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Recent Progress in Glycochemistry and Green Chemistry



This two-part article will focus on the most recent research efforts from the Wang's group in areas of glycochemistry and green chemistry. In the first part, we wish to address the progress in synthesis, conformational analysis, and transformations of some biologically active a­ galactosyl oligosaccharides. Carbohydrate structures containing Gala1-3Galterminus (a-Gal epitopes) are xenoactive antigens and are considered to be the major cause for hyperacute rejection in xenotransplantation. The latest chemo-enzymatic synthesis of a-galactosyl epitopes using a recombinant a1,3-galactosyltransferase is described. Along with an efficient chemical synthesis of an a-Gal trisaccharide, these synthetic approaches provide an easy access to this important class of oligosaccharides. Conformational analysis of an a-Gal epitope using various NMR techniques and molecular modeling is discussed. These studies provide important information in structure-function relationship and binding conformation of a-Gal epitopes and their interaction with anti-Gal antibody. In another aspect, novel glycoconjugates containing receptor-specific ligands and a-Gal epitopes have been synthesized as potential immunotherapeutic agents.
