Convenient introduction of a bisecting GlcNAc residue into multiantennary N-glycans as the ultimate residue
Convenient introduction of a bisecting GlcNAc residue into multiantennary N-glycans as the ultimate residue
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DOI：
10.1016/j.tetlet.2010.03.031
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发表时间：
2010-05-12
影响因子：
1.8
通讯作者：
Unverzagt, Carlo
中科院分区：
文献类型：
--
作者：
Eller, Steffen;Raps, Claudia;Unverzagt, Carlo
建立了一种直接的化学合成方法，用于合成含有分割GlcNAc片段的多天线n -聚糖。结果发现，尽管n -聚糖受体的4-羟基具有相当大的空间位阻，但仍可以引入分二的GlcNAc作为最终残基。这种方法避免了在中央β -甘露糖苷的初级羟基上需要一个临时保护基团，从而使合成时间更短，更灵活。因此，使用相同的前体和中间体，可以通过统一的合成路径生成具有可选的等分GlcNAc的n -聚糖。(C) 2010 Elsevier Ltd.版权所有。
A straightforward chemical synthesis was developed for multiantennary N-glycans of the complex-type containing a bisecting GlcNAc moiety. It was found that a bisecting GlcNAc can be introduced as the final residue despite considerable steric hindrance of the buried 4-hydroxyl group of the N-glycan acceptor. This approach circumvents the need for a temporary protecting group on the primary hydroxyl group of the central beta-mannoside resulting in a shorter and more flexible synthesis. Thus the generation of N-glycans with an optional bisecting GlcNAc can be accomplished by a unified synthetic path using the same precursors and intermediates. (C) 2010 Elsevier Ltd. All rights reserved.