4.5 Article

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

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 36, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2021.127824

Keywords

Fluorene; Fluorenone; G-Quadruplex; c-myc; Light-up probe

Funding

  1. Scientific and Technological Research Council of Turkey (TUBITAK) [113Z704]
  2. Scientific Research Projects Coordination Unit of Gazi University [05/2018-01]

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The research has identified fluorene/fluorenone derivatives with structure-specific binding towards dsRNA, showing potential for structure-selective ligands. Novel fluorene/fluorenone derivatives have been synthesized with selectivity towards various DNA structures, particularly G-quadruplexes, two of which exhibited strong affinity to the proto-oncogene c-myc promoter G-quadruplex.
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.

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