Formation of Direction-Controllable Pseudorotaxane and Catenane Using Chemically Cyclized Oligodeoxynucleotides and Their Noncovalent RNA Labeling,Bioconjugate Chemistry

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Formation of Direction-Controllable Pseudorotaxane and Catenane Using Chemically Cyclized Oligodeoxynucleotides and Their Noncovalent RNA Labeling
Bioconjugate Chemistry ( IF 4.0 ) Pub Date : 2023-03-17 , DOI: 10.1021/acs.bioconjchem.3c00031
Kazuki Kuwahara _{1,

2} , Sayaka Yajima _{1,

2} , Yuuhei Yamano ₁ , Fumi Nagatsugi _{1,

2} , Kazumitsu Onizuka _{1,

2,

3}

Affiliation

The formation of interlocked structures, such as rotaxane and catenane, enables noncovalent conjugations. We previously confirmed that the chemically cyclized pseudorotaxane-forming oligodeoxynucleotides (prfODNs) with double-tailed parts formed a pseudorotaxane structure with the target DNA and RNA via the slipping process. Here, we report the one-step synthesis of cyclized prfODNs from alkyne-modified ODNs, after which we investigated the properties and mechanism of the slipping process and performed noncovalent RNA labeling with prfODNs. Additionally, the catenane structure was formed by the combination of pseudorotaxane formation with a 5′-end-phosphorylated RNA and enzymatic ligation. The newly synthesized prfODN represents a new tool for achieving the noncovalent conjugation of various functional moieties to RNAs.

中文翻译：

使用化学环化寡脱氧核苷酸及其非共价 RNA 标记形成方向可控的假轮烷和链烷

互锁结构的形成，如轮烷和链烷，可以实现非共价结合。我们之前证实，具有双尾部分的化学环化假轮烷形成寡脱氧核苷酸 (prfODNs) 通过滑动过程与目标 DNA 和 RNA 形成了假轮烷结构。在这里，我们报告了从炔烃修饰的 ODN 一步合成环化 prfODN，之后我们研究了滑动过程的性质和机制，并用 prfODN 进行了非共价 RNA 标记。此外，链烷结构是通过假轮烷形成与 5'-末端磷酸化 RNA 和酶促连接相结合而形成的。新合成的 prfODN 代表了实现各种功能部分与 RNA 非共价结合的新工具。

更新日期：2023-03-17

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