Synthesis of trisaccharides incorporating the a-Gal antigen functionalized for neoglycoconjugate preparation

Abstract

The synthesis of trisaccharides 1 and 2, which contain the a-D-galactopyranosyl-(1→3)-β-Dgalactopyranosyl (a-Gal) motif, is described. A key step in the synthesis of the trisaccharides was the glycosylation of a monosaccharide acceptor with a disaccharide trichloroacetimidate donor. Subsequent modification of the products of this [2+1] glycosylation afforded 1 and 2, which contain an activated ester moiety suitable for reaction with, for example, proteins or amine-coated surfaces. ©ARKAT-USA, Inc.