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The Synthesis of a Multiblock Osteotropic Polyrotaxane by Copper(I)-Catalyzed Huisgen 1,3-Dipolar Cycloaddition

✍ Scribed by Christopher D. Hein; Xin-Ming Liu; Fu Chen; Diane M. Cullen; Dong Wang


Book ID
102933899
Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
685 KB
Volume
10
Category
Article
ISSN
1616-5187

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✦ Synopsis


Abstract

The design and synthesis of a novel bone‐targeting polyrotaxane delivery system that utilizes alendronate (ALN) as targeting moiety is presented in this manuscript. For the introduction of ALN, it is first conjugated to α‐cyclodextrin (α‐CD) and subsequently threaded onto a short poly(ethylene glycol) (PEG) chain, forming a pseudopolyrotaxane. Using click chemistry, this assembly is copolymerized with bulky monomers that bear imaging and/or therapeutic agent(s) to prevent ALN‐functionalized α‐CD from dethreading. Overall bone affinity of this novel polymer conjugate can be easily controlled by changing the number of ALN‐α‐CD incorporated. The osteotropicity of the delivery system was also confirmed in vivo.
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## Abstract The perfunctionalization of the secondary face of cyclodextrins (CDs) is a challenging task that often results in poor yields. Here, we report that the use of copper‐catalyzedHuisgen 1,3‐dipolar cycloaddition is an efficient and versatile strategy that provides perfunctionalized CDs at