Phosphocholine

Not to be confused with phosphatidylcholine.

Phosphocholine is an intermediate in the synthesis of phosphatidylcholine in tissues. Phosphocholine is made in a reaction, catalyzed by choline kinase, that converts ATP and choline into phosphocholine and ADP. Phosphocholine is a molecule found, for example, in lecithin.

Phosphocholine

Names
Other names Choline phosphate
Identifiers
CAS Number	107-73-3 Y
3D model (JSmol)	Interactive image
ChemSpider	119298 N
MeSH	Phosphocholine
PubChem CID	1014
UNII	96AN057F7A N
CompTox Dashboard (EPA)	DTXSID30861727
InChI InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9) N Key: YHHSONZFOIEMCP-UHFFFAOYSA-N N InChI=1/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9) Key: YHHSONZFOIEMCP-UHFFFAOYAD
SMILES C[N+](C)(C)CCOP(=O)(O)[O-]
Properties
Chemical formula	C5H15NO4P
Molar mass	184.151 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

In nematodes and human placentas, phosphocholine is selectively attached to other proteins as a posttranslational modification to suppress an immune response by their hosts.^[1][2]

It is also one of the binding targets of C-reactive protein (CRP).^[3] Thus, when a cell is damaged, CRP binds to phosphocholine, beginning the recognition and phagocytotic immunologic response.

Phosphocholine is a natural constituent of hens' eggs (and many other eggs) often used in biomimetic membrane studies.^[4][5]

See also

• Alkylphosphocholines
• Choline
• Phosphoethanolamine