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. Author manuscript; available in PMC: 2013 Dec 4.
Published in final edited form as: Biochemistry. 2012 Nov 15;51(48):9751–9762. doi: 10.1021/bi3013577

Figure 1.

Figure 1

(A) Structures of the S,R,R,S anti-PAH diol epoxides. These react with guanine in DNA by trans-addition to the 1 position of (+)-anti-B[c]PhDE, the 10 position of (–)-anti-B[a]PDE, and the 14 position of (+)-anti-DB[a,l]PDE to form the stereochemically defined adducts with the same absolute configurations defined in (B). The sequence of the modified 11-mer duplex is shown in (C), where G6* denotes the site of the modified guanine. The torsion angles α' (N1-C2-N2-C14), β' (C2-N2-C14-C13), and δ'(C15-C17-C20-C1) are indicated for the DB[a,l]P-dG adduct.