Specific binding of 2-amino-1,8-naphthyridine into a single guanine bulge as evidenced by photooxidation of GG doublet.
Photoirradiation of 2-amino-1,8-naphthyridines in the presence of duplex DNA containing the GG doublet opposite a single bulge was examined. After hot piperidine treatment, DNA cleavage was observed preferentially at the GG opposite a single bulge. The cleavage efficiency was highly dependent on the nature of bulged base. The G cleavage at the GG opposite a single G bulge was exceptionally weak, suggesting an intercalative binding of 2-amino-1,8-naphthyridine chromophore into the GG step.
Nakatani
K
K
Department of Synthetic Chemistry and Biological Chemistry, Faculty of Engineering, Kyoto University, CREST, Japan. nakatani@sbchem.kyoto-u.ac.jp
Sando
S
S
Yoshida
K
K
Saito
I
I
D020137:Base Pair Mismatch; D001665:Binding Sites; D004247:DNA / Q000378:metabolism / Q000648:ultrastructure; D015195:Drug Design; D006147:Guanine / Q000737:chemistry / Q000378:metabolism*; D007364:Intercalating Agents / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D009287:Naphthyridines / Q000737:chemistry / Q000378:metabolism*; D009690:Nucleic Acid Conformation; D010084:Oxidation-Reduction; D010777:Photochemistry; D013696:Temperature
C427025:2-amino-1,8-naphthyridine; D007364:Intercalating Agents; D009287:Naphthyridines; D006147:Guanine; D004247:DNA