Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
Org Lett. 2010 Dec 3;12(23):5486-9. doi: 10.1021/ol102357u. Epub 2010 Nov 4.
The conjugation of a ribonucleic acid 16-mer with the cationic amphiphilic peptide penetratin and an anionic hyaluronan tetrasaccharide by means of Cu-free "click" chemistry is reported. The alkyne-functionalized 16-mer was prepared by automated solid-phase synthesis, using a newly developed strained cyclooctyne phosphoramidite in the final coupling. Cycloaddition of the alkyne functionalized RNA to the azide containing biomolecules led to a clean conversion into the corresponding nucleic acid conjugates.
报道了通过无铜“点击”化学将一个 16 聚核苷酸与阳离子两亲肽穿透肽和一个阴离子透明质酸四糖连接起来。炔基功能化的 16 聚核苷酸通过自动固相合成制备，在最后一步偶联中使用了新开发的刚性环辛炔磷酰胺。炔基功能化的 RNA 与含叠氮化物的生物分子的环加成导致了相应的核酸缀合物的干净转化。
