An ionizable cationic lipid
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1,2-Dioleoyl-3-dimethylammonium-propane

Item No. 25726

Technical Information
Formal Name
9Z-octadecenoic acid, 1,1'-[1-[(dimethylamino)methyl]-1,2-ethanediyl] ester
CAS Number
127512-29-2
Synonyms
  • 18:1 DAP
  • DODAP
Molecular Formula
C41H77NO4
Formula Weight
Purity
≥98%
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(CCCCCCC/C=C\CCCCCCCC)OCC(CN(C)C)OC(CCCCCCC/C=C\CCCCCCCC)=O
InChi Code
InChI=1S/C41H77NO4/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-38-39(37-42(3)4)46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,39H,5-18,23-38H2,1-4H3/b21-19-,22-20-
InChi Key
NYDLOCKCVISJKK-WRBBJXAJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1,2-Dioleoyl-3-dimethylammonium-propane (DODAP) is an ionizable cationic lipid (pKa = 5.59 in a TNS binding assay).1,2 It has been used as a component in liposomes that can be used to encapsulate siRNA, immunostimulatory oligodeoxynucleotides, antisense oligonucleotides, or chemotherapeutic agents for in vitro and in vivo delivery.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carrasco, M.J., Alishetta, S., Alameh, M.-G., et alIonization and structural properties of mRNA lipid nanoparticles influence expression in intramuscular and intravascular administration. Commun. Biol. 4(1), 956 (2021).

    2. Dabbas, S., Kaushik, R.R., Dandamudi, S., et alImportance of the liposomal cationic lipid content and type in tumor vascular targeting: Physicochemical characterization and in vitro studies using human primary and transformed endothelial cells. Endothelium 15(4), 189-201 (2008).

    3. Hamzah, J., Altin, J.G., Herringson, T., et alTargeted liposomal delivery of TLR9 ligands activates spontaneous antitumor immunity in an autochthonous cancer model. J. Immunol. 183(2), 1091-1098 (2009).

    4. Mendonça, L.S., Firmino, F., Moreira, J.N., et alTransferrin receptor-targeted liposomes encapsulating anti-BCR-ABL siRNA or asODN for chronic myeloid leukemia treatment. Bioconjug. Chem. 21(1), 157-168 (2010).