Construction Of A Ph-Sensitive Self-Assembly In Aqueous Solutions Based On A Dansyl-Modified Beta-Cyclodextrin

Here we present a pH-responsive self-assembly based on a beta-cyclodextrin (beta-CD) derivative bearing a dansyl terminus (beta CD-C-6-Dns). Vesicular structures were formed over the entire studied pH range (8.5-0.7); however, the molecular configuration and packing within the vesicles were different at different pH values. Intramolecular host-guest complexation occurred mainly between the dansyl group and beta-CD at pH values where the dansyl group was not protonated. The alkyl chain also acted as a competitive guest to form host-guest inclusions as confirmed by 2D H-1 NMR measurements. The pH-responsive beta CD-C-6-Dns vesicles have potential application prospects in pH-controlled drug release based on the low cytotoxicity of beta CD-C-6-Dns.