Naked Eye DNA detection: Synthesis, characterization and DNA binding studies of a novel azo-guanidine

A novel class of azo-guanidine compounds is introduced in this article. The novel compound 2-(2-hydroxyphenyl)-1-(phenylamino)-3-(phenylimino)guanidine (AG) was synthesized and well characterized by using different analytical instrumental techniques like elemental analysis, FTIR, 1H and 13C NMR, UV–Visible spectroscopy and cyclic voltammetry. The new compound was found interacting with DNA and shows clear color change in the solution. The AG–DNA complex was qualitatively and quantitatively characterized with UV–Visible spectroscopy and cyclic voltammetry. Electrostatic mode of interaction, clear color change and moderate binding constant (Kb = 104) indicate its potential use as DNA staining agent.

Graphical abstractUV–Visible absorption spectra of 70 μM AG in the absence and presence of 20–140 μM DNA in 30% aqueous ethanol (30% H2O:70% ethanol) buffer: 0.1 M phosphate buffer (pH 6.8), inset the visible picture of 70 μM AG in the absence (Left) and presence (Right) of 140 μM DNA in 30% aqueous ethanol (30% H2O:70% ethanol) buffer: 0.1 M phosphate buffer (pH 6.8).Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A novel class of azo-guanidine compounds is introduced in this article. ► The compound (AG) interacts with DNA and gives clear color change in 70% ethanol. ► The AG–DNA complex was characterized with CV and UV–Visible spectroscopy. ► Electrostatic mode of interaction, and moderate binding constant (Kb = 104). ► Results indicate its potential use as DNA staining agent.