A near-infrared fluorescent probe based on phosphorus-substituted rhodamine for deep imaging of endogenous hypochlorous acid in vivo

Yang, Jiaojiao; Fan, Mengting; Sun, Yan; Zhang, Mengyuan; Xue, Yuting; Zhang, Dazhi; Wang, Ting; Cui, Xiaoyan

doi:10.1016/j.snb.2019.127652

Cited by 48 publications

(17 citation statements)

References 50 publications

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“…The study found that the emission wavelength of silicon-substituted rhodamine is red-shifted by 90 nm compared with oxo-rhodamine, while the emission wavelength of phosphorus-substituted rhodamine is red-shifted by 140 nm. 36 Some replacement rhodamine NIR probes have been developed for bioimaging. 36,37 The conjugated system of extended fluorophore molecules is still the main design strategy of rhodamine NIR fluorophores, and molecular hybridization and molecular linkage are the two main ways to extend conjugated systems.…”

Section: Rhodaminementioning

confidence: 99%

New insight into the application of fluorescence platforms in tumor diagnosis: From chemical basis to clinical application

Chen²,

Pan

et al. 2022

Medicinal Research Reviews

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Early and rapid diagnosis of tumors is essential for clinical treatment or management. In contrast to conventional means, bioimaging has the potential to accurately locate and diagnose tumors at an early stage. Fluorescent probe has been developed as an ideal tool to visualize tumor sites and to detect biological molecules which provides a requirement for noninvasive, real-time, precise, and specific visualization of structures and complex biochemical processes in vivo. Rencently, the development of synthetic organic chemistry and new materials have facilitated the development of near-infrared small molecular sensing platforms and nanoimaging platforms. This provides a competitive tool for various fields of bioimaging such as biological structure and function imaging, disease diagnosis, in situ at the in vivo level, and real-time dynamic imaging. This review systematically focused on the recent progress of small molecular near-infrared fluorescent probes and nano-fluorescent probes as new biomedical imaging tools in the past 3-5 years, and it covers the application of tumor biomarker sensing, tumor microenvironment imaging, and tumor vascular imaging, intraoperative guidance and as an integrated platform for diagnosis, aiming to provide

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Section: Rhodaminementioning

confidence: 99%

New insight into the application of fluorescence platforms in tumor diagnosis: From chemical basis to clinical application

Chen²,

Pan

et al. 2022

Medicinal Research Reviews

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“…Yang and his team developed a fluorescent probe 2 ( Figure 2 ). It is a phosphorous replacement rhodamine fluorescent probe [ 20 ]. Taking rhodamine as an example, the non-spirocyclization of the structure of rhodamine and spironolactone turns on fluorescence by manipulating the ring opening process of the analyte.…”

Section: Classification Of Small Molecule Fluorescent Probes For Detecting Hypochlorous Acid/hypochloritementioning

confidence: 99%

Research Progress of Small Molecule Fluorescent Probes for Detecting Hypochlorite

Song

Yuan

et al. 2021

Sensors

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Hypochlorous acid (HOCl) generates from the reaction between hydrogen peroxide and chloride ions via myeloperoxidase (MPO)-mediated in vivo. As very important reactive oxygen species (ROS), hypochlorous acid (HOCl)/hypochlorite (OCl−) play a crucial role in a variety of physiological and pathological processes. However, excessive or misplaced production of HOCl/OCl− can cause variety of tissue damage and human diseases. Therefore, rapid, sensitive, and selective detection of OCl− is very important. In recent years, the fluorescent probe method for detecting hypochlorous acid has been developed rapidly due to its simple operation, low toxicity, high sensitivity, and high selectivity. In this review, the progress of recently discovered fluorescent probes for the detection of hypochlorous acid was summarized with the aim to provide useful information for further design of better fluorescent probes.

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“…Fluorescent probes have been widely used in ClO À fluorescence imaging in recent years due to their advantages of simplicity, high sensitivity, high selectivity and real-time monitoring. [13][14][15][16][17][18][19][20][21][22] Various fluorophores used to design ClO À fluorescent probes mainly include coumarin, [23][24][25] rhodamine, [26][27][28] cyanine, [29][30][31] 1,8-naphthalimide [32][33] and boron-dipyrromethene (BODIPY). [34][35] Among them, BODIPY is often used in the design of in vivo imaging probes due to its excellent photostability, low cytotoxicity, polarity and pH insensitivity, and chemical robustness.…”

Section: Introductionmentioning

confidence: 99%

A BODIPY‐Diaminomaleonitrile Based Water‐Soluble Fluorescent Probe for Selective “Off‐On” Detection of Hypochlorite**

et al. 2022

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A fluorescent probe (BODIPY‐DAMN) with high selectivity and sensitivity for the detection of hypochlorite (ClO−) was designed and synthesized. The probe uses boron‐dipyrromethene (BODIPY) as fluorophore, carboxyl group modification to improve its water solubility, and diaminomaleonitrile (DAMN) as recognition group to recognize ClO−. BODIPY‐DAMN exhibits an “off‐on” fluorescence response towards ClO−. In the range of 10.0 to 250.0 μM, there is a good linear relationship between the emission intensity and HClO concentration, and the detection limit is 298 nM. Hypochlorite in actual water samples was determined with recovery of 89.5 % and 112.0 %. In addition, BODIPY‐DAMN has low cytotoxicity, and has been used to determine endogenous ClO− in mouse melanoma cells (B16‐F10), human neuroblastoma cells (SH‐SY5Y) and zebrafish. The results of this study provide a new strategy for further research on the physiological and pathological effects of hypochlorite.

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A near-infrared fluorescent probe based on phosphorus-substituted rhodamine for deep imaging of endogenous hypochlorous acid in vivo

Cited by 48 publications

References 50 publications

New insight into the application of fluorescence platforms in tumor diagnosis: From chemical basis to clinical application

New insight into the application of fluorescence platforms in tumor diagnosis: From chemical basis to clinical application

Research Progress of Small Molecule Fluorescent Probes for Detecting Hypochlorite

A BODIPY‐Diaminomaleonitrile Based Water‐Soluble Fluorescent Probe for Selective “Off‐On” Detection of Hypochlorite**

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