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The interaction of new 4, 9-diazapyrenium compounds with double stranded nucleic acids


Palm, Barbara Susanne; Piantanida, Ivo; Žinić, Mladen; Schneider, Hans-Joerg
The interaction of new 4, 9-diazapyrenium compounds with double stranded nucleic acids // Journal of the Chemical Society Perkin Transactions 2, - (2000), -; 385-392 (međunarodna recenzija, članak, znanstveni)


Naslov
The interaction of new 4, 9-diazapyrenium compounds with double stranded nucleic acids

Autori
Palm, Barbara Susanne ; Piantanida, Ivo ; Žinić, Mladen ; Schneider, Hans-Joerg

Izvornik
Journal of the Chemical Society Perkin Transactions 2 (2000); 385-392

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Diazapyrenium; intercalation; nucleic acid

Sažetak
Interactions of double stranded nucleic acids were studied with 4, 9-diazapyrenium compounds , including monofunctional monocationic derivatives [4-methyl-(1) and 4-benzyl-(2)], monofunctional dicationic derivatives [4, 9-dimethyl- with substituents H- (3) or Ph- (4) in the 5, 10 positions and Me- (5) in the 2, 7-positions], and bifunctional derivatives [4, 4’- para- (6) and meta- (7) xylylene bridged], which were described in the preceding paper. NMR spectra indicate intercalation for all ligands , with line width increases of up to 70 Hz. Thermal melting experiments and UV- or fluorescence titrations were used to characterize affinities ; these are essentially independent of the number of charges present in the ring systems, in line with negligible electrostatic binding contributions and with the corresponding affinities towards nucleotides (reported in the preceding paper). Substituents at the pyrenium rings have relatively little influence on the binding, with the exception of two phenyl groups, which lower the affinity likely due to steric hindrance. Several melting curves are biphasic ; in particular with the RNA-type polyA*polyU one observes transition points above and below the original denaturation point. Ligands containing two diazapyrenium rings bridged either by a meta- or by a para-xylylene unit show distinctly higher affinities for the latter, and in Scatchard analyses a ligand to nucleotide ratio of n=0.08, suggesting bisintercalation. Viscometry, however , shows a rather uniform length increase of the calf thymus DNA double helix with slopes of a=1.1, similar to the known monointercalator ethidiumbromide (a = 1.0). The monofunctional compounds exhibit some noteworthy RNA selectivity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
00980703

Ustanove
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • SCI-EXP, SSCI i/ili A&HCI