POPC

POPC
Names
Systematic IUPAC name
(2R)-3-(Hexadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propyl 2-(trimethylazaniumyl)ethyl phosphate
Other names
1-Palmitoyl-2-oleoylphosphatidylcholine, palmitoyloleoylphosphatidylcholine
Identifiers
CAS Number
  • 26853-31-6 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:73001
ChemSpider
  • 4593686 checkY
ECHA InfoCard 100.043.673 Edit this at Wikidata
PubChem CID
  • 5497103
UNII
  • TE895536Y5 checkY
CompTox Dashboard (EPA)
  • DTXSID101029642 Edit this at Wikidata
InChI
  • InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1 checkY
    Key: WTJKGGKOPKCXLL-VYOBOKEXSA-N checkY
  • CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC
Properties
Chemical formula
 C42H82NO8P
Molar mass 760.091 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references
Chemical compound

POPC (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine) is a phosphatidylcholine. It is a diacylglycerol phospholipid. It is an important phospholipid for biophysical experiments and has been used to study various subjects such as lipid rafts. POPC is also used in systems mimicking the cell membrane such as Nanodiscs.[1] It is available commercially[2] and is naturally present in eukaryotic cell membranes.

References

  1. ^ Stephen G. Sligar. "Nanodisc Technology: Soluble Lipid Bilayer Systems for Structural and Functional Studies of Membrane Proteins".
  2. ^ "1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine (CHEBI:73001)". www.ebi.ac.uk. Retrieved 2023-11-12.