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核酸杂交分析中的寡核苷酸衍生物。III. 带有双功能非核苷酸插入片段的寡核苷酸的合成及性质研究

[Oligonucleotide derivatives in the nucleic acid hybridization analysis. III. Synthesis and investigation of properties of oligonucleotides, bearing bifunctional non-nucleotide insert].

作者信息

Kupriushkin M S, Pyshnyĭ D V

出版信息

Bioorg Khim. 2012 Nov-Dec;38(6):706-20.

Abstract

Non-nucleotide phosporamidites were synthetized, having branched backbone with different position of functional groups. Obtained phosphoramidite monomers contain intercalator moiety--6-chloro-2-methoxyacridine, and additional hydroxyl residue protected with dimethoxytrityl group or with tert-butyldimethylsilyl group for post-synthetic modification. Synthesized oligothymidilates contain one or more modified units in different positions of sequence. Melting temperature and thermodynamic parameters of formation of complementary duplexes formed by modified oligonucleotides was defined (change in enthalpy and entropy). The introduction of intercalating residue causes a significant stabilization of DNA duplexes. It is shown that the efficiency of the fluorescence of acridine residue in the oligonucleotide conjugate significantly changes upon hybridization with DNA.

摘要

合成了具有支链骨架且官能团位置不同的非核苷酸亚磷酰胺。所获得的亚磷酰胺单体含有嵌入部分——6-氯-2-甲氧基吖啶,以及用于合成后修饰的、被二甲氧基三苯甲基或叔丁基二甲基甲硅烷基保护的额外羟基残基。合成的寡胸苷酸在序列的不同位置含有一个或多个修饰单元。确定了由修饰寡核苷酸形成的互补双链体的解链温度和形成的热力学参数(焓变和熵变)。嵌入残基的引入导致DNA双链体显著稳定。结果表明,寡核苷酸缀合物中吖啶残基的荧光效率在与DNA杂交时会显著变化。

相似文献

7
The influence of the non-nucleotide insert on the hybridization properties of oligonucleotides.
Nucleosides Nucleotides Nucleic Acids. 2004 Oct;23(6-7):1065-71. doi: 10.1081/NCN-200026073.

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