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A Self-locked β-Cyclodextrin-rhodamine B Spirolactam with Photoswitching Properties.
- Source :
-
Chemistry, an Asian journal [Chem Asian J] 2022 Jan 17; Vol. 17 (2), pp. e202101282. Date of Electronic Publication: 2021 Dec 08. - Publication Year :
- 2022
-
Abstract
- Supramolecular organization and self-assembly are the pillars of functionality of many nanosystems. The covalent conjugate (6-spirolactam rhodamine B-6-monodeoxy)-β-cyclodextrin (Rho-βCD) is assembled as a self-included, rigid nanostructure, identical in the crystal and in aqueous solution, as revealed by detailed X-ray and NMR analyses. Rho-βCD self-assembly is the result of an interesting reaction pathway, which partially de-aggregates Rho and disturbs the zwitterion↔spirolactone equilibrium. Rho-βCD is stable at pH 4.6, but displays controllable photoswitching between the colored, fluorescent, zwitterionic and the colorless, non-fluorescent closed structures, during several iterative cycles. After an initial drop in absorbance, the on-off process continues without further changes under our irradiation conditions, a consequence of the specific self-locked arrangement of Rho in the cavity. Rho-βCD exemplifies a water soluble photoresponsive nanosystem with improved photostability suggesting promising applications in super resolution bioimaging.<br /> (© 2021 Wiley-VCH GmbH.)
- Subjects :
- Magnetic Resonance Spectroscopy
Rhodamines
Water
beta-Cyclodextrins
Subjects
Details
- Language :
- English
- ISSN :
- 1861-471X
- Volume :
- 17
- Issue :
- 2
- Database :
- MEDLINE
- Journal :
- Chemistry, an Asian journal
- Publication Type :
- Academic Journal
- Accession number :
- 34821479
- Full Text :
- https://doi.org/10.1002/asia.202101282