O-PHOSPHORYLETHANOLAMINE Chemical Properties

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.

Water Solubility 

Soluble in water

solubility 

PBS (pH 7.2): 10 mg/ml

form 

powder to crystal

pka

pK1:5.838(+1);pK2:10.638(0) (25°C)

color 

White to Light yellow

BRN 

1758916

InChIKey

SUHOOTKUPISOBE-UHFFFAOYSA-N

CAS DataBase Reference

1071-23-4(CAS DataBase Reference)

EPA Substance Registry System

Ethanol, 2-amino-, dihydrogen phosphate (ester) (1071-23-4)

Safety Information

Hazard Codes 

T,C

Risk Statements 

25-34

Safety Statements 

26-36/37/39-45-27

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

RTECS 

KJ5830000

HazardClass 

8

PackingGroup 

III

HS Code 

29221990

Toxicity

LD50 orally in Rabbit: 5820 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

O-PHOSPHORYLETHANOLAMINE Usage And Synthesis

Chemical Properties

O-PHOSPHORYLETHANOLAMINE is white powder

Uses

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

Uses

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.]

O-PHOSPHORYLETHANOLAMINE(1071-23-4)Related Product Information

• ETHANOLAMINE HYDROCHLORIDE
• 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
• Nadph tetrasodium salt
• 1,2-DILAUROYL-SN-GLYCERO-3-PHOSPHORYLETHANOLAMINE
• 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• NADP sodium salt
• ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT
• 1,2-Distearoyl-sn-glycero-3-phosphocholine
• ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE
• 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHORYLETHANOLAMINE
• 1-MYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• Calcium phosphorylcholine chloride
• 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• O-PHOSPHORYLETHANOLAMINE
• Citicoline sodium
• CYTIDINE 2'-MONOPHOSPHATE
• 1-HEXADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOETHANOLAMINE
• ETHYLPHOSPHONIC ACID