Two-photon small molecular fluorogenic probe visualizing biothiols and sulfides in living cells, mice brain slices and zebrafish

Zhang, Duoteng; Du, Wei; Peng, Bo; Ni, Yun; Fang, Haixiao; Qiu, Xinghan; Zhang, Gaobin; Wu, Qiong; Li, Lin; Huang, Wei

doi:10.1016/j.snb.2020.128673

Cited by 21 publications

(6 citation statements)

References 59 publications

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“…and Li reported 559, which also provides different turn-on responses to H 2 S and other biothiols with two-photon excitation at 760 nm. 578 This probe was further used to image exogenous thiols and H 2 S in HeLa cells, mouse brain slices, and zebrafish. Wu and Tians reported related 560 (DCM-O-NBD), which was used for twophoton excitation experiments at 960 nm to generate a fluorescent response at 667 nm with only a minor response from Cys, Hcy, or GSH.…”

Section: Nitrobenzofurazan (Nbd) Cleavagementioning

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: Nitrobenzofurazan (Nbd) Cleavagementioning

confidence: 99%

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

Fosnacht,

Pluth

2024

Chem. Rev.

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“…In the same year, Huang et al. designed a novel switch‐on fluorescent probe with high sensitivity to thiols and sulfides in a complex physiological environment [90] . The research specified that the concentration of thiols and H 2 S level was not linear with the ROS stress level by detecting the total content of thiols and H 2 S, which reveals the possible cellular self‐defense mechanism under an oxidative environment.…”

Section: Applications Of Fluorescent H2s Probes In Biomedical Systemsmentioning

confidence: 99%

Fluorescent Probes for Sensing and Imaging Biological Hydrogen Sulfide

2022

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Hydrogen sulfide (H2S) is an important endogenous biological signal molecule that plays an essential role in various pathological and physiological processes. Abnormal expression of H2S in vivo is associated with the occurrence and development of many diseases. Therefore, sensing biological H2S level and distribution is significant and has been extensively studied presently. A few reviews about H2S sensing and imaging have been reported, most of which focus on the sensing mechanisms and construction of probes. In this review, we firstly summarized and classified the H2S‐activated fluorescent probes over the past 5 years according to sensing modality and then mainly discussed their biological applications, including detection of physiological and pathological processes, diagnosis of diseases, and disease treatments. It is expected that this review can deepen the readers′ understanding of the biological role of H2S and provide them with biomedical background knowledge for the construction of the H2S probes.

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“…As a signal gas transmitter, H 2 S plays a vital role in regulating the different functions of life systems (Hong et al, 2018 ; Lv L. et al, 2020 ; Wang J. et al, 2020 ; Zhang D. et al, 2020 ). Yoon's group developed a two-photon AIE probe 1 based on the mechanism of excited-state intramolecular proton transfer (ESIPT) for fluorescent turn-on detection of H 2 S ( Figure 2A ) (Chen et al, 2017 ).…”

Section: Bioimaging Applicationsmentioning

confidence: 99%

Fluorescent AIE-Active Materials for Two-Photon Bioimaging Applications

Lü

Liu

et al. 2020

Front. Chem.

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Fluorescence imaging has been widely used as a powerful tool for in situ and real-time visualization of important analytes and biological events in live samples with remarkably high selectivity, sensitivity, and spatial resolution. Compared with one-photon fluorescence imaging, two-photon fluorescence imaging exhibits predominant advantages of minimal photodamage to samples, deep tissue penetration, and outstanding resolution. Recently, the aggregation-induced emission (AIE) materials have become a preferred choice in two-photon fluorescence biological imaging because of its unique bright fluorescence in solid and aggregate states and strong resistance to photobleaching. In this review, we will exclusively summarize the applications of AIE-active materials in two-photon fluorescence imaging with some representative examples from four aspects: fluorescence detection, in vitro cell imaging, ex vivo tissue imaging, and in vivo vascular imaging. In addition, the current challenges and future development directions of AIE-active materials for two-photon bioimaging are briefly discussed.

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Two-photon small molecular fluorogenic probe visualizing biothiols and sulfides in living cells, mice brain slices and zebrafish

Cited by 21 publications

References 59 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

Fluorescent Probes for Sensing and Imaging Biological Hydrogen Sulfide

Fluorescent AIE-Active Materials for Two-Photon Bioimaging Applications

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