Abstract
This paper describes for the semisynthesis of diverse asparagine-linked oligosaccharides (Asn-oligosaccharides) from asparagine-linked biantennary complex-type-disialylundecasaccharide obtained from egg yolk. This semisynthesis employs chemical modification and branch specific exo-glycosidase digestion (β-D-galactosidase, N-acetyl-β-D-glucosaminidase and α-ll-mannosidase). Efficient semisynthesis has enabled us to prepare appropriate amount of asparagine linked oligosaccharide and to examine solid phase synthesis for several glycopeptides having homogeneous and intact oligosaccharides. This solid phase glycopeptides synthesis has also been examined to develop for the preparation of glycoprotein. The synthetic target was to be glycoprotein, monocite chemotactic protein-3 (MCP-3). This glycoprotein has a complex type disialylundecasaccharide and two disuflide bond. This chemical synthesis employed solid phase synthesis, native chemical ligation and protein folding protocol to obtain desired homogeneous glycoprotein. The disufide map, CD measurement and enzyme linked immuno sorbent assay (ELISA) supported that glycoprotein exhibited that the desired three dimentional structure.
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