Synthesis, Photophysical Properties, and Enzymatic Incorporation of an Emissive Thymidine Analogue

Synthesis, Photophysical Properties, and Enzymatic Incorporation of an Emissive Thymidine Analogue
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DOI:
10.1246/cl.161024
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发表时间:
2017-02-01
期刊:
影响因子:
1.6
通讯作者:
Sugiyama, Hiroshi
Sugiyama, Hiroshi
中科院分区:
化学4区
文献类型:
--
作者:
Okamura, Izumi;Park, Soyoung;Sugiyama, Hiroshi

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在这里,我们描述了一种荧光碱基类似物,硫代并[3,4-d]-嘧啶T-模拟脱氧核苷,thdT的合成、光物理表征和DNA掺入。THdT表现出与天然T类似的碱基配对的热稳定性和选择性,以及取决于其在DNA中的微环境的值得注意的光物理行为。合成了胸腺嘧啶核苷三磷酸的硫代类似物thdTTP,并在dTTP的辅助下,利用自然产生的聚合酶和复制系统将其酶结合到DNA中。本研究结果表明,thdT作为胸腺嘧啶核苷的荧光替代物具有广阔的应用前景。
Herein, we describe the synthesis, photophysical characterization, and DNA incorporation of a fluorescent nucleobase analogue, thieno[3,4-d]-pyrimidine T-mimic deoxynucleoside, thdT. thdT exhibits comparable thermal stability and selectivity of base pairing to that of natural T and noteworthy photophysical behaviors depending on its microenvironments in DNA. A thioanalogue of thymidine triphosphate, thdTTP, has been synthesized and enzymatically incorporated into DNA using naturally occurring polymerases and replication systems with assistance from dTTP. The present results show the utility of thdT as a fluorescent surrogate of thymidine for further applications.