肿瘤相关糖脂抗原Globo H的化学合成
Chemical Synthesis of the Tumor-Associated Globo H Antigen.
作者信息
Mandal Satadru S, Liao Guochao, Guo Zhongwu
机构信息
Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States.
出版信息
RSC Adv. 2015 Jan 1;5(30):23311-23319. doi: 10.1039/C5RA00759C.
Abstract
A derivative of the tumor-associated globo H antigen, a complex hexasaccharide, was synthesized by a convergent and efficient [3+2+1] strategy using various glycosylation methods. All glycosylation reactions afforded good to excellent yields and outstanding stereoselectivity, including the installation of α-linked D-galactose and L-fucose. The longest linear sequence for this synthesis was 11 steps from a galactose derivative to give an overall yield of 2.6%. The synthetic target had a free and reactive amino group at the glycan reducing end, facilitating its conjugation with other molecules for various applications.
摘要
肿瘤相关的球型H抗原（一种复杂的六糖）的衍生物，通过使用各种糖基化方法的收敛且高效的[3+2+1]策略合成。所有糖基化反应都提供了良好到优异的产率和出色的立体选择性，包括α-连接的D-半乳糖和L-岩藻糖的安装。该合成的最长线性序列是从半乳糖衍生物开始的11步反应，总产率为2.6%。合成目标在聚糖还原端具有一个游离且具有反应性的氨基，便于其与其他分子共轭以用于各种应用。
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