Click-ready iridium( <scp>iii</scp> ) complexes as versatile bioimaging probes for bioorthogonal metabolic labeling

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. 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 intracellular 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 <i>in situ</i>) 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.

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Publication Details

Journal
RSC Chemical Biology
Published
2024-12-03
DOI
https://doi.org/10.1039/d4cb00255e
Citations
3
Primary Topic
Click Chemistry and Applications
Type
article
Field-Weighted Citation Impact
0.75

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article

Click-ready iridium( iii ) complexes as versatile bioimaging probes for bioorthogonal metabolic labeling

Sylvain Bohic, Aude Bouchet, Boris Vauzeilles, Christophe Biot et al.
3 citations
RSC Chemical Biology
Click Chemistry and Applications
0.75
article

Click-ready iridium( iii ) complexes as versatile bioimaging probes for bioorthogonal metabolic labeling

Sylvain Bohic, Aude Bouchet, Boris Vauzeilles, Christophe Biot, Cedric J. Lion, Michel Sliwa, Corentin Spriet, Vincent Rigolot, Clémence Simon, Veronica Di Battista, Dmitry Karpov, Lucas Lancel
article en
3 citations

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. 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 intracellular 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 <i>in situ</i>) 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.

RSC Chemical BiologyVol. 6(3)
Centre National de la Recherche Scientifique (FR), Institut de Chimie des Substances Naturelles (FR), École Polytechnique (FR), Inserm (FR), Université de Lille (FR), Université Paris-Saclay (FR), Institut Pasteur de Lille (FR), European Synchrotron Radiation Facility (FR), Centre Hospitalier Universitaire de Lille (FR), Laboratoire de Spectroscopie pour les Interactions, la Réactivité et l'Environnement (FR), Unité de Glycobiologie Structurale et Fonctionnelle (FR), Synchrotron Radiation for Biomedicine, Université Grenoble Alpes (FR), Technical University of Denmark (DK)
Université de Lille, Human Frontier Science Program, Agence Nationale de la Recherche, European Synchrotron Radiation Facility, Centre National de la Recherche Scientifique
Openalex Percentile: Top 31%
Click Chemistry and Applications
0.75
DOIOpen Access PDFOpenAlex
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