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POPC

From Wikipedia, the free encyclopedia
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
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.043.673 Edit this at Wikidata
UNII
  • 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
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).
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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

[edit]
  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.