NMR studies on self-complementary oligonucleotides conjugated with methylene blue.
A carboxyl-functionalized methylene blue (MB) derivative was synthesized and covalently coupled to three CG-rich self-complementary 2'-deoxyoligonucleotides at their 5'-end. Thermodynamic and structural details about the interactions between the dye and oligonucleotide duplexes were investigated employing ultraviolet (UV) melting and (1)H nuclear magnetic resonance (NMR) experiments. In contrast to previous findings on MB binding, no specific intercalation or binding in the minor or major groove of the double helix was found in a 100 mM NaCl buffer. Rather, proton chemical shift changes in the conjugates provide ample evidence for weak dye-DNA interactions largely through external MB stacking on the terminal base pairs.
Jähnchen
Judith
J
Institut für Chemie und Biochemie, Ernst-Moritz-Arndt-Universität Greifswald, Soldmannstrasse 16, D-17489 Greifswald, Germany.
Purwanto
Maria G M
MG
Weisz
Klaus
K
D001482:Base Composition; D001483:Base Sequence; D003596:Cytosine / Q000737:chemistry; D006147:Guanine / Q000737:chemistry; D008751:Methylene Blue / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000032:analysis*; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature; D013816:Thermodynamics
D009841:Oligonucleotides; D006147:Guanine; D003596:Cytosine; D008751:Methylene Blue