4.7 Article

Fluorophore-Labeling Tetraphenylethene Dyes Ranging from Visible to Near-Infrared Region: AIE Behavior, Performance in Solid State, and Bioimaging in Living Cells

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 22, 页码 14498-14507

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01976

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资金

  1. National Natural Science Foundation of China [21676113, 21402057, 21772054, 21472059]
  2. Distinguished Young Scholar of Hubei Province [2018CFA079]
  3. Youth Chen-Guang Project of Wuhan [2016070204010098]
  4. 111 Project [B17019]
  5. Ministry-Province Jointly Constructed Base for State Key Lab-Shenzhen Key Laboratory of Chemical Biology (Shenzhen)
  6. State Key Laboratory of Materials-Oriented Chemical Engineering [KL17-10]
  7. Open Project Fund of Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules (Yanbian University), Ministry of Education [NRFM201701]
  8. Foundation of Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, Jiangnan University [JDSJ2017-07]
  9. CCNU from the colleges' basic research and operation of MOE [CCNU18TS012]

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Functional molecules with aggregation-induced emission (AIE) have lately received the most attention due to their versatile functions in many fields. In this work, tetraphenylethene (TPE) as one of the most discussed AIE system was installed on different fluorophores including dansyl, naphthalimide, 4-nitro-1,2,3-benzoxadiazole (NBD), borondipyrromethene, and hemicyanine to afford a series of new fluorescent dyes, whose spectra covered the fluorescence region of the visible to near-infrared emission. Especially, these tetraphenylethene-containing compounds all exhibited AIE behavior. In solid state, they presented multiple colors including blue, orange, red, crimson, and NIR (near-infrared emission). It was worth mentioning that the dansyl- and NBD-coated TPEs exhibited obvious mechanoresponsive luminescence phenomena. Moreover, these AIE-based TPEs displayed a good bioimaging performance in living cells. This work will be helpful for designing functional AIE dyes with different fluorescence emission.

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