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. Author manuscript; available in PMC: 2021 Aug 17.
Published in final edited form as: Chem Res Toxicol. 2020 Aug 4;33(8):2072–2086. doi: 10.1021/acs.chemrestox.0c00027

Figure 7.

Figure 7.

UPLC–MS/MS results for the identification of reactive metabolites of NNK. (A) The extracted ion chromatograms of metabolites of NNK. Tandem mass spectra of NNK metabolites (B) α-hydroxynitrosamines ((M + H)+ = 224.20), (C) α-oxonitrosamines ((M + H)+ = 222.24), (D) 4-(3-pyridyl)-4-oxobutane-N-hydroxide ((M + H)+ = 181.19), (E) 4-amino-1-(3-pyridyl)-1-butanone ((M + H)+ = 165.21), and (F) 4-oxo-4-(3-pyridyl)butaldehyde ((M + H)+ = 164.19) formed on incubation of NNK with HLuM, Cu2+, and the NADPH regenerating system.