A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu 2+ detection

Tang, Lijun; He, Ping; Zhong, Keli; Hou, Shuhua; Bian, Yanjiang

doi:10.1016/j.saa.2016.06.045

Cited by 33 publications

(6 citation statements)

References 61 publications

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“…Therefore, the detection of Cu 2+ in biological samples or environment has attracted much attention. [129][130][131] For example, Cai et al designed emissive COFs by amine-aldehyde reaction of MA with paraformaldehyde (PA), and phen-aldehyde polycondensation using phenol and PA. [132] Interestingly, they introduced hollow Q-Graphene (QG) into such one-pot reactions to obtain QGscaffolded COFs. The fluorescence intensity of QG-scaffolded COFs was found to be about 1.5-time higher than that of pure COFs, likely due to high ratio of folded edges and surface defects of QG.…”

Section: Cu 2+ Sensorsmentioning

confidence: 99%

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Shu

Sun

et al. 2021

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The ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10.1002/smll.202103516.Luminescent covalent organic frameworks (LCOFs) have attracted significant attention due to their tunability of structures and photophysical properties at molecular level. LCOFs are built to highly ordered and periodic 2D or 3D framework structures through covalently assembling with various luminophore building blocks. Recently, the advantages of LCOFs including predesigned properties of structure, unique photoluminescence, hypotoxicity and good biocompatibility and tumor penetration, broaden their applications in biorelated fields, such as biosensing, bioimaging, and drug delivery. A specific review that analyses the advances of LCOFs in the field of biosensing and bioimaging is thus urged to emerge. Here the construction of LCOFs is reviewed first. The synthetic chemistry of LCOFs highlights the key role of chemical linkages, which not only concrete the building blocks but also affect the optical properties and even can act as the responsive sites for potential sensing applications. How to brighten LCOFs are clarified through description of structure managements. The ability to utilize the luminescence of LCOFs for applications in biosensing and bioimaging is discussed using state-of-theart examples of varied practical goals. A prospect finally addresses opportunities and challenges the development of LCOFs facing from chemistry, physics to the applications, according to their current progress.

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Section: Cu 2+ Sensorsmentioning

confidence: 99%

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Shu

Sun

et al. 2021

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“…Numerous other picolinate variants have also been developed with different fluorophore scaffolds, but many of these examples have not been tested for reactivity against Cu(I). Such examples have utilized a ratiometric naphthalimide ( 289 ), a hydroxyphenyl benzothiazole (CS1; 290 ), a quinoline (PQ; 291 ), a phenanthroimidazole (Pi-E; 292 ), dicyanoisophorones ( 293 ), a hydroxynaphthylbenzothiazole (BTNP; 294 ), a hemicyanine (NIR-Cu; 295 ), a BF 2 –curcumin ( 296 ), a tricyanofuran ( 297 ), a dicyanomethylenepyran (DCM-P; 298 ), and a rhodol ( 299 ) . Heffern and colleagues used a similar picolinate caging group for nanoluciferase-based detection of extracellular Cu(II) .…”

Section: Fluorescent Sensors For Coppermentioning

confidence: 99%

Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals

Grover,

Koblova,

Pezacki

et al. 2024

Chem. Rev.

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Although transition metals constitute less than 0.1% of the total mass within a human body, they have a substantial impact on fundamental biological processes across all kingdoms of life. Indeed, these nutrients play crucial roles in the physiological functions of enzymes, with the redox properties of many of these metals being essential to their activity. At the same time, imbalances in transition metal pools can be detrimental to health. Modern analytical techniques are helping to illuminate the workings of metal homeostasis at a molecular and atomic level, their spatial localization in real time, and the implications of metal dysregulation in disease pathogenesis. Fluorescence microscopy has proven to be one of the most promising non-invasive methods for studying metal pools in biological samples. The accuracy and sensitivity of bioimaging experiments are predominantly determined by the fluorescent metal-responsive sensor, highlighting the importance of rational probe design for such measurements. This review covers activity-and binding-based fluorescent metal sensors that have been applied to cellular studies. We focus on the essential redox-active metals: iron, copper, manganese, cobalt, chromium, and nickel. We aim to encourage further targeted efforts in developing innovative approaches to understanding the biological chemistry of redox-active metals. CONTENTS5908 8.2. Activity-Based Fluorescent Sensors for Ni(II) 5911 9. Outlook 5911 Author Information 5912 Corresponding Authors 5912

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“…[19][20][21] To solve this problem, the development of reaction-based fluorescent probes is a desirable solution. Although many fluorescent probes for the sensing of Cu 2+ are based on hydrolysis of a picolinate group, [22][23][24][25][26] hydrolysis of a hydrazide group, [27][28][29][30][31][32] and click chemistry, 33,34 there is still great demand to design new fluorescent probes for copper-ion-sensing with new recognition sites or sensing mechanisms.…”

Section: Introductionmentioning

confidence: 99%

A highly selective fluorescent probe for the sensing of Cu²⁺ based on the hydrolysis of a quinoline-2-carboxylate and its application in cell imaging

You

Zhuo

Feng

et al. 2020

Journal of Chemical Research

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A highly selective OFF–ON fluorescent probe is developed for the sensing of Cu2+ based on the hydrolysis of a quinoline-2-carboxylate moiety. The probe is weakly fluorescent due to esterification of the phenolic group. Upon treatment with 1 equiv. of Cu2+, the probe exhibits strong fluorescence at 570 nm. The probe also exhibits high selectivity for Cu2+ over other cations with a low detection limit of 0.2 μM, which is sensitive enough to meet the standard of the World Health Organization for Cu2+ in drinking water (30 μM). Moreover, the probe shows a very low cell cytotoxicity, and imaging experiments demonstrate that the probe can be used for the sensing of Cu2+ in living cells.

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A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu 2+ detection

Cited by 33 publications

References 61 publications

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals

A highly selective fluorescent probe for the sensing of Cu²⁺ based on the hydrolysis of a quinoline-2-carboxylate and its application in cell imaging

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A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu 2+ detection

Cited by 33 publications

References 61 publications

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Luminescent Covalent Organic Frameworks for Biosensing and Bioimaging Applications

Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals

A highly selective fluorescent probe for the sensing of Cu2+ based on the hydrolysis of a quinoline-2-carboxylate and its application in cell imaging

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A highly selective fluorescent probe for the sensing of Cu²⁺ based on the hydrolysis of a quinoline-2-carboxylate and its application in cell imaging