Chemosensors
(Jan 2022)
Rational Design and Synthesis of Large Stokes Shift 2,6-Sulphur-Disubstituted BODIPYs for Cell Imaging
Abigail E. Reese,
Charles Lochenie,
Ailsa Geddis,
Luana A. Machado,
Marcos C. de Souza,
Flávia F. C. Marques,
Carlos A. de Simone,
Marcos M. Gouvêa,
Leandro F. Pedrosa,
Eufrânio N. da Silva Júnior,
Marc Vendrell
Affiliations
Abigail E. Reese
UoE Centre for Inflammation Research, The University of Edinburgh, Edinburgh EH16 4TJ, UK
Charles Lochenie
UoE Centre for Inflammation Research, The University of Edinburgh, Edinburgh EH16 4TJ, UK
Ailsa Geddis
UoE Centre for Inflammation Research, The University of Edinburgh, Edinburgh EH16 4TJ, UK
Luana A. Machado
Institute of Chemistry, Fluminense Federal University, Niterói 24020-141, RJ, Brazil
Marcos C. de Souza
Institute of Chemistry, Fluminense Federal University, Niterói 24020-141, RJ, Brazil
Flávia F. C. Marques
Institute of Chemistry, Fluminense Federal University, Niterói 24020-141, RJ, Brazil
Carlos A. de Simone
Institute of Physics, University of São Paulo, São Carlos 13560-160, SP, Brazil
Marcos M. Gouvêa
Institute of Chemistry, Fluminense Federal University, Niterói 24020-141, RJ, Brazil
Leandro F. Pedrosa
Institute of Chemistry, Fluminense Federal University, Niterói 24020-141, RJ, Brazil
Eufrânio N. da Silva Júnior
Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, Belo Horizonte 31270-901, MG, Brazil
Marc Vendrell
UoE Centre for Inflammation Research, The University of Edinburgh, Edinburgh EH16 4TJ, UK
DOI
https://doi.org/10.3390/chemosensors10010019
Journal volume & issue
Vol. 10,
no. 1
Abstract
Read online
Five new disubstituted 2,6-thioaryl-BODIPY dyes were synthesized via selective aromatic electrophilic substitution from commercially available thiophenols. The analysis of the photophysical properties via absorption and emission spectroscopy showed unusually large Stokes shifts for BODIPY fluorophores (70–100 nm), which makes them suitable probes for bioimaging. Selected compounds were evaluated for labelling primary immune cells as well as different cancer cell lines using confocal fluorescence microscopy.
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