Incorporation of 3-Aminobenzanthrone into 2′-Deoxyoligonucleotides and Its Impact on Duplex Stability

Figure 1

Metabolic activation of 3-nitrobenzanthrone and DNA adduct formation. NQO1, NAD(P)H:quinone oxidoreductase; CYPOR, NADPH:cytochrome P450 (P450) reductase; CYP1A1/2, cytochrome P450 1A1/2; NAT1A1/2, N,O acetyltranferases; SULT1A1/2, sulfotransferase 1A1/2; dG(C8)-ABA, N-(2′-deoxyguanosin-8-yl)-3-aminobenzanthrone; dG(N ²)-3ABA, 2-(2′-deoxyguanosin-N ²-yl)-3-aminobenzanthrone; dA(N ⁶)-3ABA, 2-(2′-deoxyadenosin-N ⁶-yl)-3-aminobenzanthrone. Numbering of the benzanthrone moiety is shown in the dG(N ²)-3ABA adduct.