Midya, Ganesh Chandra ; Paladhi, Sushovan ; Bhowmik, Sudipta ; Saha, Subhadeep ; Dash, Jyotirmayee (2013) Design and synthesis of an on–off “click” fluorophore that executes a logic operation and detects heavy and transition metal ions in water and living cells Organic and Biomolecular Chemistry, 11 (18). p. 3057. ISSN 1477-0520
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Official URL: http://doi.org/10.1039/C3OB40075A
Related URL: http://dx.doi.org/10.1039/C3OB40075A
Abstract
We have designed and synthesized a novel fluorescent molecular probe using the Cu(I)-catalyzed Huisgen cycloaddition of 1,3-diethynyl-6-fluoroisoquinoline with 1-(2-azidoethyl)pyrrolidine. This water soluble “click” fluorescent chemosensor displays good sensitivity towards heavy and transition metal ions. It shows pronounced fluorescence enhancement and high selectivity for Zn2+ over other biologically relevant metal ions in water at pH 7.0. The fluorescence response of the bis-triazole derivative in the presence of Zn2+ is switchable and reversible as a function of pH. The chemosensor also exhibits fluorescence quenching with Fe2+ and Cu2+ in water at pH 7.0. A modified YES logic gate property has been proposed using the “turn-on” and “turn-off” behavior of the bis-triazole with Zn2+ and Fe2+. The sensor is cell membrane permeable and applicable for intracellular Zn2+ imaging.
Item Type: | Article |
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Source: | Copyright of this article belongs to Royal Society of Chemistry. |
ID Code: | 126572 |
Deposited On: | 17 Oct 2022 05:48 |
Last Modified: | 17 Oct 2022 05:48 |
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