Cyclodextrin-adamantane host-guest interactions on the surface of biocompatible adamantyl-modified glycodendrimers
Paolino M, Ennen F, Lamponi S, Cernescu M, Voit B, Cappelli A, Appelhans D, Komber H (2013)
Publication Type: Journal article
Publication year: 2013
Journal
Book Volume: 46
Pages Range: 3215-3227
Journal Issue: 9
DOI: 10.1021/ma400352m
Abstract
A series of adamantyl-modified glycodendrimers (mPPI-Gx-AdaA-C) was prepared in a two-step synthesis using two efficient reactions: (1) urea bond formation from amine and isocyanate and (2) reductive amination. 1H NMR spectroscopy (host guest titration and ROESY experiments) was used to evaluate the graded effect of steric hindrance as a function of the number and type of oligosaccharide molecules and of the number of adamantyl (Ada) units on the complexation with monomeric β-cyclodextrin (β-CD). Glycosylated fourth generation PPIs showing an average substitution in adamantyl groups of 13% were found to interact with β-CD effectively, and were considered as candidates for further complexation studies with a polymeric cyclodextrin derivative (poly-β-CD). The host-guest interaction features of the maltosylated dense shell glycodendrimer along with the low cytotoxicity provided the rational basis for the use of these adamantyl-functionalized glycodendrimers in the design of supramolecular systems potentially useful as healthcare materials. © 2013 American Chemical Society.
Involved external institutions
Università degli Studi di Siena (UNISI) / University of Siena
Italy (IT)
Leibniz-Institut für Polymerforschung Dresden e. V.
Germany (DE)
Goethe-Universität Frankfurt am Main
Germany (DE)
Italy (IT)
Leibniz-Institut für Polymerforschung Dresden e. V.
Germany (DE)
Goethe-Universität Frankfurt am Main
Germany (DE)
How to cite
APA:
Paolino, M., Ennen, F., Lamponi, S., Cernescu, M., Voit, B., Cappelli, A.,... Komber, H. (2013). Cyclodextrin-adamantane host-guest interactions on the surface of biocompatible adamantyl-modified glycodendrimers. Macromolecules, 46(9), 3215-3227. https://dx.doi.org/10.1021/ma400352m
MLA:
Paolino, Marco, et al. "Cyclodextrin-adamantane host-guest interactions on the surface of biocompatible adamantyl-modified glycodendrimers." Macromolecules 46.9 (2013): 3215-3227.
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