A novel dynamic pseudo[1]rotaxane based on a mono-biotin-functionalized pillar[5]arene

Abstract

A mono-biotin-functionalized pillar[5]arene P1 was synthesized by the click reaction, which could form a stable pseudo[1]rotaxane P1′ in a non-polar or weak-polar solution. Interestingly, the obtained pseudo[1]rotaxane P1′ exhibited a dynamic slow disassembly process within the NMR timescale upon adding a strong-polar solvent or competitive guest. Moreover, this dynamic behavior also had potential application in aqueous solution, which might be used as a switch to turn on or off the bioactivity of the biotin moiety.