Interactions of novel phenanthridinium-nucleobase conjugates with complementary and non-complementary nucleotides in aqueous media (CROSBI ID 93527)
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Tumir, Lidija-Marija ; Piantanida, Ivo ; Novak, Predrag ; Žinić, Mladen
engleski
Interactions of novel phenanthridinium-nucleobase conjugates with complementary and non-complementary nucleotides in aqueous media
A series of novel phenanthridinium � nucleobase conjugates was prepared and studied by spectroscopic methods. An analysis of 1H NMR, UV-Vis and fluorescence spectra in aqueous media revealed intramolecular aromatic stacking interaction between phenanthridinium unit and nucleobase, due to the conformation of molecules. Fluorimetric titrations showed that phenanthridinium-nucleobase conjugates 8, 10 and reference phenanthridine compound 12 form 1 : 1 non-covalent complexes with nucleotides in water with binding constants ranging from 101 to 102 mol-1 dm3. Interestingly, compounds 9 and 11 form intercalative type 1 : 1 complexes with the nucleotide aromatic unit inserted between phenanthridinium and covalently attached nucleobase, yielding binding constants of 103 - 104 mol-1 dm3. Aromatic p� p stacking interactions are found to be dominant in complexes with nucleotides of all studied compounds.
phenanthridine-nucleobase conjugates; nucleotides; stacking interactions
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