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Ligand‐Incorporation Site in 5‐Methylcytosine‐Detection Probe Modulating the Site of Osmium Complexation with the Target DNA
Author(s) -
Sugizaki Kaori,
Nakamura Akiko,
Yanagisawa Hiroyuki,
Okamoto Akimitsu
Publication year - 2012
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201100425
Subject(s) - chemistry , osmium , thymine , ligand (biochemistry) , dna , 5 methylcytosine , cytosine , selectivity , fluorescence , reactivity (psychology) , bipyridine , nucleobase , stereochemistry , biochemistry , receptor , ruthenium , crystallography , gene , gene expression , physics , quantum mechanics , crystal structure , dna methylation , catalysis , medicine , alternative medicine , pathology
Abstract ICON Probes, short DNA strands containing an adenine linked to a bipyridine ligand, formed an interstrand cross‐link with 5‐methylcytosine located opposite the modified adenine in the presence of an osmium oxidant. The location of a bipyridine‐tethered adenine in the probes varied the selectivity of the reactive base. An ICON probe where the modified adenine was located at the probe center showed a 5‐methylcytosine‐selective osmium complexation, whereas an ICON probe with the modified adenine at the strand end exhibited high reactivity towards thymine as well as 5‐methylcytosine. The modulation of reactive bases by the incorporation of a bipyridine‐tethered adenine site made facilitates design of ICON probes for the fluorometric detection of 5‐methylcytosine.