Univ. Lille, CNRS, Inserm, CHU Lille, Institut Pasteur de Lille, U1019 - UMR 9017, Center for Infection and Immunity of Lille, F-59000 Lille, France.
Centrale Lille, F-59000 Lille, France.
Chem Soc Rev. 2024 Aug 27;53(17):8521-8545. doi: 10.1039/d4cs00135d.
Methods enabling the dechalcogenation of thiols or selenols have been investigated and developed for a long time in fields of research as diverse as the study of prebiotic chemistry, the engineering of fuel processing techniques, the study of biomolecule structures and function or the chemical synthesis of biomolecules. The dechalcogenation of thiol or selenol amino acids is nowadays a particularly flourishing area of research for being a pillar of modern chemical protein synthesis, when used in combination with thiol or selenol-based chemoselective peptide ligation chemistries. This review offers a comprehensive and scholarly overview of the field, emphasizing emerging trends and providing a detailed and critical mechanistic discussion of the dechalcogenation methods developed so far. Taking advantage of recently published reports, it also clarifies some unexpected desulfurization reactions that were observed in the past and for which no explanation was provided at the time. Additionally, the review includes a discussion on principal desulfurization methods within the framework of newly introduced green chemistry metrics and toolkits, providing a well-rounded exploration of the subject.
长期以来，在研究领域，如前生物化学研究、燃料处理技术工程、生物分子结构和功能研究或生物分子的化学合成等，人们一直在研究和开发使硫醇或硒醇去硫醇基的方法。当与基于硫醇或硒醇的化学选择性肽连接化学结合使用时，硫醇或硒醇氨基酸的去硫醇基反应是现代化学蛋白质合成的一个重要支柱，因此，该反应如今是一个特别活跃的研究领域。本文综述全面而深入地概述了这一领域，强调了新兴趋势，并对迄今为止开发的去硫醇基方法进行了详细和关键的机理讨论。本文还利用最近发表的报告澄清了过去观察到的一些没有得到解释的意外脱硫反应。此外，该综述还讨论了在新引入的绿色化学指标和工具包框架内的主要脱硫方法，全面探讨了这一主题。
