Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363

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Synthesis and Evaluation of Oligonucleotide-Containing 2’-O-{[(4,5’,8-trimethylpsoralen)-4’-ylmethoxy]ethylaminocarb-onyl}adenosine as Photo-crosslinkable Gene Targeting Tools
Yu MikameYui SakaiRyo TaharaKinuka DoiTsuyoshi YamamotoChikara DohnoTakayuki ShibataAsako Yamayoshi
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JOURNAL FREE ACCESS Advance online publication

Article ID: c22-00333

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Abstract

Several psoralen-conjugated oligonucleotides (Ps-Oligos) have been developed as photo-crosslinkable oligonucleotides targeting DNA or RNA. To avoid potential off-target effects, it is important to investigate the selective photo-crosslinking reactivity of Ps-Oligos to DNA or RNA. However, the selectivity of these Ps-Oligos has not been reported in detail thus far. In this study, we evaluated the photo-crosslinking properties of two Ps-Oligos, 5’-Ps-Oligo and a novel Ps-Oligo containing 2’-O-{[(4,5’,8-trimethylpsoralen)-4’-ylmethoxy]ethylaminocarbonyl}adenosine (APs2-Oligo). Notably, 5’-Ps-Oligo preferentially crosslinked with DNA, whereas APs2-Oligo preferentially crosslinked with RNA. These results demonstrate the interesting crosslinking properties of Ps-Oligos, which will provide useful information for the molecular design of novel Ps-Oligos in future studies.

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© 2022 The Pharmaceutical Society of Japan
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