3-取代尿苷和假尿苷衍生物的合成及溶液构象研究
Synthesis and solution conformation studies of 3-substituted uridine and pseudouridine derivatives.
作者信息
Chang Yu-Cheng, Herath Jayatilake, Wang Tony H-H, Chow Christine S
机构信息
Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, MI 48202, USA.
出版信息
Bioorg Med Chem. 2008 Mar 1;16(5):2676-86. doi: 10.1016/j.bmc.2007.11.039. Epub 2007 Nov 19.
Abstract
A series of 3-substituted uridine and pseudouridine derivatives, based on the naturally occurring 3-(3-amino-3-carboxypropyl) modification, were synthesized. Their aqueous solution conformations were determined by using circular dichroism and NMR spectroscopy. Functional group composition and chain length were shown to have only a subtle influence on the distribution of syn/anti conformations of the modified nucleosides. The dominating factor appears to be the glycosidic linkage (C- vs. N-glycoside) in determining the nucleoside conformation.
摘要
基于天然存在的3-(3-氨基-3-羧丙基)修饰，合成了一系列3-取代的尿苷和假尿苷衍生物。通过圆二色光谱和核磁共振光谱确定了它们在水溶液中的构象。结果表明，官能团组成和链长对修饰核苷的顺式/反式构象分布只有细微影响。在决定核苷构象方面，主导因素似乎是糖苷键（C-糖苷键与N-糖苷键）。
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