Stabilization of DNA duplex by 2-substituted adenine as a minor groove modifier.
2-(1-Naphthalenylethynyl)-2'-deoxyadenosine ((N)A) was synthesized and incorporated into oligodeoxynucleotides. DNA duplexes containing newly designed 5'-(N)AT-3'/3'-T(N)A-5' base pairs are considerably stabilized than unmodified duplexes by stacking interaction of naphthalene rings in the narrow minor groove as characterized by a new emission at longer wavelength and exciton coupled CD signals.
Department of Chemical Biology and Applied Chemistry, School of Engineering, Nihon University, Koriyama, Fukushima, Japan. makikot@ao.ce.nihon-u.ac.jp
Makiko
M
Tanaka
Ryota
R
Kozakai
Yoshio
Y
Saito
Isao
I
Saito
D000225:Adenine / Q000737:chemistry*; D020029:Base Pairing; D001483:Base Sequence; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry*; D004355:Drug Stability; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009281:Naphthalenes / Q000737:chemistry*; D013941:Thymine / Q000737:chemistry
D009281:Naphthalenes; D004247:DNA; D000225:Adenine; D013941:Thymine