二硫酸化糖鞘脂SB1a及相关单硫酸化SM1a的全合成。
Total syntheses of disulphated glycosphingolipid SB1a and the related monosulphated SM1a.
作者信息
Hirose Haruka, Tamai Hideki, Gao Chao, Imamura Akihiro, Ando Hiromune, Ishida Hideharu, Feizi Ten, Kiso Makoto
机构信息
Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
出版信息
Org Biomol Chem. 2015 Dec 7;13(45):11105-17. doi: 10.1039/c5ob01744k. Epub 2015 Sep 24.
Abstract
Total syntheses of two natural sulphoglycolipids, disulphated glycosphingolipid SB1a and the structurally related monosulphated SM1a, are described. They have common glycan sequences and ceramide moieties and are associated with human epithelial carcinomas. The syntheses featured efficient glycan assembly and the glucosyl ceramide cassette as a versatile building block. The binding of the synthetic sulphoglycolipids by the carcinoma-specific monoclonal antibody AE3 was investigated using carbohydrate microarray technology.
摘要
本文描述了两种天然硫代糖脂——二硫酸化糖鞘脂SB1a和结构相关的单硫酸化SM1a的全合成。它们具有共同的聚糖序列和神经酰胺部分，且与人类上皮癌相关。合成过程的特点是高效的聚糖组装以及将葡萄糖神经酰胺盒作为通用构建模块。使用碳水化合物微阵列技术研究了癌特异性单克隆抗体AE3对合成硫代糖脂的结合情况。
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