Expanding the Hoogsteen Edge of 2‘-Deoxyguanosine:  Consequences for G-Quadruplex Formation

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 b...

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Bibliographic Details
Published in:Organic letters 2004-12, Vol.6 (25), p.4735-4738
Main Authors: Gubala, Vladimir, Betancourt, José E, Rivera, José M
Format: Article
Language:English
Subjects:
Deoxyguanosine - chemical synthesis
Deoxyguanosine - chemistry
Hydrogen Bonding
Nucleic Acid Conformation
Solutions
Temperature
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Description
Summary: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 π-stacking.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol048013v