1. Developing NIR xanthene-chalcone fluorophores with large Stokes shifts for fluorescence imaging.
- Author
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Wang, Chao, Yuan, Rongrong, Ma, Siyue, Miao, Qing, Zhao, Xufang, Liu, Yuxia, Bi, Siwei, and Chen, Guang
- Subjects
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STOKES shift , *FLUORESCENCE , *CHALCONE , *FLUOROPHORES , *HYDROXYL group , *FLUORESCENT probes , *CYTOTOXINS - Abstract
A series of novel near-infrared (NIR) xanthene-chalcone fluorophores were constructed through a modular synthesis with the electron-donating xanthene moiety and the electron-withdrawing chalcone moiety. These fluorophores are convenient for fluorescence imaging in living cells, benefiting from their NIR emissions (650–710 nm), large Stokes shifts (>100 nm), moderate quantum yields and low cytotoxicity. The substituted hydroxyl group of the xanthene-chalcone fluorophore HCA-E facilitates the development of multifunctional fluorescent probes. As an example, a highly sensitive and selective probe N-HCA-E for glutathione (GSH) detection was developed based on the fluorophore HCA-E. A 4-nitrobenzenesulfonyl (4-Ns) group was introduced to cage the hydroxyl group of HCA-E, which was used as a selective recognition site for the thiol of GSH and an effective fluorescence quencher. Probe N-HCA-E revealed NIR "turn-on" fluorescence (709 nm) for endogenous and exogenous GSH detection in lysosomes with a large Stokes shift (129 nm) and high anti-interference ability. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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