Fast DNA interstrand cross-linking reaction by 6-vinylpurine.
Oligonucleotides that incorporate a reactive moiety to form an interstrand cross-link have been widely studied for their potential toward inhibiting gene expression or as basic tools for chemical biology studies. The 6-vinylpurine (2) newly designed in the current study serves well as a new purine-base moiety for increasing cross-link reactivity to target cytosine. Thus, oligonucleotides containing 6-vinylpurine exhibit a more selective and much smoother DNA cross-linking ability to cytosine than the oligonucleotide analogs derived from 2-amino-6-vinylpurine (1) previously explored.
Faculty of Pharmaceutical Sciences, Sojo University, Kumamoto-city, Kumamoto, Japan. simoto@ph.sojo-u.ac.jp
Shuhei
S
Imoto
Tomoko
T
Chikuni
Hisao
H
Kansui
Takehisa
T
Kunieda
Fumi
F
Nagatsugi
D000469:Alkaline Phosphatase / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents / Q000737:chemistry*; D003596:Cytosine / Q000737:chemistry; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D053837:DNA Cleavage; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D010727:Phosphoric Diester Hydrolases / Q000737:chemistry; D011687:Purines / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
C432203:2-amino-6-vinylpurine; D003432:Cross-Linking Reagents; D009838:Oligodeoxyribonucleotides; D011687:Purines; D014753:Vinyl Compounds; D003596:Cytosine; D004247:DNA; D000469:Alkaline Phosphatase; D010727:Phosphoric Diester Hydrolases