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- W1969848968 abstract "7-Deaza-2,8-diaza-2‘-deoxyadenosine (4) was synthesized from 8-aza-7-deaza-2‘-deoxyadenosine (1) via the 1,N6-etheno derivative 5. Ring opening with sodium hydroxide followed by ring closure in the presence of sodium nitrite formed the tricyclic intermediate 5 from which the transiently introduced “etheno” moiety was removed with NBS. Compound 4 was converted to the phosphoramidite 11, which was employed in solid-phase oligonucleotide synthesis. Base pairing studies on 4, incorporated in a 12-mer duplex, showed that this adenine nucleoside analogue forms a strong base pair with dG but not with dT. This novel base pair is as stable as that of the canonical dA-dT pair. As a result of the absence of nitrogen-7 compound 4 is expected to form a face to face base pair with dG." @default.
- W1969848968 created "2016-06-24" @default.
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- W1969848968 date "2004-06-17" @default.
- W1969848968 modified "2023-09-23" @default.
- W1969848968 title "Pyrazolo[3,4-<i>d</i>][1,2,3]triazine DNA: Synthesis and Base Pairing of 7-Deaza-2,8-diaza-2‘-deoxyadenosine" @default.
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- W1969848968 doi "https://doi.org/10.1021/jo040150i" @default.
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