Probing specific protein recognition by size-controlled glycosylated cyclodextrin nanoassemblies

Cyclodextrin-based multivalent glycodisplays: covalent and supramolecular conjugates to assess carbohydrate–protein interactions

“…A second multiple nucleophilic displacement round, using now sugar thiolates as nucleophiles, afforded a set of thioether-linked GaCDs 98. 138,139 Alternatively, the primary hydroxyls in the key precursor 96 can be reacted with glycosyl isothiocyanates to give heptaconjugates in which the glycotopes are linked to the CD core through thiocarbamoyl bridges (Scheme 39).…”

“…The first trend was preferentially observed for GaCDs bearing hexylthio chains at the hydrophobic domain, whereas hexadecylthio tails favoured the formation of vesicular structures (Scheme 40). [137][138][139][140] The presence of an aqueous compartment both in micellar aggregates and vesicles was evidenced by encapsulation of the fluorescent dye Rhodamine 6G. In any case, a multivalent display of the sugar epitope at the surface of the nanoobject is expected.…”

“…Binding to specific lectins was investigated by fluorescence techniques, taking advantage of the modification of the triptophane emission after complex formation. In the case of hexylthio conjugates, specific recognition of bGal-coated micellar aggregates by the lectin PA-I from Pseudomonas aeruginosa [136][137][138][139] Scheme 40 Schematic representation of the self-assembling processes of ''jellyfish-like'' GaCDs. [137][138][139][140] GaCDs exposing the same glycotopes could not be ascertained.…”

Amphiphilic Cyclodextrins as Nanocarriers of Genistein: A Spectroscopic Investigation Pointing Out the Structural Properties of the Host/Drug Complex System

“…Besides, a potential advantage in exploiting ACyD carriers as successful drug-delivery systems is that they can be further modified with specific groups for cell targeting purpose. 20,21 The morphological features of ACyD nanoaggregates were studied by scattering techniques and z-potential measurements. QELS clearly shows that despite the evaporation and freeze-drying method used for eliminating organic solvents, their residuals remain.…”

Cyclodextrin nanoassemblies: a promising tool for drug delivery

“…Supramolecular interactions between the CD cavities exposed at the surface of NPs and ligands such as mannose-adamantane and glucose-adamantane have been used to target lectins (concanavalin A and peanut agglutinin) specifically [46,47]. Recently, CDs were grafted via a spacer arm on a hydrophobic calix [4]arene leading to nanospheres of 100 nm diameter which were decorated with mannose-adamantane ligands and loaded with docetaxel [48].…”