Synthesis of O-Glycopeptides of the Tumor-Associated T_N- and T-Antigen Type and Their Binding to Bovine Serum Albumin^†‡

The synthesis of immunologically relevant conjugates from bovine serum albumin (BSA) and glycotripeptides with T_N- and T-antigen structures has been achieved for the first time. In the glycoserylserylthreonines, two monosacharide (T_N) and two disaccharide (T) units are α-glycosidically linked with serine and threonine; they correspond to the N-terminal structural elements of glycophorin A with M blood group characteristics. The synthesis is accomplished by means of a special protecting group technique (Sacch = mono- or disaccharide unit).