Site-specific modification of the 6-amino group ofadenosine in RNA by an inter-strand functionality-transfer reaction using an S-functionalized-4-thiothymidine

Site-specific modification of the 6-amino group ofadenosine in RNA by an inter-strand functionality-transfer reaction using an S-functionalized-4-thiothymidine
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使用 S-功能化-4-硫胸苷通过链间功能转移反应对 RNA 中腺苷的 6-氨基进行位点特异性修饰

DOI:
10.1002/cbic.201500084
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发表时间:
2015
期刊:
ChemBioChem,
影响因子:
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通讯作者:
Oshiro I. Jitsuzaki D. Onizuka K. Nishimoto A. Taniguchi Y. and Sasaki S
Oshiro I. Jitsuzaki D. Onizuka K. Nishimoto A. Taniguchi Y. and Sasaki S
中科院分区:
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文献类型:
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作者:
Nobuhiro Fujimaki;Takashi Miura;Takakazu Nakabayashi;藤巻暢宏,三浦隆史,中林孝和;Oshiro I. Jitsuzaki D. Onizuka K. Nishimoto A. Taniguchi Y. and Sasaki S

文献摘要

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非天然RNA修饰已被广泛用于研究RNA的功能和结构。进一步扩展RNA的研究需要用于位点特异性RNA修饰的通用且有效的工具。我们最近建立了一种基于寡脱氧核苷酸(ODN)探针和RNA底物之间的功能转移反应的RNA位点特异性修饰的新策略。2′-脱氧-6-硫代鸟苷用于锚转移基团,并对胞嘧啶的4-氨基或鸟嘌呤的2-氨基进行特异性修饰。在这项研究中,采用2′-脱氧-4-硫代胸苷作为靶向腺苷6-氨基的新平台。将(E)-吡啶基乙烯基酮转移基团连接到ODN探针中的4-硫代T上,并且在CuCl 2存在下,将其有效且特异性地转移到RNA中相对腺苷的6-氨基上。该方法扩展了用于特异性修饰的可用RNA靶位点。
Non‐natural RNA modifications have been widely used to study the function and structure of RNA. Expanding the study of RNA further requires versatile and efficient tools for site‐specific RNA modification. We recently established a new strategy for the site‐specific modification of RNA based on a functionality‐transfer reaction between an oligodeoxynucleotide (ODN) probe and an RNA substrate. 2′‐Deoxy‐6‐thioguanosine was used to anchor the transfer group, and the 4‐amino group of cytosine or the 2‐amino group of guanine was specifically modified. In this study, 2′‐deoxy‐4‐thiothymidine was adopted as a new platform to target the 6‐amino group of adenosine. The (E)‐pyridinyl vinyl keto transfer group was attached to the 4‐thioT in the ODN probe, and it was efficiently and specifically transferred to the 6‐amino group of the opposing adenosine in RNA in the presence of CuCl2. This method expands the available RNA target sites for specific modification.