A new turn-on fluorescent chemosensor based on diketopyrrolopyrrole (DPP) for imaging Zn2+ in living cells
2013; Royal Society of Chemistry; Volume: 138; Issue: 20 Linguagem: Inglês
10.1039/c3an00873h
ISSN1364-5528
AutoresGuanjun Zhang, Haiying Li, Shiming Bi, Longfeng Song, Yunxiang Lu, Liang Zhang, Jianjun Yu, Limin Wang,
Tópico(s)Luminescence and Fluorescent Materials
ResumoA new turn-on fluorescent chemosensor, DPPL1, was rationally designed and synthesized based on diketopyrrolopyrrole (DPP), which presented high sensitivity and selectivity for Zn2+. Specifically, DPPL1 presented a large emission enhancement and a 70 nm blue-shift upon Zn2+ binding. 1H NMR titrations, studies into the pH effects and DFT calculations further proved that this phenomenon was due to both photo-induced electron transfer (PET) and intra-molecular charge transfer (ICT) processes. More importantly, DPPL1 was successfully used for imaging Zn2+ in living HeLa cells. To the best of our knowledge, this is the first DPP-based fluorescent chemosensor to recognize Zn2+ ions in living cells with a large blue-shift and a fluorescent enhancement based on both photo-induced electron-transfer (PET) and intramolecular charge-transfer (ICT) effects. Meanwhile, we have also provided a new effective platform for the development of fluorescent chemosensors for other analytes.
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