Synthesis of novel 3′-C-branched 2′-deoxynucleosides. Incorporation of 3′-C-(3-hydroxypropyl)thymidine into oligodeoxynucleotides

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Henrik M. Pfundheller, Pia N. Jørgensen, Ulrik S. Sørensen, Sunil K. Sharma, Marie Grimstrup, Claudia Ströch, Poul Nielsen, Garimella Viswanadham, Carl Erik Olsen and Jesper Wengel


Abstract

The methyl glycoside derivatives 4, 6, 10 and 32 have been used as precursors for the synthesis of novel 3′-C-alkyl-modified α- and β-2′-deoxynucleosides. Using an alternative linear strategy, 3′-C-methyl- and 3′-C-azidomethyl-modified thymidines 16 and 17 have been synthesized. Hybridization experiments with oligodeoxynucleotides containing 3′-C-(3-hydroxypropyl)thymidine monomers are reported.


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