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Synthesis, Characterization, and BSA Binding Properties of Carboxylated Merocyanine-Based Fluorophores.
ACS Omega
December 2024
Universidade do Extremo Sul Catarinense (UNESC), Av. Universitária, 1105, Criciúma CEP 88806-000, SC, Brazil.
This study describes the synthesis of new carboxylated merocyanine dyes by Knoevenagel condensation between 4-carboxybenzaldehyde and indolium/benzoindolium- and benzothiazolium-based coupling compounds. The condensations were performed in the presence of ammonium acetate, and the products were obtained in good yields after simple purification. These merocyanines exhibit UV-A-to-blue absorption and blue-to-green fluorescence emission, characterized by relatively large Stokes shift values (∼5000 cm).
View Article and Find Full Text PDFNeutral Cyanine: Ultra-Stable NIR-II Merocyanines for Highly Efficient Bioimaging and Tumor-Targeted Phototheranostics.
Adv Mater
August 2024
College of Pharmaceutical Sciences, Soochow University, Suzhou, 215123, P. R. China.
Fluorescence imaging (FLI)-guided phototheranostics using emission from the second near-infrared (NIR-II) window show significant potential for cancer diagnosis and treatment. Clinical imaging-used polymethine ionic indocyanine green (ICG) dye is widely adopted for NIR fluorescence imaging-guided photothermal therapy (PTT) research due to its exceptional photophysical properties. However, ICG has limitations such as poor photostability, low photothermal conversion efficiency (PCE), short-wavelength emission peak, and liver-targeting issues, which restrict its wider use.
View Article and Find Full Text PDFDensity functional theory (DFT) is the workhorse of computational quantum chemistry. One of its main limitations is that choosing the right functional is a non-trivial task left for human experts. The choice is particularly hard for excited state calculations when using its time-dependent formulation (TD-DFT).
View Article and Find Full Text PDFIs this how bromine spiropyran salt is converted to merocyanine under UV irradiation? A look through the prism of quantum chemical calculations.
Phys Chem Chem Phys
March 2024
Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre, Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa, Russia.
The stability of merocyanine forms formed under UV irradiation of a solution of a spiropyran salt, in which an organic part acts as a cation and a compact bromide ion as an anion, their photophysical properties, and the formation mechanism are studied in this work using time-dependent density functional theory. Theoretical calculations show that TTC and CTT are the most stable open forms (the difference in stability energies is 10.5 and 12.
View Article and Find Full Text PDFSynthesis and Photophysical Properties of Luminescent Phenothiazinyl Merocyanine Substituted Polyacetylenes.
Angew Chem Int Ed Engl
January 2024
Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany.
A new generation of soluble phenothiazinyl merocyanine substituted polyacetylenes can be readily synthesized by rhodium-catalyzed polymerization of the corresponding 3-ethynyl phenothiazines, accessible by Sonogashira coupling and Knoevenagel condensation. UV/Vis and fluorescence spectroscopy of 7-acceptor-substituted phenothiazinyl polyacetylenes reveal that these polyacetylenes with conjugatively ligated merocyanines are luminescent in solution with positive emission solvatochromism and, in some cases, with distinct solid-state luminescence.
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