Expanding the Hoogsteen edge of 2'-deoxyguanosine: consequences for G-quadruplex formation.
[structure: see text] The synthesis and self-assembling properties of 8-aryl-2'-deoxyguanosine derivatives are described. Our studies suggest that a properly placed acetyl group can increase the stability and specificity of the resulting G-quadruplex supramolecules by enhancing noncovalent interactions such as hydrogen bonds and pi-stacking.
Gubala
Vladimir
V
Department of Chemistry, University of Puerto Rico, Río Piedras Campus, Río Piedras, Puerto Rico 00931.
Betancourt
José E
JE
Rivera
José M
JM
D003849:Deoxyguanosine / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D009690:Nucleic Acid Conformation; D012996:Solutions; D013696:Temperature
D012996:Solutions; D003849:Deoxyguanosine