Carboxylates and dicarboxylates are important phosphate mimics. Herein, we present a simple synthetic route for the preparation of RNA carboxylate/dicarboxylate conjugates, starting from suitably protected NH2- and COOH-containing molecules that are coupled to the RNA on the solid support. The key point in our method was the use of trimethylsilylethanol (TMSE-OH) protecting group, which is removed simultaneously with the silyl protecting group on the 2′-OH of the RNA ribose (e.g. t-Butyldimethylsilyl) during the final RNA cleavage/deprotection steps. The usefulness of this method was demonstrated by preparing different RNA-phosphate mimics oligos.
Bibliographical noteFunding Information:
This work has been supported by the Israel Ministry of Industry, Trade, and Labor (Rimonim Consortium). We thank Dr. Meirav Segal and Ms. Odelia Shimshon for technical support.
Copyright © 2015 Taylor and Francis Group, LLC.
- Phosphate mimics
- solid phase RNA synthesis