title: Synthesis of dimeric 2-amino-1,8-naphthyridine and related DNA-binding molecules.
abstract: The synthetic protocols for dimeric 2-amino-1,8-naphthyridine and related compounds are described in this unit. These compounds represent a novel class of compounds that bind selectively to mismatched base pairs. The compounds consist of two main components: the heterocycles and a linker. Connecting two heterocycles by a linker was found to modulate the binding selectivity. This unit describes the synthesis of dimeric 2-amino-1,8-naphthyridine (which binds to the G-G mismatch), naphthyridine-azaquinolone (for the G-A mismatch), N-alkyl naphthyridine dimer (for the C-C mismatch), and naphthyridine carbamate dimer (for G-G mismatches in the (CGG)(n) trinucleotide repeat). Protocols for connecting the short linker to these molecules providing the compounds suitable for immobilization on solid surface are also described.
authors.affiliation: Osaka University, Ibaraki, Japan.
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Nakatani
authors.forename: Hanping
authors.initials: H
authors.lastname: He
authors.forename: Shin-Nosuke
authors.initials: SN
authors.lastname: Uno
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Yamamoto
authors.forename: Chikara
authors.initials: C
authors.lastname: Dohno
mesh_terms: D004247:DNA / Q000737:chemistry*; D019281:Dimerization; D009682:Magnetic Resonance Spectroscopy; D009287:Naphthyridines / Q000138:chemical synthesis*; D021241:Spectrometry, Mass, Electrospray Ionization; D016339:Spectrometry, Mass, Fast Atom Bombardment
chemical_list: C427025:2-amino-1,8-naphthyridine; D009287:Naphthyridines; D004247:DNA