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      Mesoporous self-assembled nanoparticles of biotransesterified cyclodextrins and nonlamellar lipids as carriers of water-insoluble substances.

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          Abstract

          Soft mesoporous hierarchically structured particles were created by the self-assembly of an amphiphilic deep cavitand cyclodextrin βCD-nC10(degree of substitution n = 7.3), with a nanocavity grafted by multiple alkyl (C10) chains on the secondary face of the βCD macrocycle through enzymatic biotransesterification, and the nonlamellar lipid monoolein (MO). The effect of the non-ionic dispersing agent polysorbate 80 (P80) on the liquid crystalline organization of the nanocarriers and their stability was studied in the context of vesicle-to-cubosome transition. The coexistence of small vesicular and nanosponge membrane objects with bigger nanoparticles with inner multicompartment cubic lattice structures was established as a typical feature of the employed dispersion process. The cryogenic transmission electron microscopy (cryo-TEM) images and small-angle X-ray scattering (SAXS) structural analyses revealed the dependence of the internal organization of the self-assembled nanoparticles on the presence of embedded βCD-nC10deep cavitands in the lipid bilayers. The obtained results indicated that the incorporated amphiphilic βCD-nC10building blocks stabilize the cubic lattice packing in the lipid membrane particles, which displayed structural features beyond the traditional CD nanosponges. UV-Vis spectroscopy was employed to characterize the nanoencapsulation of a model hydrophobic dimethylphenylazo-naphthol guest compound (Oil red) in the created nanocarriers. In perspective, these dual porosity carriers should be suitable for co-encapsulation and sustained delivery of peptide, protein or siRNA biopharmaceuticals together with small molecular weight drug compounds or imaging agents.

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          Author and article information

          Journal
          Soft Matter
          Soft matter
          Royal Society of Chemistry (RSC)
          1744-6848
          1744-683X
          Sep 13 2016
          : 12
          : 36
          Affiliations
          [1 ] Institut Galien Paris-Sud, CNRS UMR 8612, Univ. Paris-Sud, Université Paris-Saclay, LabEx LERMIT, 5 rue J.-B. Clément, 92296 Châtenay-Malabry cedex, France. Angelina.Angelova@u-psud.fr.
          [2 ] Université Grenoble Alpes, Centre de Recherches sur les Macromolécules Végétales (CERMAV), F-38000 Grenoble, France and CNRS, CERMAV, F-38000 Grenoble, France.
          [3 ] Université Grenoble Alpes, Département de Pharmacologie Moléculaire (DPM), F-38000 Grenoble, France and CNRS UMR 5063, DPM, F-38000 Grenoble, France.
          [4 ] Institute of Physics, ELI Beamlines, Academy of Sciences of the Czech Republic, Na Slovance 2, CZ-18221 Prague, Czech Republic.
          [5 ] IPREM/EPCP, Technopole Helioparc, 2 Av. Pdt Angot, 64053 PAU cedex 09, France.
          [6 ] Diamond Light Source Ltd., Didcot, Oxfordshire OX11 0DE, UK.
          Article
          10.1039/c6sm00661b
          27714323
          97c52605-d1b6-4477-a461-1afb0446beac
          History

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