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avanti polar lipids/18:0 DDAB/1g/890810P-1g

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    • 890810 | 18:0 DDAB

      Dimethyldioctadecylammonium (Bromide Salt)

      18:0 DDAB
      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
      FormulaWeight
      630.952
      Exact Mass
      629.547
      Synonyms
      dimethyldioctadecylammonium (bromide salt)DDA
      Downloads
      • ChemDraw File
      • 3D Structure
      • Structure
      • Safety Data Sheet
      • Safety Data Sheet
      References

      Lou G, Anderluzzi G, Tandrup Schmidt S, Woods S, Gallorini S, Brazzoli M, Giusti F, Ferlenghi I, Johnson R, Roberts CW, O"Hagan DT, Baudner BC, Perrie Y. Delivery of self-amplifying mRNA vaccines by cationic lipid nanoparticles: The impact of cationic lipid selection. J Control Release. 2020 Jun 30:S0168-3659(20)30362-X. doi: 10.1016/j.jconrel.2020.06.027. Epub ahead of print. PMID: 32619745.

      PubMed ID: 32619745

      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.

      PubMed ID: 32315188

      Cheng Q, Wei T, Farbiak L, Johnson LT, Dilliard SA, Siegwart DJ. Selective organ targeting (SORT) nanoparticles for tissue-specific mRNA delivery and CRISPR-Cas gene editing. Nat Nanotechnol. 2020 Apr;15(4):313-320. doi: 10.1038/s41565-020-0669-6. Epub 2020 Apr 6. PMID: 32251383.

      PubMed ID: 32251383

      Chatzikleanthous D, Schmidt ST, Buffi G, Paciello I, Cunliffe R, Carboni F, Romano MR, O"Hagan DT, D"Oro U, Woods S, Roberts CW, Perrie Y, Adamo R. Design of a novel vaccine nanotechnology-based delivery system comprising CpGODN-protein conjugate anchored to liposomes. J Control Release. 2020 Apr 2:S0168-3659(20)30211-X. doi: 10.1016/j.jconrel.2020.04.001. Epub ahead of print. PMID: 32247804.

      PubMed ID: 32247804

      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]

      PubMed ID: 30986436

      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.

      PubMed ID: 30555488

      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.

      PubMed ID: 24712543

      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.

      PubMed ID: 7687073
      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
      • Certificate of Analysis(Lot No. 890810C-200MG-A-029and 6353CNA029)
      • Certificate of Analysis(Lot No. 890810C-25MG-A-029and 6353CJA029)
      • Certificate of Analysis(Lot No. 890810P-1G-A-029and 6353PQA029)
      • Certificate of Analysis(Lot No. 890810P-200MG-A-029and 6353PNA029)
      • Certificate of Analysis(Lot No. 890810P-25MG-A-029and 6353PJA029)
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      • Certificate of Analysis(Lot No. 890810P-1G-B-029and 6353PQB029)
      • Certificate of Analysis(Lot No. 890810P-25MG-B-029and 6353PJB029)
      • Certificate of Analysis(Lot No. 890810P-200MG-B-029and 6353PNB029)
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      • Certificate of Analysis(Lot No. 890810C-25MG-B-029and 6353CJB029)
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      • Certificate of Analysis(Lot No. 890810P-200MG-A-030and 6353PNA030)
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      • Certificate of Analysis(Lot No. 890810C-200MG-A-030and 6353CNA030)
      • Certificate of Analysis(Lot No. 890810P-200MG-B-030and 6353PNB030)
      • Certificate of Analysis(Lot No. 890810P-25MG-C-030and 6353PJC030)
      • Certificate of Analysis(Lot No. 890810P-1G-B-030and 6353PQB030)
      • Certificate of Analysis(Lot No. 890810P-25MG-D-030and 6353PJD030)
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