Single photon DNA photocleavage at 830 nm by quinoline dicarbocyanine dyes

Chem Commun (Camb). 2019 Oct 17;55(84):12667-12670. doi: 10.1039/c9cc04751d.

Abstract

We have synthesized symmetrical carbocyanine dyes in which two 4-quinolinium rings are joined by a pentamethine bridge that is meso-substituted with H or Cl. Irradiation of the halogenated dye at 830 nm produces hydroxyl radicals that generate DNA direct strand breaks. This represents the first reported example of DNA photocleavage upon single photon excitation of a chromophore at wavelengths above 800 nm.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Carbocyanines / chemistry*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • DNA / chemistry*
  • DNA Cleavage / radiation effects*
  • Fluorescent Dyes / chemistry*
  • Humans
  • Hydroxyl Radical / chemistry
  • Infrared Rays
  • Molecular Structure
  • Optical Imaging
  • Photochemical Processes
  • Photons
  • Quinolines / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Antineoplastic Agents
  • Carbocyanines
  • Fluorescent Dyes
  • Quinolines
  • Hydroxyl Radical
  • DNA