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Exploiting aggregation induced emission and twisted intramolecular charge transfer in a BODIPY dye for selective sensing of fluoride in aqueous medium and living cells
Che, Weilong1; Li, Guangfu1; Zhang, Jianxu2; Geng, Yun1; Xie, Zhigang2; Zhu, Dongxia1; Su, Zhongmin1
刊名JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
2018-05-01
卷号358页码:274-283
关键词Aggregation-induced Emission Tict Fluorescent Probe Bodipy Dft Cell Image
ISSN号1010-6030
DOI10.1016/j.jphotochem.2018.03.020
英文摘要A novel red fluorescent probe based on boron dipyrromethene (BODIPY) was successfully designed and synthesized, consisting of electron acceptor 1,3,5,7-tetramethyl-8-phenyl-BODIPY (BDP) and electron donor triphenylamine (WA) units using Suzuki cross-coupling methods TPA-BDP exploits the advantages of both aggregation-induced emission (AIE) and twisted intramolecular charge transfer (TICT). An X-ray crystal structure of TPA-BDP reveals a network of C-H center dot center dot center dot F intermolecular interactions which can contribute to rigidifying the molecular conformation. Thereby, aggregation restricts the intramolecular rotation associated with the donor moiety, inducing a great enhancement in the emission efficiency. This new dye features high sensitivity and excellent selectivity to fluoride ions with a detection limit of 0.73 mu M in aqueous medium. The sensing mechanism was systematically investigated by H-1 NMR, F-19 NMR, B-11 NMR and mass spectrometry. It is proposed that fluoride reacts in a nucleophilic displacement reaction at the BDP core which disrupts the structure of TPA-BDP, thereby causing the red fluorescence of TPA-BDP quenched. It is noteworthy that TPA-BDP has been utilized for the fluorescence imaging and fluoride ions detection in living cells with very low cytotoxicity. (C) 2018 Elsevier B.V. All rights reserved.
语种英语
出版者ELSEVIER SCIENCE SA
WOS记录号WOS:000430883200031
内容类型期刊论文
源URL[http://ir.iccas.ac.cn/handle/121111/43305]  
专题中国科学院化学研究所
通讯作者Zhu, Dongxia; Su, Zhongmin
作者单位1.Northeast Normal Univ, Dept Chem, Key Lab Nanobiosensing & Nanobioanal Univ Jilin P, 5268 Renmin St, Changchun 130024, Jilin, Peoples R China
2.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Jilin, Peoples R China
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Che, Weilong,Li, Guangfu,Zhang, Jianxu,et al. Exploiting aggregation induced emission and twisted intramolecular charge transfer in a BODIPY dye for selective sensing of fluoride in aqueous medium and living cells[J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,2018,358:274-283.
APA Che, Weilong.,Li, Guangfu.,Zhang, Jianxu.,Geng, Yun.,Xie, Zhigang.,...&Su, Zhongmin.(2018).Exploiting aggregation induced emission and twisted intramolecular charge transfer in a BODIPY dye for selective sensing of fluoride in aqueous medium and living cells.JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,358,274-283.
MLA Che, Weilong,et al."Exploiting aggregation induced emission and twisted intramolecular charge transfer in a BODIPY dye for selective sensing of fluoride in aqueous medium and living cells".JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY 358(2018):274-283.
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