title: A new turn-on fluorescent chemosensor based on diketopyrrolopyrrole (DPP) for imaging Zn2+ in living cells.
abstract: A new turn-on fluorescent chemosensor, DPPL1, was rationally designed and synthesized based on diketopyrrolopyrrole (DPP), which presented high sensitivity and selectivity for Zn(2+). Specifically, DPPL1 presented a large emission enhancement and a 70 nm blue-shift upon Zn(2+) binding. (1)H 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 Zn(2+) in living HeLa cells. To the best of our knowledge, this is the first DPP-based fluorescent chemosensor to recognize Zn(2+) 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.
authors: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China. wanglimin@ecust.edu.cn.
authors: Guanjun
authors: G
authors: Zhang
authors: Haiying
authors: H
authors: Li
authors: Shiming
authors: S
authors: Bi
authors: Longfeng
authors: L
authors: Song
authors: Yunxiang
authors: Y
authors: Lu
authors: Liang
authors: L
authors: Zhang
authors: Jianjun
authors: J
authors: Yu
authors: Limin
authors: L
authors: Wang
mesh_terms: D015374:Biosensing Techniques / Q000379:methods*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D013050:Spectrometry, Fluorescence / Q000379:methods; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D015032:Zinc / Q000032:analysis* / Q000737:chemistry
chemical_list: D005456:Fluorescent Dyes; D015032:Zinc