Flexible Semi-synthesis of UFM1<sub>1–82</sub>–Propargylamine by Aminolysis with Valine–Propargylamine
We report a novel semi-synthetic strategy of UFM1<sub>1-82</sub>-propargylamine by N-S acyl transfer to give UFM1<sub>1-80</sub>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.
Authors
- Jing Shi (ORCID: https://orcid.org/0000-0003-0180-4265)
- Pincheng Li
- Rong Ji
- Hua Xiao (ORCID: https://orcid.org/0000-0001-6100-0969)
- Yu Wang (ORCID: https://orcid.org/0000-0002-5016-3225)
- Yanyan Guo (ORCID: https://orcid.org/0000-0003-4609-6282)
- Xiaona Han
Institutions
- University of Science and Technology of China (CN)
- Hefei University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-03
- DOI
- https://doi.org/10.1021/acs.orglett.4c04546
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China