Fluorescence quenching in β-cyclodextrin vesicles: membrane confinement and host-guest interactions

Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology
Frauke SchibillaBart Jan Ravoo

Abstract

Fluorescent β-cyclodextrin vesicles (β-CDV) that display host cavities available for host-guest interactions at the vesicle surface were prepared by incorporation of the hydrophobic spirobifluorene-based dye into the membrane of unilamellar vesicles. Fluorescence quenching of dye was observed in the presence of different quenchers. Methyl viologen does not quench dye because it does not bind to β-CDV. 4-Nitrophenol and 4-nitrophenol covalently connected to adamantane quench the fluorescence of dye in neutral solution, but by different mechanisms according to lifetime measurements. The quenching efficiency of is pH dependent due to the presence of the phenolate form. Competition experiments with excess host and guest showed that is likely to diffuse in and out of the membrane, while forms an inclusion complex with β-CDV leading to close contact and efficient quenching. Our findings confirm that this dynamic supramolecular system is a versatile model to investigate quenching and recognition processes in bilayer membranes.

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Citations

Dec 9, 2016·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Sonaimuthu Mohandoss, Thambusamy Stalin
Aug 15, 2019·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Friederike SchlüterFabio Rizzo
May 4, 2021·Frontiers in Chemistry·Mindy Levine
Dec 6, 2021·Photochemistry and Photobiology·Rukayat S Bojesomo, Na'il Saleh

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