从6 - - 尼特罗[a]烯生成氧化的光化学生成
K Fukuhara1, M Kurihara, N Miyata
1Division of Organic Chemistry, National Institute of Health Sciences, Setagaya, Tokyo 158-8501, Japan.
Journal of the American Chemical Society
|September 6, 2001
概括
光易燃性6-酸[a]二烯在暴露于光线时释放氧化 (NO) 并形成基. 这种NO的释放与DNA损伤有关,这表明可能会出现新的NO供体.
科学领域:
- 摄影化学的使用.
- 化学生物学 化学生物学
- 有机化学 有机化学
背景情况:
- 多环芳 (PAH) 和[a] (BaP) 是环境污染物.
- 化PAH可以表现出独特的光化学性质.
- 氧化 (NO) 是生物系统中至关重要的信号分子.
研究的目的:
- 为了研究6-nitrobenzo[a]pyrene (6-nitroBaP) 的光可变性及其释放氧化 (NO) 的潜力.
- 探索NO生成,激素形成和由光激发的6-nitroBaP引起的DNA损伤之间的关系.
- 阐明化BaPs因光引起的NO释放的结构要求.
主要方法:
- 使用可见光对6-nitroBaP.P.进行辐射.
- 电子自旋共振 (ESR) 光谱检测NO和基.
- 检测作为氧化产品的子[a]烯 (BaP) .
- 对DNA链断裂的评估.
- 化BaP结构的分子轨道 (MO) 计算.
主要成果:
- 对6-nitroBaP的可见光照射诱导了氧化 (NO) 的释放.
- ESR证实了NO生成和6-oxyBaP基的形成,随后氧化为BaP.
- 光降解和NO释放是6-nitroBaP的特异性,没有观察到1-nitroBaP或3-nitroBaP.
- 光激发的6-nitroBaP导致DNA链断裂,与其NO释放活性相关.
- MO计算表明,基组的垂直构造对于光诱导的NO释放至关重要.
结论:
- 6-nitroBaP是一种光性化合物,在可见光下释放NO.
- 光激发的6-nitroBaP的NO释放活性与DNA损伤有关.
- 结构形状在化PAHs的光化学中起着关键作用.
- 这些发现表明6-nitroBaP作为新型氧化捐赠物的潜在应用.
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