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首页> 外文期刊>Life sciences >2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-l-oxyl-3-oxide potentiates nitrosation of a heterocyclic amine carcinogen by nitric oxide
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2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-l-oxyl-3-oxide potentiates nitrosation of a heterocyclic amine carcinogen by nitric oxide

机译：2-（4-羧基苯基）-4,4,5,5-四甲基咪唑啉-1-氧基1-3氧化物可促进一氧化氮对杂环胺致癌物的亚硝化

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Although nitrosation plays an important role in initiation of carcinogenesis, the reactive nitrogen oxygen species (RNOS) mediating this reaction by multiple pathways have not been determined. The heterocyclic amine carcinogen 2-amino-3-methylimidazo[4,5-/]quinoline (IQ) was used as a target to investigate RNOS and pathways for potentiation of nitric oxide (NO)-mediated nitrosation. 2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-l-oxyl-3-oxide (CPTIO) oxidizes NO to NO2 and was used as a tool to investigate NO2 potentiation of nitrosation. The IQ nitrosation product, 2-nitrosoamino-3-methylimidazo[4,5-/]quinoline (14C-N-NO-IQ), was monitored by HPLC. Autoxidation of NO, generated by spermine NONOate (2.4 uM NO/min) for 7.5 min, did not convert 10 uM I4C-IQ to N-NO-IQ. However, the presence of 15 uM CPTIO resulted in 3 jiMN-NO-IQ formation. Potentiation by CPTIO occurred at low and high fluxes of NO, 0.075 to 1.2 j-iM/min, and over a range of IQ to CPTIO ratios of 0.5 to 10. A significant portion ofN-NO-IQ formation was insensitive to azide (10 mM) inhibition, suggesting oxidative nitrosylation. NADH (0.02 mM) did not alter nitrosation by autoxidation, but effectively inhibited potentiation by CPTIO. Ascorbic acid (0.2 mM) and 5,5-dimethyl-l-pyrroline iV-oxide (30 mM) inhibited nitrosation with or without CPTIO, while superoxide dismutase was not inhibitory. The RNOS produced by CPTIO had a 27-fold greater affinity for IQ than those produced by autoxidation. Results are consistent with NO2 or a RNOS like NO2 potentiating IQ oxidative nitrosylation. Nitrosation occurring at bom low and high fluxes of NO can contribute to carcinogenesis. 500Nitric oxide; Nitrosation; 2-Amino-3-methylimidazo[4,5/]quinoline; Heterocyclic amines; Reactive nitrogen oxygen species; 2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimid azo line-1 -oxy 1-3 -oxide
机译：尽管亚硝化在致癌作用的启动中起着重要作用，但尚未确定通过多种途径介导该反应的反应性氮氧（RNOS）。杂环胺致癌物2-氨基-3-甲基咪唑并[4,5- /]喹啉（IQ）被用作研究RNOS和一氧化氮（NO）介导的亚硝化增强途径的靶标。 2-（4-羧基苯基）-4,4,5,5-四甲基咪唑啉-1-氧基1-3氧化物（CPTIO）将NO氧化为NO2，并用作研究NO2亚硝化增强的工具。 IQ的亚硝化产物2-亚硝基氨基-3-甲基咪唑并[4，5- /]喹啉（14C-N-NO-IQ）通过HPLC监测。由精胺NONOate（2.4 uM NO / min）持续7.5 min产生的NO的自动氧化不会将10 uM I4C-IQ转化为N-NO-IQ。但是，15 uM CPTIO的存在导致形成3 jiMN-NO-IQ。 CPTIO的增效作用发生在NO通量为0.075至1.2 j-iM / min的低通量和高通量下，并且在IQ与CPTIO的比例为0.5至10的范围内。 mM）抑制，提示氧化亚硝基化。 NADH（0.02 mM）不会通过自氧化作用改变亚硝化作用，但能有效抑制CPTIO的增强作用。抗坏血酸（0.2 mM）和5,5-二甲基-1-吡咯啉iV-氧化物（30 mM）在有或没有CPTIO的情况下均抑制亚硝化，而超氧化物歧化酶则无抑制作用。 CPTIO生产的RNOS对IQ的亲和力比自动氧化生产的RNOS高27倍。结果与NO2或类似NO2的RNOS增强IQ的氧化亚硝基化作用是一致的。在低通量和高通量的NO下发生亚硝化作用可能会致癌。 500一氧化氮;亚硝化; 2-氨基-3-甲基咪唑并[4,5 /]喹啉;杂环胺;活性氮氧物种; 2-（4-羧苯基）-4,4,5,5-四甲基咪唑偶氮1-氧1-3-氧化物

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