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Nucleic Acids Symposium Series 2001 1(1):29-30; doi:10.1093/nass/1.1.29
© 2001 by Oxford University Press
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Ab initio molecular orbital evaluation of the hydrogen bond energy of base pairs formed between substituted 1-methylcytosine derivatives and 9-methylguanine

Shun-ichi Kawahara1, Akio Kobori2, Kazunari Taira1, Mitsuo Sekine2 and Tadafumi Uchimaru1

1 National Institute of Advanced Industrial Science and Technology, Tsukuba, Ibaraki 305-8565, Japan, 2 Department of Life Science, Faculty of Bioscience and Biotechnology, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8501, Japan

The substitution effect on hydrogen bond energy of the Watson-Crick type base pair between 9-methylguanine (G) and chemically modified 1-methylcytosine (Cx) derivatives was evaluated by ab initio molecular orbital theory. A remarkable trend was observed in the substitution effect of the hydrogen bond stability: Cytosine derivatives possessing an electron-donating group form stable base pairs with guanine. However, both the hydrogen bond distance and the charge distribution were not good indexes for the hydrogen bond status in Cx-G base pairing.


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