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. Author manuscript; available in PMC: 2016 Mar 23.
Published in final edited form as: Chem Res Toxicol. 2016 Feb 9;29(3):380–389. doi: 10.1021/acs.chemrestox.5b00520

Table 1.

Comparison of DNA adduct formation from 2′-hydroxylation vs 5′-hydroxylation of NNN in rats. Values for py-py-dI have been converted to fmol/mg DNA to match the reported POB-DNA adduct levels. Dosage and treatment length are detailed in the first column. Total POB-DNA adducts are the sum of O2-POB-thymidine, N7-POB-guanine, and O2-POB-cytosine. Adducts arising from 2′-hydroxylation predominate in all rat tissues, after accounting for dosage.

Oral Cavity Mucosa Esophageal Mucosa Liver Lung Nasal Respiratory Mucosa Nasal Olfactory Mucosa

Total py-py-dI Formation, (fmol/mg DNA) 50 ppm Racemic NNN, 3 weeks 21 85 37 383 574 302
Total POB-DNA Adduct Formation, (fmol/mg DNA) 10 ppm (R)-NNN, 2 weeks 205a 360b 70b 310b 2940a 851a
Total POB-DNA Adduct Formation, (fmol/mg DNA) 10 ppm (S)-NNN, 2 weeks 644a 1090b 340b 120b 1580a 201a
Total POB-DNA Adduct Formation, (fmol/mg DNA) 14 ppm (R)-NNN, 10 weeks 184c 736c 121c 704c 3250c 1700c
Total POB-DNA Adduct Formation, (fmol/mg DNA) 14 ppm (S)-NNN, 10 weeks 592c 2030c 728c 327c 6720c 431c
a

From Zhang et al. 2009.9

b

From Lao et al. 2007.7

c

From Zhao et al. 2013.10