Mimicking Biological Membranes with Programmable Glycan Ligands Self-Assembled from Amphiphilic Janus Glycodendrimers

An accelerated modular synthesis produced 18 amphiphilic Janus glycodendrimers with three different topologies formed from either two or one carbohydrate head groups or a mixed constellation with a noncarbohydrate hydrophilic arm. By simple injection of their THF solutions into water or buffer, all...

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Veröffentlicht in:Angewandte Chemie 2014-10, Vol.126 (41), p.11079-11083
Hauptverfasser: Zhang, Shaodong, Moussodia, Ralph-Olivier, Sun, Hao-Jan, Leowanawat, Pawaret, Muncan, Adam, Nusbaum, Christopher D., Chelling, Kathleen M., Heiney, Paul A., Klein, Michael L., André, Sabine, Roy, René, Gabius, Hans-J., Percec, Virgil
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Sprache:eng ; ger
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Zusammenfassung:An accelerated modular synthesis produced 18 amphiphilic Janus glycodendrimers with three different topologies formed from either two or one carbohydrate head groups or a mixed constellation with a noncarbohydrate hydrophilic arm. By simple injection of their THF solutions into water or buffer, all of the Janus compounds self‐assembled into uniform, stable, and soft unilamellar vesicles, denoted glycodendrimersomes. The mixed constellation topology glycodendrimersomes were demonstrated to be most efficient in binding plant, bacterial, and human lectins. This evidence with biomedically relevant receptors offers a promising perspective for the application of such glycodendrimersomes in targeted drug delivery, vaccines, and other areas of nanomedicine. Glycodendrimersome – stabile, durch Selbstorganisation aus amphiphilen Janus‐Glycodendrimeren mit verschiedenen Topologien aufgebaute, einheitliche unilamellare weiche Vesikel – zeigen eine spezifische biologische Aktivität, indem sie an medizinisch relevante Lectine binden. Die Vesikel bieten den multivalenten Glycanliganden auf ihrer Oberfläche eine optimale Präsentationsplattform.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201403186