ItemArticle

Fluorescence switching via competitive ESIPT and spirolactam ring opening in a multifunctional rhodamine B probe for selective detection of Cu2+ and OCl?: theoretical insights with anticancer and biosensor activity

Title
Fluorescence switching via competitive ESIPT and spirolactam ring opening in a multifunctional rhodamine B probe for selective detection of Cu2+ and OCl?: theoretical insights with anticancer and biosensor activity
Creator
Vishnu, S.; Das, Avijit Kumar; Karan, Gouri; Choudhury, Sujata Maiti
Description
A multifunctional ESIPT-based rhodamine-derived probe (BHS) was synthesized and developed as a colorimetric and fluorometric sensor for the selective detection of copper (Cu2+) and hypochlorite (OCl?) in aqueous solutions. Initially, BHS exhibits intense whitish blue fluorescence due to the active excited-state intramolecular proton transfer (ESIPT) mechanism within the molecule. However, upon interaction with Cu2+ and OCl?, noticeable changes in absorption and fluorescence occur, attributed to the inhibition of ESIPT resulting from analyte binding with BHS, leading to spirolactam ring opening. Furthermore, significant Stokes shifts in absorption (?? = 34 nm and 170 nm for Cu2+, and 163 nm for OCl?) and emission (?? = 67 nm for both Cu2+ and OCl?) further confirm this transformation. The spirolactam ring opening is induced by Cu2+ coordination, whereas for OCl?, it is triggered by oxidative cleavage. To explore potential biological applications, fluorescence titration experiments were conducted to study the interactions of the BHS-Cu2+ complex with ct-DNA and the transport protein bovine serum albumin (BSA). Additionally, molecular docking studies were performed to assess these interactions, while DFT calculations were employed to optimize the structures of BHS and its Cu2+ complex. The fluorescence changes of BHS in the presence of Cu2+ and OCl? in biological samples have been examined by the anticancer and biosensor activity of BHS in HCT-116 colorectal cancer cells. 2025 RSC.
Source
Materials Advances;Volume;6;Issue;13;pp.4499-4512
Date
01-01-2025
Publisher
Royal Society of Chemistry
Coverage
Vishnu S., Department of Chemistry, Christ University, Hosur Road, Karnataka, Bangalore, 560029, India; Das A.K., Department of Chemistry, Christ University, Hosur Road, Karnataka, Bangalore, 560029, India; Karan G., Cancer Nanotherapeutics Laboratory, Biochemistry, Molecular Endocrinology and Reproductive Physiology Division, Department of Human Physiology, Vidyasagar University, West Bengal, Midnapore, 721102, India; Choudhury S.M., Cancer Nanotherapeutics Laboratory, Biochemistry, Molecular Endocrinology and Reproductive Physiology Division, Department of Human Physiology, Vidyasagar University, West Bengal, Midnapore, 721102, India
Rights
All Open Access; Gold Open Access
Relation
ISSN: 26335409;
Format
online
Language
English
Type
Article

Citation

Vishnu, S.; Das, Avijit Kumar; Karan, Gouri; Choudhury, Sujata Maiti, “Fluorescence switching via competitive ESIPT and spirolactam ring opening in a multifunctional rhodamine B probe for selective detection of Cu2+ and OCl?: theoretical insights with anticancer and biosensor activity,” CHRIST (Deemed To Be University) Institutional Repository, accessed June 18, 2026, https://archives.christuniversity.in/items/show/22557.

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