2010
DOI: 10.1002/mabi.201000205
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The Synthesis of a Multiblock Osteotropic Polyrotaxane by Copper(I)‐Catalyzed Huisgen 1,3‐Dipolar Cycloaddition

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 dethreadi… Show more

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Cited by 13 publications
(9 citation statements)
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“…2A). This effect was also demonstrated in our previous studies (23, 25); however, it is not clear why the increase of MW also improve the binding capacity PPi-PEG. One explanation is that, since the increase in MW also increases the number of PPi molecules per polymer chain, a higher MW polymer would contain more PPi per chain to provide stronger binding to HA than a lower MW polymer, due to the multivalent binding nature of these copolymers.…”
Section: Discussionsupporting
confidence: 80%
“…2A). This effect was also demonstrated in our previous studies (23, 25); however, it is not clear why the increase of MW also improve the binding capacity PPi-PEG. One explanation is that, since the increase in MW also increases the number of PPi molecules per polymer chain, a higher MW polymer would contain more PPi per chain to provide stronger binding to HA than a lower MW polymer, due to the multivalent binding nature of these copolymers.…”
Section: Discussionsupporting
confidence: 80%
“…This mobile, nanostructural feature of the molecular necklace can be utilized for modulating receptor‐mediated cellular functions by facilitating the interactions of bioactive agent‐ or ligand‐conjugated α‐CDs in hydrogels with receptor sites of proteins on the plasma cell membranes (e.g., cell‐adhesion via integrin binding to ECM proteins) 19, 20, 28. α‐CD has primarily been employed as a nanoscale drug delivery vehicle24, 28, 29, 45 and as a crosslinking agent to create hydrogels for fibroblast culture,22, 32, 46 cartilage27, 33 and bone47, 48 tissue engineering. However, critical features such as the modular design, cytocompatibility,45 ease of modification,26 enhanced cell‐material interactions,19, 20, 28 and controlled presentation of biological ligands via user‐controlled dethreading,30–33 enable application of this powerful hydrogel tool for directed stem cell differentiation and tissue production as demonstrated in the present studies.…”
Section: Resultsmentioning
confidence: 99%
“…Hydroxyapatite-based biodegradable mPEG-PLGA nanoparticles of risedronate were found to have increased bioavailability and significant effects on bone turnover indicators in an osteoporotic model system ( Rawat et al, 2016 ). In another technique, the Wang group created a polyrotaxane using click chemistry, allowing varying numbers of BP molecules and addition of imaging or additional therapeutic agents ( Hein et al, 2010 ).…”
Section: Bisphosphonate Conjugatesmentioning
confidence: 99%