通过质子核磁共振研究鸟嘌呤核苷的糖环构象
Sugar ring conformations of guanine nucleosides by proton nuclear magnetic resonance.
作者信息
Wright G, Dudycz L
机构信息
Department of Pharmacology, University of Massachusetts Medical School, Worcester 01605.
出版信息
Acta Biochim Pol. 1987;34(2):123-34.
Proton NMR studies at 250 MHz showed that ribofuranosyl and 2-deoxyribofuranosyl derivatives of N2-(p-n-butylphenyl)guanine (BuPG) favored the C2'-endo (S) sugar pucker and the gg exocyclic group rotamer, although less so than guanosine and 2'-deoxyguanosine themselves. The correlation calculated between C3'-endo (N) and gg conformational states in these compounds may result from destabilization of syn glycosidic bond conformers by the bulky N2 substituent. Results for a bis(ribofuranosyl) derivative of BuPG showed a strong correlation between N and gg states in both sugar rings, suggesting that both rings are anti and are stabilized by intramolecular hydrogen bonding between C3'-O and H8.
在250兆赫下进行的质子核磁共振研究表明，N2 -（对正丁基苯基）鸟嘌呤（BuPG）的呋喃核糖基和2 - 脱氧呋喃核糖基衍生物倾向于C2'-内型（S）糖折叠构象和gg型外环基团旋转异构体，尽管其倾向性不如鸟苷和2'-脱氧鸟苷本身。这些化合物中C3'-内型（N）和gg构象状态之间计算出的相关性可能是由于庞大的N2取代基使顺式糖苷键构象异构体不稳定所致。BuPG的双（呋喃核糖基）衍生物的结果表明，两个糖环中的N和gg状态之间存在很强的相关性，这表明两个环都是反式的，并且通过C3'-O和H8之间的分子内氢键得以稳定。
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