AI Article Synopsis

  • A series of 6-aryl coumarin dyes were created using a Pd-catalyzed Suzuki cross-coupling method, resulting in satisfactory yields.
  • The dyes displayed significant optical properties, such as a large Stoke shift and interesting fluorescence, which were analyzed through quantum chemical calculations.
  • Experiments showed that the dyes' fluorescence is affected by pH changes and metal ion presence, indicating their potential use as biomarkers in biological imaging of living and fixed cells.

Article Abstract

A series of 6-aryl coumarin dyes were synthesized in satisfactory yields by Pd-catalyzed Suzuki cross-coupling reactions with a panel of boronic acids and coumarin bromides. Photophysical studies highlighted a large Stoke shift and interesting fluorescence quantum yield for these compounds. Optical properties were also investigated with the aid of quantum chemical calculations. The treatment of selected coumarin dyes with increasing amounts of trifluoroacetic acid showed that their fluorescence can be strongly influenced by pH (fluorescence quenching at high acid concentrations), while the addition of Fe and Al metal ions allowed to highlight dichotomous behavior with the corresponding reduction in fluorescence with the increase of [Fe] or [Al]. Finally, biological assays and fluorescence microscopy imaging investigations indicated that these compounds can be used as potential biomarkers in living and fixed cells.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8675031PMC
http://dx.doi.org/10.1021/acsomega.1c04810DOI Listing

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