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致癌物与体外DNA的反应:O,O'-二乙酰-4-羟基氨基喹啉1-氧化物对修饰DNA稳定性的影响

In vitro DNA reaction with a carcinogen: the O,O'-diacetyl-4-hydroxyaminoquinoline 1-oxide changes of stability of modified DNA.

作者信息

Galiègue S, Lecocq G, Loucheux-Lefebvre M H

出版信息

Biochim Biophys Acta. 1980 Oct 17;609(3):383-91. doi: 10.1016/0005-2787(80)90112-4.

DOI:10.1016/0005-2787(80)90112-4
PMID:7437432
Abstract

The diacetyl derivative of 4-hydroxyaminoquinoline 1-oxide, the proximate carcinogen of 4-nitroquinoline 1-oxide, was reacted in vitro with native and heat denatured chicken erythrocyte DNA under various conditions. The amount of fixed carcinogen was obtained by using the labeled diacetyl derivative and from this result the molar extinction coefficients of bound carcinogen were calculated in order to allow a direct spectrophotometric determination. A decrease in melting temperature of DNA samples modified by O,O'-diacetyl 4-hydroxyaminoquinoline 1-oxide (di Ac-4HAQO) was measured: the melting temperature depression value is equal to 1.4 degrees C per 1% of modified DNA bases. This result was compared with the values previously obtained by Fuchs and coworkers (Fuchs, R. and Daune, M. (1973) FEBS Lett, 34, 295-298 and Fuchs, R. Lefebvre, J.F., Pouyet, J. and Daune, M. (1976) Biochemistry 15, 3347-3351) for N-acetoxy-N-2-acetylaminofluorene-modified DNA and by Lang et al. [25] for the phenanthrylation of the DNA bases of N-acetoxy-N-2-acetylaminophenanthrene-modified DNA.

摘要

4-羟基氨基喹啉1-氧化物的二乙酰衍生物是4-硝基喹啉1-氧化物的直接致癌物,在各种条件下与天然和热变性的鸡红细胞DNA在体外发生反应。通过使用标记的二乙酰衍生物获得固定致癌物的量,并根据该结果计算结合致癌物的摩尔消光系数,以便进行直接分光光度测定。测定了经O,O'-二乙酰基4-羟基氨基喹啉1-氧化物(二乙酰基-4HAQO)修饰的DNA样品的解链温度降低:每1%修饰的DNA碱基,解链温度降低值等于1.4℃。将该结果与Fuchs及其同事(Fuchs, R.和Daune, M.(1973年)《欧洲生物化学学会联合会快报》,34,295 - 298以及Fuchs, R.、Lefebvre, J.F.、Pouyet, J.和Daune, M.(1976年)《生物化学》,15,3347 - 3351)先前获得的N-乙酰氧基-N-2-乙酰氨基芴修饰的DNA的值以及Lang等人[25]先前获得的N-乙酰氧基-N-2-乙酰氨基菲修饰的DNA的碱基菲啶化的值进行了比较。

相似文献

1
In vitro DNA reaction with a carcinogen: the O,O'-diacetyl-4-hydroxyaminoquinoline 1-oxide changes of stability of modified DNA.致癌物与体外DNA的反应:O,O'-二乙酰-4-羟基氨基喹啉1-氧化物对修饰DNA稳定性的影响
Biochim Biophys Acta. 1980 Oct 17;609(3):383-91. doi: 10.1016/0005-2787(80)90112-4.
2
In vitro enzymatic recognition of DNA modified by O,O'-diacetyl or O-acetyl derivatives of the carcinogen 4-hydroxyaminoquinoline-1-oxide.致癌物4-羟基氨基喹啉-1-氧化物的O,O'-二乙酰基或O-乙酰基衍生物修饰的DNA的体外酶促识别
Carcinogenesis. 1982;3(4):435-8. doi: 10.1093/carcin/3.4.435.
3
Secondary structural modifications as a consequence of in vitro acetylation and phenanthrylation of DNA by the ultimate carcinogen N-acetoxy-N-2-acetylaminophenanthrene.作为最终致癌物N-乙酰氧基-N-2-乙酰氨基菲对DNA进行体外乙酰化和菲基化的结果而产生的二级结构修饰。
Cancer Res. 1977 Nov;37(11):3887-91.
4
Adducts from the reaction of O,O'-diacetyl or O-acetyl derivatives of the carcinogen 4-hydroxyaminoquinoline 1-oxide with purine nucleosides.致癌物4-羟基氨基喹啉1-氧化物的O,O'-二乙酰基或O-乙酰基衍生物与嘌呤核苷反应生成的加合物。
Cancer Res. 1981 Nov;41(11 Pt 1):4559-65.
5
In vitro DNA reaction with an ultimate carcinogen model of 4-nitroquinoline-1-oxide: the 4-acetoxyaminoquinoline-1-oxide. Enzymatic degradation of the modified DNA.与4-硝基喹啉-1-氧化物的终致癌物模型进行的体外DNA反应:4-乙酰氧基氨基喹啉-1-氧化物。修饰DNA的酶促降解。
Carcinogenesis. 1983;4(3):249-54. doi: 10.1093/carcin/4.3.249.
6
Reactivity of the O, O'-diacetyl derivative of the carcinogen 4-hydroxyaminoquinoline-1-oxide with DNA. Comparison with in vivo-reacted DNA.致癌物4-羟基氨基喹啉-1-氧化物的O,O'-二乙酰衍生物与DNA的反应活性。与体内反应DNA的比较。
Eur J Cancer (1965). 1980 Oct;16(10):1283-7. doi: 10.1016/0014-2964(80)90283-2.
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Conformations of poly(dG-dC).poly(dG-dC) modified by the O-acetyl derivative of the carcinogen 4-hydroxyaminoquinoline 1-oxide.由致癌物4-羟基氨基喹啉1-氧化物的O-乙酰基衍生物修饰的聚(dG-dC).聚(dG-dC)的构象
Nucleic Acids Res. 1984 Oct 25;12(20):7915-27. doi: 10.1093/nar/12.20.7915.
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Adducts from in vivo action of the carcinogen 4-hydroxyaminoquinoline 1-oxide in rats and from in vitro reaction of 4-acetoxyaminoquinoline 1-oxide with DNA and polynucleotides.大鼠体内致癌物4-羟基氨基喹啉1-氧化物的加合物以及4-乙酰氧基氨基喹啉1-氧化物与DNA和多核苷酸的体外反应产物。
Cancer Res. 1985 Feb;45(2):520-5.
9
Spectrophotometrical and immunochemical studies on the conformational changes in poly(dG-dC).poly(dG-dC) after modification by 4-hydroxyaminoquinoline 1-oxide.4-羟基氨基喹啉1-氧化物修饰后聚(dG-dC)·聚(dG-dC)构象变化的分光光度法和免疫化学研究
Biochim Biophys Acta. 1991 Aug 27;1090(1):29-37. doi: 10.1016/0167-4781(91)90033-i.
10
Comparative orientation of the fluorene residue in native DNA modified by N-acetoxy-N-2-acetylaminofluorene and two 7-halogeno derivatives.N-乙酰氧基-N-2-乙酰氨基芴及其两种7-卤代衍生物修饰的天然DNA中芴残基的比较取向
Biochemistry. 1976 Jul 27;15(15):3347-51. doi: 10.1021/bi00660a027.

引用本文的文献

1
Conformations of poly(dG-dC).poly(dG-dC) modified by the O-acetyl derivative of the carcinogen 4-hydroxyaminoquinoline 1-oxide.由致癌物4-羟基氨基喹啉1-氧化物的O-乙酰基衍生物修饰的聚(dG-dC).聚(dG-dC)的构象
Nucleic Acids Res. 1984 Oct 25;12(20):7915-27. doi: 10.1093/nar/12.20.7915.
2
The 4-nitroquinoline 1-oxide mutational spectrum in single stranded DNA is characterized by guanine to pyrimidine transversions.单链DNA中4-硝基喹啉1-氧化物的突变谱以鸟嘌呤到嘧啶的颠换为特征。
Nucleic Acids Res. 1992 Mar 25;20(6):1283-7. doi: 10.1093/nar/20.6.1283.