Two-photon fluorescent probe for revealing drug-induced hepatotoxicity via mapping fluctuation of peroxynitrite

Li, Yong; Xie, Xilei; Yang, Xiu’e; Li, Mengmeng; Jiao, Xiaoyun; Sun, Yuhui; Wang, Xu; Tang, Bo

doi:10.1039/c7sc00303j

Cited by 183 publications

(87 citation statements)

References 53 publications

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“…Another mechanistic possibility for the detection of peroxynitrite involves a nucleophilic attack by the oxidant to an electrophilic functional group supported on the probe, leading to fluorescence. Different functional groups have been proposed as electrophilic centers, like activated ketones (187)(188)(189), ␣-ketoamides (190,191), and boronates (boronic acids or boronic esters) (192)(193)(194).…”

Section: Probes That React Directly With Peroxynitrite Anionmentioning

confidence: 99%

Detection and quantification of nitric oxide–derived oxidants in biological systems

Möller

Ríos

Trujillo

et al. 2019

Journal of Biological Chemistry

137

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Edited by Ruma Banerjee The free radical nitric oxide (NO ⅐) exerts biological effects through the direct and reversible interaction with specific targets (e.g. soluble guanylate cyclase) or through the generation of secondary species, many of which can oxidize, nitrosate or nitrate biomolecules. The NO ⅐-derived reactive species are typically short-lived, and their preferential fates depend on kinetic and compartmentalization aspects. Their detection and quantification are technically challenging. In general, the strategies employed are based either on the detection of relatively stable end products or on the use of synthetic probes, and they are not always selective for a particular species. In this study, we describe the biologically relevant characteristics of the reactive species formed downstream from NO ⅐ , and we discuss the approaches currently available for the analysis of NO ⅐ , nitrogen dioxide (NO 2 ⅐), dinitrogen trioxide (N 2 O 3), nitroxyl (HNO), and peroxynitrite (ONOO ؊ /ONOOH), as well as peroxynitrite-derived hydroxyl (HO ⅐) and carbonate anion (CO 3 ⅐ ؊) radicals. We also discuss the biological origins of and analytical tools for detecting nitrite (NO 2 ؊), nitrate (NO 3 ؊), nitrosyl-metal com

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Section: Probes That React Directly With Peroxynitrite Anionmentioning

confidence: 99%

Detection and quantification of nitric oxide–derived oxidants in biological systems

Möller

Ríos

Trujillo

et al. 2019

Journal of Biological Chemistry

137

View full text Add to dashboard Cite

show abstract

“…Using similar principles, Yoon and co‐workers constructed another ratiometric probe based on the coumarin‐hemicyanine scaffold for the detection of ONOO − in cells. Moreover, Tang and co‐workers reported a two‐photon fluorescent probe based on the naphthalimide fluorophore, in which the original fluorescence intensity was weak due to PET. The oxidative hydrolysis caused by ONOO − liberated the 4‐amino naphthalimide fluorophore, thus enabling a fluorescence “turn‐on” response.…”

Section: Fluorescent Probes For the Detection Of Ros‐related Diseasesmentioning

confidence: 99%

Sensors, Imaging Agents, and Theranostics to Help Understand and Treat Reactive Oxygen Species Related Diseases

et al. 2019

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Reactive oxygen species (ROS) consist of a diverse range of oxidative small molecular ions and free radicals that are produced throughout the body during certain biological processes. Due to their high reactivity, these molecules result in the damage of tissues and cells. Therefore, ROS have been implicated in an array of diseases including cancer, inflammation, and neurodegenerative diseases such as Parkinson's disease and Alzheimer's disease. Owing to the simplicity, sensitivity, and selectivity of fluorescence‐based strategies, many small‐molecular sensors or imaging agents have been developed to sense and visualize ROS both in vitro and in vivo. Likewise, activatable drug delivery and prodrug systems that can be triggered by ROS for disease theranostics (diagnostic and therapeutic combined) have been developed. Herein, recently developed fluorescence‐based sensing and imaging agents for the detection of ROS both intracellularly and in vivo are summarized. In addition, drug delivery, which require activation by ROS to achieve disease theranostics is also discussed.

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“…Fluorescence imaging, particularly using two-photon microscopy (TPM), provides a powerful tool for selective, noninvasive and real-time monitoring of ROS in biological systems with high spatial resolution, deep tissue penetration and low phototoxicity. [8][9][10][11][12][13][14][15][16][17][18][19][20][21] To date, several two-photon uorescence probes have been reported for imaging H 2 O 2 in living cells and tissues. [22][23][24][25] The "turn on" uorescence of these probes mainly arises from the oxidative reaction or oxidative rearrangement of the reaction site upon exposure to H 2 O 2 .…”

Section: Introductionmentioning

confidence: 99%

Tumor-acidity activated surface charge conversion of two-photon fluorescent nanoprobe for enhanced cellular uptake and targeted imaging of intracellular hydrogen peroxide

Chen

et al. 2019

Chem. Sci.

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Two-photon fluorescent probe for revealing drug-induced hepatotoxicity via mapping fluctuation of peroxynitrite

Abstract: A peroxynitrite-specific two-photon fluorescent probe was developed for revealing drug-induced hepatotoxicity using peroxynitrite as a biomarker.

Cited by 183 publications

References 53 publications

Detection and quantification of nitric oxide–derived oxidants in biological systems

Detection and quantification of nitric oxide–derived oxidants in biological systems

Sensors, Imaging Agents, and Theranostics to Help Understand and Treat Reactive Oxygen Species Related Diseases

Tumor-acidity activated surface charge conversion of two-photon fluorescent nanoprobe for enhanced cellular uptake and targeted imaging of intracellular hydrogen peroxide

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