6533b825fe1ef96bd1281d0a

RESEARCH PRODUCT

Oligosaccharide recognition by selectins: Synthesis and biological activity of multivalent sialyl lewis-X ligands

Dirk Dr SeiffgeG. KretzschmarManfred KrauseUlrich SprengardWolfgang SchmidtBrigitte HörschEckart Dr BartnikAlexander ToepferHorst Kunz

subject

chemistry.chemical_classificationChemistryStereochemistryOrganic ChemistryBiological activityOligosaccharideBiochemistrychemistry.chemical_compoundSialyl-Lewis XBiochemistryDrug DiscoveryMoietyTetrasaccharideAvidityCell adhesionSelectin

description

Abstract Trivalent sialyl Lewis-X ligands 6–8 anchored onto flexible templates have been synthesized and evaluated as inhibitors of E-selectin and P-selectin mediated cell adhesion in cell culture assays and in vivo. Biological activities in vitro correlated with spacer length and lead to ligands with 3-fold (E-selectin) and 5-fold (P-selectin) improved receptor binding avidity per single tetrasaccharide moiety.

https://doi.org/10.1016/0040-4020(95)00833-t