Synthesis of a 2'-Se-uridine phosphoramidite and its incorporation into oligonucleotides for structural study |
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Authors: | Salon Jozef Chen Guexiong Portilla Yoani Germann Markus W Huang Zhen |
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Affiliation: | Department of Chemistry, Georgia State University, Atlanta, Georgia 30303, USA. |
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Abstract: | [chemical reaction: see text]. We report here the synthesis of the 5'-[benzhydryloxybis(trimethylsilyloxy)]silyl-2'-methylseleno-2'-deoxyuridine phosphoramidite and its incorporation into oligonucleotides by solid-phase synthesis. The coupling yield of this phosphoramidite into oligonucleotides is higher than 99%. We also demonstrate that this 2'-methylselenophosphoramidite is compatible with the 5'-silyl-2'-ACE chemistry, for longer Se-RNA solid-phase synthesis. Our preliminary NMR study on the synthesized 2'-Se-DNA has revealed a U(Se)-A base pair and a duplex structure formation when its complementary strand was present. |
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