Interaction of distamycin A and netropsin with quadruplex and duplex structures: a comparative 1H-NMR study.
Homonuclear NMR techniques have been used to investigate the interactions of the minor groove binding agents distamycin A (Dist-A) and the related drug netropsin (Net) with three quadruplexes characterized by different groove widths: [d(TGGGGT)]4 (Q1), [d(GGGGTTTTGGGG)]2 (Q2), and d(GGGGTTGGGGTGTGGGGTTGGGG) (Q3). Netropsin has been found to be in a fast chemical exchange with all three kinds of quadruplexes, whereas Dist-A interacts tightly with Q1 and, at a less extent, with Q2. In order to determine the degree of selectivity of Dist-A for two- rather than four-stranded DNA, we titrated with Dist-A an equimolar solution of Ql and the duplex d(CGCAAATTTGCG)2 (D). This comparative 1H-NMR study allowed us to conclude that Dist-A and, consequently, Net possess higher affinity for duplex DNA.
Randazzo
Antonio
A
Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II via D. Montesano 49, I-80131 Napoli, Italy.
Galeone
Aldo
A
Esposito
Veronica
V
Varra
Michela
M
Mayol
Luciano
L
D001482:Base Composition; D001665:Binding Sites; D004247:DNA / Q000737:chemistry*; D004214:Distamycins / Q000737:chemistry*; D054856:G-Quadruplexes; D008958:Models, Molecular; D015394:Molecular Structure; D009429:Netropsin / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D009690:Nucleic Acid Conformation / Q000187:drug effects*; D011522:Protons; D013329:Structure-Activity Relationship
D004214:Distamycins; D011522:Protons; D009429:Netropsin; C030000:stallimycin; D004247:DNA