Phosphocholine

Phosphocholine
Skeletal formula
Ball-and-stick model
Names
Other names
Choline phosphate
Identifiers
107-73-3 YesY
ChemSpider 119298
Jmol interactive 3D Image
MeSH Phosphocholine
PubChem 1014
Properties
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).
YesY verify (what is YesYN ?)
Infobox references
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.

It is also used by nematodes and human placentas 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]

See also

References

  1. Lovell TM, Woods RJ, Butlin DJ, et al. (September 2007). "Identification of a novel mammalian post-translational modification, phosphocholine, on placental secretory polypeptides". J. Mol. Endocrinol. 39 (3): 189–98. doi:10.1677/JME-07-0007. PMC 2189575. PMID 17766644.
  2. "Placenta 'fools body's defences'". BBC News. 2007-11-10. Retrieved 2010-05-22.
  3. Thompson D, Pepys MB, Wood SP. (1999). "The physiological structure of human C-reactive protein and its complex with phosphocholine.". Structure 7 (2): 169–77. doi:10.1016/S0969-2126(99)80023-9. PMID 10368284.
  4. Rose L, Jenkins ATA (2006). "The effect of the ionophore valinomycin on biomimetic solid supported lipid DPPTE/EPC membranes". Bioelectrochem. 70 (2): 387–93. doi:10.1016/j.bioelechem.2006.05.009. PMID 16875886.

External links

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