A phospholipid
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1-Palmitoyl-2-Oleoyl-sn-glycero-3-PE

Item No. 20067

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z-octadecenoic acid, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-2-[(1-oxohexadecyl)oxy]ethyl ester
CAS Number
26662-94-2
Synonyms
  • 1-Palmitoyl-2-Oleoyl-sn-glycero-3-Phosphatidylethanolamine
  • 1-Palmitoyl-2-Oleoyl-sn-glycero-3-Phosphoethanolamine
  • 16:0-18:1 PE
  • PE(16:0/18:1)
  • 1,2-POPE
Molecular Formula
C39H76NO8P
Formula Weight
718.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 100 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)OC[C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OCC[NH3+])([O-])=O
InChi Code
InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1
InChi Key
FHQVHHIBKUMWTI-OTMQOFQLSA-N
Side Chain Carbon Sum
34:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $31

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    50 mg

    $108

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    100 mg

    $139

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    250 mg

    $308

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (1,2-POPE) is a phospholipid that contains palmitic acid (Item No. 10006627) and oleic acid (Item Nos. 90260 | 24659) at the sn-1 and sn-2 positions, respectively.1 It is a major component of E. coli lipid bilayers, and vesicles composed of 1,2-POPE can be disrupted by polycationic antimicrobials.1,2 1,2-POPE has been used in combination with other lipids in the formation of lipid nanoparticles (LNPs) for spleen- and liver-specific targeting in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hristova, K., Selsted, M.E., and White, S.H. Critical role of lipid composition in membrane permeabilization by rabbit neutrophil defensins. The Journal of Biological Chemisty 272(39), 24224-24233 (1997).

    2. Hallock, K.J., Lee, D.-K., Omnaas, J., et al. Membrane composition determines pardaxin’s mechanism of lipid bilayer disruption. Biophys. J. 83(2), 1004-1013 (2002).

    3. Álvarez-Benedicto, E., Farbiak, L., Ramírez, M.M., et al. Optimization of phospholipid chemistry for improved lipid nanoparticle (LNP) delivery of messenger RNA (mRNA). Biomater. Sci. 10(2), 549-559 (2022).