Targeting DNA quadruplexes with distamycin A and its derivatives: an ITC and NMR study

Biochimie. 2008 Aug;90(8):1224-32. doi: 10.1016/j.biochi.2008.03.006. Epub 2008 Mar 28.

Abstract

The use of small molecules that bind and stabilize G-quadruplex structures is emerging as a promising way to inhibit telomerase activity in tumor cells. In this paper, isothermal titration calorimetry (ITC) and 1H NMR studies have been conducted to examine the binding of distamycin A and its two carbamoyl derivatives (compounds 1 and 2) to the target [d(TGGGGT)]4 and d[AG3(T2AG3)3] quadruplexes from the Tetrahymena and human telomeres, respectively. The interactions were examined using two different buffered solutions containing either K+ or Na+ at a fixed ionic strength, to evaluate any influence of the ions present in solution on the binding behaviour. Experiments reveal that distamycin A and compound 1 bind the investigated quadruplexes in both solution conditions; conversely, compound 2 appears to have a poor affinity in any case. Moreover, these studies indicate that the presence of different cations in solution affects the stoichiometry and thermodynamics of the interactions.

MeSH terms

  • Base Sequence
  • Buffers
  • Calorimetry
  • DNA / chemistry*
  • DNA / genetics
  • DNA / metabolism*
  • Distamycins / chemistry*
  • Distamycins / metabolism*
  • G-Quadruplexes*
  • Magnetic Resonance Spectroscopy
  • Potassium / chemistry
  • Sodium / chemistry
  • Thermodynamics
  • Titrimetry

Substances

  • Buffers
  • Distamycins
  • stallimycin
  • DNA
  • Sodium
  • Potassium