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Issue 16, 2018
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NMR-spectroscopic investigation of the complex between tetraazoniapentapheno[6,7-h]pentaphene and quadruplex DNA Tel26

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Abstract

The association of organic ligands with nucleic acids is an important event in biology and in medicine because it may affect the regular function of the DNA. In this context, quadruplex DNA (G4-DNA) has gained special attention as a promising drug target. In this contribution, the complex formation between the tetracationic tetraazoniapentapheno[6,7-h]pentaphene and the oligonucleotide Tel26 [d(A3G3T2AG3T2AG3T2AG3A2)], which forms a (3+1) antiparallel/parallel structure (hybrid-1), was investigated by 1H-NMR spectroscopy. The analysis of the different developments of shifts and line broadening of the imino proton signals of the guanine residues revealed a preferential terminal π stacking of the ligand. Considering accessibility and steric constraints of the possible binding sites it is proposed that the ligand may stack on top of the A3–A9–A21 triplet at one terminal end of the quadruplex, rather than on a G4-quartet.

Graphical abstract: NMR-spectroscopic investigation of the complex between tetraazoniapentapheno[6,7-h]pentaphene and quadruplex DNA Tel26

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Publication details

The article was received on 20 Apr 2018, accepted on 16 Jul 2018 and first published on 17 Jul 2018


Article type: Paper
DOI: 10.1039/C8NJ01931B
Citation: New J. Chem., 2018,42, 13813-13818

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    NMR-spectroscopic investigation of the complex between tetraazoniapentapheno[6,7-h]pentaphene and quadruplex DNA Tel26

    H. Ihmels, K. Löhl, T. Paululat and S. Uebach, New J. Chem., 2018, 42, 13813
    DOI: 10.1039/C8NJ01931B

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