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Reactive oxygen species-triggered off-on fluorescence donor for imaging hydrogen sulfide delivery in living cells

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Abstract

Hydrogen sulfide (H2S), an important gasotransmitter, can mediate a variety of pathophysiological processes, and H2S-based donors have been intensively explored for the therapy of cardiovascular injury, nerve damage and intestinal disorders. However, most of the H2S donors are not capable of simultaneously real-time tracking intracellular H2S delivery, which limits their biological application for elucidating the specific function of H2S. Herein we develop the first reactive oxygen species (ROS)-triggered off-on fluorescence H2S donor (NAB) by incorporating ROS-responsive arylboronate into a fluorophore through thiocarbamate. The donor NAB can release carbonyl sulfide (COS) and the fluorophore with a fluorescence off-on response via a ROS-triggered self-immolative reaction, and then COS is quickly converted to H2S by the ubiquitous carbonic anhydrase. This dual function makes NAB suitable for not only in situ and real-time monitoring of the intracellular H2S release but also rescuing RAW264.7 cells from the hazardous oxidative environment under the stimulation of phorbol-12-myristate-13-acetate, revealing the possible potential of NAB as a therapeutic prodrug with the fluorescence imaging capacity.

Graphical abstract: Reactive oxygen species-triggered off-on fluorescence donor for imaging hydrogen sulfide delivery in living cells

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Publication details

The article was received on 13 May 2019, accepted on 08 Jul 2019 and first published on 10 Jul 2019


Article type: Edge Article
DOI: 10.1039/C9SC02323B
Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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    Reactive oxygen species-triggered off-on fluorescence donor for imaging hydrogen sulfide delivery in living cells

    Y. Hu, X. Li, Y. Fang, W. Shi, X. Li, W. Chen, M. Xian and H. Ma, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC02323B

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