Synthesis of Two Tetrasaccharide Pentenyl Glycosides Related to the Pectic Rhamnogalacturonan I Polysaccharide

Molecules. 2018 Feb 3;23(2):327. doi: 10.3390/molecules23020327.

Abstract

The synthesis of two protected tetrasaccharide pentenyl glycosides with diarabinan and digalactan branching related to the pectic polysaccharide rhamnogalacturonan I is reported. The strategy relies on the coupling of N-phenyl trifluoroacetimidate disaccharide donors to a common rhamnosyl acceptor. The resulting trisaccharide thioglycosides were finally coupled to an n-pentenyl galactoside acceptor to access the two protected branched tetrasaccharides.

Keywords: branched RG-I; oligosaccharide synthesis; pectin; rhamnogalacturonan I.

MeSH terms

  • Chemistry Techniques, Synthetic*
  • Disaccharides / chemistry
  • Drug Carriers / chemical synthesis
  • Excipients / chemical synthesis*
  • Humans
  • Imidoesters / chemistry
  • Pectins / chemical synthesis*
  • Polysaccharides / chemical synthesis*
  • Thioglycosides / chemistry

Substances

  • Disaccharides
  • Drug Carriers
  • Excipients
  • Imidoesters
  • Polysaccharides
  • Thioglycosides
  • rhamnogalacturonan I
  • Pectins