| Autor: |
Thomas, Schlatzer, Julia, Kriegesmann, Hilmar, Schröder, Melanie, Trobe, Christian, Lembacher-Fadum, Simone, Santner, Alexander V, Kravchuk, Christian F W, Becker, Rolf, Breinbauer |
| Rok vydání: |
2019 |
| Předmět: |
|
| Zdroj: |
Journal of the American Chemical Society |
| ISSN: |
1520-5126 |
| Popis: |
The prenylation of peptides and proteins is an important post-translational modification observed in vivo. We report that the Pd-catalyzed Tsuji–Trost allylation with a Pd/BIPHEPHOS catalyst system allows the allylation of Cys-containing peptides and proteins with complete chemoselectivity and high n/i regioselectivity. In contrast to recently established methods, which use non-native connections, the Pd-catalyzed prenylation produces the natural n-prenylthioether bond. In addition, a variety of biophysical probes such as affinity handles and fluorescent tags can be introduced into Cys-containing peptides and proteins. Furthermore, peptides containing two cysteine residues can be stapled or cyclized using homobifunctional allylic carbonate reagents. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
|
