Zheng Feng-Hao, Cui Zhi-Hui, Wang Yu-Xuan, Zhu Wen-Jing, Wei Hui-Min, Xue Jun-Hao, Wan Xiao-Cui, Fang Ge-Min
School of Life Science, Institutes of Physical Science and Information Technology, Anhui University, Hefei, 230601, P. R. China.
Org Lett. 2024 Sep 13;26(36):7701-7706. doi: 10.1021/acs.orglett.4c02816. Epub 2024 Sep 4.
We report a simple and convenient N-terminal thiazolidine (Thz) deprotection strategy and its application in one-pot multisegment ligation. In this strategy, -benzylhydroxylamine (O-BHA) is used to efficiently and rapidly convert Thz into N-terminal cysteine. O-BHA can be easily separated from the ligation buffer by organic solvent extraction, avoiding the degradation of the peptide thioester by O-BHA. The utility of the O-BHA-based one-pot ligation strategy has been demonstrated in the assembly of CC chemokine ligand-2.
我们报道了一种简单便捷的N端噻唑烷（Thz）脱保护策略及其在一锅多片段连接中的应用。在该策略中，O-苄基羟胺（O-BHA）用于高效快速地将Thz转化为N端半胱氨酸。O-BHA可通过有机溶剂萃取轻松从连接缓冲液中分离出来，避免了O-BHA对肽硫酯的降解。基于O-BHA的一锅连接策略的实用性已在CC趋化因子配体-2的组装中得到证明。
