Design and synthesis of the novel cross-linking reagents triggered by the triple helix formation.
In our attempt to new nucleobase analogs capable of interstrand cross-linking, we developed 2-amino-6-vinyl purine analog (1). The oligonucleotides incorporating 1 showed efficient interstrand cross-linking with selectivity toward cytidine at a target site. In this paper, we describe the design of the new cross-linking reagents (2) bearing 2-amino-6-vinyl purine motif, and triplex-directed alkylation with 2 to double-stranded DNA.
Nagatsugi
F
F
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
Usui
D
D
Kawasaki
T
T
Maeda
M
M
Sasaki
S
S
D000478:Alkylation; D001483:Base Sequence; D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry*; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry / Q000235:genetics; D015195:Drug Design; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry*; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
C432203:2-amino-6-vinylpurine; D003432:Cross-Linking Reagents; D009838:Oligodeoxyribonucleotides; D011687:Purines; D014753:Vinyl Compounds; D004247:DNA