2',4'-BNA bearing a 2-pyridine nucleobase for CG base pair recognition in the parallel motif triplex DNA.
We succeeded in the synthesis of triplex-forming oligonucleotides (TFOs) that contain a deoxyribonucleotide (Py) bearing a 2-pyridine nucleobase or the 2',4'-BNA congener (Py(B)). By UV melting experiments, it was found that 2-pyridine was a very promising nucleobase for the sequence-selective recognition of a CG base pair within double-stranded DNA (dsDNA) in a parallel motif triplex. Moreover, Py(B) in TFOs showed stronger affinity to a CG base pair than Py with further increase in the selectivity. Using TFO including multiple Py(B) units, triplex formation with dsDNA containing three CG base pairs was observed.
Hari
Yoshiyuki
Y
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan. hari@phs.osaka-u.ac.jp
Matsugu
Sachiko
S
Inohara
Hiroyasu
H
Hatanaka
Yuri
Y
Akabane
Masaaki
M
Imanishi
Takeshi
T
Obika
Satoshi
S
D020029:Base Pairing; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D006860:Hydrogen Bonding; D009711:Nucleotides / Q000737:chemistry*; D009838:Oligodeoxyribonucleotides / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*
C527205:2',4'-BNA(NC); D001952:Bridged-Ring Compounds; D009711:Nucleotides; D009838:Oligodeoxyribonucleotides; D011725:Pyridines; C051802:triplex DNA; D004247:DNA; C023666:pyridine