An ionizable cationic lipid
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1,2-Dioleyloxy-3-dimethylamino-propane

Item No. 15109

Technical Information
Formal Name
N,N-dimethyl-2,3-bis[(9Z)-9-octadecen-1-yloxy]-1-propanamine
CAS Number
104162-47-2
Synonyms
  • DODMA
  • MBN 305A
Molecular Formula
C41H81NO2
Formula Weight
Purity
≥98%
A 100 mg/ml solution in ethanol
DMF: 10 mg/mlEthanol: 10 mg/ml
SMILES
CN(C)CC(OCCCCCCCC/C=C\CCCCCCCC)COCCCCCCCC/C=C\CCCCCCCC
InChi Code
InChI=1S/C41H81NO2/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-43-40-41(39-42(3)4)44-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,41H,5-18,23-40H2,1-4H3/b21-19-,22-20-
InChi Key
GLGLUQVVDHRLQK-WRBBJXAJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    1,2-Dioleyloxy-3-dimethylamino-propane (DODMA) is an ionizable cationic lipid (pKa = 6.59 in a TNS binding assay) that contains the unsaturated long-chain (18:1) oleic acid inserted at both the sn-1 and sn-2 positions.1 It has been used in the composition of liposomes formulated as stable nucleic acid lipid particles that can encapsulate siRNA or other small molecules to be used for drug delivery.2,3

    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. Fenske, D.B., Chonn, A., and Cullis, P.R. Liposomal nanomedicines: An emerging field. Toxicol. Pathol. 36(1), 21-29 (2008).

    3. Heyes, J., Palmer, L., Bremner, K., et alCationic lipid saturation influences intracellular delivery of encapsulated nucleic acids. J. Control Release 107(2), 276-287 (2005).

    Product Citations

    Alam, S.B., Wang, F., and Kulka, M. Apolipoprotein C3 facilitates internalization of cationic lipid nanoparticles into bone marrow-derived mouse mast cells. Sci. Rep. 13(1), (2023).

    Kulkarni, J.A., Darjuan, M.M., Mercer, J.E., et alOn the formation and morphology of lipid nanoparticles containing ionizable cationic lipids and siRNA. ACS Nano 12(5), 4787-4795 (2018).