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Epicocconone–Hemicyanine Hybrids: Near Infrared Fluorophores for Protein Staining and Cell Imaging
Author(s) -
Karuso Peter,
Loa Kum Cheung Wendy,
Peixoto Philippe A.,
Boulangé Agathe,
Franck Xavier
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201604698
Subject(s) - fluorescence , moiety , infrared , absorption (acoustics) , staining , near infrared spectroscopy , fluorophore , confocal , wavelength , materials science , microscopy , stokes shift , chemistry , biophysics , optics , optoelectronics , organic chemistry , biology , physics , composite material , genetics
The development of new near infrared (NIR) dyes is crucial for diverse applications and especially bioimaging, as they absorb and emit light in the “therapeutic window“ (650–950 nm). We report here a new family of NIR fluorophores that has been obtained by hybridising hemicyanines with epicocconone. Emission wavelengths of these hybrid dyes is in the range 715–795 nm and is combined with large Stokes’ shifts (75–95 nm). The absorption and emission wavelength can be modulated according to the hemicyanine moiety and adding sulfonic acid moieties enhances water solubility. We demonstrate their application in the sensitive detection of proteins in gel electrophoresis and the staining of specific cellular organelles in confocal microscopy. These results are particularly encouraging and bring forward a new fluorescent skeleton for chemical biology.