Synthesis and biophysical characterization of oligonucleotides containing a 4′-selenonucleotide

Synthesis and biophysical characterization of oligonucleotides containing a 4′-selenonucleotide
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DOI:
10.1021/ja802205u
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发表时间:
2008-07-09
影响因子:
15
通讯作者:
Damha, Masad J.
Damha, Masad J.
中科院分区:
化学1区
文献类型:
--
作者:
Watts, Jonathan K.;Johnston, Blair D.;Damha, Masad J.

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首次合成了含4‘-硒修饰的寡核苷酸(4’-Se-Rn)。成功地合成了4个含4‘-Se-RT的序列,并与含有取代4’-Se-RT的DT、RT或LNA插入的DNA和RNA寡核苷酸进行了比较。4‘-Se-RT对结合亲和力的影响更像RT而不是DT,尽管以前观察到核苷具有类似DNA的结构,这表明当掺入寡核苷酸时会发生构象转换。将4‘-Se-RT掺入A-RNA和杂交双链可增加结合亲和力,而掺入B-DNA则与RT核苷酸一样破坏双链的稳定性。
The first synthesis of oligonucleotides containing 4'-selenium-modified ribonucleotides (4'-Se-rN) is described. Four sequences containing 4'-Se-rT were successfully synthesized and compared with DNA and RNA oligonucleotides containing a dT, rT, or LNA insert in place of the 4'-Se-rT. The 4'-Se-rT behaved more like rT than dT in its effects on binding affinity, despite the DNA-like structure previously observed for the nucleoside, suggesting that a conformational switch occurs upon incorporation into an oligonucleotide. Incorporation of 4'-Se-rT into A-RNA and hybrid duplexes led to increased binding affinity, while incorporation into B-DNA destabilized the duplex to the same extent as an rT nucleotide.