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Bola-Amphiphilic Glycodendrimers: New Carbohydrate-Mimicking Scaffolds to Target Carbohydrate-Binding Proteins
Authors:Wenzheng Zhang  Dr Dinesh Dhumal  Dr Xiaolei Zhu  Brigino Ralahy  Dr Aleksandra Ellert-Miklaszewska  Jing Wu  Prof Dr Erik Laurini  Yi-Wen Yao  Prof Dr Chai-Lin Kao  Dr Juan L Iovanna  Prof Dr Sabrina Pricl  Dr Bozena Kaminska  Prof Dr Yi Xia  Dr Ling Peng
Institution:1. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research Innovative Drug Research Center School of Pharmaceutical Sciences, Chongqing University, Chongqing, 401331 P. R. China;2. Centre Interdisciplinaire de Nanoscience de Marseille (CINaM) UMR 7325, Equipe Labellisé par La Ligue, Aix-Marseille Université, CNRS, Marseille, 13288 France;3. Laboratory of Molecular Neurobiology, Neurobiology Center, Nencki Institute of Experimental Biology of the Polish Academy of Sciences, Warsaw, 02-093 Poland;4. Molecular Biology and Nanotechnology (MolBNL@UniTS) Laboratory DEA, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy;5. Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 807 Taiwan;6. Centre de Recherche en Cancérologie de Marseille (CRCM) INSERM U1068, CNRS UMR 7258, Aix-Marseille Université and Institut Paoli-Calmettes, Marseille, 13288 France
Abstract:Dendrimers are appealing scaffolds for creating carbohydrate mimics with unique multivalent cooperativity. We report here novel bola-amphiphilic glycodendrimers bearing mannose and glucose terminals, and a hydrophobic thioacetal core responsive to reactive oxygen species. The peculiar bola-amphiphilic feature enabled stronger binding to lectin compared to conventional amphiphiles. In addition, these dendrimers are able to target mannose receptors and glucose transporters expressed at the surface of cells, thus allowing effective and specific cellular uptake. This highlights their great promise for targeted delivery.
Keywords:bola-amphiphiles  glycodendrimers  glucose transporters  mannose receptors  targeted delivery
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