A phospholipid
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1,2-Dierucoyl-sn-glycero-3-PE

Item No. 41090

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(13Z,13′Z)-13-docosenoic acid, (1,1′-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester
CAS Number
904304-57-0
Synonyms
  • 1,2-Didocosenoyl-sn-glycero-3-Phosphoethanolamine
  • PE(22:1/22:1)
  • di22:1-PE
  • 22:1/22:1-PE
Molecular Formula
C49H94NO8P
Formula Weight
856.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
O=C(CCCCCCCCCCC/C=C\CCCCCCCC)OC[C@@H](OC(CCCCCCCCCCC/C=C\CCCCCCCC)=O)COP(O)(OCCN)=O
InChi Code
InChI=1S/C49H94NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,47H,3-16,21-46,50H2,1-2H3,(H,53,54)/b19-17-,20-18-/t47-/m1/s1
InChi Key
VBZSMBBOZFITID-FRWASNMLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $65

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    10 mg

    $98

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    50 mg

    $325

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    100 mg

    $455

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

    1,2-Dierucoyl->sn-glycero-3-PE is a phospholipid containing erucic acid (13(Z)-docosenoic acid; Item No. 90175) at the sn-1 and sn-2 positions. It has been used in the generation of lipid nanoparticles (LNPs) for the delivery of mRNA in vivo.1 1,2-Dierucoyl-sn-glycero-3-PE has also been used in the synthesis of various PEG-conjugates for incorporation into liposomes.2,3,4 LNPs containing 1,2-dierucoyl-sn-glycero-3-PE and encapsulating mRNA encoding human erythropoietin (hEPO) increase serum hEPO levels in mice.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vaidya, A., Parande, D., Khadse, N., et al. Analytical characterization of heterogeneities in mRNA-lipid nanoparticles using sucrose density gradient ultracentrifugation. Anal. Chem. 96(14), 5570-5579 (2024).

    2. Longmuir, K.J., Robertson, R.T., Haynes, S.M., et al. Effective targeting of liposomes to liver and hepatocytes in vivo by incorporation of a Plasmodium amino acid sequence. Pharm. Res. 23(4), 759-769 (2006).

    3. Haynes, S.M., Longmuir, K.J., Robertson, R.T., et al. Liposomal polyethyleneglycol and polyethyleneglycol-peptide combinations for active targeting to liver in vivo. Drug Deliv. 15(4), 207-217 (2008).

    4. Tsai, M.S., Baratta, J.L., Longmuir, K.J., et al. Binding patterns of peptide-containing liposomes in liver and spleen of developing mice: Comparison with heparan sulfate immunoreactivity. J. Drug Target. 19(7), 506-515 (2010).