The bridging of beta-cyclodextrin with an ammonium linker which bears a hydrophobic substituent efficiently forms supramolecular polymers, avoiding the competing self-inclusion and head-to-head processes. Furthermore, this self-assembling CD derivative interacts in a highly cooperative manner with DNA as demonstrated by compaction experiments. It also interacts cooperatively with siRNA and allows its transfection. All those properties were clearly attributed to the ability to form supramolecular polymers through host-guest interactions by competition experiments.
Bridging beta-Cyclodextrin Prevents Self-Inclusion, Promotes Supra- molecular Polymerization, and Promotes Cooperative Interaction with Nucleic Acids , P. Evenou, J. Rossignol, G. Pembouong, A. Gothland, D. Colesnic, R. Barbeyron, S. Rudiuk, A.-G. Marcelin, M. Ménand, D. Baigl, V. Calvez, L. Bouteiller, M. Sollogoub, Angew. Chem. Int. Ed. 2018, 57, 7753–7758.