A turn-on fluorescent chemosensor for Cu2+ in aqueous media and its application to bioimaging

Huang, Liang; Chen, Fengjuan; Xi, Pinxian; Xie, Guoqiang; Li, Zhengpeng; Shi, Yanjun; Xu, Min; Liu, Hongyan; Ma, Zhao-Rong; Bai, Decheng; Zeng, Zhengzhi

doi:10.1016/j.dyepig.2011.01.003

Cited by 75 publications

(24 citation statements)

References 20 publications

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“…Sensors 3, 9, 4 and 7 were imaged in EJ (lung cancer) cells, SPC-A-1 (lung cancer) cells and HeLa (cervical cancer) cells, respectively, and reported detectable fluorescence responses localized to the perinuclear region of the cytosol in response to exogenously applied Cu 2+ [89-92]. Similarly, sensor 8 expressed a Cu 2+ dependent response inside murine P19 embryonic carcinoma cells and in zebrafish [87].…”

Section: Fluorescent Sensors For Metal Cationsmentioning

confidence: 99%

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Hyman

Franz

2012

Coordination Chemistry Reviews

303

211

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Oxidative stress is a common feature shared by many diseases, including neurodegenerative diseases. Factors that contribute to cellular oxidative stress include elevated levels of reactive oxygen species, diminished availability of detoxifying thiols, and the misregulation of metal ions (both redox-active iron and copper as well as non-redox active calcium and zinc). Deciphering how each of these components interacts to contribute to oxidative stress presents an interesting challenge. Fluorescent sensors can be powerful tools for detecting specific analytes within a complicated cellular environment. Reviewed here are several classes of small molecule fluorescent sensors designed to detect several molecular participants of oxidative stress. We focus our review on describing the design, function and application of probes to detect metal cations, reactive oxygen species, and intracellular thiol-containing compounds. In addition, we highlight the intricacies and complications that are often faced in sensor design and implementation.

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Section: Fluorescent Sensors For Metal Cationsmentioning

confidence: 99%

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Hyman

Franz

2012

Coordination Chemistry Reviews

303

211

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“…In light of this, several pyrene based chemosensors [16][17][18][19][20][21][22] have been reported in the recent past. Although several sensors for Cu 2+ are known, [23][24][25][26] slow response time, low sensitivity and lack of high selectivity including cytotoxicities of these sensors limit them to use for the real-time practical applications. Moreover, selective fluorescent chemosensors for Cu 2+ with the detection limit of ppb level are relatively less known in the literature.…”

Section: Particular the Development Of Sensors For The Selective Andmentioning

confidence: 99%

Retracted article: Pyrene-hydrazone based chemosensors for Cu2+ and their application in cancer cell imaging

Mukherjee¹

2012

Analyst

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Two pyrene-hydrazone based fluorescent chemosensors R 1 [pyrene-1-(2hydroxy)phenylhydrazone] and R 2 [pyrene-1-(2-hydroxy)naphthylhydrazone] have been synthesized and examined as selective and sensitive receptors for Cu 2+ ion in aqueous medium. Quantification of the fluorescence titration profile indicated that these newly synthesized receptors R 1 (58.5 ppb) and R 2 (1.26 ppb) can detect the presence of Cu 2+ ion even at very low concentrations. In addition, the propensity of these receptors as bioimaging fluorescent probes to detect Cu 2+ ion in human cervical HeLa cancer cell lines has been demonstrated. ___________________________________________________________________ Introduction: Research on suitable chemosensor that can show highly selective and sensitive binding affinity towards transition metal ions has attracted wide interest due to their vital roles in various biological and environmental processes. 1-3 Of the different kinds of sensing, fluorescent based technique has many advantages due to high sensitivity, straightforward application and real-time monitoring with fast response time. 4In light of these, substantial efforts have been focused and several chemosensors have been developed for sensing of particular metal ions both in vitro and in vivo. [5][6] In

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“…Both Fe 3+ and Cu 2+ ions play significant role in biological processes such as muscle contraction, enzymatic catalysis and nerve conduction . Copper is one of the essential trace elements in our biological systems and acts as cofactor in various metalloenzymes such as tyrosinase, cytochrome co‐oxidase and superoxide dismutase . However, the excess accumulation of copper in human body can cause bone disorders, and serious neurodegenerative diseases like Menke's, Alzheimer's and Parkinson's diseases .…”

Section: Introductionmentioning

confidence: 99%

Isatin‐Triazole‐Functionalized Rhodamine: A Dual Sensor for Cu²⁺ and Fe³⁺ Ions and Its Application to Cell Imaging

et al. 2019

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A new isatin‐triazole tethered rhodamine based fluorescent probe R1 (1‐(2’’‐(4’‐(((3’’’,6’’’‐bis(diethylamino)‐3’’‐oxospiro[isoindoline‐1’’,9’’’‐xanthen]‐2’’‐yl)amino)methyl)‐1H‐1’,2’,3’‐triazolyl)ethyl)indoline‐2,3‐dione) has been synthesized using click chemistry approach. Probe R1 exhibits a dual sensor property for Cu2+ and Fe3+ ions through turn‐on fluorescence response. A prominent colour change from colourless to pink allows the naked eye identification of aforementioned metal ions. R1 forms a 1:2 complex with Cu2+ and Fe3+ ions with binding constants 8.0 × 108 and 2.93 × 107 M−2, respectively. The binding mode is scrutinised through various spectroscopic techniques which is further supported by theoretical calculations. The detection limit of R1 for Cu2+ and Fe3+ ions is found to be 12.2 nM and 0.33 μM, respectively. Further, R1 has been evaluated for its potential to detect Cu2+ ions in biological systems using fluorescence cell imaging studies.

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A turn-on fluorescent chemosensor for Cu2+ in aqueous media and its application to bioimaging

Cited by 75 publications

References 20 publications

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Retracted article: Pyrene-hydrazone based chemosensors for Cu2+ and their application in cancer cell imaging

Isatin‐Triazole‐Functionalized Rhodamine: A Dual Sensor for Cu²⁺ and Fe³⁺ Ions and Its Application to Cell Imaging

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A turn-on fluorescent chemosensor for Cu2+ in aqueous media and its application to bioimaging

Cited by 75 publications

References 20 publications

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Probing oxidative stress: Small molecule fluorescent sensors of metal ions, reactive oxygen species, and thiols

Retracted article: Pyrene-hydrazone based chemosensors for Cu2+ and their application in cancer cell imaging

Isatin‐Triazole‐Functionalized Rhodamine: A Dual Sensor for Cu2+ and Fe3+ Ions and Its Application to Cell Imaging

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Product

Resources

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Isatin‐Triazole‐Functionalized Rhodamine: A Dual Sensor for Cu²⁺ and Fe³⁺ Ions and Its Application to Cell Imaging