Developing NIR xanthene-chalcone fluorophores with large Stokes shifts for fluorescence imaging.
Analyst
; 149(12): 3372-3379, 2024 Jun 10.
Article
in En
| MEDLINE
| ID: mdl-38712551
ABSTRACT
A series of novel near-infrared (NIR) xanthene-chalcone fluorophores were constructed through a modular synthesis with the electron-donating xanthene moiety and the electron-withdrawing chalcone moiety. These fluorophores are convenient for fluorescence imaging in living cells, benefiting from their NIR emissions (650-710 nm), large Stokes shifts (>100 nm), moderate quantum yields and low cytotoxicity. The substituted hydroxyl group of the xanthene-chalcone fluorophore HCA-E facilitates the development of multifunctional fluorescent probes. As an example, a highly sensitive and selective probe N-HCA-E for glutathione (GSH) detection was developed based on the fluorophore HCA-E. A 4-nitrobenzenesulfonyl (4-Ns) group was introduced to cage the hydroxyl group of HCA-E, which was used as a selective recognition site for the thiol of GSH and an effective fluorescence quencher. Probe N-HCA-E revealed NIR "turn-on" fluorescence (709 nm) for endogenous and exogenous GSH detection in lysosomes with a large Stokes shift (129 nm) and high anti-interference ability.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Xanthenes
/
Optical Imaging
/
Fluorescent Dyes
/
Glutathione
Limits:
Humans
Language:
En
Journal:
Analyst
Year:
2024
Type:
Article