title: A 2,7-diamino-1,4,8-triazanaphthalene derivative selectively binds to cytosine bulge DNA only at a weakly acidic pH.
abstract: The synthesis and properties of 2,7-diamino-1,4,8-triazanaphthalene (azaDANP) are described. AzaDANP is protonated only at a weakly acidic pH to bind to the cytosine bulge DNA duplex selectively. Upon binding of azaDANP to the cytosine bulge DNA, a new absorption band at 407 nm appears, and the absorption change of azaDANP on binding to the target is very sensitive to environmental pH with a bell-shaped pH-absorption profile.
authors.affiliation: Department of Regulatory Bioorganic Chemistry, The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki 567-0047, Japan. nakatani@sanken.osaka-u.ac.jp.
authors.forename: H
authors.initials: H
authors.lastname: Aikawa
authors.affiliation: Department of Regulatory Bioorganic Chemistry, The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki 567-0047, Japan. nakatani@sanken.osaka-u.ac.jp.
authors.forename: A
authors.initials: A
authors.lastname: Yano
authors.affiliation: Department of Regulatory Bioorganic Chemistry, The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki 567-0047, Japan. nakatani@sanken.osaka-u.ac.jp.
authors.forename: K
authors.initials: K
authors.lastname: Nakatani
mesh_terms: D001665:Binding Sites; D003596:Cytosine / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D009281:Naphthalenes; D003596:Cytosine; D004247:DNA