Functionalization of the Oligonucleotides Containing an Internucleotide Phosphoramidate Bond |
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| Authors: | Sinyakov A. N. Boutorine A. S. Novopashina D. S. Halby L. Ryabinin V. A. |
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| Affiliation: | (1) Vector State Research Center of Virology and Biotechnology, Institute of Molecular Biology, pos. Kol'tsovo, Novosibirsk oblast, 630559, Russia;(2) INSERM U565–CNRS UMR 8646, Muséum National d'Histoire Naturelle, Laboratoire de Biophysique, 43 rue Cuvier, 75231 Paris Cedex 05, France;(3) Novosibirsk Institute of Bioorganic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent'eva 8, Novosibirsk, 630090, Russia |
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| Abstract: | A new method for functionalization of oligonucleotides by addition of aminoalkyl derivatives to the intermolecular phosphorus atom of the oligonucleotide N3"–P5" phosphoramidate bond in the presence of triphenylphosphine, 4-dimethylaminopyridine, and 2,2"-dipyridyl disulfide was suggested. The reaction proceeded with both low-molecular alkylamines (1,6-diaminohexane or N,N-dimethyl-1,3-diaminopropane) and a minor groove binder containing an aminoalkyl group. |
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| Keywords: | minor groove binder modified oligonucleotides phosphoramidate |
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