Verification code

Didodecyldimethylammonium bromide

Catalog Number
ACM3282733-4
Product Name
Didodecyldimethylammonium bromide
Structure
CAS
3282-73-3
Synonyms
N-Dodecyl-N,N-dimethyldodecan-1-aminium bromide
Category
Bromide Series; High Purity Quaternary Ammonium Salt
Molecular Weight
462.63
Molecular Formula
C26H56BrN
InChI
InChI=1S/C26H56N.BrH/c1-5-7-9-11-13-15-17-19-21-23-25-27(3,4)26-24-22-20-18-16-14-12-10-8-6-2;/h5-26H2,1-4H3;1H/q+1;/p-1
InChIKey
XRWMGCFJVKDVMD-UHFFFAOYSA-M
Melting Point
157-162 °C
Purity
99%
Appearance
Light yellow to off-white solid
Physical State
White to light yellow paste
Case Study

Preparation of Gene Delivery Nanoassemblies Based On Didodecyldimethylammonium Bromide

Jin, Y., Wang, S., Tong, L., & Du, L. (2015). Colloids and Surfaces B: Biointerfaces, 126, 257-264.

Cationic lipid didodecyldimethylammonium bromide (DDAB) was used as a gene delivery vehicle to form liposomes, niosomes, and nanoparticles. Nanoassemblies named CNA, CPNA, and PPNA, respectively, were prepared using combinations of DDAB/OA/Chol, DDAB/OA/CHS-PEG, and DDAB/PLGA-PEG.
Preparation of Didodecyldimethylammonium Bromide-based Nanoassemblies
The preparation process of CNAs: A mixture of the optimal formula DDAB/OA/Chol (2/3/2, mol/mol) based on Langmuir monolayer behavior analysis was dissolved in ethanol, and the solution was slowly injected into water. Ethanol was removed in vacuum and the suspension was concentrated to about 7.5 mg DDAB/ml after evaporation. Aliquots of the suspension were gently mixed with a series of DNA solutions to obtain DDAB/DNA ratios of 1:1, 4:1, 8:1, 16:1, and 64:1 (w/w), respectively. They were incubated at room temperature for 20 min to obtain CNAs.
The preparation process of CPNA and PPNA: DNA aqueous solution was injected into vortexed DDAB solution in ethanol at a water/ethanol volume ratio of 1:20. As with CNA, the DDAB/DNA ratio was also set at 1:1, 4:1, 8:1, 16:1, and 64:1 (w/w), respectively. All suspensions were incubated at room temperature for 10 min to allow complete complexation of DNA with DDAB based on the electrostatic attraction between them. CHS-PEG/OA mixture or PLGA-PEG was dissolved in ethanol and mixed with the above DNA suspension. The mixed suspension was injected into vortexed water. The ethanol was removed under vacuum and the suspension was concentrated after evaporation. The final optimal CPNA formulation consisted of DDAB/OA/CHS-PEG (2/3/2, mol/mol). The final optimal PPNA formulation consisted of DDAB/PLGA-PEG (3/7, mol/mol).

The Key Role of Didodecyldimethylammonium Bromide in NLC

Carbone C, Campisi A, Manno D, Serra A, Spatuzza M, et al. Colloids and surfaces B: Biointerfaces. 2014 Sep 1;121:1-0.

Nanostructured lipid carriers (NLCs) have been studied for the treatment of glioblastoma. The aim of this work is to optimize NLC as a new method for the treatment of glioblastoma using cationic lipid didodecyl dimethyl ammonium bromide (DDAB) coating, which has been shown to induce cell death and activate caspase-dependent apoptosis pathway in various types of tumor cell lines.
Effect of Didodecyldimethylammonium Bromide on NLC
The existence of DDAB has a significant effect on the physical and chemical properties of DDAB-coated NLC. Compared with the unmodified NLC, the coated NLC showed higher physical stability and no particle aggregation. X-ray diffraction, Raman spectra and low temperature transmission electron microscope images enable us to assert that DDAB plays a key role in increasing the structural order of lipids, thereby enhancing the physical stability of NLC. In addition, the results of in vitro biological studies allow us to re-examine the role of DDAB in the treatment of glioblastoma, because it can effectively increase the absorption of NLC and reduce the vitality of human glioblastoma cells (U87MG).

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