Conformational aspect of indazole adenine dinucleotides in aqueous solution.

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概要

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• Conformational properties of various title compounds in aqueous solution were examined with the aid of 500 MHz <SUP>1</SUP>H-NMR spectroscopy. In particular, the signals of aromatic protons on both the indazole and adenine rings were shifted to higher fields without exception, compared with the corresponding signals in indazole and adenine mononucleotides. These observations, which can be explained as resulting from diamagnetic shielding effect of the indazole and adenine rings, indicate that the base pairs in the dinucleotides are closely stacked in parallel planes. On the other hand, the average conformation of riboses were deduced from <I>J</I><SUB>1′,2′</SUB>-values as a proportion of <I>N</I>\rightleftarrows<I>S</I> equilibrium composition. Indazole riboses showed a roughly 50/50 equilibrium, whereas adenine riboses showed a small preference for the <I>N</I>-type conformer. Such a conformational state may be indispensable for taking up the strongly folded conformation between the base pairs in the dinucleotides, as judged by a somewhat favored <I>S</I>-type conformation of both riboses in the indazole- and adenine mononucleotides.

• 公益社団法人 日本化学会の論文

著者

• Azuma Ichiro

  Section of Chemistry, Institute of Immunological Science, Hokkaido University

• Tono-oka Shuichi

  Section of Chemistry, Institute of Immunological Science, Hokkaido University

• Sekikawa Isao

  Section of Chemistry, Institute of Immunological Science, Hokkaido University

関連論文

• Enzymic synthesis and biochemical activity of various indazole adenine dinucleotides.
• Conformational aspect of indazole adenine dinucleotides in aqueous solution.

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