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pH-responsive molecular assemblies of pyridylbutadiene derivative with cucurbit[7]uril

The interaction between red-emitting pyridinium derivative [4-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-1-methylpyridin-1-ium] (DABP) and cucurbit[7]uril was investigated using optical absorption, steady-state and time-resolved fluorescence and anisotropy measurements. The changes in t...

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Detalles Bibliográficos
Autores principales: Vasu, Anuji K., Khurana, Raman, Mohanty, Jyotirmayee, Kanvah, Sriram
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080325/
https://www.ncbi.nlm.nih.gov/pubmed/35540531
http://dx.doi.org/10.1039/c8ra03355b
Descripción
Sumario:The interaction between red-emitting pyridinium derivative [4-((1E,3E)-4-(4-(dimethylamino)phenyl)buta-1,3-dien-1-yl)-1-methylpyridin-1-ium] (DABP) and cucurbit[7]uril was investigated using optical absorption, steady-state and time-resolved fluorescence and anisotropy measurements. The changes in the UV/Vis absorption, fluorescence spectral characteristics and lifetime, with a change in pH, reveal efficient binding of CB7 to the dye molecule. The cucurbit[7]uril encapsulated DABP brings ∼1.5 units upward pK(a) shift. The formation of supramolecular assemblies with 1 : 1 and 2 : 1 host–guest stoichiometries with CB7 at different pH conditions have been verified from (1)H NMR, isothermal titration calorimetric studies and geometry optimization calculations. CB7-dye complexation and the ensuing morphological changes were revealed by SEM, AFM and optical microscopy images. This pH-responsive supramolecular assemblies of red-emitting DABP dye can find potential applications in biological imaging, optical pH-sensor and the construction of building blocks for the supramolecular architectures.