Published March 6, 2025 | Version 1.0

Sydnonimines: synthesis, properties and applications in chemical biology

  • 1. ROR icon Université Paris-Saclay
  • 2. ROR icon CEA Paris-Saclay - Etablissement de Saclay
  • 3. ROR icon Centre National de la Recherche Scientifique
  • 4. ROR icon Inserm
  • 5. Laboratoire d'Imagerie Biome´dicale Multimodale Paris-Saclay (BioMaps), Orsay 91401, France
  • 6. Laboratoire d'Imagerie Biome´dicale Multimodale Paris-Saclay (BioMaps), Orsay 91401, France.
  • 7. CEA-DMTS-SCBM
  • 8. De´partement Me´dicaments et Technologies pour la Sante

Description

Sydnonimines are intriguing compounds belonging to the mesoionic family. To date, only a limited number of research groups have studied their chemistry and use in organic synthesis, medicinal chemistry and chemical biology. This review aims at providing an overview of the synthesis and the properties of sydnonimines and the most recent developments in their use as tools for chemical biology. The recent discovery that sydnonimines can act as a dipole to undergo bioorthogonal clickand-release reactions with cycloalkynes has stimulated a renewed interest from the scientific community. Given the high potential of these mesoionics, we believe that major developments are to be expected in the field of bioorthogonal chemistry.

Acknowledgements:
All authors are participant in the EU DN ISOBIOTICS Consortium.
The ISOBIOTICS project has received funding from the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement no.101072780.

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Additional details

Funding

European Commission
ISOBIOTICS - Isotopic Labeling of Biotherapeutics 101072780

Dates

Accepted
2025-03-06