DDAB

• CAT Number: I025632
• CAS Number: 3700-67-2
• Molecular Formula: C38H80BrN
• Molecular Weight: 630.97
• Purity: ≥95%
• Synonyms: DDAB; Dimethyldioctadecylammonium bromide
• Target: Liposome
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
• IUPAC Name: N,N-dimethyl-N-octadecyloctadecan-1-aminium bromide
• InChI: 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
• InChIKey: PSLWZOIUBRXAQW-UHFFFAOYSA-M
• SMILES: CCCCCCCCCCCCCCCCCC[N+](CCCCCCCCCCCCCCCCCC)(C)C.[Br-]

DDAB (Cat.No:I025632), also known as Dodecyl Dimethyl Ammonium Bromide, is a quaternary ammonium compound widely used as a surfactant and cationic detergent. It exhibits antimicrobial properties and is employed in various applications, including pharmaceuticals, cosmetics, and research. Care should be taken when handling DDAB due to its potential irritant and toxic effects.

Reference

1: Iwasaki F, Suga K, Okamoto Y, Umakoshi H. Characterization of DDAB/Cholesterol Vesicles and Its Comparison with Lipid/Cholesterol Vesicles. J Nanosci Nanotechnol. 2018 Mar 1;18(3):1989-1994. doi: 10.1166/jnn.2018.14252. PMID: 29448697.
2: Zhang Y, Wang Z, Gemeinhart RA. Progress in microRNA delivery. J Control Release. 2013 Dec 28;172(3):962-74. doi: 10.1016/j.jconrel.2013.09.015. Epub 2013 Sep 25. PMID: 24075926; PMCID: PMC3891846.
3: Kusumoto K, Ishikawa T. Didodecyldimethylammonium bromide (DDAB) induces caspase-mediated apoptosis in human leukemia HL-60 cells. J Control Release. 2010 Oct 15;147(2):246-52. doi: 10.1016/j.jconrel.2010.07.114. Epub 2010 Jul 30. PMID: 20674638.
4: Manosroi A, Thathang K, Manosroi J, Werner RG, Schubert R, Peschka-Süss R. Expression of luciferase plasmid (pCMVLuc) entrapped in DPPC/cholesterol/DDAB liposomes in HeLa cell lines. J Liposome Res. 2009;19(2):131-40. doi: 10.1080/08982100802642457. PMID: 19515000.
5: de Groot MT, Merkx M, Koper MT. Heme release in myoglobin-DDAB films and its role in electrochemical NO reduction. J Am Chem Soc. 2005 Nov 23;127(46):16224-32. doi: 10.1021/ja0546572. PMID: 16287313.
6: Carbone C, Martins-Gomes C, Pepe V, Silva AM, Musumeci T, Puglisi G, Furneri PM, Souto EB. Repurposing itraconazole to the benefit of skin cancer treatment: A combined azole-DDAB nanoencapsulation strategy. Colloids Surf B Biointerfaces. 2018 Jul 1;167:337-344. doi: 10.1016/j.colsurfb.2018.04.031. Epub 2018 Apr 17. PMID: 29684903.
7: Khodaei M, Rostamizadeh K, Taromchi AH, Monirinasab H, Fathi M. DDAB cationic lipid-mPEG, PCL copolymer hybrid nano-carrier synthesis and application for delivery of siRNA targeting IGF-1R into breast cancer cells. Clin Transl Oncol. 2021 Jan 3. doi: 10.1007/s12094-020-02507-3. Epub ahead of print. PMID: 33389648.
8: Lee CY, Bond AM. A comparison of the higher order harmonic components derived from large-amplitude Fourier transformed ac voltammetry of myoglobin and heme in DDAB films at a pyrolytic graphite electrode. Langmuir. 2010 Apr 6;26(7):5243-53. doi: 10.1021/la903387n. PMID: 20232815.
9: Neumann T, Gajria S, Bouxsein NF, Jaeger L, Tirrell M. Structural responses of DNA-DDAB films to varying hydration and temperature. J Am Chem Soc. 2010 May 26;132(20):7025-37. doi: 10.1021/ja909514j. PMID: 20438082; PMCID: PMC2895560.
10: Correia B, Lourenço J, Marques S, Nogueira V, Gavina A, da Graça Rasteiro M, Antunes F, Mendo S, Pereira R. Oxidative stress and genotoxicity of an organic and an inorganic nanomaterial to Eisenia andrei: SDS/DDAB nano-vesicles and titanium silicon oxide. Ecotoxicol Environ Saf. 2017 Jun;140:198-205. doi: 10.1016/j.ecoenv.2017.02.035. Epub 2017 Mar 8. PMID: 28260685.