ARKIVOC

Monosaccharidic mimetics of the sialyl Lewis X tetrasaccharide based on 2, 7-dihydroxynaphthalene

S Weck, M Frank, A Hamann, T Opatz

Index: Weck, Stefan; Frank, Martin; Hamann, Alf; Opatz, Till Arkivoc, 2012 ,  vol. 2012,  # 3  p. 134 - 148

Full Text: HTML

Citation Number: 3

Abstract

Abstract A potential monosaccharidic mimetic of the sialyl Lewis X tetrasaccharide (sLe X) was identified based on an in silico docking study using the crystal structure of an E-selectin- sLe X complex. The chemical synthesis of the mimetic in an ortho-selective C-glycosylation is described. This compound and two close analogues were evaluated in a cell-based selectin binding assay where none of the tested mimetics showed an IC50 below 1mM. ...