Binding of N-Substituted Anthracenecarboxamides to Double-Stranded DNA: An Electronic Spectral Study

The electronic absorption and fluorescence spectra of two isomeric anthracenecarboxamides substituted with quaternary alkyl-ammonium groups were studied as a function of solvent polarity, solvent rigidity, and state of protonation. These relatively simple environmental perturbations of the electroni...

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Veröffentlicht in:	Journal of pharmaceutical sciences 1977-10, Vol.66 (10), p.1473-1477
Hauptverfasser:	Schulman, Stephen G., Larry Paul, W., Sturgeon, Roy J.
Format:	Artikel
Sprache:	eng
Schlagworte:	Anthracenecarboxamides Anthracenecarboxamides, Al-substituted—binding to DNA, electronic absorption and fluorescence spectral study Anthracenecarboxamides, N‐substituted—binding to DNA, electronic absorption and fluorescence spectral study Anthracenes - metabolism Binding-N-substituted anthracenecarboxamides to DNA Binding—N-substituted anthracenecarboxamides to DNA, electronic absorption and fluorescence spectral study DNA - metabolism DNA-binding to N-sub-stituted anthracenecarboxamides DNA—binding to N-substituted anthracenecarboxamides, electronic absorption and fluorescence spectral study DNA—binding to N‐sub‐stituted anthracenecarboxamides, electronic absorption and fluorescence spectral study electronic absorption and fluorescence spectral study Electronic absorption spectrometry-binding of N-substituted anthracenecarboxamides to DNA Fluorescence spectrometry-binding of N-substituted anthracenecarboxamides to DNA N-substituted-binding to DNA Spectrometry, Fluorescence Spectrophotometry, Ultraviolet
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Zusammenfassung:	The electronic absorption and fluorescence spectra of two isomeric anthracenecarboxamides substituted with quaternary alkyl-ammonium groups were studied as a function of solvent polarity, solvent rigidity, and state of protonation. These relatively simple environmental perturbations of the electronic spectra were employed to interpret spectral shifts caused by complexation with the bases or base pairs of DNA. The exocyclic side chains of the compounds studied have some freedom of movement when the spectroscopic probes are bound to double-stranded DNA.
ISSN:	0022-3549 1520-6017
DOI:	10.1002/jps.2600661032