Issue 9, 2015

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
18 May 2015
Accepted
18 Jun 2015
First published
19 Jun 2015

Org. Chem. Front., 2015,2, 1013-1017

Author version available

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

X. Wu, M. Ni, W. Xia, X. Hu and L. Wang, Org. Chem. Front., 2015, 2, 1013 DOI: 10.1039/C5QO00159E

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