Click-ready iridium( iii ) complexes as versatile bioimaging probes for bioorthogonal metabolic labeling
Year: 2024
Type: article
Abstract: Herein, we report the synthesis, photophysical characterization and validation of iridium(III)- polypyridine complexes functionalized for click chemistry and bioorthogonal chemistry, as well as their versatile applications as probes in bioimaging studies exploiting metabolic labeling of intracellular glycoconjugates. The designed dyes are conjugated to chemical reporters in a specific manner within cells by CuAAC ligation and display attractive photophysical properties in the UV-visible range. They are indeed highly photostable and emit in the far-red to near-IR region with long lifetimes and large Stokes shifts. We demonstrate that they can be efficiently used to monitor nascent sialylated glycoconjugates in bioorthogonal MOE studies with a varied panel of optical and non-optical techniques, namely conventional UV-Vis laser scanning confocal microscopy (for routine purposes), UV-Vis time-resolved luminescence imaging (for specificity and facilitated multiplexing with nano- environment sensitivity), synchrotron radiation based X-ray Fluorescence nanoimaging (for high resolution, elemental mapping and quantification in situ) and inductively coupled plasma mass spectrometry (for routine quantification on cell populations with high statistical confidence). The synthesized Ir(III) complexes were utilized in single labeling experiments, as well as in dual click- labeling experiments utilizing two distinct monosaccharide reporters relevant to the same metabolic pathway.
Source: RSC Chemical Biology
DOI: 10.1039/d4cb00255e
Institutions: Centre National de la Recherche Scientifique, Université de Lille, Unité de Glycobiologie Structurale et Fonctionnelle, Laboratoire de Spectroscopie pour les Interactions, la Réactivité et l'Environnement, Technical University of Denmark, Inserm, European Synchrotron Radiation Facility, Synchrotron Radiation for Biomedicine, Université Grenoble Alpes, Institut de Chimie des Substances Naturelles, Université Paris-Saclay, Institut Pasteur de Lille, Centre Hospitalier Universitaire de Lille, Plateformes Lilloises en Biologie et Santé, École Polytechnique, Institut Polytechnique de Paris
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $1,962
Funders: Human Frontier Science Program, Université Grenoble Alpes, Université de Lille, Human Frontier Science Program, Agence Nationale de la Recherche, European Synchrotron Radiation Facility, Institut National de la Santé et de la Recherche Médicale, Centre National de la Recherche Scientifique, Danmarks Tekniske Universitet, Université Paris-Saclay
Awards: Bioorthogonal Iridium probes for Glycan Time-Resolved photoluminEscence and Xray nanoimaging, G339802004, G4656594441, Sialic acids engineering as a strategy for alternative antibacterial discovery, A chemical biology approach to unravel phosphatidylethanolamine transport and metabolism, G5695171360
OpenAlex ID: W4404958833