title: Synthesis of the new nucleoside analogue connecting 2-amino-6-vinylpurine to the 2'-deoxyribose skeleton via the methylene linker.
abstract: We have previously reported that the 2-amino-6-vinylpurine nucleoside exhibits the highly efficient and selective cross-linking reaction toward the cytosine base at the target site in the duplex DNA. The nucleoside analogues that connect the 2-amino-6-vinylpurine to the 2'-deoxyribose skeleton through the ethylene or the butylene linker formed the cross-link selectively to the adenine base of the TA pair or the cytosine base of the GC pair in the triplex DNA, respectively. They did not form cross-link in the duplex DNA. These results lead us to study in detail the relationship between the linker length and the cross-linking ability. In this study, we describe the synthesis of the new nucleoside analogue that connects 2-amino-6-vinylpurine to the 2'-deoxyribose unit via the methylene linker.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi Higashi-ku, Fukuoka, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kurose
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Taniguchi
authors.forename: Fumi
authors.initials: F
authors.lastname: Nagatsugi
authors.forename: Shigeki
authors.initials: S
authors.lastname: Sasaki
mesh_terms: D015075:2-Aminopurine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry; D003855:Deoxyribose / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D011687:Purines / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: C432203:2-amino-6-vinylpurine; D003432:Cross-Linking Reagents; D009841:Oligonucleotides; D011684:Purine Nucleosides; D011687:Purines; D014753:Vinyl Compounds; D015075:2-Aminopurine; D003855:Deoxyribose