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Article Dans Une Revue Chemical Communications Année : 2024

Synthesis of Sydnonimines from Sydnones and their use for bioorthogonal release of isocyanates in cells

Résumé

In this article, we report the synthesis of sydnonimines from sydnones and their use as dipoles for fast click-and-release reactions. The process relies on nucleophilic aromatic substitution of aliphatic and aromatic amines with triflated sydnones. This new methodology allowed the preparation of functionalised sydnonimines probes otherwise difficult to prepare. Those probes were then used to release a drug and a fluorescent aromatic isocyanate inside living cells
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hal-04491579 , version 1 (06-03-2024)

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Judith Baudet, Emilie Lesur, Maxime Riberaud, Arnaud Chevalier, Timothee d'Anfray, et al.. Synthesis of Sydnonimines from Sydnones and their use for bioorthogonal release of isocyanates in cells. Chemical Communications, 2024, ⟨10.1039/D4CC00490F⟩. ⟨hal-04491579⟩
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