A phospholipid emulsifier
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1,2-Dioleoyl-sn-glycero-3-PE

Item No. 15091

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dioleoyl-sn-glycero-3-phosphatidylethanolamine
CAS Number
4004-05-1
Synonyms
  • 1,2-Dioleoyl-sn-glycero-3-Phosphoethanolamine
  • 1,2-DOPE
Molecular Formula
C41H78NO8P
Formula Weight
744.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 3.3 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(O[C@@H](COP(OCC[NH3+])([O-])=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
InChi Code
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
InChi Key
MWRBNPKJOOWZPW-NYVOMTAGSA-N
Origin
Synthetic
Side Chain Carbon Sum
36:2
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $98

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    250 mg

    $160

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    500 mg

    $294

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

    1,2-Dioleoyl-sn-glycero-3-PE (1,2-DOPE) is a synthetic analog of naturally-occurring PE containing 18:1 fatty acids at the sn-1 and sn-2 positions. The compound features the same diacylglycerol stereochemistry as that of the natural compound. 1,2-DOPE can be used as an emulsifier to facilitate DNA-liposome complex transport across membranes. It is used in combination with cationic phospholipids to increase efficiency during DNA transfection studies as a non-viral method of gene delivery.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. MacDonald, R.C., Rakhmanova, V.A., Choi, K.L., et al. O-ethylphosphatidylcholine: A metabolizable cationic phospholipid which is a serum-compatible DNA transfection agent. J. Pharm. Sci. 88(9), 896-904 (1999).

    2. Misra, S.K., Biswas, J., Kondaiah, P., et al. Gene transfection in high serum levels: Case studies with new cholesterol based cationic gemini lipids. PLoS One 8(7), e68305 (2013).

    3. Chen, Y., Sun, J., Lu, Y., et al. Complexes containing cationic and anionic pH-sensitive liposomes: Comparative study of factors influencing plasmid DNA gene delivery to tumors. Int. J. Nanomedicine 8, 1573-1593 (2013).