| Autor: |
S V; Department of Chemistry, Christ University, Hosur Road, Bangalore, Karnataka, 560029, India. avijitkumar.das@christuniversity.in., Das AK; Department of Chemistry, Christ University, Hosur Road, Bangalore, Karnataka, 560029, India. avijitkumar.das@christuniversity.in., Bylappa Y; Department of Life Science, Christ University, Hosur Road, Bangalore, Karnataka, India, 560029., Nag A; Department of Life Science, Christ University, Hosur Road, Bangalore, Karnataka, India, 560029., Dolai M; Department of Chemistry, Prabhat Kumar College, Purba Medinipur, Contai, 721404, WB, India. |
| Abstrakt: |
A multifunctional rhodamine derivative containing azo-salicylaldehyde (BBS) was designed and synthesized as a colorimetric and fluorescence turn-on probe for the selective detection of copper cations (Cu 2+ ) and hypochlorite anions (OCl - ) in aqueous media. In the presence of Cu 2+ , the probe BBS exhibited turn-on absorption and fluorescence change at 554 nm and 585 nm, respectively. The binding mechanism of BBS with Cu 2+ induces the opening of a spirolactam ring in the rhodamine moiety by the formation of a metal-ligand complex, achieving 10-fold enhancement in fluorescence and quantum yield, along with a binding constant of 1 × 10 4 M -1 and a detection limit of 2.61 μM. Addition of OCl - enhanced the absorbance and fluorescence intensities at 520 nm and 575 nm, respectively. The probe BBS underwent hypochlorite-mediated oxidation, followed by hydrolysis, resulting in the formation of rhodamine B itself, which is detectable by the naked eye via the color and fluorescence enhancement by 11-fold with a high quantum yield and a detection limit of 1.96 μM. For practical applications, sensor BBS can be used to detect Cu 2+ in water samples and on cotton swabs. For biological applications, the interaction of the BBS-Cu(II) complex with transport proteins such as bovine serum albumin (BSA) and ct-DNA was investigated through UV-vis and fluorescence titration experiments. Additionally, the structural optimization of BBS and the BBS-Cu(II) complex was demonstrated using DFT, and the interactions of the BBS-Cu(II) complex with BSA and ct-DNA were analysed through theoretical docking studies. Bioimaging studies were conducted by capturing fluorescence images of BBS with Cu 2+ and OCl - in a physiological medium containing living plant tissue using green gram seeds. |
