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芴/芴酮甲酰胺衍生物作为 c-myc G-四链体的选择性点亮荧光团。

Fluorene/fluorenone carboxamide derivatives as selective light-up fluorophores for c-myc G-quadruplex.

机构信息

Gazi University, Department of Chemistry, 06560 Yenimahalle, Ankara, Turkey; Gebze Technical University, Department of Chemistry, 41400 Gebze, Kocaeli, Turkey.

Izmir University of Economics, Department of Biomedical Engineering, Izmir 35330, Turkey.

出版信息

Bioorg Med Chem Lett. 2021 Mar 15;36:127824. doi: 10.1016/j.bmcl.2021.127824. Epub 2021 Jan 26.

Abstract

The development of fluorescent dyes capable of selective recognition of G-quadruplexes is essential for studying its localization and biological functions. However, considering the G-quadruplex topologies may vary significantly, the synthesis of compounds showing both selectivity and strong fluorescence properties still remains a great challenge. Recently we have developed fluorene/fluorenone derivatives with structure-specific binding towards dsRNA, indicating its potential for structure-selective ligands. Herein, we report the synthesis of novel fluorene/fluorenone derivatives and their selectivity towards various DNA structures, particularly G-quadruplexes, two of which showed strong affinity to the proto-oncogene c-myc promoter G-quadruplex.

摘要

开发能够选择性识别 G-四链体的荧光染料对于研究其定位和生物学功能至关重要。然而,考虑到 G-四链体的拓扑结构可能有很大差异,因此合成具有选择性和强荧光性质的化合物仍然是一个巨大的挑战。最近,我们开发了具有结构特异性结合 dsRNA 的芴/芴酮衍生物,表明其具有结构选择性配体的潜力。在此,我们报告了新型芴/芴酮衍生物的合成及其对各种 DNA 结构,特别是 G-四链体的选择性,其中两种对原癌基因 c-myc 启动子 G-四链体表现出很强的亲和力。

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