Synthesis of dimeric 2-amino-1,8-naphthyridine and related DNA-binding molecules.
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.
Nakatani
Kazuhiko
K
Osaka University, Ibaraki, Japan.
He
Hanping
H
Uno
Shin-Nosuke
SN
Yamamoto
Tsuyoshi
T
Dohno
Chikara
C
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
C427025:2-amino-1,8-naphthyridine; D009287:Naphthyridines; D004247:DNA