New amino and acetamido monomethine cyanine dyes for the detection of DNA in agarose gels

Abstract

Some new monomethine cyanine dyes derived from quinoline and benzothiazole have been prepared and characterized by 1H and 13C NMR, FTIR, FABHRMS, and visible spectroscopy. The dyes containing amino and acetamido groups were conveniently synthesized by the condensation of two p-toluenesulfonate heterocyclic quaternary salts and were obtained in the forms of iodide, bromide, and tosylate counteranions. These dyes were compared to ethidium bromide as stains for DNA in electrophoretic gels. The overall results obtained for the sensitivity of these dyes suggest the suitability of acetamido moiety over the amine one and bromide as the counteranion when compared with iodide and tosylate, with a similar capacity of DNA detection in relation to the ethidium bromide stain over the concentration range of 1-3 ng. © 2007 Elsevier Ltd. All rights reserved.