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 α-galactosyl oligosaccharides. Carbohydrate structures containing Galα1-3Galβ terminus (α-Gal epitopes) are xenoactive antigens and are considered to be the major cause for hyperacute rejection in xenotransplantation. The latest chemo- enzymatic synthesis of α-galactosyl epitopes using a recombinant α1,3- galactosyltransferase is described. Along with an efficient chemical synthesis of an α-Gal trisaccharide, these synthetic approaches provide an easy access to this important class of oligosaccharides. Conformational analysis of an α-Gal epitope using various NMR techniques and molecular modeling is discussed. These studies provide important information in structure-function relationship and binding conformation of α-Gal epitopes and their interaction with anti-Gal antibody. In another aspect, novel glycoconjugates containing receptor-specific ligands and α-Gal epitopes have been synthesized as potential immunotherapeutic agents. The second part of this contribution summarizes our recent work in lanthanide catalysis in aqueous media. The use of Ln(OTf)3 in organic reactions, including aza- Diels-Alder reaction, reactions of indole with aldehydes, and catalysis on solid support is discussed. An emphasis is placed on the synthetic applications and their contribution to green technology by using environmentally friendly solvents.
|Original language||English (US)|
|Number of pages||27|
|Journal||Current Organic Chemistry|
|State||Published - May 1999|
ASJC Scopus subject areas
- Organic Chemistry