Phosphorylcholine

Product NamePhosphorylcholine
CAS3616-04-4
MFC5H15NO4P+
MW184.15
EINECS
MOL File3616-04-4.mol

Chemical Properties

storage temp.	Store at 4°C
solubility	Water: 100 mg/mL (546.03 mM); Ethanol: 4 mg/mL (21.84 mM); DMSO: < 1 mg/mL (insoluble or slightly soluble)
form	Oil
color	Colorless to light yellow

Usage And Synthesis

Uses

Phosphatidylcholine is the main phospholipid component in eukaryotic biofilms. Phosphatidylcholine exists in commensal or pathogenic bacteria associated with eukaryotes in prokaryotes. Phosphorylcholine exhibits a surprising range of immunomodulatory properties[1].

Definition

ChEBI: Phosphocholine is the phosphate of choline; and the parent compound of the phosphocholine family. It has a role as an epitope, a hapten, a human metabolite, a mouse metabolite and an allergen. It is a conjugate acid of a choline phosphate(1-).

in vivo

Phosphorylcholine (200-600 μmol/kg; ip; single dose) activates nicotinic and muscarinic cholinergic neurotransmission, stimulates the activation of α2-adrenergic receptors, and increases plasma glucagon and choline concentrations, thereby stimulating peripheral autonomic nervous system activity^[3].
Phosphorylcholine (2 μg; ip; once every two weeks for 4 months) induces the production of anti-PC and anti-oxLDL antibodies, increases mature B cells in the spleen, and reduces atherosclerotic lesions in the aortic root in mouse models^[4].

Animal Model:	Sprague Dawley rats model^[3]
Dosage:	200-600 μmol/kg
Administration:	ip; single dose
Result:	Increased plasma glucagon and choline concentration.

Animal Model:	apoE knockout mouse model^[4]
Dosage:	2 μg
Administration:	ip; once every two weeks for 4 months
Result:	Induced anti-PC and anti-oxLDL antibodies, reduced atherosclerotic lesions.

IC 50

Human Endogenous Metabolite; Microbial Metabolite

References

[1] Harnett W, et al. Phosphorylcholine: friend or foe of the immune system Immunol Today. 1999 Mar;20(3):125-9. DOI:10.1016/s0167-5699(98)01419-4
[2] Tu S, et al., Enhancement of cellular uptake and antitumor efficiencies of micelles with phosphorylcholine. Macromol Biosci. 2011 Oct 10;11(10):1416-25. DOI:10.1002/mabi.201100111
[3] Cansev M, et al., Choline, CDP-choline or phosphocholine increases plasma glucagon in rats: involvement of the peripheral autonomic nervous system. Eur J Pharmacol. 2008 Jul 28;589(1-3):315-22. DOI:10.1016/j.ejphar.2008.05.017
[4] Caligiuri G, et al., Phosphorylcholine-targeting immunization reduces atherosclerosis. J Am Coll Cardiol. 2007 Aug 7;50(6):540-6. DOI:10.1016/j.jacc.2006.11.054

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