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Phosphocholine
Phosphocholine.png
Identifiers
CAS number 107-73-3 Yes check.svgY
PubChem 1014
MeSH Phosphocholine
SMILES
Properties
Molecular formula C5H15NO4P+
Molar mass 184.151
 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Phosphocholine (PC) 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 to suppress an immune response by their hosts.[1] It 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.[2] It is also one of the binding targets of C-Reactive Protein (CRP). Thus when a cell is damaged, CRP binds to phosphocholine beginning the recognition and phagocytotic immunologic response.

It can be purchased in purified form from many sources. The PC group is usually divided into natural (like EggPC) and synthetic products.

Natural phospholipid derivates: egg PC, egg PG, soy PC, hydrogenated soy PC, sphingomyelin as natural phospholipids.

Synthetic phospholipid derivates: phosphocholine (DDPC, DLPC, DMPC, DPPC, DSPC, DOPC, POPC, DEPC), phosphoglycerol (DMPG, DPPG, DSPG, POPG), phosphatidic acid (DMPA, DPPA, DSPA), phosphoethanolamine (DMPE, DPPE, DSPE DOPE), phosphoserine (DOPS), PEG phospholipid (mPEG-phospholipid, polyglycerin-phospholipid, funcitionalized-phospholipid, terminal activated-phospholipid)

Contents

Abbreviations used and Chemical Information

Abbreviation CAS Name
DDPC 3436-44-0 1,2-Didecanoyl-sn-Glycero-3-phosphocholine
DEPA-NA 80724-31-8 1,2-Dierucoyl-sn-Glycero-3-Phosphate(Sodium Salt)
DEPC 56649-39-9 1,2-Erucoyl-sn-Glycero-3-phosphocholine
DEPE 988-07-2 1,2-Dierucoyl-sn-Glycero-3-phosphoethanolamine
DEPG-NA 1,2-Dierucoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DLOPC 998-06-1 1,2-Linoleoyl-sn-Glycero-3-phosphocholine
DLPA-NA 1,2-Dilauroyl-sn-Glycero-3-Phosphate(Sodium Salt)
DLPC 18194-25-7 1,2-Dilauroyl-sn-Glycero-3-phosphocholine
DLPE 1,2-Dilauroyl-sn-Glycero-3-phosphoethanolamine
DLPG-NA 1,2-Dilauroyl-sn-Glycero-3[Phospho-rac-(1-glycerol...) (Sodium Salt)
DLPG-NH4 1,2-Dilauroyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DLPS-NA 1,2-Dilauroyl-sn-Glycero-3-phosphoserine(Sodium Salt)
DMPA-NA 80724-3 1,2-Diimyristoyl-sn-Glycero-3-Phosphate(Sodium Salt)
DMPC 18194-24-6 1,2-Dimyristoyl-sn-Glycero-3-phosphocholine
DMPE 988-07-2 1,2-Dimyristoyl-sn-Glycero-3-phosphoethanolamine
DMPG-NA 67232-80-8 1,2-Myristoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DMPG-NH4 108321-03-5 1,2-Myristoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DMPG-NH4/NA 1,2-Myristoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DMPS-NA 1,2-Dimyristoyl-sn-Glycero-3-phosphoserine(Sodium Salt)
DOPA-NA 1,2-Dioleoyl-sn-Glycero-3-Phosphate(Sodium Salt)
DOPC 4235-95-4 1,2-Dioleoyl-sn-Glycero-3-phosphocholine
DOPE 4004-5-1- 1,2-Dioleoyl-sn-Glycero-3-phosphoethanolamine
DOPG-NA 62700-69-0 1,2-Dioleoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DOPS-NA 70614-14-1 1,2-Dioleoyl-sn-Glycero-3-phosphoserine(Sodium Salt)
DPPA-NA 71065-87-7 1,2-Dipalmitoyl-sn-Glycero-3-Phosphate(Sodium Salt)
DPPC 63-89-8 1,2-Dipalmitoyl-sn-Glycero-3-phosphocholine
DPPE 923-61-5 1,2-Dipalmitoyl-sn-Glycero-3-phosphoethanolamine
DPPG-NA 67232-81-9 1,2-Dipalmitoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DPPG-NH4 73548-70-6 1,2-Dipalmitoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DPPS-NA 1,2-Dipalmitoyl-sn-Glycero-3-phosphoserine(Sodium Salt)
DSPA-NA 108321-18-2 1,2-Distearoyl-sn-Glycero-3-Phosphate(Sodium Salt)
DSPC 816-94-4 1,2-Distearoyl-sn-Glycero-3-phosphocholine
DSPE 1069-79-0 1,2-Diostearpyl-sn-Glycero-3-phosphoethanolamine
DSPG-NA 67232-82-0 1,2-Distearoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DSPG-NH4 108347-80-4 1,2-Distearoyl-sn-Glycero-3[Phospho-rac-(1-glycerol...)
DSPS-NA 1,2-Distearoyl-sn-Glycero-3-phosphoserine(Sodium Salt)
Egg Sphingomyelin empty Liposome
EPC Egg-PC
HEPC Hydrogenated Egg PC
HSPC High purity Hydrogenated Soy PC
HSPC Hydrogenated Soy PC
LYSOPC MYRISTIC 18194-24-6 1-Myristoyl-sn-Glycero-3-phosphocholine
LYSOPC PALMITIC 17364-16-8 1-Palmitoyl-sn-Glycero-3-phosphocholine
LYSOPC STEARIC 19420-57-6 1-Stearoyl-sn-Glycero-3-phosphocholine
Milk Sphingomyelin MPPC 1-Myristoyl,2-palmitoyl-sn-Glycero 3-phosphocholine
MSPC 1-Myristoyl,2-stearoyl-sn-Glycero-3–phosphocholine
PMPC 1-Palmitoyl,2-myristoyl-sn-Glycero-3–phosphocholine
POPC 26853-31-6 1-Palmitoyl,2-oleoyl-sn-Glycero-3-phosphocholine
POPE 1-Palmitoyl-2-oleoyl-sn-Glycero-3-phosphoethanolamine
POPG-NA 81490-05-3 1,2-Dioleoyl-sn-Glycero-3[Phospho-rac-(1-glycerol)...](Sodium Salt)
PSPC 1-Palmitoyl,2-stearoyl-sn-Glycero-3–phosphocholine
SMPC 1-Stearoyl,2-myristoyl-sn-Glycero-3–phosphocholine
SOPC 1-Stearoyl,2-oleoyl-sn-Glycero-3-phosphocholine
SPPC 1-Stearoyl,2-palmitoyl-sn-Glycero-3-phosphocholine

See also

References

  1. ^ BBC NEWS | Health | Placenta 'fools body's defences'
  2. ^ Rose L and Jenkins ATA (2006). "The effect of the ionophore valinomycin on biomimetic solid supported lipid DPPTE/EPC membranes". Bioelectrochem. 71 (1): 114–120.   Entrez Pubmed 16875886

External links

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