Design and synthesis of the novel cross-linking reagents triggered by the triple helix formation

F Nagatsugi; D Usui; T Kawasaki; M Maeda; S Sasaki

doi:10.1093/nass/44.1.39

Design and synthesis of the novel cross-linking reagents triggered by the triple helix formation

Nucleic Acids Symp Ser. 2000:(44):39-40. doi: 10.1093/nass/44.1.39.

Authors

F Nagatsugi¹, D Usui, T Kawasaki, M Maeda, S Sasaki

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.

PMID: 12903257
DOI: 10.1093/nass/44.1.39

Abstract

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.

MeSH terms

Alkylation
Base Sequence
Cross-Linking Reagents / chemical synthesis*
Cross-Linking Reagents / chemistry*
DNA / chemical synthesis
DNA / chemistry
DNA / genetics
Drug Design
Nucleic Acid Conformation
Oligodeoxyribonucleotides / chemical synthesis*
Oligodeoxyribonucleotides / chemistry*
Purines / chemical synthesis*
Purines / chemistry*
Vinyl Compounds / chemical synthesis*
Vinyl Compounds / chemistry*

Substances

2-amino-6-vinylpurine
Cross-Linking Reagents
Oligodeoxyribonucleotides
Purines
Vinyl Compounds
DNA