Glycosides of Monoallyl Diethylene Glycol. A New Type of Spacer Group for Synthetic Oligosaccharides

The preparation of spacer-armed synthetic oligosaccharides, which can be coupled to either proteins or polymers for use respectively as immunogens or immunoadsorbants for affinity chromatography, is today an important field in chemistry. The methoxycarbonyloctyl glycosides developed by Lemieux and coworkers1 are frequently used and remain the most popular. Other glycosides with amide,2 thioether, 3 and ether4 type spacer groups have also been employed. Recently, an alternative to coupling to proteins appeared when copolymerization of allyl glycosides with acrylamide provided excellent immunogens.5