First synthesis of 5,6-branched galacto-hexasaccharide, the dimer of the trisaccharide repeating unit of the cell-wall galactans of Bifidobacterium catenulatum YIT 4016

  • Zhang G
  • Fu M
  • Ning J
  • 3

    Readers

    Mendeley users who have this article in their library.
  • 11

    Citations

    Citations of this article.

Abstract

α-d-Galactopyranosyl-(1→6)-[β-d-galactofuranosyl-(1→5) ]-β-d-galactofuranosyl-(1→6)-β-d-galactofuranosyl-(1→5) -[α-d-galactopyranosyl-(1→6)]-β-d-galactofuranose, the dimer of the trisaccharide repeating unit of the cell-wall galactans of Bifidobacterium catenulatum YIT 4016, has been synthesized as its dodecyl glycoside 2 by coupling of 2,3,4,6-tetra-O-benzyl-α-d-galactopyranosyl-(1→6)-[6-O- acetyl-2,3,5-tri-O-benzoyl-β-d-galactofuranosyl-(1→5)] -2-O-acetyl-3-O-benzyl-β-d-galactofuranosyl trichloroacetimidate 14 with dodecyl 2,3,4,6-tetra-O-benzyl-α-d-galactopyranosyl-(1→6)-[2,3,5-tri- O-benzoyl-β-d-galactofuranosyl-(1→5)]-2-O-acetyl-3-O-benzyl-β-d- galactofuranoside 16. The trisaccharide trichloroacetimidate donor 14 and trisaccharide acceptor 16 were regiospecifically prepared by employing 3-O-benzyl-1,2-O-isopropylidene-α-d-galactofuranose 4 as the glycosyl acceptor, and isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-d-galactopyranoside 5 and 6-O-acetyl-2,3,5-tri-O-benzoyl-β-d-galactofuranosyl trichloroacetimidate 9 as glycosyl donors. © 2005 Elsevier Ltd. All rights reserved.

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Authors

  • Guohua Zhang

  • Mingkun Fu

  • Jun Ning

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free