Nitrated polycyclic aromatic hydrocarbons (nitro-PAH) are
environmental contaminants that have been identified in
extracts of particulates obtained from automobile exhaust,
diesel exhaust, and power plant emissions. One of the most
abundant nitro-PAH, 1-nitropyrene, has been found to be a
powerful bacterial mutagen and a carcinogen in animal tests.
In a bacterial strain (Salmonella tvphimurium TA98) 1-
nitropyrene undergoes reduction and concomitant covalent
binding to DNA, presumably via the N-hydroxy-l-aminopyrene.
This labile compound was prepared by the ascorbic acid
reduction of 1-nitrosopyrene and was characterized by high
performance liquid chromatography (HPLC), combined liquid
chromatography-mass spectrometry (LC-MS), ultraviolet-visible
(UV-VIS), fluorescence and nuclear magnetic resonance (NMR)
spectroscopy (1H and 15N) . In addition the pH stability and
some reactions of this compound were studied. The 1,6- and
1,8-hydroxylaminonitropyrenes derived from the very potent
mutagens 1,6- and 1,8 dinitropyrene were also synthesized and
characterized by high performance liquid chromatography,
ultraviolet-visible and nuclear magnetic resonance
spectroscopy (1H and 15N) . / Thesis / Master of Science (MSc)
| Identifer | oai:union.ndltd.org:mcmaster.ca/oai:macsphere.mcmaster.ca:11375/27672 |
| Date | 10 1900 |
| Creators | Mills, William James |
| Contributors | McCarry, B. E., Chemistry |
| Source Sets | McMaster University |
| Language | English |
| Detected Language | English |
| Type | Thesis |
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