Thiolated ?-cyclodextrin: The likely smallest drug carrier providing enhanced cellular uptake and endosomal escape

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dc.authorid0000-0002-5053-6378
dc.authorid0000-0002-3052-4556
dc.authorid0000-0002-8538-6971
dc.authorid0000-0003-0503-4448
dc.contributor.authorKaplan, Ozlem
dc.contributor.authorTruszkowska, Martyna
dc.contributor.authorKali, Gergely
dc.contributor.authorKnoll, Patrick
dc.contributor.authorMassani, Mariana Blanco
dc.contributor.authorBraun, Doris Elfriede
dc.contributor.authorBernkop-Schnuerch, Andreas
dc.date.accessioned2026-01-24T12:31:07Z
dc.date.available2026-01-24T12:31:07Z
dc.date.issued2023
dc.departmentAlanya Alaaddin Keykubat Üniversitesi
dc.description.abstractThis study aimed to evaluate the effect of thiolated & alpha;-cyclodextrin (& alpha;-CD-SH) on the cellular uptake of its payload.For this purpose, & alpha;-CD was thiolated using phosphorous pentasulfide. Thiolated & alpha;-CD was characterized by FT -IR and 1H NMR spectroscopy, differential scanning calorimetry (DSC), and powder X-ray diffractometry (PXRD). Cytotoxicity of & alpha;-CD-SH was evaluated on Caco-2, HEK 293, and MC3T3 cells. Dilauryl fluorescein (DLF) and coumarin-6 (Cou) serving as surrogates for a pharmaceutical payload were incorporated in & alpha;-CD-SH, and cellular uptake was analyzed by flow cytometry and confocal microscopy. Endosomal escape was investigated by confocal microscopy and hemolysis assay.Results showed no cytotoxic effect within 3 h, while dose-dependent cytotoxicity was observed within 24 h. The cellular uptake of DLF and Cou was up to 20-and 11-fold enhanced by & alpha;-CD-SH compared to native & alpha;-CD, respectively. Furthermore, & alpha;-CD-SH provided an endosomal escape.According to these results, & alpha;-CD-SH is a promising carrier to shuttle drugs into the cytoplasm of target cells.
dc.description.sponsorshipIstanbul University; European Union [101025065]; Marie Curie Actions (MSCA) [101025065] Funding Source: Marie Curie Actions (MSCA)
dc.description.sponsorshipOzlem Kaplan was supported by Istanbul University between 03 June 2022 and 29 August 2022 within the scope of Erasmus+ Internship mobility program. Dr. Mariana Blanco Massani acknowledges the support of the European Union's Horizon 2020 -Research and Innovation Framework Programme under H2020 Marie Sklodowska-Curie Actions IF [NanoBioRS-101025065].
dc.identifier.doi10.1016/j.carbpol.2023.121070
dc.identifier.issn0144-8617
dc.identifier.issn1879-1344
dc.identifier.pmid37321712
dc.identifier.scopus2-s2.0-85161094330
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1016/j.carbpol.2023.121070
dc.identifier.urihttps://hdl.handle.net/20.500.12868/5656
dc.identifier.volume316
dc.identifier.wosWOS:001019063600001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherElsevier Sci Ltd
dc.relation.ispartofCarbohydrate Polymers
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WoS_20260121
dc.subjectCyclodextrin
dc.subjectThiolated cyclodextrin
dc.subjectEndosomal escape
dc.subjectCellular uptake
dc.subjectThiol-mediated cellular uptake
dc.titleThiolated ?-cyclodextrin: The likely smallest drug carrier providing enhanced cellular uptake and endosomal escape
dc.typeArticle

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