Visualizing hydrogen peroxide and hydrogen sulfide fluctuations in living cells via dynamic-reversible fluorescent probes

Gao, Jinzhu; Wang, Rongchen; Yin, Kang; Zhu, Tianli; Sun, Jie; Dong, Chengjun; Dong, Xuemei; Zhao, Mengting; Gu, Xianfeng; Zhao, Chunchang

doi:10.1016/j.cej.2023.143102

Chemical Engineering Journal

2023

DOI: 10.1016/j.cej.2023.143102

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Visualizing hydrogen peroxide and hydrogen sulfide fluctuations in living cells via dynamic-reversible fluorescent probes

Jinzhu Gao

Rongchen Wang

Kang Yin

et al.

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2024

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Cited by 12 publications

(2 citation statements)

References 62 publications

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“…This probe was used to image H 2 S in HCT116 cells and also monitor probe accumulation in mice bearing HCT116 implanted tumors. Also using a BODIPY platform, Zhao reported 460 (BOD-BH-OS), which provides responses to both H 2 O 2 and H 2 S through cleavage of the boronate and DNBS group, respectively 486. Upon formation of the BODIPY thiol from H 2 O 2 activation, the resultant sulfhydryl group can be oxidized by H 2 O 2 to generate a SOH group, which can subsequently be reduced by H 2 S to the parent thiol.…”

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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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confidence: 99%

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

Fosnacht,

Pluth

2024

Chem. Rev.

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“…Fluorescent probes offer several advantages such as high sensitivity, high selectivity, realtime monitoring, multicolor labeling, nondestructive analysis, and high-resolution imaging [26][27][28][29][30]. Fluorescent probes play a wideranging role in detecting H 2 O 2 within cells [31][32][33][34][35][36][37][38][39][40][41][42][43]. These probes are powerful tools for both laboratory research and clinical diagnostics, contributing to advancements in scientific research and medical applications.…”

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confidence: 99%

Hydrogen peroxide fluorescent probe–monitored butyric acid inhibition of the ferroptosis process

Hua,

Si,

et al. 2024

Luminescence

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Short‐chain fatty acids, such as butyrate, play pivotal roles in various physiological processes within the human body. Recent advances in understanding cell death pathways, specifically ferroptosis, have unveiled unique opportunities for therapeutic development. Ferroptosis is linked to iron accumulation and oxidative stress, whereas butyrate has emerged as a cellular protector against oxidative stress, potentially inhibiting ferroptosis. Hydrogen peroxide (H2O2) is a key player in oxidative stress, and its monitoring has gained significance in disease mechanisms. We present an innovative fluorescent probe, HOP, capable of dynamically tracking intracellular H2O2 levels, enabling spatial and temporal visualization. The probe exhibits high accuracy (limit of detection = 0.14 μM) and sensitivity, paving the way for disease diagnosis and treatment innovations. Importantly, HOP displayed minimal toxicity, making it suitable for cellular applications. Cellular imaging experiments demonstrated its ability to penetrate cells and monitor intracellular H2O2 levels accurately. The HOP probe confirmed H2O2 as a critical marker in ferroptosis. Our innovative HOP provides a powerful tool for tracking intracellular H2O2 levels and offers insights into the modulation of ferroptosis, potentially opening new avenues for disease research and therapeutic interventions.

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A fast and specific near‐infrared fluorescent probe for hydrogen sulfide detection in aquaculture freshwater

Lu,

Zou,

Yang

et al. 2024

ChemistrySelect

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The content of Hydrogen sulfide (H2S) is one of the most important indicators of aquaculture water quality monitoring, which has a profound impact on the survival of aquatic animals and the income of aquaculture. Therefore, it's of great significance to develop an accurate and convenient detection method for the detection of hydrogen sulfide in aquaculture. Herein, using 2,4‐dinitrophenyl (DNP) ether as the detection group, a novel near‐infrared (NIR) fluorescent probe, X‐NO2, based on the hemicyanine fluorophore, was designed and synthesized for H2S detection in aquaculture. Accompanied by a noticeable color change from purple to blue, the probe X‐NO2 shows strong fluorescence at 685 nm when H2S mediates the thiolysis of DNP ether and release X‐OH. In 10 % DMSO‐PBS (pH=7.4,10 mM,v/v), the probe X‐NO2 shows high selectivity to H2S than other anions and some somebiologicalthiols, and strong anti‐interference capacity. Probe X‐NO2 also has short response time (within 3 min) and low detection limit (65 nM) towards H2S and has a stable performance over a wide pH range (6‐9) in hydrogen sulfide monitoring system. Moreover, probe X‐NO2 was used to determine the H2S levels in real water samples from aquaculture accurately and conveniently, which shows a good application prospect in the future.

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Visualizing hydrogen peroxide and hydrogen sulfide fluctuations in living cells via dynamic-reversible fluorescent probes

Cited by 12 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

Hydrogen peroxide fluorescent probe–monitored butyric acid inhibition of the ferroptosis process

A fast and specific near‐infrared fluorescent probe for hydrogen sulfide detection in aquaculture freshwater

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