Université Paris Saclay, CEA, DMTS, Service de Chimie Bio-organique et Marquage, 91191 Gif-sur-Yvette, France.
Isotope Chemistry, Integrated Drug Discovery Sanofi R&D, 94403 Vitry-sur-Seine, France.
J Am Chem Soc. 2021 Apr 21;143(15):5659-5665. doi: 10.1021/jacs.1c01923. Epub 2021 Apr 7.
The incorporation of carbon-14 allows tracking of organic molecules and provides vital knowledge on their fate. This information is critical in pharmaceutical development, crop science, and human food safety evaluation. Herein, a transition-metal-catalyzed procedure enabling carbon isotope exchange on aromatic nitriles is described. By utilizing the radiolabeled precursor Zn([C]CN), this protocol allows the insertion of the desired carbon tag without the need for structural modifications, in a single step. By reducing synthetic costs and limiting the generation of radioactive waste, this procedure will facilitate the labeling of nitrile containing drugs and accelerate C-based ADME studies supporting drug development.
碳-14 的掺入可以追踪有机分子，并提供有关它们命运的重要知识。这些信息在药物开发、作物科学和人类食品安全评估中至关重要。本文描述了一种过渡金属催化的芳香腈碳同位素交换方法。通过利用放射性标记的前体 Zn([C]CN)，该方案可以在不进行结构修饰的情况下，在一步中插入所需的碳标记。通过降低合成成本和减少放射性废物的产生，该方法将促进含腈药物的标记，并加速支持药物开发的基于 C 的 ADME 研究。
