Automated Glycan Assembly in a Variable-Bed Flow Reactor Provides Insights into Oligosaccharide-Resin Interactions

Org Lett. 2020 Jun 5;22(11):4213-4216. doi: 10.1021/acs.orglett.0c01264. Epub 2020 May 12.

Abstract

A pressure-based variable-bed flow reactor built for peptide synthesis and capable of real-time monitoring of resin swelling was adapted for automated glycan assembly. In the context of the solid-phase synthesis of several oligosaccharides, the coupling efficiencies, resin growth patterns, and saccharide solvation during the synthesis were determined. The presented work provides the first estimation of on-resin oligosaccharide solvation and an alternative technique to UV-vis monitoring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Polysaccharides / chemical synthesis*
  • Polysaccharides / chemistry*
  • Resins, Plant / chemistry*

Substances

  • Polysaccharides
  • Resins, Plant