Journal
ACS APPLIED MATERIALS & INTERFACES
Volume 7, Issue 43, Pages 23831-23836Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acsami.5b01016
Keywords
polyrotaxane; cyclodextrin; Pluronic; Niemann-Pick Type C; inclusion efficiency; mixed rotaxanation; supramolecule; macrocyclic; amorphous solid
Funding
- Ara Paraseghian Medical Research Foundation/Smith Family BReaKThru Fund
- Indiana Clinical and Translational Sciences Institute Core Pilot Funding Grant [UL1TR001108]
- NCI CCSG [CA23168]
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Water-soluble polyrotaxanes have been prepared under heterogeneous conditions from mixtures of beta-cydodextrin (beta-CD), 2-hydroxypropyl-beta-cydodextrin (HP-beta-CD), methyl-beta-cyclodextrin, or 6-monoazido-beta-cydodextrin with 4-sulfobutyl ether-beta-cyclodextrin (SBE-beta-CD) and Pluronic L81 copolymer modified with cholesterol end caps. Threading reactions gave polyrotaxane products in modest chemical yield that were reflective of the beta-CD feed ratios in the reaction. Polyrotaxanes containing mixtures of HP-beta-CD and SBE-beta-CD were screened and found to be biologically active in an in vitro model of Niemann-Pick Type C disease where they mobilize aberrantly stored cholesterol similarly to monomeric cyclodextrin controls.
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