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Impact of Mixed ?-Cyclodextrin Ratios on Pluronic Rotaxanation Efficiency and Product Solubility.

ABSTRACT: Water-soluble polyrotaxanes have been prepared under heterogeneous conditions from mixtures of ?-cyclodextrin (?-CD), 2-hydroxypropyl-?-cyclodextrin (HP-?-CD), methyl-?-cyclodextrin, or 6-monoazido-?-cyclodextrin with 4-sulfobutyl ether-?-cyclodextrin (SBE-?-CD) and Pluronic L81 copolymer modified with cholesterol end caps. Threading reactions gave polyrotaxane products in modest chemical yield that were reflective of the ?-CD feed ratios in the reaction. Polyrotaxanes containing mixtures of HP-?-CD and SBE-?-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.

SUBMITTER: Mondjinou YA

PROVIDER: S-EPMC4683156 | biostudies-literature | 2015 Nov

REPOSITORIES: biostudies-literature

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Impact of Mixed β-Cyclodextrin Ratios on Pluronic Rotaxanation Efficiency and Product Solubility.

Mondjinou Yawo A YA Hyun Seok-Hee SH Xiong Manxi M Collins Christopher J CJ Thong Pooi Ling PL Thompson David H DH

ACS applied materials & interfaces 20151027 43

Water-soluble polyrotaxanes have been prepared under heterogeneous conditions from mixtures of β-cyclodextrin (β-CD), 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), methyl-β-cyclodextrin, or 6-monoazido-β-cyclodextrin with 4-sulfobutyl ether-β-cyclodextrin (SBE-β-CD) and Pluronic L81 copolymer modified with cholesterol end caps. Threading reactions gave polyrotaxane products in modest chemical yield that were reflective of the β-CD feed ratios in the reaction. Polyrotaxanes containing mixtures of HP- ...[more]

PMID: 26502827

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