Background: Selective imaging of lysosomes by fluorescence microscopy using specific fluorescent probes allows the study of biological processes and it is potentially useful also for diagnosis. Lysosomes are involved in numerous physiological processes, such as bone and tissue remodeling, plasma membrane repair, and cholesterol homeostasis, along with cell death and cell signaling. Despite the great number of dyes available today on the market, the search for new fluorescent dyes easily up-taken by cells, biocompatible and bearing bright and long-lasting fluorescence is still a priority.
Methods: Two thiophene-based fluorescent dyes, TC1 and TC2, were synthetized as lysosome-specific probes.
Results: The new dyes showed high selectivity for fluorescent staining and imaging of lysosomes and disclosed high photostability, low toxicity and pH insensitivity in the range 2-10.
Conclusions: The TC dyes exhibited high co-localization coefficients (>95%) and moderate quantum yields. They showed high biocompatibility and long-term retention, important features for biological applications.
General Significance: The results of the present work disclose a new class of organic dyes with potential wide applications as specific and efficient lysosome probes in the study of various biological processes.
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http://dx.doi.org/10.1016/j.bbagen.2014.10.010 | DOI Listing |
J Biol Chem
November 2024
Department of Physics, Chemistry and Biology, Linköping University, Linköping, Sweden. Electronic address:
Different types of deposits comprised of amyloid-β (Aβ) peptides are one of the pathological hallmarks of Alzheimer's disease (AD) and novel methods that enable identification of a diversity of Aβ deposits during the AD continuum are essential for understanding the role of these aggregates during the pathogenesis. Herein, different combinations of five fluorescent thiophene-based ligands were used for detection of Aβ deposits in brain tissue sections from transgenic mouse models with aggregated Aβ pathology, as well as brain tissue sections from patients affected by sporadic or dominantly inherited AD. When analyzing the sections with fluorescence microscopy, distinct ligand staining patterns related to the transgenic mouse model or to the age of the mice were observed.
View Article and Find Full Text PDFChemistry
November 2024
Main group Organometallics Optoelectronic Materials and Catalysis lab, Department of Chemistry, National Institute of Technology, Calicut, 673601, India.
In this study, we report the design and synthesis of two novel carbazole-based bis-cyanostilbenes incorporating phenyl and thiophene π-spacer units to investigate their distinct impacts on photophysical properties. Notably, the thiophene-based derivative exhibits remarkable far-red/near-infrared (NIR) solid-state emission, with an emission peak at 732 nm, which shifts to 750 nm upon mechanical grinding, demonstrating pronounced mechanochromic fluorescence in the NIR region. Although its quantum yield is moderate, the ability to modulate its emission through mechanical stimuli opens exciting opportunities for stimuli-responsive NIR applications.
View Article and Find Full Text PDFDalton Trans
January 2025
Jiangsu Co-innovation Center of Efficient Processing and Utilization of Forest Resources, Key Laboratory of Forestry Genetics & Biotechnology of Ministry of Education, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, P. R. China.
Four BODIPY dyes (6a-6d) with electron-donating or electron-withdrawing groups at the -position were synthesized by the Sonogashira coupling reaction of 2,5-diethynylthieno[3,2-]thiophene with mono-iodo-BODIPY moieties. All compounds were fully characterized by H NMR and MALDI-TOF MS. Their photophysical and electrochemical properties were studied by UV-visible absorption spectroscopy, steady-state and time-resolved fluorescence spectroscopy, two-photon excitation spectroscopy and cyclic voltammetry.
View Article and Find Full Text PDFRSC Adv
November 2024
Department of Chemistry, Faculty of Science, Masaryk University Kotlářská 2 CZ 611 37 Brno Czech Republic
We report the design, synthesis, electrochemical, UV-vis, fluorescence, and computational study of nine π-linked donor-acceptor (D-π-A) chromophores. The series of novel compounds comprises a terphenyl, terthiophene, or 2,5-diphenyl thiophene linker, with one electron-donating group (methyl or ,-diethyl) and one electron-withdrawing group (nitrone, formyl, or dicyanovinyl) at opposite ends of the molecule. The HOMO-LUMO gaps were determined cyclic voltammetry and found to correspond well to DFT-calculated values.
View Article and Find Full Text PDFThiophene-based nanoparticles (TNPs) are promising therapeutic and imaging agents. Here, using an innovative phage-templated synthesis, a strategy able to bypass the current limitations of TNPs in nanomedicine applications is proposed. The phage capsid is decorated with oligothiophene derivatives, transforming the virus in a 1D-thiophene nanoparticle (1D-TNP).
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