Influence of the interaction with DNA on the spectral-fluorescent and photochemical properties of some meso-substituted polymethine dyes

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Sep 5:202:269-275. doi: 10.1016/j.saa.2018.05.053. Epub 2018 May 26.

Abstract

Spectral-fluorescent and photochemical properties of meso-substituted thiacarbocyanine dyes 3,3'-dimethyl-9-phenylthiacarbocyanine and 3,3'-diethyl-9-(2-hydroxy-4-methoxyphenyl)thiacarbocyanine in solutions and their interaction with DNA were studied. The dyes form noncovalent complexes with DNA, which is accompanied by changes in the absorption spectra and an increase in the fluorescence intensity of the dyes. The data obtained suggest that the dyes are in the form of trans-isomers both in solvents of different polarity and in complexes with DNA. It was shown that the interaction of the dyes with DNA is a complex process involving monomeric dye molecules and aggregates of the dyes. The primary photochemical processes of the dyes in solutions and in complexes with DNA were studied by flash photolysis technique. Upon flash photoexcitation in solutions, the formation and decay of the photoisomers of the dyes were observed, with no generation of the triplet states. In the complex with DNA, no signal of photoisomers was detected; in the absence of oxygen, the formation of the triplet state of the dyes was observed. The decay kinetics of the triplet state of the dyes were two-exponential. The process of quenching of the triplet state of the dyes by oxygen in a complex with DNA was studied, the respective quenching rate constants were estimated, being lower than the diffusion-controlled value.

Keywords: Aggregation; DNA; Flash photolysis; Noncovalent complexes; Oxygen quenching; Triplet state; meso-Substituted polymethine dyes; trans-cis photoisomerization.

MeSH terms

  • Animals
  • Chickens
  • DNA / chemistry*
  • DNA / metabolism*
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism*
  • Indoles / chemistry*
  • Isomerism
  • Kinetics
  • Photochemical Processes*
  • Solutions
  • Spectrometry, Fluorescence

Substances

  • Fluorescent Dyes
  • Indoles
  • Solutions
  • VPM chloride
  • DNA