Chemistry:Phosphocholine

From HandWiki
Phosphocholine
Skeletal formula
Ball-and-stick model
Names
Other names
Choline phosphate
Identifiers
3D model (JSmol)
ChemSpider
MeSH Phosphocholine
UNII
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).
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Infobox references
Tracking categories (test):

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.

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

References

  1. "Identification of a novel mammalian post-translational modification, phosphocholine, on placental secretory polypeptides". J. Mol. Endocrinol. 39 (3): 189–98. September 2007. doi:10.1677/JME-07-0007. PMID 17766644. 
  2. "Placenta 'fools body's defences'". BBC News. 2007-11-10. http://news.bbc.co.uk/2/hi/health/7081298.stm. Retrieved 2010-05-22. 
  3. "The physiological structure of human C-reactive protein and its complex with phosphocholine.". Structure 7 (2): 169–77. 1999. doi:10.1016/S0969-2126(99)80023-9. PMID 10368284. 
  4. "The effect of the ionophore valinomycin on biomimetic solid supported lipid DPPTE/EPC membranes". Bioelectrochem. 70 (2): 387–93. 2006. doi:10.1016/j.bioelechem.2006.05.009. PMID 16875886. 
  5. Pambou, Elias; Crewe, John; Yaseen, Mohammed; Padia, Faheem N.; Rogers, Sarah; Wang, Dong; Xu, Hai; Lu, Jian R. (2015-09-15). "Structural Features of Micelles of Zwitterionic Dodecyl-phosphocholine (C12PC) Surfactants Studied by Small-Angle Neutron Scattering". Langmuir 31 (36): 9781–9789. doi:10.1021/acs.langmuir.5b02077. ISSN 0743-7463. PMID 26301341. 

External links