823829-31-8Relevant articles and documents
Acid-sensitive auxiliary assisted atypical diubiquitin synthesis exploiting thiol-ene coupling
Hua, Xiao,Bai, Jing-Si,Kong, Yi-Fu,Chu, Guo-Chao,Shi, Jing,Li, Yi-Ming
, (2019/09/16)
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.
Chemical Synthesis of Diubiquitin-Based Photoaffinity Probes for Selectively Profiling Ubiquitin-Binding Proteins
Liang, Jun,Zhang, Lin,Tan, Xiang-Long,Qi, Yun-Kun,Feng, Shan,Deng, Haiteng,Yan, Yijing,Zheng, Ji-Shen,Liu, Lei,Tian, Chang-Lin
supporting information, p. 2744 - 2748 (2017/02/26)
Biochemical studies of cellular processes involving polyubiquitin have gained increasing attention. More tools are needed to identify ubiquitin (Ub)-binding proteins. We report diazirine-based photoaffinity probes that can capture Ub-binding proteins in c
New semi-synthesis of ubiquitin C-terminal conjugate with 7-amino-4-methylcoumarin
Li, Yi-Tong,Liang, Jun,Li, Jia-Bin,Fang, Ge-Min,Huang, Yong,Liu, Lei
, p. 102 - 107 (2014/02/14)
The ligation of peptide hydrazides at a Gly site carrying a removal auxiliary was found to be an efficient process. This technology was successfully used for the synthesis of ubiquitin C-terminal conjugates. Recombinant Ub(1-75)-NHNH2 was prepared through the hydrozinolysis of the Ub(1-75)-intein fusion protein. It was ligated with a glycine derivative modified with an acid-sensitive thiol auxiliary. The final acid treatment produced the desired bioactive ubiquitin conjugates in practical quantities. Thus, the method described here extends the protocols of expressed protein ligation. Copyright 2013 European Peptide Society and John Wiley & Sons, Ltd. Native chemical ligation of a recombinant peptide hydrazide with a Gly-peptide carrying a removal auxiliary was examined and used to synthesize ubiquitin C-terminal conjugates. Copyright