DNA fluorescent labeling with naphtho[1,2,3-cd]indol-6(2H)-one for investigation of protein-DNA interactions

Bioorg Chem. 2017 Jun:72:268-272. doi: 10.1016/j.bioorg.2017.05.002. Epub 2017 May 3.

Abstract

Fluorescently labeled DNA to study protein-DNA interactions was synthesized using the Cu(I)-catalysed cycloaddition (CuAAC) reaction. For this purpose, a new azido-containing fluorophore based on the naphtho[1,2,3-cd]indol-6(2H)-one derivative was obtained. The fluorescent properties of naphtho[1,2,3-cd]indol-6(2H)-one derivatives and labeled DNA were studied. The new fluorescent DNA conjugate was shown to be a useful tool to study complex mechanisms of protein-DNA interactions.

Keywords: Click chemistry; Cu(I)-catalysed azide-alkyne cycloaddition; Fluorescent azide; Fluorescently labeled DNA; Protein-DNA interactions; Stopped-flow fluorescence study.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / chemistry*
  • DNA Glycosylases / chemistry*
  • DNA Glycosylases / metabolism
  • Fluorescence*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Humans
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Molecular Structure
  • Naphthalenes / chemical synthesis
  • Naphthalenes / chemistry*
  • Structure-Activity Relationship

Substances

  • Fluorescent Dyes
  • Indoles
  • Naphthalenes
  • naphtho(1,2,3-cd)indol-6(2H)-one
  • DNA
  • DNA Glycosylases
  • oxoguanine glycosylase 1, human