1. Semisynthesis of Ubiquitin and SUMO-Rhodamine 110-Glycine through Aminolysis of Boc-Protected Thioester Counterparts.
- Author
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Fan J, Ye Y, Chu G, Zhang Z, Fu Y, Li YM, and Shi J
- Subjects
- Amines chemical synthesis, Amines chemistry, Glycine chemistry, Molecular Structure, Rhodamines chemistry, Small Ubiquitin-Related Modifier Proteins chemistry, Ubiquitin chemistry, Esters chemistry, Glycine chemical synthesis, Rhodamines chemical synthesis, Small Ubiquitin-Related Modifier Proteins chemical synthesis, Sulfhydryl Compounds chemistry, Ubiquitin chemical synthesis
- Abstract
Ubiquitin (Ub)-based fluorescent reagents are crucial to explore the activity of deubiquitinases (DUBs). Ub-Rho110-G is one of the preferred tools, whereas the current synthetic route is time-consuming. Here, we report a new semisynthetic strategy to produce Ub-Rho110-G through direct aminolysis of Boc-protected Ub-Mesna using bisglycyl-rhodamine 110. We also applied this strategy to synthesize active SUMO2-Rho110-G for the first time. Biochemical analysis demonstrated that semisynthetic Ub or SUMO-Rho110-G can be effectively used for the detection of the activity of DUBs or SUMO-specific enzymes.
- Published
- 2019
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