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Proc Natl Acad Sci U S A. 1982 Mar;79(6):1945-9. doi: 10.1073/pnas.79.6.1945.
2
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EVIDENCE FOR THE BINDING OF POLYNUCLEAR AROMATIC HYDROCARBONS TO THE NUCLEIC ACIDS OF MOUSE SKIN: RELATION BETWEEN CARCINOGENIC POWER OF HYDROCARBONS AND THEIR BINDING TO DEOXYRIBONUCLEIC ACID.多环芳烃与小鼠皮肤核酸结合的证据：烃类致癌能力与其与脱氧核糖核酸结合之间的关系。
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Acetylornithinase of Escherichia coli: partial purification and some properties.大肠杆菌的乙酰鸟氨酸酶：部分纯化及某些性质
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Mutagenicity and tumor-initiating activity of cyclopenta(c,d)pyrene and structurally related compounds.环戊并[c,d]芘及结构相关化合物的诱变性和肿瘤引发活性。
Cancer Res. 1980 Mar;40(3):642-9.
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A transversion mutation hypothesis for chemical carcinogenesis by N2-substitution of guanine in DNA.关于DNA中鸟嘌呤N2位取代导致化学致癌作用的颠换突变假说。
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Genetic factors in Escherichia coli that affect cell killing and mutagenesis induced by benzo(a)pyrene-7,8-dihydrodiol 9,10-oxide.大肠杆菌中影响苯并(a)芘-7,8-二氢二醇9,10-环氧化物诱导的细胞杀伤和诱变的遗传因素。
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DNA polymerase accuracy and spontaneous mutation rates: frequencies of purine.purine, purine.pyrimidine, and pyrimidine.pyrimidine mismatches during DNA replication.DNA聚合酶准确性与自发突变率：DNA复制过程中嘌呤-嘌呤、嘌呤-嘧啶和嘧啶-嘧啶错配的频率
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Molecular mechanisms of substitution mutagenesis. An experimental test of the Watson-Crick and topal-fresco models of base mispairings.替换诱变的分子机制。碱基错配的沃森-克里克模型和托帕尔-弗雷斯科模型的实验检验。
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Depurination causes mutations in SOS-induced cells.脱嘌呤作用会在SOS诱导的细胞中引发突变。
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Mutagenicity to mammalian cells of epoxides and other derivatives of polycyclic hydrocarbons.多环烃的环氧化物及其他衍生物对哺乳动物细胞的致突变性。
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Carcinogens are mutagens: a simple test system combining liver homogenates for activation and bacteria for detection.致癌物是诱变剂：一种将用于活化的肝脏匀浆和用于检测的细菌相结合的简单测试系统。
Proc Natl Acad Sci U S A. 1973 Aug;70(8):2281-5. doi: 10.1073/pnas.70.8.2281.

苯并[a]芘和环戊[cd]芘的致癌环氧化物通过特定的颠换诱导碱基置换。

Carcinogenic epoxides of benzo[a]pyrene and cyclopenta[cd]pyrene induce base substitutions via specific transversions.

作者信息

Eisenstadt E, Warren A J, Porter J, Atkins D, Miller J H

出版信息

Proc Natl Acad Sci U S A. 1982 Mar;79(6):1945-9. doi: 10.1073/pnas.79.6.1945.

DOI:10.1073/pnas.79.6.1945
PMID:7043469
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC346098/
Abstract

We have determined the spectrum of base-pair substitution mutations induced in the lacI gene of a uvrB- strain of Escherichia coli by two polycyclic aromatic hydrocarbons--(+/-)7 alpha,8 beta-dihydroxy-9 beta,10 beta-epoxy-7,8,9,10 tetrahydrobenzo[a]pyrene (BPDE), and 3,4-epoxycylopenta[cd]pyrene (CPPE). Approximately 10% of all lacI mutations induced by either BPDE or CPPE are nonsense mutations, suggesting that base-pair substitutions are a large fraction of the mutational events induced by these agents in the uvrB- bacteria. Both carcinogens specifically induced the G . C leads to T . A and, to a lesser extent, the A . T leads to T . A transversions. One possible mechanism for transversion induction at G . C sites by BPDE might involve carcinogen binding to the exocyclic amino group of guanine in the template strand followed by a rotation of the modified base around its glycosylic bond from the anti to the syn conformation. This could allow specific pairing of modified bases with an imino tautomer of adenine.

摘要

我们已经确定了两种多环芳烃——（±）7α，8β-二羟基-9β，10β-环氧-7，8，9，10-四氢苯并[a]芘（BPDE）和3，4-环氧环戊[cd]芘（CPPE）在大肠杆菌uvrB-菌株的lacI基因中诱导产生的碱基对替换突变谱。由BPDE或CPPE诱导的所有lacI突变中约10%为无义突变，这表明碱基对替换是这些试剂在uvrB-细菌中诱导的大部分突变事件。两种致癌物都特异性地诱导了G.C突变为T.A，并且在较小程度上诱导了A.T突变为T.A颠换。BPDE在G.C位点诱导颠换的一种可能机制可能涉及致癌物与模板链中鸟嘌呤的环外氨基结合，随后修饰碱基围绕其糖苷键从反式构象旋转到顺式构象。这可能允许修饰碱基与腺嘌呤的亚氨基互变异构体进行特异性配对。