A biotin-guided hydrogen sulfide fluorescent probe and its application in living cell imaging

Zhang, Chen; Zhang, Jiewen; Xu, Zhiqiang; Zang, Kun; Liu, Feng; Yin, Jun; Tan, Ying; Jiang, Yuyang

doi:10.1039/d0ra06524b

Cited by 9 publications

(4 citation statements)

References 48 publications

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“…A number of other functionalized NBDs lacking additional fluorophores have been reported as fluorescent sensors, often with turn-off responses. − This signal change is likely due to residual and minimal fluorescence of the NBD-piperazine constructs or in less selectivity systems some signal in complex environments may be due to adventitious reaction with Cys or Hcy to generate fluorescent responses.…”

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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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: 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 2020, Zhang et al reported a biotin-guided fluorescent probe 2 . 24 The probe used biotin as a cancer-targeting group and piperazine-NBD as the recognition group of H 2 S, which has a sensitive response to H 2 S (Fig. 3a).…”

Section: Fluorescent Probes Targeting Cancer Receptorsmentioning

confidence: 99%

Recent advances in small-molecule fluorescent probes with the function of targeting cancer receptors

Li,

Liu,

Zhu

et al. 2023

Anal. Methods

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“…32 Biotin-containing molecules can be internalized selectively by cancer cells through receptor-mediated endocytosis and hence are used extensively in drug delivery and tumor-targeting imaging. 33,34 Therefore, we hypothesized that a biotin-guided H 2 S fluorescent probe could be used to image cancer cells selectively and efficiently.…”

Section: Introductionmentioning

confidence: 99%

A biotin-guided near-infrared fluorescent probe for imaging hydrogen sulfide and differentiating cancer cells

et al. 2023

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A biotin-guided hydrogen sulfide fluorescent probe and its application in living cell imaging

Abstract: A biotin-guided hydrogen sulfide fluorescent probe has been shown clearly to possess the ability to target cancer cells.

Cited by 9 publications

References 48 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

Recent advances in small-molecule fluorescent probes with the function of targeting cancer receptors

A biotin-guided near-infrared fluorescent probe for imaging hydrogen sulfide and differentiating cancer cells

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