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

DOI: 10.1039/C6SM00661B DOI Help

Authors: Leïla Zerkoune (Université Paris-Saclay) , Sylviane Lesieur (Université Paris-Saclay) , Jean-luc Putaux (Université Grenoble Alpes, Centre de Recherches sur les Macromolécules Végétales (CERMAV);) , Luc Choisnard , Annabelle Gèze (Université Grenoble Alpes, Département de Pharmacologie Moléculaire (DPM); CNRS UMR 5063) , Denis Wouessidjewe (Université Grenoble Alpes, Département de Pharmacologie Moléculaire (DPM); CNRS UMR 5063) , Borislav Angelov (Institute of Physics, ELI Beamlines, Academy of Sciences of the Czech Republic) , Corinne Vebert-nardin (IPREM/EPCP) , James Doutch (Diamond Light Source) , Angelina Angelova (Université Paris-Saclay)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Soft Matter , VOL 12 , PAGES 7539 - 7550

State: Published (Approved)
Published: August 2016
Diamond Proposal Number(s): 10051

Open Access Open Access

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-nC10 deep cavitands in the lipid bilayers. The obtained results indicated that the incorporated amphiphilic βCD-nC10 building 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.

Subject Areas: Biology and Bio-materials, Chemistry


Instruments: B21-High Throughput SAXS

Documents:
c6sm00661b.pdf