Chemical ligation of oligodeoxynucleotides by X-irradiation and its application to regulation of G-quadruplex formation

Chemical ligation of oligodeoxynucleotides by X-irradiation and its application to regulation of G-quadruplex formation

We demonstrated radiolytic ligation of oligodeoxynucleotides (ODNs) possessing disulfide bond and its application to regulation of DNA quadruplex formation. G-rich hexamer ODNs had poor ability to form quadruplex, while X-irradiation of the ODNs induced interstrand exchange reaction at disulfide bon...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2013-04, Vol.23 (7), p.2098-2100
Hauptverfasser: Tanabe, Kazuhito, Mizoe, Taiga, Sugiura, Masaaki, Okada, Kana, Nishimoto, Sei-ichi
Format: Artikel
Sprache:eng
Schlagworte:
absorption
Chemical ligation
Chemiluminescence
disulfide bonds
DNA
DNA - chemistry
DNA quadruplex
G-Quadruplexes
Nucleic Acid Conformation
oligodeoxyribonucleotides
Oligodeoxyribonucleotides - chemistry
oxidation
potassium
X-Irradiation
X-Rays
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Zusammenfassung:We demonstrated radiolytic ligation of oligodeoxynucleotides (ODNs) possessing disulfide bond and its application to regulation of DNA quadruplex formation. G-rich hexamer ODNs had poor ability to form quadruplex, while X-irradiation of the ODNs induced interstrand exchange reaction at disulfide bond to form ligated 12 mer ODNs, leading to the ready formation of quadruplex due to the entropic effect. Since complexation of the ligated ODNs with hemin in the presence of K+ showed strong soret band absorption and also catalyzed the H2O2-mediated oxidation of luminol, it appears that the quadruplex formed from ligated ODNs showed a function similar to native DNA quadruplex.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2013.01.123