Volume 3, 2024

Synthesis and characterization of a rhodamine derivative as a selective switch-on fluorescent sensor for Cu2+ ions in aqueous PBS buffer and living cells

Abstract

A novel rhodamine-based receptor molecule (L1) was synthesized via the reaction between rhodamine hydrazide and acetylacetone. Several spectroscopic methods, viz., FTIR spectroscopy, 1H NMR and 13C NMR, and ESI-MS, were used to characterize the receptor molecule (L1). The L1 demonstrated turn-on response towards Cu2+ ions out of 18 different metal ions studied in an aqueous buffer at pH 7.4 with a minimum detection limit of 3.58 × 10−8 M. The binding interaction between L1 and Cu2+ ions was shown by absorbance studies, wherein isosbestic points were observed at 286 and 329 nm. Job's plots indicate the formation of a 1 : 1 complex between L1 and Cu2+ ions. Additionally, DFT simulations show a strong interaction between the Cu2+ ions and the receptor L1, and TD-DFT investigations show an optical absorption shift in favor of a longer wavelength in the {L1 + Cu2+} complex. Further, the biological applicability of L1 for the in vitro detection of Cu2+ ions in L929 and HeLa living cells was demonstrated. These findings illustrated that L1 could be used to detect Cu2+ ions in environmental and biologically relevant media.

Graphical abstract: Synthesis and characterization of a rhodamine derivative as a selective switch-on fluorescent sensor for Cu2+ ions in aqueous PBS buffer and living cells

Supplementary files

Article information

Article type
Paper
Submitted
30 Oct 2023
Accepted
20 Jan 2024
First published
14 Feb 2024
This article is Open Access
Creative Commons BY-NC license

Sens. Diagn., 2024,3, 412-420

Synthesis and characterization of a rhodamine derivative as a selective switch-on fluorescent sensor for Cu2+ ions in aqueous PBS buffer and living cells

M. Prajapati, N. Pandey, S. Kalla, S. Bandaru and A. Sivaiah, Sens. Diagn., 2024, 3, 412 DOI: 10.1039/D3SD00291H

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