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1,2-Dioleoyl-sn-glycerophosphoethanolamine

From Wikipedia, the free encyclopedia
1,2-Dioleoyl-sn-glycerophosphoethanolamine
Names
IUPAC name
1,2-Di[(9Z)-octadec-9-enoyl]-sn-glycero-3-phosphoethanolamine
Systematic IUPAC name
2-Aminoethyl (2R)-2,3-di[(9Z)-octadec-9-enoyl]propyl hydrogen phosphate
Other names
1,2-Dioleoylphosphatidylethanolamine; DOPEA; DOPE
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1
    Key: MWRBNPKJOOWZPW-NYVOMTAGSA-N
  • CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC
Properties
C41H78NO8P
Molar mass 744.048 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,2-Dioleoyl-sn-glycerophosphoethanolamine is a non-bilayer lipid of the phosphatidylethanolamine class, it adopts non-lamellar reverse hexagonal structures.[1] It forms part of Lipofectamine, a common transfection reagent.

References

[edit]
  1. ^ Seddon, Annela M.; Curnow, Paul; Booth, Paula J. (November 2004). "Membrane proteins, lipids and detergents: not just a soap opera". Biochimica et Biophysica Acta (BBA) - Biomembranes. 1666 (1–2): 105–117. doi:10.1016/j.bbamem.2004.04.011. PMID 15519311.