New imidazopyridopyrimidine:naphthyridine base-pairing motif, ImNN:NaOO, consisting of a DAAD:ADDA hydrogen bonding pattern, markedly stabilize DNA duplexes

Kazuyuki Kuramoto; Noriko Tarashima; Yasuyuki Hirama; Yusaku Kikuchi; Noriaki Minakawa; Akira Matsuda

doi:10.1039/C1CC13805G

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New imidazopyridopyrimidine:naphthyridine base-pairing motif, ImN^N:NaO^O, consisting of a DAAD:ADDA hydrogen bonding pattern, markedly stabilize DNA duplexes†

Kazuyuki Kuramoto,^a Noriko Tarashima,^b Yasuyuki Hirama,^a Yusaku Kikuchi,^b Noriaki Minakawa*^b and Akira Matsuda*^a

Author affiliations

* Corresponding authors

^a Fuculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan
Fax: +81 (0)11-706-3228
Tel: +81 (0)11-706-4980

^b Graduate School of Pharmaceutical Sciences, The University of Tokushima, Shomachi 1–78–1, Tokushima 770–8505, Japan
E-mail: minakawa@ph.tokushima-u.ac.jp
Fax: +81 (0)88-633-7288
Tel: +81 (0)88-633-7288

Abstract

The new imidazopyridopyrimidine:naphthyridine base-pairing motifs, ImO^O:NaN^N and ImN^N:NaO^O, were designed. Among the base pairs examined, DNA duplexes containing ImN^N:NaO^O pair(s) consisting of a DAAD:ADDA hydrogen bonding pattern (D = donor, A = acceptor) were markedly stabilized thermally and thermodynamically.

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Article information

DOI: https://doi.org/10.1039/C1CC13805G
Article type: Communication
Submitted: 26 Jun 2011
Accepted: 11 Aug 2011
First published: 24 Aug 2011

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Chem. Commun., 2011,47, 10818-10820

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New imidazopyridopyrimidine:naphthyridine base-pairing motif, ImN^N:NaO^O, consisting of a DAAD:ADDA hydrogen bonding pattern, markedly stabilize DNA duplexes

K. Kuramoto, N. Tarashima, Y. Hirama, Y. Kikuchi, N. Minakawa and A. Matsuda, Chem. Commun., 2011, 47, 10818 DOI: 10.1039/C1CC13805G

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Chemical Communications