Recent advances in multifunctional fluorescent probes for viscosity and analytes

Fluorescence probes, as analytical tools with the ability to perform rapid and sensitive detection of target analytes, have made outstanding contributions to environmental analysis and bioassays. Considering the expanding developments in these areas, fluorophores play a key role in the de-sign of fluorescence probes. Compared to classical fluorophores, phenothiazines with elec-tron-rich characteristics have been widely applied to construct electron donor–acceptor dyes, which exhibit outstanding performance in both fluorimetric and colorimetric analysis. In addition, these probes also exhibit the pronounced ability in both solution and solid-state, achieving portable detection for environmental analysis. In this review, we summarize recent advances in the performance of phenothiazine-based fluorescent probes for detecting various analytes, especially in cations, anions, ROS/RSS, enzyme and other small molecules. The general design rules, response mechanisms and practical applications of the probes are analyzed, followed by a discussion of exiting challenges and future research perspectives. It is hoped that this review will provide a few strategies for the development of phenothiazine-based fluorescent probes. 

Recent development of small-molecule fluorescent probes based on phenothiazine and its derivates.

Hypochlorous acid (HOCl) is a crucial reactive oxygen species in biological systems, and its abnormal metabolism is associated with various diseases. Therefore, it is essential to accurately detect HOCl to understand its biological function and develop related therapeutic strategies for diseases. In this work, we developed a novel fluorescence probe, BCy-S, based on the twisted intramolecular charge transfer (TICT) mechanism for rapid and sensitive detection of HOCl in an aqueous solution. The probe exhibited a significant turn-on fluorescence response to HOCl, with high selectivity, rapid kinetics (less than 40 s), large Stokes shift (about 170 nm), and low detection limit (35.2 nM), based on the specific oxidation reaction of HOCl with sulfur atoms. Additionally, the outcomes of the bioimaging experiment showed that BCy-S was capable of real-time fluorescence visualization of HOCl in living HeLa cells and zebrafish. The development of BCy-S presents a new tool for investigating the physiological function of HOCl and its pathological role in diseases. 

A TICT-Based Fluorescent Probe for Hypochlorous Acid and Its Application to Cellular and Zebrafish Imaging

Dual-ratiometric fluorescence probe for viscosity and hypochlorite based on AIEgen with mitochondria-targeting ability.

Pyroptosis is a newly identified form of cell death that is closely correlated with many diseases. Recent studies have indicated that the inflammation in pyroptosis would accelerate the generation of reactive oxygen species (ROS). In addition, intracellular viscosity is another key microenvironmental parameter that reflects many physiological and pathological states in the early stage, hypochlorous acid (HOCl), as an important ROS, also plays significant roles in a variety of pathologies. However, the fluctuation of viscosity and HOCl in the process of pyroptosis is still unknown. Herein, we present a dual-responsive fluorescent probe (Lyso-VH) for simultaneously detecting viscosity and HOCl. Lyso-VH was successfully used to image the fluctuation of HOCl and viscosity in the lysosome of three kinds of cells with dependent and independent channels. Moreover, Lyso-VH can be employed to investigate the changes of HOCl and viscosity during the process of pyroptosis in living cells and acute lung injury (ALI). Thus, this work can not only serve as a powerful tool to simultaneously visualize the fluctuation of HOCl and viscosity in lysosomes, but also provide a new insight into drug-induced pyroptosis in living cells and acute lung injury.

Simultaneous Monitoring of HOCl and Viscosity with Drug-Induced Pyroptosis in Live Cells and Acute Lung Injury.

Highly selective turn-on fluorescent probe for hypochlorite and viscosity detection

The reasonable cellular redox equilibrium mediated by reactive oxygen species/reactive nitrogen species and antioxidants are pivotal importance for maintaining a variety of physiological processes, and disrupted redox equilibrium may derange the cellular components and eventually may lead to cell death, irreversible tissue destruction, and various diseases. In this paper, we develop a phenylseleno-functionalized reversible fluorescent probe Fluo-Se for monitoring the hypochlorous acid/cysteine redox couple in living cells. The advantages of the probe included: a) the synthetic procedure of the probe is very simple by one step reaction; b) the probe shows high sensitivity for HOCl and cysteine (the detection limit is 1.1 nM and 3.0 nM, respectively); c) the probe exhibits high reversibility to the hypochlorous acid/cysteine redox couple both in solutions and in the living cell by taking advantage of the Se atom-led excellent reversible conversions between Fluo-Se and its oxidized product. We think that Fluo-Se should be very useful for gauging the cellular redox status mediated by the hypochlorous acid/cysteine couple.

Facile functionalized fluorescein derivative as a reversible fluorescence probe for selective monitor of the redox cycle between hypochlorous acid and cysteine

N-DOPED RED EMISSION CARBON DOTS AND DETECTION OF Fe3+

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Highly selective turn-on fluorescent probe for hypochlorite and viscosity detection

Facile functionalized fluorescein derivative as a reversible fluorescence probe for selective monitor of the redox cycle between hypochlorous acid and cysteine

N-DOPED RED EMISSION CARBON DOTS AND DETECTION OF Fe3+