Structural Motifs of the Dimeric Lewis Glycolipids as Determined by NMR Spectroscopy and Molecular Dynamics Simulations

Several monomeric and dimeric Lewis glycolipids have been investigated by NMR spectroscopy, and structural aspects were modelled by computer. From the pseudo‐ C 2 ‐symmetric tetrasaccharide unit that forms the recognition domain of the Lewis Y and Lewis b antigens, a totally C 2 ‐symmetric tetrasaccharide was designed that contains the structural element common to all Lewis antigens. Finally, a model for the presentation of dimeric Lewis antigens at membrane surfaces was derived. The overall shapes of the dimeric Lewis oligosaccharides are defined by the connectivity of the sugar residues within rigid tri‐ and tetrasaccharide building blocks.