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苯并(a)蒽的代谢活化:荧光光谱证据表明涉及非“海湾区域”二氢二醇环氧化物。

Metabolic activation of benz(a)anthracene: fluorescence spectral evidence indicates the involvement of a non-'bay-region' diol-epoxide.

机构信息

Institut Curie, Laboratoire Curie, 11, Rue Pierre et Marie Curie, 75231 Paris, Cedex 05, France.

出版信息

Carcinogenesis. 1980 Jan;1(1):33-6. doi: 10.1093/carcin/1.1.33.

DOI:10.1093/carcin/1.1.33
PMID:22282977
Abstract

The fluorescence spectral properties of the principal hydrocarbon-nucleoside adducts present in hydrolysates of DNA that had been isolated from hamster embryo cells or from mouse skin treated with benz(a)anthracene have been examined using photon-counting spectrophotofluorimetry and compared with the spectral properties of the products formed when different diol-epoxides derived from benz(a)anthracene react with nucleic acid in solution. The adducts were separated by chromatography on LH20 Sephadex columns and purified by high pressure liquid chromatography. The spectra obtained are phenanthrene-like and not anthracene-like, a result that is consistent with metabolic activation occurring, through the formation of a vicinal diol-epoxide, in the 8,9,10,11-ring, rather than in the 1,2,3,4-ring of this hydrocarbon.

摘要

已使用光子计数分光荧光光度法检查了从用苯并(a)蒽处理的仓鼠胚胎细胞或从鼠皮中分离出的 DNA 水解物中存在的主要烃-核苷加合物的荧光光谱特性,并将其与不同二羟-环氧化物衍生自苯并(a)蒽与溶液中核酸反应时形成的产物的光谱特性进行了比较。加合物通过 LH20 葡聚糖柱色谱分离,并通过高压液相色谱进行纯化。所得光谱类似于菲而不是蒽,这一结果与代谢活化一致,代谢活化通过形成顺式二羟-环氧化物发生在该烃的 8、9、10、11 环中,而不是在 1、2、3、4 环中。

相似文献

1
Metabolic activation of benz(a)anthracene: fluorescence spectral evidence indicates the involvement of a non-'bay-region' diol-epoxide.苯并(a)蒽的代谢活化:荧光光谱证据表明涉及非“海湾区域”二氢二醇环氧化物。
Carcinogenesis. 1980 Jan;1(1):33-6. doi: 10.1093/carcin/1.1.33.
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The involvement of a 'bay-region' and a non-'bay-region' diol-epoxide in the metabolic activation of benz[a]anthracene in mouse skin and in hamster embryo cells.苯并[a]蒽在小鼠皮肤和仓鼠胚胎细胞中的代谢激活中涉及“湾区”和非“湾区”二醇环氧化物。
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The involvement of a non-'bay-region' diol-epoxide in the metabolic activation of benza[a]anthracene in hamster embryo cells.
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The metabolic activation of benz[a]anthracene in hamster embryo cells: evidence that diol-epoxides react with guanosine, deoxyguanosine and adenosine in nucleic acids.
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Reactions of 'bay-region' and non-'bay-region' diol-epoxides of benz(a)anthracene with DNA: evidence indicating that the major products are hydrocarbon-N2-guanine adducts.苯并(a)蒽的“湾区”和非“湾区”二醇-环氧化物与 DNA 的反应:表明主要产物为烃-N2-鸟嘌呤加合物的证据。
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Evidence for the involvement of a bis-diol-epoxide in the metabolic activation of dibenz[a,h]anthracene to DNA-binding species in mouse skin.双二醇环氧化物参与二苯并[a,h]蒽在小鼠皮肤中代谢活化为DNA结合物种的证据。
Cancer Res. 1993 Mar 1;53(5):944-8.

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