Efficient access to N-trifluoroacetylated 2'-amino-2'-deoxyadenosine phosphoramidite for RNA solid-phase synthesis.

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Monatshefte Fur Chemie Pub Date : 2019-01-01 Epub Date: 2019-04-29 DOI:10.1007/s00706-019-02390-x

Christoph Falschlunger, Ronald Micura

引用次数: 3

Abstract

Abstract: Here, we present a robust synthetic route to a 2'-amino-2'-deoxyadenosine phosphoramidite building block for automated RNA solid-phase synthesis. The thus accessible 2'-amino-modified RNA finds applications in the evaluation of hydrogen-bond networks in folded RNA, such as riboswitches or ribozymes. In this context, we previously implemented the here described 2'-amino-2'-deoxyadenosine building block in a comparative study on self-cleaving pistol ribozymes to shed light on structural versus catalytic roles of active-site 2'-OH groups in the reaction mechanism.

Graphical abstract:

Abstract Image

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用于RNA固相合成的N-三氟乙酰化2'-氨基-2'-脱氧腺苷磷酰胺的有效途径。

摘要：在这里，我们提出了一种用于自动化RNA固相合成的2'-氨基-2'-脱氧腺苷磷酰胺构建块的稳健合成路线。因此可获得的2’-氨基修饰的RNA在评估折叠RNA中的氢键网络中有应用，例如核糖开关或核酶。在这种情况下，我们之前在对自切割手枪式核酶的比较研究中实施了这里描述的2'-氨基-2'-脱氧腺苷构建块，以阐明活性位点2'-OH基团在反应机制中的结构与催化作用。图形摘要：

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来源期刊

Monatshefte Fur Chemie 化学-化学综合

CiteScore

3.70

自引率

5.60%

发文量

116

审稿时长

3.3 months

期刊介绍： "Monatshefte für Chemie/Chemical Monthly" was originally conceived as an Austrian journal of chemistry. It has evolved into an international journal covering all branches of chemistry. Featuring the most recent advances in research in analytical chemistry, biochemistry, inorganic, medicinal, organic, physical, structural, and theoretical chemistry, Chemical Monthly publishes refereed original papers and a section entitled "Short Communications". Reviews, symposia in print, and issues devoted to special fields will also be considered.