The Journal of Biochemistry
Online ISSN : 1756-2651
Print ISSN : 0021-924X
Crystallographic Studies on Damaged DNAs: III. N4-Methoxycytosine Can Form Both Watson-Crick Type and Wobbled Base Pairs in a B-Form Duplex
M. Tofazzal Hossain, Toshivuki Chatake, Takaaki Hikima., Masaru Tsunoda, Tomoko Sunami, Yoshihito Ueno, Akira Matsuda, Aldo Takénaka
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Keywords: damaged DNA, N4-methoxycytosine, mutagenesis, Watson-Crick type pairing with non-complementary bases, X-ray structure
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2001 Volume 130 Issue 1 Pages 9-12

[Correction] J Biochem (Tokyo) Vol.130 No.5 (2001) pp.719a-719a
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Abstract

To investigate the mutation mechanism of purine transition in DNA damaged with methoxyamine, a DNA dodecamer with the sequence d(CGCGAATTmo4 CGCG), where mo4C is 2'-deoxy-N4-methoxycytidine, has been synthesized and its crystal structure de-termined. Two dodecamers form a B-form duplex. Electron density maps clearly show that one of the two mo4C residues forms a pair with a guanine residue of the opposite strand, the geometry being the canonical Watson-Crick type, and that the other mo4C residue forms a wobble pair with the opposite guanine residue. These two pairings are ascribed to the tautomerization of the methoxylated cytosine moieties between the amino and imino forms.

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