Both mainstream and environmental tobacco smoke condensate contain a water soluble polyphenolic radical species that binds to and nicks double stranded DNA. The complex matrix (over 5,000 compounds) that results from the combustion of tobacco and the strong adhesive properties of the polymer have stymied progress on its structural characterization. This aqueous cigarette tar radical has a tendency to irreversibly bind to everything. Size exclusion chromatography on G-25 sephadex was used to purify the aqueous extracts of cigarette tar. The fractions were dried by vacuum centrifugation, resuspended in 2-propanol and then analyzed by ATR-IR. The G-25 fractions were then purified using C-18 sep-packs. We were able to identify ionization products belonging to the species of interest (<i>m/z</i> 1009) , based on tandem MS data acquired via a linear ion trap mass spectrometer. Full analysis of the IR and MS data will be presented.

Characterization of the cigarette tar radical using ATR-IR and electrospray ionization mass spectrometry

255th National Meeting (2018)

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