Bioorthogonal Azide-Thioalkyne Cycloaddition Catalyzed by Photoactivatable Ruthenium(II) Complexes

Angew Chem Int Ed Engl. 2021 Jul 12;60(29):16059-16066. doi: 10.1002/anie.202103645. Epub 2021 Jun 16.

Abstract

Tailored ruthenium sandwich complexes bearing photoresponsive arene ligands can efficiently promote azide-thioalkyne cycloaddition (RuAtAC) when irradiated with UV light. The reactions can be performed in a bioorthogonal manner in aqueous mixtures containing biological components. The strategy can also be applied for the selective modification of biopolymers, such as DNA or peptides. Importantly, this ruthenium-based technology and the standard copper-catalyzed azide-alkyne cycloaddition (CuAAC) proved to be compatible and mutually orthogonal.

Keywords: biocompatible reactions; bioorthogonal reactions; click chemistry; ruthenium; thioalkynes.

Publication types

  • Research Support, Non-U.S. Gov't