Journal
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
Volume 34, Issue 11, Pages 753-762Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/15257770.2015.1073299
Keywords
Phosphate mimics; carboxylate; dicarboxylate; solid phase RNA synthesis; TMSE
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Funding
- Israel Ministry of Industry, Trade, and Labor (Rimonim Consortium)
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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.
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