Aromatic amine DNA adduct

J.R. SogUa, R.J. Turesky, A. Paehler, P. Vouros, Quantification of the heterocyclic aromatic amine DNA adduct N-(deoxyguanosin-8-yl)-2-amino-3-methylimidazo[4,5-fjquinoline in livers of rats using capillary LC-ESI-MS A dose-response study. Anal. Chem., 73 (2001) 2819. 

B. E., Gorin, A., Basu, A.K., and Broyde, S. (1998) Nuclear magnetic resonance solution structures of covalent aromatic amine-DNA adducts and their mutagenic relevance. Chem. Res. 

Turesky, R.J. and Vouros, P. (2004) Formation and analysis of heterocyclic aromatic amine-DNA adducts in vitro and in vivo. J. Chromatogr. E Analyt. Technol. Eiomed. Life Sci., 802,155-166. 

Structure-Function Characteristics of Aromatic Amine-DNA Adducts... 

Our studies have revealed that the structures of aromatic amine-DNA adducts are determined primarily by their size and coplanarity, as well as the nature of the adduct linkage (C8, N2, etc). It has been shown that aromatic amine lesions exist primarily in three well-defined conformational categories (S, B, W) and their population balance is strongly influenced by the sequences surrounding the lesion site. It is believed that the S/B/W ratios of aromatic amine adducts, not the subtle structural differences at the lesion site (e.g., rotamers, C8 versus N2 linkage, etc), determine the nature of the conformation-specific repair and mutational outcomes. As such, the available data points towards a new paradigm lesion bypass (either error-free or error-prone) depends on various factors, including the thermodynamic and conformational characteristics of the lesion at the replication fork,... 

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