Development of bipyridine-modified nucleobase for methylcytosine-selective crosslink reaction.
Recently, we have reported a novel epigenotyping method utilizing methylcytosine (M)-selective modification through osmium oxidation at a specific site of a long sequence using the formation of a bulge structure by hybridization with a guide DNA. In the key step of this chemical modification, the coordination of bipyridine ligand to osmium tetroxide accelerated the formation of a stable complex (M-Os-ligand). Herein, we report the development of novel capture oligodeoxy-nucleotides (ODNs) containing a bipyridine-modified nucleobase for M-selective interstrand crosslinking through cyclic osmate formation. The crosslink formation resulted in a drastic increase in the melting temperature (T(m)) of the duplex.
Tainaka
Kazuki
K
Frontier Research System, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
Tanaka
Kazuo
K
Okamoto
Akimitsu
A
D044503:5-Methylcytosine / Q000737:chemistry*; D000241:Adenosine / Q000031:analogs & derivatives* / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry*; D019175:DNA Methylation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D009992:Osmium / Q000737:chemistry
D003432:Cross-Linking Reagents; C522083:N-(5-(6-(2-(4-methylpyridin-2-yl)pyridin-4-yl)hexanamido)pentyl)adenosine; D009838:Oligodeoxyribonucleotides; D009992:Osmium; D044503:5-Methylcytosine; D000241:Adenosine