Novel asymmetric monomethine cyanine dyes derived from sulfobetaine benzothiazolium moiety as potential fluorescent dyes for non-covalent labeling of DNA

作者：Kurutos Atanas^*; Ryzhova Olga; Trusova Valeriya^*; Tarabara Ulyana; Gorbenko Galyna; Gadjev Nikolai; Deligeorgiev Todor

来源：Dyes and Pigments, 2016, 130: 122-128.

DOI：10.1016/j.dyepig.2016.03.021

• Monomethine cyanine dyes
• Fluorescence
• DNA markers
• Binding parameters

Four novel monomethine cyanine dyes derived from a condensation reaction between N-quaternary 2-thiomethylbenzothiazolic, and 4-methylquinolinuim choromophores have been synthesized and characterized by H-1 NMR, APT carbon NMR, ESI mass spectrometry, IR, absorption and fluorescence spectroscopy. The main synthetic approach for the target cyanines involves variations on both the substituent on the aromatic ring of the benzothiazolium derivative, as well as the size of the component yielding the additional positive charge linked to the quinolinium moiety. The interaction between novel fluorophores and dsDNA has been studied. The dyes were found to have negligible fluorescence in the buffer solution, but exhibited a significant emission increase upon binding to dsDNA. The binding parameters of cyanine dyes have been determined by fluorescence titration using the McGhee & von Hippel site-excluded model. The results obtained are consistent with an intercalative binding mode between cyanines and DNA.

• 出版日期2016-7