Rapid building block-economic synthesis of long, multi-O-GalNAcylated MUC5AC tandem repeat peptides.

ABSTRACT: The study of mucin function requires access to highly O-glycosylated peptides with multiple tandem repeats. Solid-phase synthesis would be a suitable method, however, the central problem in the synthesis of mucin glycopeptides is the need to use precious and potentially vulnerable glycoamino acid building blocks in excess. In this article, we report the development of a method based on SPPS and native chemical ligation/desulfurization chemistry that allows the rapid, reliable, and glyco-economical synthesis of long multi-O-GalNAcylated peptides. To facilitate access to the glycosyl donor required for the preparation of Fmoc-Ser/Thr(αAc₃GalNAc)-OH we used an easily scalable azidophenylselenylation of galactal instead of azidonitration. The problem of low yield when

SUBMITTER: Galashov A 

PROVIDER: S-EPMC10806717 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature