Synonym
DDAB; DODAB; DODA(Br); VSA 3; DSDMAB; 18:0 DDAB; Dimethyldioctadecylammonium bromide
IUPAC/Chemical Name
N,N-dimethyl-N-octadecyloctadecan-1-aminium bromide
InChi Key
PSLWZOIUBRXAQW-UHFFFAOYSA-M
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
SMILES Code
CCCCCCCCCCCCCCCCCC[N+](CCCCCCCCCCCCCCCCCC)(C)C.[Br-]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
630.97
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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.
