Chemoenzymatic Synthesis of Glycoprotein Using the Peptide Ligation Chemistry (Jpn. Ed.)

Abstract

The chemoenzymatic method using glycosynthase is one of potent strategies for the synthesis of glycoproteins having a homogeneous glycan. In this method, the efficient preparation of the N-acetylglucosaminylated protein is of great importance. Thus, for producing this compound with a high efficiency, we developed the sequential thioester method and the fast preparation method of the N-acetylglucosaminyl peptide. These methods realized the efficient preparation of glycoproteins having GlcNAc. Finally, homogeneous glycoproteins, the Tim-3 Ig domain and emmprin were successfully synthesized by the transglycosylation using glycosynthase.