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. 2012 Jan 11;40(9):3939–3951. doi: 10.1093/nar/gkr1307

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© The Author(s) 2012. Published by Oxford University Press.

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0), which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Figure 1. — (a) Chemical structures of AAF, FAAF, AF and FAF adducts; (b) sequences of fully paired 16-mer and 12-mer NarI duplexes used in the present study; major groove views of the central trimer segments of (c) the B/S and (d) B/S/W-conformer equilibrium of FAF and FAAF-modified duplexes. The modified dG and the complementary dC are shown in red and green sticks, respectively, and the aminofluorene moiety is highlighted with shiny gray CPK and the N-acetyl with pink CPK. In the B-type conformer, anti-[FAAF/FAF]dG maintains Watson–Crick hydrogen bonds, thereby placing the carcinogen moiety in the major groove. The carcinogens in the S- and W-conformers stack into the helix or wedged into the minor groove, respectively, with the modified dG in the syn conformation.