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Abstract
We herein demonstrated for the first time the direct recognition of duplex DNA bearing the 5-methyl-2′-deoxycytosine and 2′-deoxyguanosine base pair by triplex DNA formation. Triplex-forming oligonucleotides contained the novel artificial nucleoside analogues 2-amino-2′-deoxy-nebularine derivatives, and their molecular design, synthesis, and functional evaluation are described.
Highlights
Compounds that directly interact with duplex DNA are of interest as gene-targeted tools
The synthesis of dAN derivatives is shown in Scheme 1
With the introduction of additional hydrogen bonding units, we succeeded in recognizing duplex DNA containing the 5mCG base pair by forming triplex DNA using triplex-forming oligonucleotides (TFOs) with the sequences of 30GZA50, 30GZG50, and 30AZG50
Summary
Resulting in 5-methylcytosine (5mC) (Fig. 1(C)).[11,12,13,14] Since 5mC may form a base pair with guanine, similar to cytosine, it is a well-known gene expression control, mechanism that does not involve a change in the base sequence of a gene These small chemical modi cations have been con rmed in the CpG region and have been implicated in the pathogenesis of disease due to the abnormal methylation of the accumulated CpG sequence in the promoter region.[15] A large number of detection and chemical reactants have been developed for the 5mC nucleobase in single-stranded DNA.[16,17,18,19] sequence-speci c 5mC recognizable molecules have not yet been developed in duplex DNA, they will contribute to detailed 5mC studies and related technologies. The triplex-forming abilities of TFOs with these nucleoside analogues were evaluated
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