Construction of a pH-sensitive self-assembly in aqueous solutions based on a dansyl-modified β-cyclodextrin
Here we present a pH-responsive self-assembly based on a β-cyclodextrin (β-CD) derivative bearing a dansyl terminus (βCD-C 6 -Dns). Vesicular structures were formed over the entire studied pH range (8.5-0.7); however, the molecular configuration and packing within the vesicles were different at diff...
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Veröffentlicht in: | Soft matter 2021-08, Vol.17 (32), p.7516-7523 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Here we present a pH-responsive self-assembly based on a β-cyclodextrin (β-CD) derivative bearing a dansyl terminus (βCD-C
6
-Dns). Vesicular structures were formed over the entire studied pH range (8.5-0.7); however, the molecular configuration and packing within the vesicles were different at different pH values. Intramolecular host-guest complexation occurred mainly between the dansyl group and β-CD at pH values where the dansyl group was not protonated. The alkyl chain also acted as a competitive guest to form host-guest inclusions as confirmed by 2D
1
H NMR measurements. The pH-responsive βCD-C
6
-Dns vesicles have potential application prospects in pH-controlled drug release based on the low cytotoxicity of βCD-C
6
-Dns.
A novel β-cyclodextrin derivative was developed. Similar vesicular structures were formed over the measured pH range (8.5-0.7). The system exhibited potential applications in pH-controlled drug release based on the good biocompatibility. |
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ISSN: | 1744-683X 1744-6848 |
DOI: | 10.1039/d1sm00751c |