Selective alkylation of carcinogenic 9-anthryloxirane at the N-3 position of adenine in DNA.
Selective alkylation of carcinogenic 9-anthryloxirane at the N-3 position of adenine in DNA.
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致癌性 9-anthryloxirane 在 DNA 腺嘌呤的 N-3 位选择性烷基化。
DOI：
10.1073/pnas.82.16.5250
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发表时间：
1985
影响因子：
11.1
通讯作者：
Chang,CW
中科院分区：
文献类型：
--
作者：
Yang,NC;Chang,CW
致癌物9-蒽酰氯烷与小牛胸腺DNA和聚（dA-dT）共价结合。该技术在DNA序列测定中的应用表明，酸切割修饰的DNA可以从DNA中释放大约一半的苯基。高效液相色谱分析表明，腺嘌呤加合物和9-蒽酰氯烷衍生的乙二醇是主要的酸不稳定产物。光谱分析证实，腺嘌呤加合物是9-蒽嘧啶对腺嘌呤的N-3加合物。对修饰聚（dA-dT）的类似分析表明，9-蒽酰环烷的结合选择性地发生在腺嘌呤的N-3位置。本文简要讨论了这一发现的意义。
Carcinogenic 9-anthryloxirane binds covalently to calf thymus DNA and poly(dA-dT). Application of the technique for DNA sequence determination shows that acid cleavage of the modified DNA frees approximately half of the anthryl groups from the DNA. HPLC analysis indicates that an adenine adduct and the glycol derived from 9-anthryloxirane are the major acid-labile products. Spectroscopic analyses establish that the adenine adduct is the N-3 adduct of 9-anthryloxirane to adenine. Similar analyses of modified poly(dA-dT) indicate that the binding of 9-anthryloxirane takes place selectively at the N-3 position of adenine. The significance of this finding is briefly discussed.