Flexible Semi-synthesis of UFM1 1–82 –Propargylamine by Aminolysis with Valine–Propargylamine

作者：Hua Xiao, Xiaona Han, Rong Ji, Pincheng Li, Yu Wang, Yanyan Guo, Jing Shi · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.4c04546 · 研究领域：Chemical Synthesis and Analysis、Click Chemistry and Applications、Synthetic Organic Chemistry Methods

We report a novel semi-synthetic strategy of UFM1 1–82 –propargylamine by N–S acyl transfer to give UFM1 1–80 R thioester and subsequent aminolysis with valine–propargylamine. The use of the valine–propargylamine molecule overcomes the inability of the valine site to efficiently undergo the N–S acyl transfer. This strategy benefits from the availability of raw materials for bulk expression, and the resulting probe shows high selectivity toward UFM1-specific proteases in buffers and cell lysates.