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Photoswitchable Oligonucleotides Containing DifferentDiarylethene-Modified Nucleotides

机译:包含不同的光开关寡核苷酸二芳基乙烯修饰的核苷酸

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摘要

Diarylethenes are a well-studied class of photoswitches and have often been linked to partner molecules to render them photoresponsive. Earlier, our lab developed a new type of diarylethenes in which the purine or pyrimidine base of a nucleoside or oligonucleotide serves as one of the two aryl residues of the photochromic system. Here, we report the synthesis of three different diarylethene-deoxyuridine phosphoramidites and their site-specific incorporation into oligodeoxynucleotides by solid-phase synthesis. Various DNA sequences carrying single or multiple, identical or different photoswitchable moieties are synthesized with high yield and purity. Upon UV irradiation, these DNA strands form a colored closed-ring isomer. The combination of different diarylethenes within one strand leads to an additive absorption spectrum. The photochromic DNA oligonucleotides are thermostable and photoreversible.
机译:双芳烃是一类经过充分研究的光敏开关,通常与伙伴分子相连以使其具有光响应性。较早之前,我们的实验室开发了一种新型的双芳烃,其中核苷或寡核苷酸的嘌呤或嘧啶碱基充当光致变色系统的两个芳基残基之一。在这里,我们报告了三种不同的二芳基乙烯-脱氧尿苷亚磷酰胺的合成及其通过固相合成将它们的位点特异性掺入到寡脱氧核苷酸中。合成具有高产量和纯度的带有单个或多个,相同或不同的光可开关部分的各种DNA序列。在紫外线照射下,这些DNA链形成有色的闭环异构体。一条链中不同的二硫杂环丁烷的组合导致累加吸收光谱。光致变色DNA寡核苷酸是热稳定的和光可逆的。

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