Synthesis of RNA Bearing C5-polyamine Modified Pyrimidine Nucleosides at the 3´-end by T4 RNA Ligase

Author(s): Tomokazu Masuda, Shingo Kimura, Mohammad Mehedi Masud, Hiroaki Ozaki*.

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 2 , 2019

Graphical Abstract:


The incorporation of the modified nucleoside into the 3´-overhang regions of short interfering RNAs (siRNAs) has been reported to enhance their nuclease resistance and improve RNA interference activity. In this study, DNA 2-mers containing C5-polyamine-modified pyrimidine nucleosides were synthesized and then ligated to the 3´-end of the RNA by T4 RNA ligase. The modification of the base moiety with tris(2-aminoethyl)amine affected the ligation efficiency, but the DNA 2-mer containing only one modified nucleoside was ligated with sufficient efficiency. We propose a novel synthetic route to modified siRNA bearing various modified groups in the 3´-overhang region.

Keywords: C5-modified pyrimidine, siRNA, T4 RNA Ligase, tris(2-aminoethyl)amine, oligonucleotides, genes.

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Article Details

Year: 2019
Page: [122 - 127]
Pages: 6
DOI: 10.2174/1570178615666180910111359
Price: $58

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