A highly selective switch-on fluorescence sensor targeting telomeric dimeric G-quadruplex

Bioorg Med Chem Lett. 2021 May 15:40:127971. doi: 10.1016/j.bmcl.2021.127971. Epub 2021 Mar 19.

Abstract

The fluorescence probes with high selectivity and sensitivity for telomeric multimeric G-quadruplexes have attracted much attention. Nevertheless, few small molecules have exhibited telomeric multimeric G-quadruplexes recognition specificity. Thus, there is an urgent demand to develop specific fluorescence probes for telomeric multimeric G-quadruplexes. We reported herein the specific sensing of telomeric dimeric G-quadruplex TTA45 via a fluorescence light-up response using a commercially available triazine derivative HPTA-1 as a probe. HPTA-1 could discriminate the telomeric dimeric G-quadruplex TTA45 against other types of DNA structures accompanied by a drastic enhancement of the emission intensity without compromising the conformation and stability. Compared with most multimeric G-quadruplex recognition ligands, HPTA-1 had much simpler structure and lower molecular weight. The binding mechanism studies suggested that the distinct fluorescence response was caused by electrostatic and π-π stacking interactions of HPTA-1 with the pocket between two G-quadruplex units of telomeric dimeric G-quadruplex TTA45..

Keywords: A triazine derivative HPTA-1; Fluorescence probe; Recognition specificity; Simple structure; Telomeric dimeric G-quadruplexes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / analysis*
  • DNA / genetics
  • DNA / metabolism
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • G-Quadruplexes*
  • Limit of Detection
  • Molecular Dynamics Simulation
  • Spectrometry, Fluorescence
  • Telomere / genetics
  • Triazines / chemistry*
  • Triazines / metabolism

Substances

  • Fluorescent Dyes
  • Triazines
  • DNA