Chemical synthesis of capped oligoribonucleotides, m7Gn(n=5')pppAUG and m7Gn(n=5')pppAUGACC.
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The fully-protected pAUG (<B>15</B>) and pAUGACC (<B>21</B>) were synthesized by the phosphotriester approach where the phenylthio group was employed as the internal and 5′-terminal phosphate-protecting groups. The partially unblocked oligomers (<B>32</B>) and (<B>33</B>), obtained by alkaline treatment of (<B>15</B>) and (<B>21</B>), were condensed with a capping reagent (<B>1a</B>) in the presence of imidazole by activation with silver nitrate to afford the capped trimer and hexamer protected with the acid-labile protecting groups, <I>i.e.</I>, 4,4,′4″-trimethoxytrityl (TMTr), 4-monomethoxytrityl (MMTr), tetrahydropyran-2-yl (THP), and methoxymethylene (mM) groups. The protected capped oligomers were unblocked by a dilute HCl solution to afford m<SUP>7</SUP>G<SUP>5′</SUP> pppAUG and m<SUP>7</SUP>G<SUP>5′</SUP> pppAUGACC, which were purified by HPLC and characterized by enzyme assays.
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- Chemical synthesis of capped oligoribonucleotides, m7Gn(n=5')pppAUG and m7Gn(n=5')pppAUGACC.