Acid-sensitive auxiliary assisted atypical diubiquitin synthesis exploiting thiol-ene coupling |
| |
Authors: | Xiao Hua Jing-Si Bai Yi-Fu Kong Guo-Chao Chu Jing Shi Yi-Ming Li |
| |
Institution: | 1. School of Food and Biological Engineering, Hefei University of Technology, Hefei 230009, China;2. Department of Chemistry, University of Science and Technology of China, Hefei 230026, China |
| |
Abstract: | Atypical ubiquitin (Ub) chains are generally involved in intracellular physiological processes, while the molecular mechanisms underlying their regulation remain unclear. In this work, we report an acid-sensitive auxiliary group based bifunctional handle that can prepare Lys27-, Lys29- and Lys33-diUb analogs by thiol-ene coupling (TEC) in combination with native chemical ligation (NCL). A prominent advantage of this method is the rapid and effective removal of acid-sensitive auxiliary groups after the formation of the isopeptide bond mimic. Collectively, this work illustrates the utility of the new strategy in the simple and efficient production of homogeneous atypical diUb analogs for biochemical and biophysical studies. |
| |
Keywords: | Corresponding authors Atypical ubiquitin chains Acid-sensitive auxiliary handles Thiol-ene coupling Protein chemical synthesis |
本文献已被 ScienceDirect 等数据库收录! |