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Keywords:

  • allyl anchor ;
  • E-selectin ligand ;
  • glycopeptides ;
  • sialyl Lewisx mimetica;
  • solid-phase synthesis
Thumbnail image of graphical abstract

Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid-labile β-arabinopyranoside bond. It is important for the inhibition of cell adhesion that the arabino sialyl Lewisx glycopeptide 1, which contains the Gly 672–Asp 681 sequence of the E-selectin Ligand 1 (ESL-1), binds ten times more strongly than sialyl Lewisx to E-selectin, although it is monovalent and does not contain L-fucose, which is considered essential.