Formation of cyclobutane dimers and (6-4) photoproducts upon far-UV photolysis of 5-methylcytosine-containing dinucleotide monophosphates.

Formation of cyclobutane dimers and (6-4) photoproducts upon far-UV photolysis of 5-methylcytosine-containing dinucleotide monophosphates.
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含有 5-甲基胞嘧啶的二核苷酸单磷酸经远紫外光解后形成环丁烷二聚体和 (6-4) 光产物。

DOI:
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发表时间:
1994
期刊:
影响因子:
2.9
通讯作者:
J. Cadet
J. Cadet
中科院分区:
生物学3区
文献类型:
--
作者:
T. Douki;J. Cadet

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研究了5-甲基胞嘧啶(一种DNA小碱基)在三种单磷酸二核苷(m5 dCpT、Tpm 5dC和m5 dCpdC)中的远紫外光化学。将模型化合物暴露于254-nm辐射,并通过反相HPLC分离得到的光产物,并通过UV、质谱和1H NMR光谱表征为环丁烷二聚体、(6-4)加合物和相关的杜瓦价异构体。不同的光产物的形成速率进行了比较,通过光解的TpT和相应的胞嘧啶二核苷单磷酸,包括dCpT,TpdC,和dCpdC。在m5 dCpT、Tpm 5dC和m5 dCpdC的每一种远紫外照射溶液中观察到含脱氨基m5 dC的光产物的形成。它们被证明主要是通过光化学过程产生的,因为胞嘧啶环的C5原子的甲基化似乎显着降低了C5-C6饱和光产物的脱氨基速率。
The far-UV photochemistry of 5-methylcytosine, a minor DNA base, was studied in three dinucleoside monophosphates, including m5dCpT, Tpm5dC, and m5dCpdC. The model compounds were exposed to 254-nm radiation, and the resulting photoproducts were isolated by reverse-phase HPLC and characterized as cyclobutane dimers, (6-4) adducts, and the related Dewar valence isomers by UV, mass, and 1H NMR spectroscopies. The rate of formation of the different photoproducts was compared with those obtained by photolysis of TpT and the corresponding cytosine dinucleoside monophosphates, including dCpT, TpdC, and dCpdC. The formation of deaminated m5dC-containing photoproducts was observed in each of the far-UV irradiated solution of m5dCpT, Tpm5dC, and m5dCpdC. They were shown to be generated mainly through a photochemical process since methylation of the C5 atom of the cytosine ring appeared to dramatically decrease the deamination rate of the C5-C6 saturated photoproducts.
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