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多环芳烃和苯并[a]芘二醇环氧化物对核蛋白的选择性修饰。

Selective modification of nuclear proteins by polycyclic aromatic hydrocarbons and by benzo[a]pyrene diol epoxides.

作者信息

Kootstra A, MacLeod M C, Iyer R, Selkirk J K, Slaga T J

出版信息

Carcinogenesis. 1982;3(7):821-4. doi: 10.1093/carcin/3.7.821.

DOI:10.1093/carcin/3.7.821
PMID:6811151
Abstract

Metabolites of benzo[a]pyrene (B[a]P) have been shown to modify chromosomal proteins with great specificity. Using the (+) and (-) enantiomers of anti-B[a]P diol epoxide to label isolated nuclei we found a remarkable difference in the capacity of these two compounds to modify histones H2A and H3. The (+) enantiomer modified histones H2A and H3, while the (-) enantiomer, which was shown to modify mainly histone H2A, had a much lower affinity for histone H3. We have also examined the selective, modification of chromosomal proteins by different polycyclic aromatic hydrocarbons and it was observed that 7,12-dimethylbenz[a]-anthracene (DMBA), 3-methylcholanthrene (3-MC) and B[a]P showed qualitative similarities in terms of their protein binding. This suggests that stereospecific interactions leading to binding of reactive metabolites of DMBA, B[a]P and 3-MC to chromosomal proteins share common features.

摘要

苯并[a]芘(B[a]P)的代谢产物已被证明能高度特异性地修饰染色体蛋白。使用反式-B[a]P二醇环氧化物的(+)和(-)对映体标记分离的细胞核,我们发现这两种化合物修饰组蛋白H2A和H3的能力存在显著差异。(+)对映体修饰组蛋白H2A和H3,而(-)对映体主要修饰组蛋白H2A,对组蛋白H3的亲和力则低得多。我们还研究了不同多环芳烃对染色体蛋白的选择性修饰,观察到7,12-二甲基苯并[a]蒽(DMBA)、3-甲基胆蒽(3-MC)和B[a]P在蛋白质结合方面表现出定性相似性。这表明导致DMBA、B[a]P和3-MC的活性代谢产物与染色体蛋白结合的立体特异性相互作用具有共同特征。

相似文献

1
Selective modification of nuclear proteins by polycyclic aromatic hydrocarbons and by benzo[a]pyrene diol epoxides.多环芳烃和苯并[a]芘二醇环氧化物对核蛋白的选择性修饰。
Carcinogenesis. 1982;3(7):821-4. doi: 10.1093/carcin/3.7.821.
2
Inhibitory effect of 3-hydroxybenzo(a)pyrene on the mutagenicity and tumorigenicity of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene.3-羟基苯并(a)芘对(±)-7β,8α-二羟基-9α,10α-环氧-7,8,9,10-四氢苯并(a)芘的致突变性和致癌性的抑制作用
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Benzo(e)pyrene-induced alterations in the metabolic activation of benzo(a)pyrene and 7,12-dimethylbenz(a)anthracene by hamster embryo cells.苯并(e)芘诱导仓鼠胚胎细胞对苯并(a)芘和7,12-二甲基苯并(a)蒽代谢活化的改变。
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Benzo(e)pyrene-induced alterations in the stereoselectivity of activation of 7,12-dimethylbenz(a)anthracene to DNA-binding metabolites in hamster embryo cell cultures.苯并(e)芘诱导仓鼠胚胎细胞培养物中7,12-二甲基苯并(a)蒽激活为DNA结合代谢物的立体选择性改变。
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Benzo[e]pyrene-induced alterations in the binding of benzo[a]pyrene to DNA in hamster embryo cell cultures.苯并[e]芘诱导仓鼠胚胎细胞培养物中苯并[a]芘与DNA结合的改变。
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Inhibition of the mutagenicity of bay-region diol epoxides of polycyclic aromatic hydrocarbons by naturally occurring plant phenols: exceptional activity of ellagic acid.天然存在的植物酚类对多环芳烃湾区二醇环氧化物致突变性的抑制作用:鞣花酸的卓越活性。
Proc Natl Acad Sci U S A. 1982 Sep;79(18):5513-7. doi: 10.1073/pnas.79.18.5513.
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The binding of polycyclic aromatic hydrocarbon diol-epoxides to DNA.
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Electrofluorescence study of polycyclic hydrocarbon diol-epoxide binding to DNA.多环烃二醇环氧化物与DNA结合的电荧光研究。
Proc R Soc Lond B Biol Sci. 1986 May 22;227(1249):441-54. doi: 10.1098/rspb.1986.0033.

引用本文的文献

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Hydrogen bond catalysis of mononucleotide ethylation supports non-random DNA alkylations by N-ethyl, N-nitrosourea.单核苷酸乙基化的氢键催化作用支持N-乙基-N-亚硝基脲对DNA的非随机烷基化作用。
Experientia. 1984 Jul 15;40(7):734-6. doi: 10.1007/BF01949749.
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The dynamics of chromatin carcinogen interactions in the human cell.人类细胞中染色质与致癌物相互作用的动力学
Nucleic Acids Res. 1986 Dec 22;14(24):9897-909. doi: 10.1093/nar/14.24.9897.