AIE-active Cyclen-BODIPYs as multiresponsive fluorescent probes for imaging in biological samples: Design and comprehensive study.

Fiche publication

Date publication

mai 2025

Journal

Talanta

Auteurs

Membres identifiés du Cancéropôle Est :
Pr DENAT Franck

Tous les auteurs :
Uvarov DY, Sapoletova NA, Kushnir SE, Selektor SL, Golovanov IS, Chursin AY, Scherbakov AM, Salnikova DI, Kopnin PB, Kolotyrkina NG, Fakhrutdinov A, Malakhova V, Sibgatullina G, Samigullin D, Zavarzin IV, Goze C, Denat F, Volkova YA

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/40373581

Résumé

The aggregation-induced emission (AIE) effect opens up new opportunities and prospects for the development of organic light-emitting materials. By exploiting the intrinsic ability of boron-dipyrromethenes (BODIPYs) to form aggregates, we rationally designed water-soluble AIE-active dyes derived from BODIPY fluorophores by their modification with azamacrocyclic units. The most AIE-active cyclen-BODIPY derivatives 5a and 8a showed high fluorescence quantum yields and they were found to be sensitive to water content, viscosity, pH, and temperature with a "turn-on" fluorescence response. The DLS and SEM results showed that these compounds exist as nanoscale aggregates in aqueous solutions. A possible molecular arrangement of dye 5a in aggregates was rationalized using TD-DFT calculations. The biologically relevant metal ions, such as Li, K, Na, and Mg, have no pronounced effect on absorption and emission spectra of the dyes 5a and 8a. In vitro confocal microscopy studies in HeLa cells demonstrated that dyes 5a and 8a successfully permeated the cell membrane and selectively labeled lysosomes. These findings suggest that cyclen-BODIPY derivatives hold promise for investigating lysosomal dynamics and function in living cells via fluorescence imaging.