DNA interaction studies of sesamol (3,4-methylenedioxyphenol) food additive

Mol Biol Rep. 2013 Feb;40(2):1173-9. doi: 10.1007/s11033-012-2159-x. Epub 2012 Oct 17.

Abstract

The interaction of native calf thymus DNA (CT-DNA) with sesamol (3,4-methylenedioxyphenol) in Tris-HCl buffer at neutral pH 7.4 was monitored by absorption spectrophotometry, viscometry and spectrofluorometry. It is found that sesamol molecules could interact with DNA outside and/or groove binding modes, as are evidenced by: hyperchromism in UV absorption band, very slow decrease in specific viscosity of DNA, and small increase in the fluorescence of methylene blue (MB)-DNA solutions in the presence of increasing amounts of sesamol, which indicates that it is able to partially release the bound MB. Furthermore, the enthalpy and entropy of the reaction between sesamol and CT-DNA showed that the reaction is enthalpy-favored and entropy-disfavored (ΔH = -174.08 kJ mol(-1); ΔS = -532.92 J mol(-1) K(-1)). The binding constant was determined using absorption measurement and found to be 2.7 × 10(4) M(-1); its magnitude suggests that sesamol interacts to DNA with a high affinity.

MeSH terms

  • Benzodioxoles / chemistry*
  • Binding, Competitive
  • Circular Dichroism
  • DNA / chemistry*
  • DNA, Single-Stranded / chemistry
  • Food Additives / chemistry*
  • Hydrogen-Ion Concentration
  • Methylene Blue / chemistry
  • Phenols / chemistry*
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Thermodynamics
  • Viscosity

Substances

  • Benzodioxoles
  • DNA, Single-Stranded
  • Food Additives
  • Phenols
  • DNA
  • calf thymus DNA
  • sesamol
  • Methylene Blue