A dual-emission fluorescence-enhanced probe for hydrogen sulfide and its application in biological imaging

Li, Minghao; Jiao, Yang; Duan, Chunying

doi:10.1039/d2nj01195f

Cited by 2 publications

(2 citation statements)

References 62 publications

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“…The probe was used to image exogenous and Cys-derived H 2 S in MCF-7 cells. 491 Expanding to dicoumarin systems, Zhao prepared 466 (DC-HS), which provided a fluorescence response at 582 nm in 25% EtOH in buffer, provided moderate selectivity for H 2 S over thiols and other nucleophilic anions, and was used to investigate H 2 S in zebrafish. 492 Sun reported the hydroxy-thalidomide-based 467, which provides a fluorescent response at 495 nm to H 2 S in 20% MeCN in buffer, showed good selectivity for H 2 S over competing thiols, and was used to image exogenous H 2 S in HeLa cells.…”

Section: 4-dinitrobenzenesulfonate (Dnbs) Cleavagementioning

confidence: 99%

“…Jiao reported the coumarin-SDB adduct 465 (DCH-S), which provides a turn-on response at 456 and 600 nm and shows moderate selectivity for H 2 S over thiols. The probe was used to image exogenous and Cys-derived H 2 S in MCF-7 cells . Expanding to dicoumarin systems, Zhao prepared 466 (DC-HS), which provided a fluorescence response at 582 nm in 25% EtOH in buffer, provided moderate selectivity for H 2 S over thiols and other nucleophilic anions, and was used to investigate H 2 S in zebrafish .…”

Section: Electrophilic H2s Probesmentioning

confidence: 99%

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Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Fosnacht,

Pluth

2024

Chem. Rev.

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Hydrogen sulfide (H 2 S) is not only a well-established toxic gas but also an important small molecule bioregulator in all kingdoms of life. In contemporary biology, H 2 S is often classified as a "gasotransmitter," meaning that it is an endogenously produced membrane permeable gas that carries out essential cellular processes. Fluorescent probes for H 2 S and related reactive sulfur species (RSS) detection provide an important cornerstone for investigating the multifaceted roles of these important small molecules in complex biological systems. A now common approach to develop such tools is to develop "activitybased probes" that couple a specific H 2 S-mediated chemical reaction to a fluorescent output. This Review covers the different types of such probes and also highlights the chemical mechanisms by which each probe type is activated by specific RSS. Common examples include reduction of oxidized nitrogen motifs, disulfide exchange, electrophilic reactions, metal precipitation, and metal coordination. In addition, we also outline complementary activity-based probes for imaging reductant-labile and sulfane sulfur species, including persulfides and polysulfides. For probes highlighted in this Review, we focus on small molecule systems with demonstrated compatibility in cellular systems or related applications. Building from breadth of reported activity-based strategies and application, we also highlight key unmet challenges and future opportunities for advancing activity-based probes for H 2 S and related RSS.

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Section: 4-dinitrobenzenesulfonate (Dnbs) Cleavagementioning

confidence: 99%

Section: Electrophilic H2s Probesmentioning

confidence: 99%

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Fosnacht,

Pluth

2024

Chem. Rev.

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Visual Tracking of Hydrogen Sulfide: Application of a Novel Lysosome-Targeted Fluorescent Probe for Bioimaging and Food Safety Assessment

Liu,

Ren

et al. 2024

Molecules

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The equilibrium state of hydrogen sulfide (H2S), a gaseous signaling molecule produced by lysosomal metabolites, in vivo is crucial for cellular function. Abnormal fluctuations in H2S concentration can interfere with the normal function of lysosomes, which has been closely linked to the pathogenesis of a variety of diseases. In view of this, a novel fluorescent probe Lyso-DPP based on 1,3,5-triarylpyrazolines was developed for the precise detection of H2S in lysosomes by using the hydrophilic morpholine moiety as a lysosomal targeting unit, and 2,4-dinitroanisole as a fluorescence-quenching and H2S-responsive unit. The probe cleverly combines the advantages of simple synthesis, sensitive blue fluorescence turn-on with a limit of detection, LOD, of 97.3 nM, good stability, and fast response time (10 min), which makes Lyso-DPP successful in portable monitoring of meat freshness in the form of test strips. Moreover, the excellent biocompatibility and precise targeting capability of the probe Lyso-DPP make it perform well in the monitoring of H2S in lysosomes, living cells, and zebrafish. This work not only provides new technical tools for food quality control but also paves up new ideas for early diagnosis and treatment of H2S-related diseases.

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A dual-emission fluorescence-enhanced probe for hydrogen sulfide and its application in biological imaging

Abstract: A fluorescence-enhanced probe with unique dual-channel emissions was designed for the detection and bioimaging of hydrogen sulfide.

Cited by 2 publications

References 62 publications

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Visual Tracking of Hydrogen Sulfide: Application of a Novel Lysosome-Targeted Fluorescent Probe for Bioimaging and Food Safety Assessment

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