Modular assembly of multimodal imaging agents through an inverse electron demand Diels-Alder reaction.

Fiche publication


Date publication

février 2019

Journal

Bioconjugate chemistry

Auteurs

Membres identifiés du Cancéropôle Est :
Pr DENAT Franck, Dr GONCALVES Victor, Dr COLLIN Bertrand, Dr BELLAYE Pierre-Simon


Tous les auteurs :
Canovas C, Moreau M, Vrigneaud JM, Bellaye PS, Collin B, Denat F, Goncalves V

Résumé

The combination of two imaging probes on a same biomolecule gives access to targeted bimodal imaging agents that can provide more accurate diagnosis, complementary information, or that may be used in different applications, such as PET imaging and fluorescence imaging-assisted surgery. In this study, we demonstrate that dichlorotetrazine, a small, commercially available compound, can be used as a modular platform to easily assemble various imaging probes. Doubly-labeled tetrazines can then be conjugated to a protein through a biorthogonal IEDDA reaction. A series of difunctionalized tetrazine compounds containing various chelating agents and fluorescent dyes was synthesized. As a proof of concept, one of these bimodal probes was conjugated to trastuzumab, previously modified with a constrained alkyne group, and the resulting dual-labeled antibody was evaluated in a mice model, bearing a HER2-positive tumor. A significant uptake into tumor tissues was observed by both SPECT-CT and fluorescence imaging, and confirmed ex-vivo in biodistribution studies.

Référence

Bioconjug. Chem.. 2019 Feb 11;: