- Phosphocholine
-
Phosphocholine 
Other namesCholine phosphateIdentifiers CAS number 107-73-3 
PubChem 1014 MeSH Phosphocholine Jmol-3D images Image 1 - C[N+](C)(C)CCOP(O)(O)=O
Properties Molecular formula C5H15NO4P+ Molar mass 184.151 
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)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 + 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.
Phosphatidylcholine is one of the natural constituents of hens' eggs (and many other eggs), in the form of Egg-PC, which is often used in biomimetic membrane studies.[4] It can be purchased in purified form from many sources. The PC group is usually divided into natural (like EggPC) and synthetic products.
See also
- Alkylphosphocholines
- Choline
- Phosphoethanolamine
References
- ^ 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. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2189575.
- ^ "Placenta 'fools body's defences'". BBC News. 2007-11-10. http://news.bbc.co.uk/2/hi/health/7081298.stm. Retrieved 2010-05-22.
- ^ 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.
- ^ Rose L, Jenkins ATA (2006). "The effect of the ionophore valinomycin on biomimetic solid supported lipid DPPTE/EPC membranes". Bioelectrochem. 71 (1): 114–120. doi:10.1016/j.bioelechem.2006.05.009. PMID 16875886.
External links
Protein primary structure and posttranslational modifications General N terminus C terminus Single specific AAs Phosphorylation · Sulfation · Porphyrin ring linkage · Adenylylation · Flavin linkage · Topaquinone (TPQ) formationAspartateGlutamateTransglutaminationMethylation · Acetylation · Acylation · Adenylylation · Hydroxylation · Ubiquitination · Sumoylation · ADP-ribosylation · Deamination · Oxidative deamination to aldehyde · O-glycosylation · Imine formation · Glycation · CarbamylationDiphthamide formation · AdenylylationCrosslinks between two AAs Sulfilimine bondLysine-TyrosylquinoneLysine tyrosylquinone (LTQ) formationTryptophan-TryptophylquinoneThree consecutive AAs
(Chromophore formation)4-(p-hydroxybenzylidene)-5-imidazolinone formationCrosslinks between four AAs Secondary structure→Glycerol backbone
(Glycerophospholipids/
Phosphoglycerides)Phosphatidyl-: -ethanolamine/cephalin (PE) · -choline/lechithin (PC) · -serine (PS) · -glycerol (PG) · -inositol (PI) (glyco- (GPI))
Phosphoinositides: PIP (PI(3)P, PI(4)P, PI(5)P) · PIP2 (PI(3,4)P2, PI(3,5)P2, PI(4,5)P2) · PIP3
Ether lipids: Plasmalogen (Platelet-activating factor)Sphingosine backbone Metabolites biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/iCategories:- Posttranslational modification
- Quaternary ammonium compounds
- Organophosphates
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