Synthesis of oligoribonucleic acid conjugates using a cyclooctyne phosphoramidite - PubMed (original) (raw)
. 2010 Dec 3;12(23):5486-9.
doi: 10.1021/ol102357u. Epub 2010 Nov 4.
Affiliations
- PMID: 21049910
- DOI: 10.1021/ol102357u
Synthesis of oligoribonucleic acid conjugates using a cyclooctyne phosphoramidite
Pieter van Delft et al. Org Lett. 2010.
Abstract
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.
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