Chemoenzymatic Synthesis of the Immunoglobulin Domain of Tim-3 Carrying a Complex-Type N-Glycan by Using a One-pot Ligation

被引:54
作者
Asahina, Yuya [1 ]
Kamitori, Shigehiro [2 ]
Takao, Toshifumi [3 ]
Nishi, Nozomu [2 ]
Hojo, Hironobu [1 ]
机构
[1] Tokai Univ, Inst Glycosci, Dept Appl Biochem, Tokai, Kanagawa 2591292, Japan
[2] Kagawa Univ, Life Sci Res Ctr, Takamatsu, Kagawa 7610793, Japan
[3] Osaka Univ, Inst Prot Res, Suita, Osaka 5650871, Japan
关键词
glycoproteins; ligations; peptide thioester; synthesis design; NATIVE CHEMICAL LIGATION; THIOESTER METHOD; GLYCOPEPTIDE LIGATION; POLYPEPTIDE-SYNTHESIS; LINKED OLIGOSACCHARIDES; GLYCOPROTEIN-SYNTHESIS; PEPTIDE-SYNTHESIS; CYSTEINE; PROTEINS; AUXILIARY;
D O I
10.1002/anie.201303073
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ligations: The title immunoglobin (Ig) domain was chemoenzymatically synthesized. The domain was divided into three segments and N- and S-protected peptide thioesters were synthesized by solid-phase peptide synthesis. The one-pot sequential ligation was achieved by using Ag+-free and Ag+-assisted activation of the thioester. After folding and enzymatic transfer of the synthetic glycan, the desired Ig domain carrying a nonasaccharide was successfully obtained. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9733 / 9737
页数:5
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