A cationic amphipathic lipid
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Dimethyldioctadecylammonium (bromide)

Item No. 26120

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-N-octadecyl-1-octadecanaminium, monobromide
CAS Number
3700-67-2
Synonyms
  • DDA
  • DDAB
  • DODAB
Molecular Formula
C38H80N • Br
Formula Weight
631.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 16 mg/mlEthanol: 33 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC.[Br-]
InChi Code
InChI=1S/C38H80N.BrH/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39(3,4)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2;/h5-38H2,1-4H3;1H/q+1;/p-1
InChi Key
PSLWZOIUBRXAQW-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $90

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    10 g

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    25 g

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    50 g

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    Product Description

    Dimethyldioctadecylammonium (DDA) is a cationic amphipathic lipid.1,2 DDA liposomes containing an Ag85B-ESAT-6 antigen induce antigen deposition at an intramuscular or subcutaneous injection site in mice, increasing immune cell exposure to the antigen.3 In a guinea pig model of M. tuberculosis infection, spleen bacterial load is reduced and lung and spleen lesion numbers are decreased when the mycobacterial lipid antigens Ac2SGL and PIM2 are administered in liposomes comprised of DDA and a synthetic analog of the mycobacterial cord factor trehalose 6,6-dibehenate (TDB).2 DDA has also been used in the study of lipid bilayer dynamics.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Serrano, L.O., and Burkhart, D.J. Liposomal vaccine formulations as prophylactic agents: Design considerations for modern vaccines. J. Nanobiotechnology 15(1), 83 (2017).

    2. Larrouy-Maumus, G., Layre, F., Clark, S., et al. Protective efficacy of a lipid antigen vaccine in a guinea pig model of tuberculosis. Vaccine 35(10), 1395-1402 (2017).

    3. Henriksen-Lacey, M., Bramwell, V.W., Christensen, D., et al. Liposomes based on dimethyldioctadecylammonium promote a depot effect and enhance immunogenicity of soluble antigen. J. Control Release 142(2), 180-186 (2010).

    4. Dubey, P.S., Sharma, V.K., Srinivasan, H., et al. Effects of NSAIDs on the dynamics and phase behavior of DODAB bilayers. J. Phys. Chem. B. 122(43), 9962-9972 (2018).