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Mono‐, Di‐, or Triazidated Cyclodextrin‐Based Polyrotaxanes for Facile and Efficient Functionalization via Click Chemistry
Author(s) -
Hyun Hoon,
Yui Nobuhiko
Publication year - 2011
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201000631
Subject(s) - click chemistry , cyclodextrin , surface modification , chemistry , propargyl , azide , conjugate , rotaxane , polymer chemistry , materials science , molecule , organic chemistry , supramolecular chemistry , mathematical analysis , mathematics , catalysis
As a feasible way for controlling the density of ligands in polyrotaxanes, azidated polyrotaxanes comprising PEG (MW = 3 000 and 20 000 g · mol −1 ) and mono‐, di‐, or triazidated α‐cyclodextrins are prepared in a water/DMSO solution in a one‐pot synthesis. The azidated polyrotaxanes are then allowed to conjugate with propargyl‐modified mannose as a ligand via click chemistry. As proven by FTIR spectroscopy and 1 H NMR‐spectroscopy, mannose molecules are efficiently introduced into all of the azide moieties of the polyrotaxanes. The results verify the achievement of ligand‐density‐controlled polyrotaxanes. The functionalized polyrotaxanes can be utilized for a variety of biological applications.