An efficient synthesis of linear β-(1→6)-galactan oligosaccharides related to plant cell wall glycans

Mathias Christian Franch Andersen, Camilla Anna Søholt Arentoft, Irene Boos, Christine Kinnaert, Shahid Iqbal Awan, Mads Hartvig Clausen

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Abstract

Galactans are linear structures mainly found in arabinogalactan glycans and RG-I side chains. As a follow-up to our work on both β-(1→3)-linked and β-(1→4)-linked galactans, we herein report a convergent synthesis of β-(1→6)-galactan using our previously synthesized 4,6-benzylidene protected disaccharide as a key building block. However, the regioselective reductive opening of the 4,6-benzylidene protected disaccharide turned out to become more challenging as the length of the oligosaccharide increased and a second differential protected disaccharide building block carrying a chloroacetyl group on the 6-position was used to elongate the chain in a more efficient way.
Original languageEnglish
JournalTrends in Carbohydrate Research
Volume9
Issue number2
Pages (from-to)27-37
ISSN0975-0304
Publication statusPublished - 2017

Keywords

  • Plant cell wall oligosaccharides
  • Arabinogalactans
  • RG-I
  • β-(1→6)-D-galactans

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