Citation: Zhixiao Xiong, Shanni Qiu, Yuyu Wang, Houna Duan, Yi Xiao, Yufang Xu, Weiping Zhu, Xuhong Qian. Photocalibrated NO release from the zinc ion fluorescent probe based on naphthalimide and its application in living cells[J]. Chinese Chemical Letters, ;2025, 36(4): 110002. doi: 10.1016/j.cclet.2024.110002 shu

Photocalibrated NO release from the zinc ion fluorescent probe based on naphthalimide and its application in living cells

Zhixiao Xiong ^{a, b} ,
Shanni Qiu ^a ,
Yuyu Wang ^a ,
Houna Duan ^a ,
Yi Xiao ^c ,
Yufang Xu ^a ,
Weiping Zhu ^{a, b, *,} ,
Xuhong Qian ^{a, *,}

a.
State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
b.
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
c.
State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

wpzhu@ecust.edu.cn

xhqian@ecust.edu.cn

Received Date: 5 March 2024
Revised Date: 7 May 2024
Accepted Date: 11 May 2024
Available Online: 12 May 2024

Figures(4)

A highly sensitive zinc ion fluorescent probe NOD-NY with controlled release of nitric oxide was designed, synthesized and used for tracking intracellular zinc ions in living A549 cells. NOD-NY was prepared from naphthalimide as the fluorophore and N,N-bis(2-pyridylmethyl)amine as the zinc ion recognition receptor, the amide N atom of the naphthalimide was connected to n-butylamine. Under the irradiation of ultraviolet light, NOD-NY can quantitatively release nitric oxide and generate a highly sensitive zinc ion probe Zn-HN, accompanied by a red-shift process of maximum ultraviolet absorption from 350 nm to 450 nm. Upon addition of Zn²⁺ to the solutions of Zn-HN, a remarkable fluorescence enhancement was observed, which could be attributed to the photo-induced electron transfer (PET) mechanism. By replaced the n-butylamine on NOD-NY with diethylene glycolamine or triphenylphosphine structures, NOD-AY with good biocompatibility and NOD-BY that can target mitochondria were obtained respectively. In addition, the nitric oxide released by NOD-NY enriched in lysosome can diffuse into mitochondria. The released nitric oxide can stimulate metallothionein to release zinc ions, and the light-induced in situ generated zinc ion probe Zn-HN can have a highly sensitive fluorescence response to free zinc ions in living A549 cells.
- Naphthalimide,
- Fluorescent probe,
- Nitric oxide donor,
- Zinc ion,
- Photocalibration
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