Work

Base-promoted dynamic amide exchange: efficient access to isotopically enriched tertiary amides

Year: 2025

Type: article

Abstract: Amide isotope labeling is a crucial tool in drug discovery and development. However, current methods label the desired peptide bond in a multi-step fashion. This study presents novel strategies for amide isotope exchange through transamidation and amide metathesis. By optimizing reaction conditions and exploring substrate scope, we achieved direct labeling of both amine and carbonyl moieties. These findings pave the way for more sustainable isotope labeling technologies. Furthermore, preliminary examples of isotope-containing waste recycling demonstrate a crucial step towards a greener future for isotope chemistry.

Source: Chemical Science

DOI: 10.1039/d5sc02566d

Authors: Quentin Lemesre, Rémi Blieck, Antoine Sallustrau, Timothée D'Anfray, Frédéric Taran, Davide Audisio

Institutions: Commissariat à l'Énergie Atomique et aux Énergies Alternatives, Université Paris-Saclay, CEA Paris-Saclay

Language: English

Topic: Chemical Reactions and Isotopes

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

SDG: Responsible consumption and production

Open Access status: diamond

Funders: European Commission, Agence Nationale de la Recherche, European Research Council