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7‐De­aza‐2′‐deoxy‐7‐propynyl­guanosine
Authors:Frank Seela  Khalil Shaikh  Henning Eickmeier
Abstract:The title compound, C14H16N4O4, adopts the anti conformation at the gly­cosylic bond χ−117.1 (5)°]. The sugar pucker of the 2′‐deoxy­ribo­furan­osyl moiety is C2′‐endo–C3′‐exo, 2T3 (S‐type). The orientation of the exocyclic C4′—C5′ bond is +sc (gauche). The propynyl group is linear and coplanar with the nucleobase moiety. The structure of the compound is stabilized by several hydrogen bonds (N—H⋯O and O—H⋯O), leading to the formation of a multi‐layered network. The nucleobases, as well as the propynyl groups, are stacked. This stacking might cause the extraordinary stability of DNA duplexes containing this compound.
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