Photophysical properties of N-alkylated azahelicene derivatives as DNA intercalators: counterion effects
Autor: | Rosita Passeri, Loredana Latterini, Gian Gaetano Aloisi, Tullio Caronna, Francesca Fontana, Isabella Natali Sora, Fausto Elisei |
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Rok vydání: | 2009 |
Předmět: |
inorganic chemicals
chemistry.chemical_classification Circular dichroism Aqueous solution Chemistry Circular Dichroism Intercalation (chemistry) DNA Chromophore Photochemistry Fluorescence Intercalating Agents Absorption Crystallography Spectrometry Fluorescence Animals Moiety Molecule Cattle Polycyclic Compounds Salts Physical and Theoretical Chemistry Counterion |
Zdroj: | Photochemical & Photobiological Sciences. 8:1574-1582 |
ISSN: | 1474-9092 1474-905X |
DOI: | 10.1039/b9pp00015a |
Popis: | In this work, three compounds having the same organic moiety (N-methyl-5-azahelicenium salts) but different counterions (I-, NO3- and COOCF3-) have been investigated in buffered aqueous solutions and in the presence of DNA to give information on the counterion effects on the binding. In particular, the absorption spectra, fluorescence quantum yields and fluorescence lifetimes in aqueous solution for free organic molecules have been determined by steady-state and time-resolved spectrofluorimetric measurements. The obtained values are compared with those of the chromophores in the presence of increasing concentrations of DNA. The results allow determination of the association constants (K(a)) and the number of base couples per chromophore molecule (n) by means of the McGhee Von Hippel model. The binding parameters are strongly affected by the nature of counterions since the highest K(a) value was determined for the compound having COOCF3-; on the other hand the NO3- derivative is able to interact with the highest number of binding sites. The morphology and structural properties of the DNA-chromophore complexes were investigated by circular dichroism (CD) and atomic force microscopy (AFM). The data revealed that I- and COOCF3- derivatives preferentially form intercalation complexes, while the NO3- salt is able to form intercalation and grove binding complexes at the same time. |
Databáze: | OpenAIRE |
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