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890810 | 18:0 DDAB

Dimethyldioctadecylammonium (Bromide Salt)

18:0 DDAB

Chloroform

Size SKU Packaging Price
25mg 890810C-25mg 890810C-25mg 1 x 25mg 10mg/mL 2.5mL $176.50
200mg 890810C-200mg 890810C-200mg 2 x 100mg 25mg/mL 4mL $306.00
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Powder

Size SKU Packaging Price
25mg 890810P-25mg 890810P-25mg 1 x 25mg $176.50 176.5
200mg 890810P-200mg 890810P-200mg 1 x 200mg $306.00 306
1g 890810P-1g 890810P-1g 1 x 1g $759.66 759.66
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Info

18:0 DDAB

Dimethyldioctadecylammonium (Bromide Salt)

Incorporation of the glycolipid trehalose 6,6'-dibehenate (TDB) into cationic liposomes composed of the quaternary ammonium compound dimethyldioctadecylammonium (DDA) produce an adjuvant system which induces a powerful cell-mediated immune response and a strong antibody response, desirable for a high number of disease targets.

Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C38H80NBr
Percent Composition
C 72.34%, H 12.78%, Br 12.66%, N 2.22%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
3700-67-2
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
630.952
Exact Mass
629.547
Synonyms
dimethyldioctadecylammonium (bromide salt)
DDA
Solubility in Different Solvents
Soluble in DMSO at 1mg/mL, soluble in ethanol and Chloroform:Methanol (85:15) at 5mg/mL
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References

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Lee H, Jiang D, Pardridge WM. Lyoprotectant Optimization for the Freeze-Drying of Receptor-Targeted Trojan Horse Liposomes for Plasmid DNA Delivery. Mol Pharm. 2020 Apr 29. doi: 10.1021/acs.molpharmaceut.0c00310. Epub ahead of print. PMID: 32315188.

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Larrouy-Maumus G, Layre E, Clark S, Prandi J, Rayner E, Lepore M, de Libero G, Williams A, Puzo G, Gilleron M. Protective efficacy of a lipid antigen vaccine in a guinea pig model of tuberculosis. Vaccine. 2017 Mar 7;35(10):1395-1402. doi: 10.1016/j.vaccine.2017.01.079. Epub 2017 Feb 9. PMID: 28190740.

 PubMed ID: 28190740

Derrick SC, Yabe I, Morris S, Cowley S. Induction of Unconventional T Cells by a Mutant Mycobacterium bovis BCG Strain Formulated in Cationic Liposomes Correlates with Protection against Mycobacterium tuberculosis Infections of Immunocompromised Mice. Clin Vaccine Immunol. 2016 Jul 5;23(7):638-47. doi: 10.1128/CVI.00232-16. PMID: 27226281; PMCID: PMC4933783.

 PubMed ID: 27226281

Rose F, Wern JE, Ingvarsson PT, van de Weert M, Andersen P, Follmann F, Foged C. Engineering of a novel adjuvant based on lipid-polymer hybrid nanoparticles: A quality-by-design approach. J Control Release. 2015 Jul 28;210:48-57. doi: 10.1016/j.jconrel.2015.05.004. Epub 2015 May 6. PMID: 25957906.

 PubMed ID: 25957906

Teng X, Tian M, Li J, Tan S, Yuan X, Yu Q, Jing Y, Zhang Z, Yue T, Zhou L, Fan X. Immunogenicity and protective efficacy of DMT liposome-adjuvanted tuberculosis subunit CTT3H vaccine. Hum Vaccin Immunother. 2015;11(6):1456-64. doi: 10.1080/21645515.2015.1037057. PMID: 25905680; PMCID: PMC4514263.

 PubMed ID: 25905680

Gallez A, Palazzo C, Blacher S, Tskitishvili E, Noël A, Foidart JM, Evrard B, Pequeux C, Piel G. Liposomes and drug-in-cyclodextrin-in-liposomes formulations encapsulating 17β-estradiol: An innovative drug delivery system that prevents the activation of the membrane-initiated steroid signaling (MISS) of estrogen receptor α. Int J Pharm. 2020 Jan 5;573:118861. doi: 10.1016/j.ijpharm.2019.118861. Epub 2019 Nov 22.

 PubMed ID: 31765774

Faria MJ, Machado R, Ribeiro A, Gonçalves H, Real Oliveira MECD, Viseu T, das Neves J, Lúcio M. Rational Development of Liposomal Hydrogels: A Strategy for Topical Vaginal Antiretroviral Drug Delivery in the Context of HIV Prevention. Pharmaceutics. 2019 Sep 18;11(9). pii: E485. doi: 10.3390/pharmaceutics11090485.

 PubMed ID: 31540519

Silva AM, Martins-Gomes C, Fangueiro JF, Andreani T, Souto EB. Comparison of antiproliferative effect of epigallocatechin gallate when loaded into cationic solid lipid nanoparticles against different cell lines. Pharm Dev Technol. 2019 Sep 11:1-7. doi: 10.1080/10837450.2019.1658774. [Epub ahead of print]

 PubMed ID: 31437118

Katayama T, Kinugawa S, Takada S, Furihata T, Fukushima A, Yokota T, Anzai T, Hibino M, Harashima H, Yamada Y. A mitochondrial delivery system using liposome-based nanocarriers that target myoblast cells. Mitochondrion. 2019 Jul 19;49:66-72. doi: 10.1016/j.mito.2019.07.005. [Epub ahead of print]

 PubMed ID: 31326598

Yang X, Zhao J, Duan S, Hou X, Li X, Hu Z, Tang Z, Mo F, Lu X. Enhanced cytotoxic T lymphocytes recruitment targeting tumor vasculatures by endoglin aptamer and IP-10 plasmid presenting liposome-based nanocarriers. Theranostics. 2019 May 31;9(14):4066-4083. doi: 10.7150/thno.33383. eCollection 2019.

 PubMed ID: 31281532

Patel S, Ryals RC, Weller KK, Pennesi ME, Sahay G. Lipid nanoparticles for delivery of messenger RNA to the back of the eye. J Control Release. 2019 Apr 12;303:91-100. doi: 10.1016/j.jconrel.2019.04.015. [Epub ahead of print]

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Marcos K. Masukawa, Cintia C. Vequi-Suplicy, Evandro L.Duarte, M. Teresa Lamy. A closer look into laurdan as a probe to monitor cationic DODAB bilayers. Journal of Photochemistry and Photobiology A: Chemistry. 2019 May 1;376:238-246. doi: 10.1016/j.photochem.2019.03.006

Thakur A, Rodríguez-Rodríguez C, Saatchi K, Rose F, Esposito T, Nosrati Z, Andersen P, Christensen D, Häfeli UO, Foged C. Dual-Isotope SPECT/CT Imaging of the Tuberculosis Subunit Vaccine H56/CAF01: Induction of Strong Systemic and Mucosal IgA and T-Cell Responses in Mice Upon Subcutaneous Prime and Intrapulmonary Boost Immunization. Front Immunol. 2018 Nov 30;9:2825. doi: 10.3389/fimmu.2018.02825. eCollection 2018.

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Oliveira AC, Martens TF, Raemdonck K, Adati RD, Feitosa E, Botelho C, Gomes AC, Braeckmans K, Real Oliveira ME. Dioctadecyldimethylammonium:monoolein nanocarriers for efficient in vitro gene silencing. ACS Appl Mater Interfaces. 2014 May 14;6(9):6977-89. doi: 10.1021/am500793y. Epub 2014 Apr 18.

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Zhu N, Liggitt D, Liu Y, Debs R. Systemic gene expression after intravenous DNA delivery into adult mice. Science. 1993 Jul 9;261(5118):209-11.

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Bicelle Preparation

Bicelles can be integrated into standard crystallization protocols, and in contrast to micelles, bicelles maintain the protein in a more native bilayer environment allowing proteins to be captured in a more biologically relevant orientation. Reference/Protocol

Certificates of Analysis

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