A novel pyrrole fused coumarin based highly sensitive and selective fluorescence chemosensor for detection of Cu2+ ions and applications towards live cell imaging

Mukherjee, Sayan; Hazra, Subhenjit; Chowdhury, Sourav; Sarkar, Soumen; Chattopadhyay, Krishnananda; Pramanik, Animesh

doi:10.1016/j.jphotochem.2018.07.004

Cited by 39 publications

(24 citation statements)

References 58 publications

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“…That phenomenon was attributed to the paramagnetic properties of those ions, which would increase the fluorescence intensity of L−Cu 2+ system. All results indicate that the prepared probe L with efficient selectivity for Cu 2+ …”

Section: Resultsmentioning

confidence: 99%

“…Even though some advancements have been made in designing and applying molecule‐based fluorescent probes, high response, high sensitivity and dual‐functional probes are still requirement for practical utilization . Therefore, it is urgent to develop a fluorescent probe that has the characteristics of simple synthesis, fast response, high sensitivity, and can meet the dual‐function identification requirements …”

Section: Introductionmentioning

confidence: 99%

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A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

et al. 2020

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A high-efficiency dual-functional on-off-on fluorescence probe: 2'-4'-dihydroxydiphenyl-8-formyl-7-hydroxycoumarin hydrazine (L) based on photoelectron transfer mechanism (PET) was designed and synthesized, and its ion recognition characteristics were fully studied by spectroscopy. As expected, probe L shows highly sensitive to Cu 2 + in EtOH-HEPES (20 mM v/v, 80 : 20, pH = 7.40) solution, and its detection limit up to 6.14 × 10 À 7 M. The stoichiometric ratio of LÀ Cu 2 + complex was determined as 1 : 1 based on 1 H NMR titration and ESI-MS. Meanwhile, the resulted LÀ Cu 2 + complex shows good selectivity for the phosphoric acid family anion (H 2 PO 4 À , HPO 4 2À and PO 4 3À ), which denote probe L the dual-function in rapid detection of Cu 2 + and phosphate family's ions. Scheme 1. Synthesis of probe L. (a) NH 2 -NH 2 , MeOH, room temperature, 24 h. (b) Hexamethylenetetramine, HOAc, 90°C, 8 h. (c) MeOH, room temperature, 10 h.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

et al. 2020

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“…13,14 On the contrary, chemosensors have received much attention because it could overcome those defects. 15−17 It is easy-to-handle, cheap, and sensitive. 18,19 Especially, chemosensors using fluorescence could be applied for real-time bioimaging of various analytes.…”

Section: Introductionmentioning

confidence: 99%

“…Many chemosensors with a variety of chromophores and fluorophores have been used to detect Cu 2+ , such as BODIPY, 20,21 rhodamine, 19,22 coumarin, 15,23 benzimidazole, 24−26 and naphthalimide. 27,28 The dansyl moiety is also used as a fluorophore of chemosensors for sensing various metal ions including Cu 2+ because of its high quantum yield.…”

Section: Introductionmentioning

confidence: 99%

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu²⁺ in Aqueous Solution and Zebrafish

et al. 2019

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A new dansyl-based chemosensor (2-(4-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)piperazin-1-yl)- N -(quinolin-8-yl)acetamide) ( DC) for detecting Cu 2+ was synthesized and characterized. DC showed great selectivity to Cu 2+ by a fluorescent “on–off” detection method. Job plot, ESI-mass spectroscopy, and 1 H NMR titration suggested a 1 to 1 binding mode between DC and Cu 2+ . The detection limit was determined to be 43 nM, which is greatly below the WHO guidelines. In addition, DC can be applied to real samples and zebrafish imaging. The fluorescence quenching mechanism was proposed as the enhancement of intramolecular charge transfer with calculations.

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“…Also, coumarin building block has significant optical properties and biological activities . Thus, numerous coumarin derivatives have been synthesized and investigated in various fields including nanotechnology, optical devices, drug discovery and design, dyes, photochemistry and monitoring of species in various samples …”

Section: Introductionmentioning

confidence: 99%

Double Brønsted Acidic Media Immobilized on Carbonized Sugarcane Bagasse (CSCB) as a New and Efficient Solid Acid Catalyst for the Synthesis of Coumarins, Dicoumarols and Xanthenes

Rostami

Zare

2019

ChemistrySelect

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This work is the first report on use of carbonized sugarcane bagasse as a carbon bed for a double Brønsted acidic ionic liquid for the synthesis of a new functionalized solid acid catalyst. Immobilization of hydrogen sulfate was performed from the reaction of 3‐amino propyltriethoxysilane with carbonized bagasse and sulfonation of amine groups using sulfuric acid. Thus, ammonium hydrogen sulfate supported sugarcane bagasse (AHS@CSCB) was prepared. The catalyst (AHS@CSCB) was fully characterized by FT‐IR, XRD, TGA, FE‐SEM, elemental‐mapping and EDX techniques. Also, the surface acidity of catalyst was studied by Hammett function. Catalytic properties of the synthesized catalyst were examined in the synthesis of coumarins, dicoumarols and dibenzoxanthenes. All of the products were obtained with high yields in short reaction times and solvent‐free conditions and characterized with 1H and 13CNMR or previously reported products were examined by comparison with reported melting points. Some of the advantages of our method are simple preparation of catalyst and safe handling, very low cost of support and its abundance, high products yield, catalyst recyclability, solvent‐free and easy workup.

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A novel pyrrole fused coumarin based highly sensitive and selective fluorescence chemosensor for detection of Cu2+ ions and applications towards live cell imaging

Cited by 39 publications

References 58 publications

A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu²⁺ in Aqueous Solution and Zebrafish

Double Brønsted Acidic Media Immobilized on Carbonized Sugarcane Bagasse (CSCB) as a New and Efficient Solid Acid Catalyst for the Synthesis of Coumarins, Dicoumarols and Xanthenes

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A novel pyrrole fused coumarin based highly sensitive and selective fluorescence chemosensor for detection of Cu2+ ions and applications towards live cell imaging

Cited by 39 publications

References 58 publications

A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

A Dual‐Functional “On‐Off‐On” Relay Fluorescent Probe for the Highly Sensitive Detection of Copper(II) and Phosphate Ions

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu2+ in Aqueous Solution and Zebrafish

Double Brønsted Acidic Media Immobilized on Carbonized Sugarcane Bagasse (CSCB) as a New and Efficient Solid Acid Catalyst for the Synthesis of Coumarins, Dicoumarols and Xanthenes

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Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu²⁺ in Aqueous Solution and Zebrafish