Carbohydrate domains in the context of glycolipids and glycoproteins carry significant messages. The definition of the full scope and impact of oligosaccharide-based bioinformatics, falls within the scope of the rapidly growing field of glycobiology. [1] The sorting out of the diverse effects of glycosylation on phenomena ranging from protein folding [2] to cascades with a bearing on fertilization, [3] inflammation, [4] and metastasis, [5] constitutes a major challenge to glycobiology. [6] Other phenomena that are communicated in the ªgrammarº of carbohydrate structure include aberrant glycosylation patterns, associated with tumorigenesis, and blood typing. [7] The most widely known of the carbohydrate-centered serology systems, the ABO classification, is based on structural patterns of cell-surface glycoproteins on erythrocytes. [8] From the perspective of chemistry, one of the issues complicating molecular level understanding of the consequences of glycoarchitecture is the phenomenon of heterogeneity. While the various carbohydrate domains present on a glycoprotein may be isolated and purified, this tends to be feasible only after detachment of the oligosaccharide ensemble from its macromolecular setting. One method for dealing with the issue of the inhomogeneity of glycoproteins is through synthesisÐeither chemical, enzymatic, or a combination of both. [9] A long-term goal of our laboratory has been the development of methodology and strategies which would enable the synthesis of complex oligosaccharides bearing the inherent information in a context that simulates the natural glycoprotein setting. As will be shown below, advances in the field are