Efficient synthesis of oligonucleotide conjugates on solid-support using an (aminoethoxycarbonyl)aminohexyl group for 5′-terminal modification
Efficient synthesis of oligonucleotide conjugates on solid-support using an (aminoethoxycarbonyl)aminohexyl group for 5′-terminal modification
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DOI：
10.1016/j.bmcl.2009.02.121
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发表时间：
2009-04-15
影响因子：
2.7
通讯作者：
Komatsu, Yasuo
中科院分区：
文献类型：
--
作者：
Kojima, Naoshi;Takebayashi, Toshie;Komatsu, Yasuo
在寡核苷酸的5 '-末端伯胺处的固体支持物缀合是用于引入各种官能团的方便且有效的方法。然而，常规脂族胺不一定提供具有足够产率的缀合物。为了改进Modi。为了提高阳离子效率，我们使用氨基-接头（氨基乙氧基羰基）氨基己基（ssH-接头）用于固体支持物缀合。在ssH-接头末端modi.由于氨基保护基团的快速去除，阳离子活性游离氨基可以容易地呈现在固体支持物上，并且活化的氨基酸或胆固醇分子可以比典型的6-氨基己基-接头更有效地共价连接。基于这些结果，ssH-接头可以是有用的末端修饰物。阳离子用于功能分子的固体支持物缀合。(C)2009爱思唯尔有限公司保留所有权利。
Solid-support conjugation at the 5 '-terminal primary amine of oligonucleotides is a convenient and powerful method for introducing various functional groups. However, conventional aliphatic amines do not necessarily provide conjugates with sufficient yields. To improve the modi. cation efficacy, we used the amino-linker (aminoethoxycarbonyl) aminohexyl group (ssH-linker), for solid-support conjugation. In the ssH-linker terminal modi. cation, reactive free amino group could be easily presented onto a solid-support due to rapid removal of the amino-protecting group, and activated amino acids or cholesterol molecules could be covalently connected more efficiently than to typical 6-aminohexyl-linkers. Based on these results, the ssH-linker can be a useful terminal modi. cation for the solid-support conjugation of functional molecules. (C) 2009 Elsevier Ltd. All rights reserved.