Copper-Catalyzed C(sp 2 )–H Thioglycosylation of Tryptophan: Modular Construction of S-Linked Thioglycopeptides
Abstract
An efficient copper-catalyzed thioglycosylation of tryptophan and tryptophan-containing peptides with N -(thioglycosyl)succinimide has been developed. The methodology demonstrates broad substrate compatibility, encompassing diverse glycan donors (hexoses, pentoses, and disaccharides) and peptide backbones (di-, tri-, and tetrapeptides). Furthermore, the protocol was extended to S-arylation, S-alkylation, cysteinylation, thiocyanation, and selenoarylation, showcasing its versatility.
Fields of Study & Subjects
Carbohydrate Chemistry and Synthesis
Sulfur-Based Synthesis Techniques
Click Chemistry and Applications
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 4
- Pages
- 1447–1451
- Publication date
- 21 January 2026
- Language
- EN