Development of a selective ligand for G–G mismatches of CGG repeat RNA inducing the RNA structural conversion from the G-quadruplex into a hairpin-like structure

Hirotaka Murase; Fumi Nagatsugi; Shigeki Sasaki

doi:10.1039/D2OB00279E

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Development of a selective ligand for G–G mismatches of CGG repeat RNA inducing the RNA structural conversion from the G-quadruplex into a hairpin-like structure†

Hirotaka Murase,

*^a Fumi Nagatsugi

^b and Shigeki Sasaki

*^a

Author affiliations

* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, Nagasaki International University, 2825-7 Huis ten bosch machi, Sasebo 859-3298, Japan
E-mail: murase@niu.ac.jp, sigesasaki@niu.ac.jp

^b Institute of Multidisciplinary Research for Advanced Materials (IMRAM), Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai 980-8577, Japan

Abstract

The trinucleotide CGG repeat is located in the 5′-UTR of FMR1 and its abnormal expansion and formation of a noncanonical RNA structure causes fetal genetic diseases. In this study, a small molecular dimer-type ligand consisting of dual G-clamp units for the recognition of two neighboring guanines was synthesized, and the binding properties for the r(CGG) repeats were investigated. Compound 2 was confirmed to bind to the mismatch guanines in the stem region of the r(CGG) repeat hairpin. In addition, the RNase T1 assay demonstrated that 2 induced the structural conversion of the r(CGG)₈ repeat from the G-quadruplex into a hairpin-like structure.

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Article information

DOI: https://doi.org/10.1039/D2OB00279E
Article type: Paper
Submitted: 10 Feb 2022
Accepted: 23 Mar 2022
First published: 25 Mar 2022

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Org. Biomol. Chem., 2022,20, 3375-3381

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Development of a selective ligand for G–G mismatches of CGG repeat RNA inducing the RNA structural conversion from the G-quadruplex into a hairpin-like structure

H. Murase, F. Nagatsugi and S. Sasaki, Org. Biomol. Chem., 2022, 20, 3375 DOI: 10.1039/D2OB00279E

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Organic & Biomolecular Chemistry

Development of a selective ligand for G–G mismatches of CGG repeat RNA inducing the RNA structural conversion from the G-quadruplex into a hairpin-like structure†

Abstract

Supplementary files

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Development of a selective ligand for G–G mismatches of CGG repeat RNA inducing the RNA structural conversion from the G-quadruplex into a hairpin-like structure

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