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首页> 外文期刊>Chemistry: A European journal >Bipyridyl- and Biphenyl-DNA:A Recognition Motif Based on Interstrand Aromatic Stacking
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Bipyridyl- and Biphenyl-DNA:A Recognition Motif Based on Interstrand Aromatic Stacking

机译：联吡啶和联苯DNA：基于链间芳香堆积的识别基序

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摘要

The synthesis and incorporation into oligonucleotides of C-nucleo-sides containing the two aromatic,non-hydrogen-bonding nucleobase substitutes biphenyl (I) and bipyridyl (Y) are described.Their homo- and hetero-rec-ognition properties in different sequential arrangements were then investigated via UV-melting curve analysis,gel mobility assays,CD- and NMR spec-troscopy.An NMR analysis of a do-decamer duplex containing one biphenyl pair in the center,as well as CD data on duplexes with multiple insertions provide further evidence for the zipper-like interstrand stacking motif that we proposed earlier based on molecular modeling.UV-thermal melting experiments with duplexes containing one to up to seven I- or Y base pairs revealed a constant increase in T_m in the case of I and a constant decrease for Y.Mixed I/Y base pairs lead to stabilities in between the homoseries.Insertion of alternating I/abasic site- or Y/abasic site pairs strongly decreases the thermal stability of duplexes.Asymmetric distribution of I- or Y residues on either strand of the duplex were also investigated in this context.Duplexes with three natural base pairs at both ends and 50 % of I pairs in the center are still readily formed,while duplexes with blunt ended I pairs tend to aggregate unspecifically.Duplexes with one natural overhang at the end of a I-I base pair tract can both aggregate or form ordered duplexes,depending on the nature of the natural bases in the overhang.
机译：描述了含有两个芳香族，无氢键的核碱基取代基联苯（I）和联吡啶（Y）的C-核苷的合成及其并入寡核苷酸，它们在不同顺序排列中的均和异位识别特性然后通过紫外熔解曲线分析，凝胶迁移率测定，CD和NMR光谱学进行了研究。中心含有一个联苯对的do-decamer双链体的NMR分析以及具有多次插入的双链体的CD数据提供了我们先前基于分子模型提出的类似拉链的链间堆积基序的进一步证据。含1至7个I-或Y碱基对的双链体的UV-热熔实验表明，在I和Y的情况下T_m不断增加。 Y / Y碱基对的不断减少导致同系之间的稳定性，交替插入I /碱基对或Y /碱基对的插入会大大降低双链体的热稳定性。在这种情况下，还研究了双链体任一条链上I-或Y残基的立体分布。仍然容易形成在两端具有三个天然碱基对且在中心的I对的50％的双链体，而末端是钝的I对通常倾向于非特异性地聚集。II碱基对末端具有一个自然突出端的双链体可以聚集或形成有序的双链体，具体取决于突出端中自然碱基的性质。

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