A simple and easy-to-prepare imidazole-based probe for the selective chromo-fluorogenic recognition of biothiols and Cu(II) in aqueous environments

Okda, Hazem Essam; Sayed, Sameh El; Otri, Ismael; Ferreira, Rosa Cristina Moutinho; Costa, Susana P. G.; Raposo, M. Manuela M.; Martínez‐Máñez, Ramón; Sancenón, Félix

doi:10.1016/j.dyepig.2018.10.017

Cited by 39 publications

(25 citation statements)

References 55 publications

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“…Based on the UV‐titrations, Job plot analysis, ESI‐MS, and 1 H NMR titration, we proposed that BQ might be released from BQ ‐Cu 2+ by demetallation with the formation of GSH‐Cu (Scheme 2). 49 …”

Section: Resultsmentioning

confidence: 99%

Construction of a Quinoline‐based Sequential Functioning Chromogenic Sensor for Copper(II) Ion and Biothiols: Its Application to Test Strips

Park

Kim

2021

Bulletin Korean Chem Soc

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A new compound BQ ((1E,1'E)-N,N'-((1,3-phenylenebis(oxy))bis(3,1-phenylene))bis(1-(quinolin-2-yl) methanimine)) containing quinoline moiety has been developed as a sequential functioning chromogenic sensor for copper(II) ion and biological thiols (GSH, Cys, and Hcy). BQ had a clear chromogenic response toward only copper ion with a red-shifted absorption. Detection limit for copper(II) ion was calculated to be 1.20 μM. Its application was successfully conducted in test strips. The resultant BQ-Cu 2+ complex could detect the biological thiols, showing the color change and blue-shifted absorption via the demetallation of copper(II) ion. The possible binding mechanisms of BQ to copper(II) ion and of BQ-Cu 2+ to biological thiols were understood by UV-vis titrations, Job plot, ESI-MS, and 1 H NMR titrations.

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Section: Resultsmentioning

confidence: 99%

Construction of a Quinoline‐based Sequential Functioning Chromogenic Sensor for Copper(II) Ion and Biothiols: Its Application to Test Strips

Park

Kim

2021

Bulletin Korean Chem Soc

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“…[12][13][14][15][16][17] Many transition metal ions are included in diverse essential biological processes and vital elements in human health. [18] Among the metal ions, silver is one of the precious metal elements, which plays a crucial role as a catalyst, antimicrobial agent against a large number of bacteria, and anti-infective. [19][20][21][22] Though, during such activities, a large amount of silver is released into the environment, which is harmful to aquatic organisms and the human body, causing some disease and water pollution.…”

Section: Introductionmentioning

confidence: 99%

“…[19][20][21][22] Though, during such activities, a large amount of silver is released into the environment, which is harmful to aquatic organisms and the human body, causing some disease and water pollution. [18,23] The excessive intake of silver in the human body causes longterm insoluble precipitates accumulation in the skin and eyes. [24] According to the US environmental protection agency, the acceptable amount of silver ion as a secondary maximum contaminant level in drinking water is 93 μmol/L.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Ag(I)@Fum−Pr−Pyr−Benzimidazole and Its Optical and Catalytic Activities in Click Reactions

et al. 2021

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A hydrophilic fumed silica was used as a support and modified by benzimidazole scaffold, which can be chelate with silver as a highly selective and sensitive receptor to the successive detection of Ag + ion. Fluorescence properties of FumÀ PrÀ PyrÀ Benzimidazole were verified by the addition of various cations in an aqueous medium, and its high selectivity and sensitivity toward Ag + ion was observed. Silver ion was placed onto the Fumed-SiO 2 to prepare Ag(I) @FumÀ PrÀ PyrÀ Benzimidazole catalyst using in click chemistry. A number of characterization analyses were used, including FT-IR, SEM, BET, and EDX, to prove that the Pr-Pyr-Benzimidazole and Ag (I) were homogeneously distributed on the fumedsilica. EDX and SEM analysis were used to characterize the active component distribution.

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“…Excess copper and iron in the body cause cell toxicity, cancer and several neurodegenerative diseases, including Alzheimer's, Parkinson's, Menkes and Wilson. Thus, in recent years, there has been interesting research in the field of the development of colorimetric and/or fluorimetric chemical sensors suitable for the quick and simple detection of important cations for the biological and environmental media [1][2][3][4][5][6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a meso-Anthracene-BODIPY Derivative for Colorimetric Recognition of Cu2+ and Fe3+

Pinto

Gonçalves

Costa

et al. 2020

The 24th International Electronic Conference on Synthetic Organic Chemistry

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Ions exist widely in biological and environmental media, and the scarcity or excess of these species can have adverse consequences. BODIPY dyes appear as heterocyclic organic compounds capable of recognizing metal ions in solution and in cells, through optical signals (colorimetric and/or fluorimetric), and their photophysical properties can be adjusted through the functionalization of the BODIPY core. In continuation of the work developed recently, our research group reports the synthesis of a meso-anthracene-BODIPY derivative and the respective characterization by 1 H and 13 C nuclear magnetic resonance (NMR) and UV-Vis absorption spectroscopies. The preliminary study of the chemosensory capacity of the BODIPY derivative was also carried out in the presence of several cations in acetonitrile solution which shows a selective colorimetric response for Cu 2+ and Fe 3+ .

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A simple and easy-to-prepare imidazole-based probe for the selective chromo-fluorogenic recognition of biothiols and Cu(II) in aqueous environments

Cited by 39 publications

References 55 publications

Construction of a Quinoline‐based Sequential Functioning Chromogenic Sensor for Copper(II) Ion and Biothiols: Its Application to Test Strips

Construction of a Quinoline‐based Sequential Functioning Chromogenic Sensor for Copper(II) Ion and Biothiols: Its Application to Test Strips

Synthesis of Ag(I)@Fum−Pr−Pyr−Benzimidazole and Its Optical and Catalytic Activities in Click Reactions

Synthesis and Characterization of a meso-Anthracene-BODIPY Derivative for Colorimetric Recognition of Cu2+ and Fe3+

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