A new approach for the synthesis of O-glycopeptides through a combination of solid-phase glycosylation and fluorous tagging chemistry (SHGPFT)

Org Biomol Chem. 2014 Mar 28;12(12):1892-6. doi: 10.1039/c3ob42430h. Epub 2014 Feb 12.

Abstract

Glycoproteins and glycopeptides play important roles in various physiological and pathophysiological processes. Efficient preparation of glycopeptides with a specific structure is one of the pivotal areas in current chemistry research. In this article, a new SHGPFT approach to the synthesis and efficient purification of O-glycosylated peptides is developed by combining a solid-phase glycosylation and a light-fluorous glycosyl donor protocol. The desired product is finally isolated from the side products in the cleaved mixture by an efficient fluorous solid-phase extraction (F-SPE) step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glycopeptides / chemical synthesis*
  • Glycopeptides / chemistry
  • Glycosylation
  • Molecular Structure

Substances

  • Glycopeptides