Humboldt-Universität zu Berlin, Institut für Chemie, Germany.
Angew Chem Int Ed Engl. 2011 Feb 7;50(6):1232-40. doi: 10.1002/anie.201005180. Epub 2010 Dec 29.
Peptide thioesters play a key role in convergent protein synthesis strategies such as native chemical ligation, traceless Staudinger ligation, and Ag(+) -mediated thioester ligation. The Boc-based solid-phase synthesis provides a very reliable access to peptide thioesters. However, the acid lability of many peptide modifications and the requirements of most parallel peptide synthesizers call for the milder Fmoc-based solid-phase synthesis. The Fmoc-based synthesis of peptide thioesters is more cumbersome and typically proceeds with lower yields than the synthesis of peptide acids and peptide amides. The success of native chemical ligation and related technologies has sparked intensive research effort devoted to the development of new methods. The recent progress in this rapidly expanding field is reviewed.
肽硫酯在集中蛋白质合成策略中发挥着关键作用，例如天然化学连接、无痕 Staudinger 连接和 Ag(+)介导的硫酯连接。基于 Boc 的固相合成提供了一种非常可靠的肽硫酯合成方法。然而，许多肽修饰的酸不稳定性和大多数平行肽合成器的要求都需要更温和的 Fmoc 固相合成。与肽酸和肽酰胺的合成相比，基于 Fmoc 的肽硫酯合成更为繁琐，通常产率较低。天然化学连接和相关技术的成功激发了人们致力于开发新方法的密集研究工作。综述了这一快速发展领域的最新进展。
