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• W929475093 abstract "761 Colitis (inflammation) and well-done red meat intake (heterocyclic amines) are risk factors for colon cancer. We have recently demonstrated that reactive nitrogen oxygen species (RNOS) nitrosate the heterocyclic amine colon carcinogen 2-amino-3-methylimidazo[4,5- f ]quinoline (IQ) forming 2-nitrosoamino-3-methylimidazo[4,5- f ]quinoline (N-NO-IQ). Because nitrosamines/amides are known to cause GI tumors and N-NO-IQ can be activated by myeloperoxidase (MPO) to form the same DNA adduct as N-HO-IQ (N-(deoxyguanosin-8- yl)-IQ), we propose N-NO-IQ as an alternative to N-OH-IQ initiation of colon cancer, particularly in individuals with colitis. RNOS are formed by the reaction of nitric oxide (NO) with either oxygen or superoxide. While the reaction of NO with superoxide to form peroxynitrite is very fast, the reaction of NO with oxygen (autoxidation) is slow and considered unlikely to occur in vivo. In this study, we evaluated MPO potentiation of NO-mediated IQ nitrosation. DEA NONOate (DEA, 0.1 mM), a NO donor, transformed 0.06 mM 14 C-IQ to N-NO-IQ by autoxidation. With DEA, 85 nM MPO, and 0.1 mM H 2 O 2 , N-NO-IQ formation was increased about 7 to 10-fold with IQ concentrations from 0.02 to 0.2 mM. N-NO-IQ was the only product observed. The affinities of nitrosating species produced by NO for IQ were greater in the presence (-1/X int = 60 + 6 μM) than absence (-1/X int = 104 + 10 μM) of MPO. At infinite concentrations of IQ, the maximal rates of N-NO-IQ formation were greater in the presence (1/Y int = 259 + 15) than absence (1/Y int = 84 + 5) of MPO. MPO at 25 to 170 nM potentiated N-NO-IQ formation. Different test agents were used to differentiate nitrosation by autoxidation from that observed with MPO. Nitrosation by autoxidation was inhibited 100, 51, and 0 % by 0.3 mM azide, 100 mM NaCl, and 10 ug/ml catalase, respectively. In contrast, MPO-potentiated N-NO-IQ formation was inhibited 42, 0, and 91 % by corresponding concentrations of the same sequence of test agents. Other test agents such as 1 mM glutathione, 0.3 mM ascorbic acid, 0.1 mM NADH, and 30 mM DMPO had similar effects on both pathways. MPO does not metabolize IQ in the absence of NO. However, in the presence of 0.3 mM NO 2 - , an end-product of NO metabolism, MPO metabolizes IQ to two nitroproducts and an IQ dimer. Thus, MPO metabolism of IQ depends upon both the presence and the type of RNOS. Human polymorphonuclear neutrophils (10 6 cells/ml) were incubated with 0.1 mM spermine NONOate and 0.01 mM IQ. Phorbol ester (0.055 mM) increased N-NO-IQ formation 3-fold. This increase was prevented by catalase and further increased to 6-fold with superoxide dismutase. Results demonstrate MPO potentiation of IQ nitrosation. N-NO-IQ formation is dependent upon the inflammatory response; its formation is potentiated by MPO, and its activation to form DNA adducts facilitated by MPO." @default.
• W929475093 created "2016-06-24" @default.
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• W929475093 date "2004-04-01" @default.
• W929475093 modified "2023-09-28" @default.
• W929475093 title "Myeloperoxidase potentiates nitric oxide nitrosation of 2-amino-3-methylimidazo[4,5-f]quinoline" @default.
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