Synthetic study of the O-glycoprotein using the solubilizing method

2016 Fiscal Year Final Research Report

• Project/Area Number: 15K21124
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Bio-related chemistry; Biomolecular chemistry
• Research Institution: Osaka University
• Principal Investigator: Asahina Yuya 大阪大学, たんぱく質研究所, 助教 (10737232)
• Project Period (FY): 2015-04-01 – 2017-03-31
• Keywords: 糖ペプチド / 糖タンパク質 / 極性反転 / 可溶化 / ペプチドライゲーション / 4-ピコリル基（Pic）

Outline of Final Research Achievements

In this study, we successfully established a novel solubilizing method using 4-picolyl (Pic) group, which realized the synthesis of the glycoprotein, human interleukin-2 (IL-2), containing C-terminal poor solubility regions. Pic ester was introduced to the carboxy group of Glu residues of the C-terminal region, effectively solubilizing the poor solubility peptide. In the next step, the peptide ligation using the one-pot thioester method was performed to obtain the entire polypeptide. After the polypeptide was lead to the final product via deprotection and folding, the synthetic one was investigated by CD analysis and T-cell proliferation assay, which indicated the success of the chemical synthesis of IL-2 having homogeneous sugar chain.

Free Research Field

糖タンパク質有機化学