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致癌衍生物N-乙酰氧基-7-乙基-N-2-乙酰氨基芴与DNA的体外反应。一项光谱学研究。

In vitro reaction of the carcinogenic derivative N-acetoxy-7-ethyl-N-2-acetylaminofluorene with DNA. A spectroscopic study.

作者信息

Saint-Ruf G, Spodheim-Maurizot M, Loukakou P E, Coïc J P

出版信息

Carcinogenesis. 1981;2(10):1019-25. doi: 10.1093/carcin/2.10.1019.

DOI:10.1093/carcin/2.10.1019
PMID:7296755
Abstract

In vitro reaction of DNA with N-acetoxy-7-ethyl-N-acetylaminofluorene (N-AcO-EtAAF is compared to that with N-acetoxy-N-acetyl-2-aminofluorene. Introduction of an ethyl group at the position 7 of the fluorene ring is found to induce an increase of reactivity of this (model) metabolite of carcinogen N-acetoxy-2-aminofluorene (2-AAF) toward DNA and its constituents. Spectroscopic methods (u.v. absorption and circular dichroism) are used to characterize the DNA reacted with N-AcO-EtAAF (DNA-EtAAF). Our results point out some conformational similarities between native DNA-EtAAF and DNA-AAF such as the presence of destabilized regions around the bound carcinogen and of stacking interactions between these residues and the adjacent nucleotides. Quite important differences seem to exist between adducts or modified sequences in native as compared to denatured DNA (contrary to DNA-AAF and DNA bearing covalently bound-2-aminofluorene.

摘要

将DNA与N - 乙酰氧基 - 7 - 乙基 - N - 乙酰氨基芴(N - AcO - EtAAF)的体外反应与DNA与N - 乙酰氧基 - N - 乙酰 - 2 - 氨基芴的体外反应进行比较。发现在芴环的7位引入一个乙基会导致致癌物N - 乙酰氧基 - 2 - 氨基芴(2 - AAF)的这种(模型)代谢物对DNA及其成分的反应活性增加。使用光谱方法(紫外吸收和圆二色性)来表征与N - AcO - EtAAF反应的DNA(DNA - EtAAF)。我们的结果指出了天然DNA - EtAAF和DNA - AAF之间的一些构象相似性,例如在结合的致癌物周围存在不稳定区域,以及这些残基与相邻核苷酸之间的堆积相互作用。与变性DNA相比,天然DNA中的加合物或修饰序列似乎存在相当重要的差异(与DNA - AAF和带有共价结合 - 2 - 氨基芴的DNA相反)。

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1
In vitro reaction of the carcinogenic derivative N-acetoxy-7-ethyl-N-2-acetylaminofluorene with DNA. A spectroscopic study.致癌衍生物N-乙酰氧基-7-乙基-N-2-乙酰氨基芴与DNA的体外反应。一项光谱学研究。
Carcinogenesis. 1981;2(10):1019-25. doi: 10.1093/carcin/2.10.1019.
2
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