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

Duyar H., Portakal H. S., Yalçın E., Kanat B., Doluca O., SEFEROĞLU Z.

Bioorganic and Medicinal Chemistry Letters, vol.36, 2021 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 36
  • Publication Date: 2021
  • Doi Number: 10.1016/j.bmcl.2021.127824
  • Journal Name: Bioorganic and Medicinal Chemistry Letters
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, MEDLINE, Veterinary Science Database
  • Keywords: Fluorene, Fluorenone, G-Quadruplex, c-myc, Light-up probe
  • Gazi University Affiliated: Yes

Abstract

© 2021 Elsevier LtdThe 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.