Synthesis of triazole-linked pseudo-starch fragments

Carbohydr Res. 2007 Feb 26;342(3-4):529-40. doi: 10.1016/j.carres.2006.09.026. Epub 2006 Oct 5.

Abstract

Rapid assembly of starch fragment analogues was achieved using 'click chemistry'. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl alpha-d-glucopyranoside and 6,6'- and 4',6'-di-O-propargylated p-methoxyphenyl beta-maltoside.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amylopectin / analogs & derivatives
  • Amylopectin / chemical synthesis
  • Carbohydrate Sequence
  • Molecular Sequence Data
  • Oligosaccharides / chemical synthesis*
  • Starch / chemical synthesis*
  • Starch / chemistry*
  • Triazoles / chemistry*

Substances

  • Oligosaccharides
  • Triazoles
  • Starch
  • Amylopectin