Cyclodextrin-based polyrotaxanes: Cellular uptake enhancement effect of different functionality types
Four polyisoprene-based polyrotaxanes (PRX) were synthesized via rotaxa-polymerization and subsequent modification using randomly methylated β-cyclodextrin (RAMEB), hydroxypropyl β-cyclodextrin (HP-βCD), thiolated (HP-βCD-SH), and mercaptosuccinic HP-βCD (HP-βCD-MSA). The polyrotaxanes with threadin...
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| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2025-09-01
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| Series: | Carbohydrate Polymer Technologies and Applications |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666893925003226 |
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| Summary: | Four polyisoprene-based polyrotaxanes (PRX) were synthesized via rotaxa-polymerization and subsequent modification using randomly methylated β-cyclodextrin (RAMEB), hydroxypropyl β-cyclodextrin (HP-βCD), thiolated (HP-βCD-SH), and mercaptosuccinic HP-βCD (HP-βCD-MSA). The polyrotaxanes with threading efficacies of 36–42%, molar masses of 45–50 kDa, and particle sizes ranging from 32 to 105 nm exhibit high cell viability and lipase-mediated biodegradation. The cell internalization of these polymeric supramolecular systems was investigated through flow cytometry and confocal microscopy on Caco-2 and HEK293 cells. The results indicate an increase in cellular uptake for all PRXs compared to the free β-CD derivative, with the highest enhancement observed for the RAMEB-, followed by HP-βCD- and HP-βCD-SH-based systems, while the lowest was noted with the anionic HP-βCD-MSA. This work demonstrates direct and indirect effects of functional groups of polyrotaxanes on cellular internalization, providing crucial findings for the development of a new polyrotaxane-based treatment for lysosomal storage disorders through intracellular delivery of these cyclic oligosaccharides. |
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| ISSN: | 2666-8939 |