Triple helix formation with oligodeoxyribonucleotides containing 8-oxo-2'-deoxyadenosine and 2'-modified nucleoside derivatives.
The ability of homopyrimidine oligonucleotides containing 8-oxo-2'-deoxyadenosine (dAOH) and/or 2'-methoxyuridine (Um) or 2'-fluorouridine (Uf) to form stable, triple helical structures with the sequences containing the recognition site for the class II-S restriction enzyme, Ksp632-I, was studied as a function of pH. The 8-oxo-2'-deoxyadenosine substituted oligomers were shown to bind within the physiological pH range in a pH-independent fashion, without a compromise specificity. On the other hand, the oligonucleotides containing 2'-modified nucleosides (Uf ,Um, dAOH-Um, and dAOH-Uf) bind in a pH-dependent mannerto the target duplex.
Ishibashi
T
T
Department of Industrial Chemistry, Chiba Institute of Technology, Japan.
Yamakawa
H
H
Wang
Q
Q
Tsukahara
S
S
Takai
K
K
Maruyama
T
T
Takaku
H
H
D001665:Binding Sites; D004279:DNA, Viral / Q000737:chemistry / Q000235:genetics; D003839:Deoxyadenosines / Q000737:chemistry; D015252:Deoxyribonucleases, Type II Site-Specific / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D013539:Simian virus 40 / Q000235:genetics; D013379:Substrate Specificity; D013696:Temperature; D014529:Uridine / Q000031:analogs & derivatives / Q000737:chemistry
D004279:DNA, Viral; D003839:Deoxyadenosines; D009838:Oligodeoxyribonucleotides; C078251:2'-deoxy-7,8-dihydro-8-oxoadenosine; C057073:endodeoxyribonuclease Ksp632I; D015252:Deoxyribonucleases, Type II Site-Specific; D014529:Uridine