temp.	Store below +30°C.
solubility	PBS (pH 7.2): 10 mg/ml
Water Solubility	Soluble in water
form	powder to crystal
pka	pK1:5.838(+1);pK2:10.638(0) (25°C)
color	White to Light yellow
BRN	1758916
CAS DataBase Reference	1071-23-4(CAS DataBase Reference)
EPA Substance Registry System	Ethanol, 2-amino-, dihydrogen phosphate (ester) (1071-23-4)

Safety information for O-PHOSPHORYLETHANOLAMINE

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05
GHS Hazard Statements	H314:Skin corrosion/irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.