For faster navigation, this Iframe is preloading the Wikiwand page for Phosphocholine.

Phosphocholine

Phosphocholine
Skeletal formula
Ball-and-stick model
Names
Other names
Choline phosphate
Identifiers
3D model (JSmol)
ChemSpider
MeSH Phosphocholine
UNII
  • 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
  • C[N+](C)(C)CCOP(=O)(O)[O-]
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).
☒N verify (what is checkY☒N ?)

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

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". Journal of Molecular Endocrinology. 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 AT (2006). "The effect of the ionophore valinomycin on biomimetic solid supported lipid DPPTE/EPC membranes". Bioelectrochemistry. 70 (2): 387–93. 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.
{{bottomLinkPreText}} {{bottomLinkText}}
Phosphocholine
Listen to this article

This browser is not supported by Wikiwand :(
Wikiwand requires a browser with modern capabilities in order to provide you with the best reading experience.
Please download and use one of the following browsers:

This article was just edited, click to reload
This article has been deleted on Wikipedia (Why?)

Back to homepage

Please click Add in the dialog above
Please click Allow in the top-left corner,
then click Install Now in the dialog
Please click Open in the download dialog,
then click Install
Please click the "Downloads" icon in the Safari toolbar, open the first download in the list,
then click Install
{{::$root.activation.text}}

Install Wikiwand

Install on Chrome Install on Firefox
Don't forget to rate us

Tell your friends about Wikiwand!

Gmail Facebook Twitter Link

Enjoying Wikiwand?

Tell your friends and spread the love:
Share on Gmail Share on Facebook Share on Twitter Share on Buffer

Our magic isn't perfect

You can help our automatic cover photo selection by reporting an unsuitable photo.

This photo is visually disturbing This photo is not a good choice

Thank you for helping!


Your input will affect cover photo selection, along with input from other users.

X

Get ready for Wikiwand 2.0 🎉! the new version arrives on September 1st! Don't want to wait?