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• W2027143721 abstract "The synthesis, characterization, and degradation kinetics of three α-cyclodextrin (α-CD)-poly(ethylene glycol) (PEG) polyrotaxanes with endcaps that were installed using Cu(I)-catalyzed Huisgen cyclization is reported. PEG1500, azidated with azidoacetic acid, was threaded with α-CD to form a pseudopolyrotaxane that was then capped in up to 82% yield with three different substituents to provide polyrotaxanes that were either acid-, base-, or fluoride-sensitive. NMR, GPC, XRD, and AFM methods were used to characterize the polyrotaxanes. Dethreading rates upon exposure to mild deprotection conditions were monitored by turbidity analysis. The vinyl ether-endcapped polyrotaxane is stable at pH 7 for 16 h but is solubilized at approximately 0.0211 min-1 at pH 4. The ester-endcapped polyrotaxane is solubilized at 0.0122 min-1 at pH 12.1. Our results show that pH-triggerable polyrotaxanes can be readily and efficiently prepared from pseudopolyrotaxanes in high yield by Huisgen cyclization of azido- and alkynyl-modified precursors in the presence of Cu(I)." @default.
• W2027143721 created "2016-06-24" @default.
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• W2027143721 date "2006-08-05" @default.
• W2027143721 modified "2023-09-26" @default.
• W2027143721 title "Synthesis, Characterization, and pH-Triggered Dethreading of α-Cyclodextrin-Poly(ethylene glycol) Polyrotaxanes Bearing Cleavable Endcaps" @default.
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• W2027143721 doi "https://doi.org/10.1021/bm0602076" @default.
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