51. Highly selective, sensitive and biocompatible rhodamine-based isomers for Al3+ detection: A comparative study.
- Author
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Ghosh, Sneha, Mahato, Shephali, Dutta, Tiasha, Ahamed, Zisan, Ghosh, Pritam, and Roy, Partha
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RHODAMINE B , *ISOMERS , *RHODAMINES , *CELL imaging , *METAL detectors , *CHEMICAL processes , *METAL ions - Abstract
[Display omitted] • Two rhodamine dyes with 2-allyloxy- and 4-allyloxy- benzaldehyde were developed. • Both of them detected Al3+ ion with high selectivity. • Increment in fluorescence at 550 nm and absorbance at 530 nm occurred with Al3+. • LOD values (∼1.0 nM) for Al3+ lower compared to the reported values. • Both of these probes were used to image the cation in C6 cells. Selective detection of a metal ion with high selectivity is of great importance to understand its existence and its role in many chemical and biological processes. We report here the synthesis, characterization and Al3+ sensing properties of two rhodamine-based isomers, (E)-2-((2-(allyloxy)benzylidene)amino)ethyl)-3′,6′-bis(ethylamine)-2′,7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one (L-2-oxy) and (E)-2-((4-(allyloxy)benzylidene)amino)ethyl)-3′,6′-bis(ethylamine)-2′,7′-dimethylspiro[isoindoline-1,9′-xanthen]-3-one (L-4-oxy). L-2-oxyand L-4-oxy show pink coloration, significant enhancement in absorbance at 530 nm and fluorescence intensity at 553 nm in the presence of Al3+ among several cations. Quantum yield and lifetime of the probes increase in the presence of Al3+. LOD values have been determined as low as ∼1.0 nM for both the isomers. DFT study suggests that the cation induces opening of spirolactam ring resulting in the changes of the rhodamine dyes. Additional reason could be Chelation Enhanced Fluorescence (CHEF) effect due to the subsequent chelation of the metal ion. Between two isomers, L-2-oxy displays better sensing ability towards Al3+ in terms of fluorescence enhancement, limit of detection, lifetime enhancement. Both the probes have been utilized in cell imaging studies using rat skeletal myoblast cell line (L6 cell line). [ABSTRACT FROM AUTHOR]
- Published
- 2024
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