Solid-Phase O-Glycosylation with a Glucosamine Derivative for the Synthesis of a Glycopeptide

被引：4
|
作者：
Ryan, Philip [1 ,2 ,3 ]
Koh, Andy Hsien Wei [4 ]
Lohning, Anna Elizabeth [4 ]
Rudrawar, Santosh [1 ,2 ,3 ,5 ]
机构：
[1] Griffith Univ, Menzies Hlth Inst Queensland, Gold Coast, Qld 4222, Australia
[2] Griffith Univ, Sch Pharm & Pharmacol, Gold Coast, Qld 4222, Australia
[3] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[4] Bond Univ, Fac Hlth Sci & Med, Robina, Qld 4229, Australia
[5] Qual Use Med Network, Gold Coast, Qld 4222, Australia
来源：
AUSTRALIAN JOURNAL OF CHEMISTRY | 2017年 / 70卷 / 10期
基金：
澳大利亚研究理事会;
关键词：
FMOC AMINO-ACIDS; GLCNAC TRANSFERASE; LINKED GLYCOPEPTIDE; N-ACETYLGLUCOSAMINE; PEPTIDE TEMPLATES; BUILDING-BLOCKS; CELL BIOLOGY; GLCNACYLATION; SUGAR; DONORS;
D O I：
10.1071/CH17201
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of the O-linked glycosylamino acid Fmoc-l-Ser((Ac)(3)--d-GlcNAc)-OH building block is described. The utility of the method was demonstrated with direct solid-phase O-glycosylation of the hydroxyl group on the amino acid (Ser) side chain of a human -A crystallin-derived peptide (AIPVSREEK) in nearly quantitative glycosylation yield.
引用
收藏
页码：1151 / 1157
页数：7
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