6533b826fe1ef96bd1284548

RESEARCH PRODUCT

Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure

Horst KunzHolger HerznerMartin K. WildMarkus RöschDietmar VestweberWolfgang Dippold

subject

carbohydrates (lipids)Solid-phase synthesisBiochemistryChemistryembryonic structuresGeneral ChemistryE-selectin ligand-1Cell adhesionLigand (biochemistry)CatalysisGlycopeptide

description

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.

https://doi.org/10.1002/1521-3773(20011015)40:20<3836::aid-anie3836>3.0.co;2-5