Interaction of surfactants with DNA. Role of hydrophobicity and surface charge on intercalation and DNA melting.
A probe, 9-(anthrylmethyl)trimethylammonium chloride, 1. was prepared, 1 binds to caF-thymus DNA or Escherichia coli genomic DNA with high affinity, as evidenced from the absorption titration. Strong hypochromism, spectral broadening and red-shifts in the absorption spectra were observed. Half-reciprocal plot constructed from this experiment gave binding constant of 5 +/- 0.5 x 10(4) M-1 in base molarity. We employed this anthryl probe-DNA complex for studying the effects of addition of various surfactant to DNA. Surfactants of different charge types and chain lengths were used in this study and the effects of surfactant addition to such probe-DNA complex were compared with that of small organic cations or salts. Addition of either salts or cationic surfactants led to structural changes in DNA and under these conditions, the probe from the DNA-bound complex appeared to get released. However, the cationic surfactants could induce such release of the probe from the probe-DNA complex at a much lower concentration than that of the small organic cations or salts. In contrast the anionic surfactants failed to promote any destabilization of such probe-DNA complexes. The effects of additives on the probe-DNA complexes were also examined by using a different technique (fluorescence spectroscopy) using a different probe ethidium bromide. The association complexes formed between the cationic surfactants and the plasmid DNA pTZ19R, were further examined under agarose gel electrophoresis and could not be visualized by ethidium bromide staining presumably due to cationic surfactant-induced condensation of DNA. Most of the DNA from such association complexes can be recovered by extraction of surfactants with phenol-chloroform. Inclusion of surfactants and other additives into the DNA generally enhanced the DNA melting temperatures by a few degrees C and at high [surfactant], the corresponding melting profiles got broadened.
Bhattacharya
S
S
Department of Organic Chemistry, Indian Institute of Science, Bangalore, India.
Mandal
S S
SS
D000818:Animals; D000873:Anthracenes; D002417:Cattle; D004247:DNA / Q000737:chemistry*; D004996:Ethidium; D005456:Fluorescent Dyes; D066298:In Vitro Techniques; D007364:Intercalating Agents; D015335:Molecular Probes; D009691:Nucleic Acid Denaturation; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry; D013056:Spectrophotometry, Ultraviolet; D013499:Surface Properties; D013501:Surface-Active Agents
C104456:9-(anthrylmethyl)trimethyl ammonium chloride; D000873:Anthracenes; D005456:Fluorescent Dyes; D007364:Intercalating Agents; D015335:Molecular Probes; D013501:Surface-Active Agents; D004247:DNA; D004996:Ethidium