Novel cyclodextrin-based pH-sensitive supramolecular host–guest assembly for staining acidic cellular organelles

Literature Information

Publication Date 2017-11-14
DOI 10.1039/C7PY01668A
Impact Factor 5.582
Authors

Gabriela Pricope, Elena Laura Ursu, Monica Sardaru, Corneliu Cojocaru, Lilia Clima, Narcisa Marangoci, Ramona Danac, Ionel I. Mangalagiu, Mariana Pinteala, Alexandru Rotaru


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Abstract

The preparation and characterization of a supramolecular host–guest inclusion complex between a fluorescent indolizinyl-pyridinium salt and β-cyclodextrin is reported. The formation of the inclusion complex was investigated by ESI-MS experiments, transmission electron microscopy, Job's plot investigations and molecular docking studies, proving the formation of 1 : 1 and 1 : 2 species. Several interesting features of the investigated fluorescent indolizinyl-pyridinium salt/β-cyclodextrin inclusion complexes like the absence of cytotoxicity, cellular permeability, long-lived intracellular fluorescence and selective accumulation within acidic organelles made them remarkable candidates for the intracellular labelling of acidic organelles (lysosomes or mitochondria). Taking into account that a number of reported or commercially available cell staining dyes with low toxicity and solubility have already been used in cyclodextrin formulations with good results regarding the improvement of their properties, our results showed that this approach may also work with new and interesting toxic dyes capable of forming host–guest inclusion complexes with cyclodextrins.

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Polymer Chemistry

Polymer Chemistry
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