DIAD COMPOUNDS CONTAINING AZO GROUPS AND FERROCENE NUCLEUS IN MOLECULE, AND USE THEREOF AS FLUORESCENCE EXTINGUISHERS Russian patent published in 2014 - IPC C09B46/00 C07F17/02 C12Q1/68 

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing novel diad compounds (I) having two different chromophoric fragments that are not coupled to each other and contain azo groups and ferrocene residues, and use thereof to extinguish fluorescence of fluorophores (I) where Fc is ferrocenyl; R₁-H or Fc;R₂ is H or ortho- or para-hydroxy-; R₃ is ortho- or meta-, or para-nitro-, or ortho- or meta-, or para-nitrophenylazo-, or para-N,N-dimethylamino-, or para-carboxy-; L is para-carbamoyl vinylidene acetophenone or para-carboxamidovinylidene acetophenone, or para-N-(2-carbamoylethyl)-carboxamidovinylidene acetophenone, or para-(4-[methylamino] butoxy)-vinylidene acetophenone, or N,N-di[4{1-(para-vinylidene acetophenylamino)-methyl-1,2,3-triazolyl}butyl]amino group. The method of producing (I) involves aldol-crotonic condensation of ferrocene aldehyde with para-substituted acetophenone and reacting the obtained ferrocenylidene acetophenone (2) with an azo compound, or adding to (2) reactive groups and azo coupling with a diazo salt. Effectiveness of (I) in extinguishing fluorophores in a solution and in a composition of nucleic acids in a wide spectral range is shown, which enables to use (I) to label biological macromolecules and design oligonucleotide hybridisation probes for molecular diagnosis methods.

EFFECT: diad compounds (I) have high molar extinction coefficients, a wide absorption spectrum and electroactivity; also described is a method of extinguishing fluorescence of fluorophores in double-stranded structures of nucleic acids using (I).

2 cl, 8 dwg, 2 tbl, 8 ex