preparation of long-chain peptides, the so-called thioester method requires protecting groups for amino and thiol groups for regioselective ligation. In this study, we demonstrated that the phenacyl (Pac) group acts as an efficient protecting group of cysteine side chains. We synthesized a cysteine derivative carrying the Pac group at the side chain sulfur atom, and Pac-containing peptides and peptide thioesters
制备长链肽的缩合方法之一,所谓的
硫酯法需要
氨基的保护基和区域选择性连接的
硫醇基。在这项研究中,我们证明了苯甲酰基(Pac)基团是半胱
氨酸侧链的有效保护基团。我们合成了在侧链
硫原子上带有Pac基团的半胱
氨酸衍
生物,并通过常规的基于9-
芴基甲氧基羰基(Fmoc)的固相肽合成策略,使用该衍
生物合成了含Pac的肽和肽
硫酯。含Pac的肽段可以通过
硫酯方法进行缩合。缩合反应后,可通过Zn / AcOH处理除去Pac基团。此外,用于保护赖
氨酸侧链的
叠氮基团