A fluorescent probe for selective and instantaneous detection of hydrogen sulfide in living cells and zebrafish

Niu, Peixin; Liu, Jiaojiao; Rong, Yifan; Liu, Xingjiang; Wei, Liuhe

doi:10.1016/j.tet.2021.132174

Cited by 7 publications

(3 citation statements)

References 34 publications

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“…The extended coumarin-based system 564 (Cou-NBD) was reported by Liu, which was used to image exogenous and SNP-generated H 2 S in A549 cells and also exogenous H 2 S in zebrafish. 584 Romieu also reported a coumarin-based probe in 565, which provided a rapid response to H 2 S, S 2 O 5 2− , and SO 3 2− at 465 nm with minimal signals for other thiols in buffer. 585 In an unusual selectivity profile, a response to Na 2 S but not NaSH was observed in buffer even though both of these sources should provide the same speciation of sulfide.…”

Section: Nitrobenzofurazan (Nbd) Cleavagementioning

confidence: 99%

“…robe 563 was used to image exogenous H 2 S in HEK293 cells. The extended coumarin-based system 564 (Cou-NBD) was reported by Liu, which was used to image exogenous and SNP-generated H 2 S in A549 cells and also exogenous H 2 S in zebrafish . Romieu also reported a coumarin-based probe in 565 , which provided a rapid response to H 2 S, S 2 O 5 2– , and SO 3 2– at 465 nm with minimal signals for other thiols in buffer .…”

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: Nitrobenzofurazan (Nbd) 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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“…In recent years, fluorescence imaging has been widely applied in the fields of bioimaging and biosensing as a result of its prominent merits of excellent sensitivity, real-time detection, high spatiotemporal resolution, and noninvasive nature in situ. − To date, various fluorescent probes have been designed and synthesized to detect H 2 S, including naphthalimide, BODIPY, coumarin, rhodamine, etc. − Although there are good results and contributions to the development of probes, these probes have disadvantages such as short emission wavelengths (<650 nm), making them not applicable for biological imaging.…”

mentioning

confidence: 99%

Near-Infrared Fluorescent Probe with Large Stokes Shift for Imaging of Hydrogen Sulfide in Tumor-Bearing Mice

et al. 2022

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Hydrogen sulfide (H2S) is an important endogenous gas signal molecule in living system, which participates in a variety of physiological processes. Very recent evidence has accumulated to show that endogenous H2S is closely associated with various cancers and can be regarded as a biomarker of cancer. Herein, we have constructed a new near-infrared fluorescent probe (DCP-H2S) based on isophorone-xanthene dye for sensing hydrogen sulfide (H2S). The probe shows remarkable NIR turn-on signal at 770 nm with a large Stokes shift of 200 nm, together with high sensitivity (15-fold) and rapid detection ability for H2S (4 min). The probe also possesses excellent selectivity for H2S over various other analytes including biothiols containing sulfhydryl (−SH). Moreover, DCP-H2S has been successfully applied to visualize endogenous and exogenous H2S in living cells (293T, Caco-2 and CT-26 cells). In particular, the excellent ability of DCP-H2S to distinguish normal mice and tumor mice is shown, and it is expected to be a powerful tool for detection of H2S in cancer diagnosis.

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Unmet needs in glaucoma therapy: The potential role of hydrogen sulfide and its delivery strategies

Mhatre

Opere

Singh

2022

Journal of Controlled Release

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A fluorescent probe for selective and instantaneous detection of hydrogen sulfide in living cells and zebrafish

Cited by 7 publications

References 34 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

Near-Infrared Fluorescent Probe with Large Stokes Shift for Imaging of Hydrogen Sulfide in Tumor-Bearing Mice

Unmet needs in glaucoma therapy: The potential role of hydrogen sulfide and its delivery strategies

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