Synthesis of the starfish ganglioside LLG-3 tetrasaccharide
Synthesis of the starfish ganglioside LLG-3 tetrasaccharide
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DOI：
10.1016/j.carres.2009.02.003
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发表时间：
2009-04-21
影响因子：
3.1
通讯作者：
Sato, Ken-ichi
中科院分区：
文献类型：
--
作者：
Hanashima, Shinya;Ishikawa, Daichi;Sato, Ken-ichi
首次合成了神经节苷脂LLG-3四糖，它具有独特的结构和诱人的生物活性。首先制备C8-甲氧基修饰的唾液酸结构单元，然后通过唾液酸化引入乙醇酸部分。唾液酸羟基乙酸和唾液酸乳糖苷单元上C5处的氨基之间的酰胺缩合提供了完全保护的LLG-3四糖。最后，在仔细的整体脱保护后获得LLG-3的所需四糖部分。[图形]（C）2009 Elsevier Ltd.保留所有权利。
The first synthesis of the ganglioside LLG-3 tetrasaccharide, which has attractive biological activities as well as a unique structure, is described. A C8-methoxy decorated sialic acid building block was initially prepared and a glycolic acid moiety was then introduced by sialylation. Amide condensation between the sialyl glycolic acid and an amino group at C5 on the sialyllactoside unit afforded the fully protected LLG-3 tetrasaccharide. Finally, the desired tetrasaccharide part of LLG-3 was obtained after careful global deprotection.[GRAPHICS](C) 2009 Elsevier Ltd. All rights reserved.