Postsynthetic Conjugation of RNA to Carboxylate and Dicarboxylate Molecules |
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Authors: | Yossi Shemesh |
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Institution: | School of Pharmacy, The Hebrew University of Jerusalem, Hadassah Ein-Kerem, Jerusalem, Israel |
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Abstract: | 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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Keywords: | Phosphate mimics carboxylate dicarboxylate solid phase RNA synthesis TMSE |
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