Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Aggregation-Induced Emission (AIE) Fluorophore Exhibits a Highly Ratiometric Fluorescent Response to Zn2+ in vitro and in Human Liver Cancer Cells

Aggregation-Induced Emission (AIE) Fluorophore Exhibits a Highly Ratiometric Fluorescent Response to Zn2+ in vitro and in Human Liver Cancer Cells
Hua Ma, Huimin Guo, Michael Watkinson, Ali Wajahat, Hassan Mehdi, Guiling Ning, Weitao Gong
Two novel organic fluorophores, containing bis-naphthylamide and quinoline motifs, have been designed and synthesized. One of the fluorophores contains an isobutylene unit and exhibits a significant aggregation-induced emission (AIE) and a remarkable highly selective ratiometric fluorescence response towards Zn2+ in solution as well as in human liver cancer cells. The AIE behavior of this fluorophore was fully verified by fluorescence and UV/Vis spectroscopy, quantum yield calculations, and single-crystal X-ray diffraction, which revealed an intricate crystal packing system. Conversely, a fluorophore that lacks the isobutylene moiety did not exhibit any significant fluorescent properties as a result of its more flexible molecular structure that presumably allows free intramolecular rotational processes to occur. Let it shine: A novel fluorophore 8AQ containing an isobutylene unit exhibits a significant AIE feature and remarkable ratiometric response to Zn2+ in solution as well as intracellular bio-imaging behavior in human liver cancer cells. Conversely, fluorophore 8WB, which lacks the isobutylene moiety did not exhibit any significant fluorescent properties as a result of its more flexible molecular structure.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701948

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