Hetero-Diels–Alder click reaction of dithioesters for a catalyst-free indirect 18F-radiolabelling of peptides

Timothé Maujean; Patrice Marchand; Patrick Wagner; Stéphanie Riché; Frédéric Boisson; Nicolas Girard; Dominique Bonnet; Mihaela Gulea

doi:10.1039/D2CC04148K

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Hetero-Diels–Alder click reaction of dithioesters for a catalyst-free indirect ¹⁸F-radiolabelling of peptides†

Timothé Maujean,

^a Patrice Marchand,

^b Patrick Wagner,^a Stéphanie Riché,^a Frédéric Boisson,^b Nicolas Girard,^a Dominique Bonnet

*^a and Mihaela Gulea

*^a

Author affiliations

* Corresponding authors

^a Université de Strasbourg, CNRS, Laboratoire d’Innovation Thérapeutique, LIT UMR 7200, F-67000 Strasbourg, France
E-mail: dominique.bonnet@unistra.fr, gulea@unistra.fr

^b Université de Strasbourg, CNRS, IPHC UMR 7178, F-67000 Strasbourg, France

Abstract

The HDA reaction of dithioesters was developed as a new click-reaction compatible with the indirect ¹⁸F-labelling of peptides. It involves dithioester-peptides and a radiofluorinated diene as a novel prosthetic group. The method was applied to a PSMA-ligand for the in vivo detection of LNCap tumors in xenografted mice.

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Article information

DOI: https://doi.org/10.1039/D2CC04148K
Article type: Communication
Submitted: 25 Jul 2022
Accepted: 07 Sep 2022
First published: 08 Sep 2022
This article is Open Access

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Chem. Commun., 2022,58, 11151-11154

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Hetero-Diels–Alder click reaction of dithioesters for a catalyst-free indirect ¹⁸F-radiolabelling of peptides

T. Maujean, P. Marchand, P. Wagner, S. Riché, F. Boisson, N. Girard, D. Bonnet and M. Gulea, Chem. Commun., 2022, 58, 11151 DOI: 10.1039/D2CC04148K

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