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紫外线诱导的胸腺嘧啶 - 胞嘧啶嘧啶 - 嘧啶酮(6 - 4)光产物的结构测定

Structural determination of the ultraviolet light-induced thymine-cytosine pyrimidine-pyrimidone (6-4) photoproduct.

作者信息

Franklin W A, Doetsch P W, Haseltine W A

出版信息

Nucleic Acids Res. 1985 Jul 25;13(14):5317-25. doi: 10.1093/nar/13.14.5317.

Abstract

Ultraviolet light induces damage to DNA, with the majority of the damage expressed as the formation of cyclobutane dimers and pyrimidine-pyrimidone (6-4) photoproducts. The (6-4) photoproducts have been implicated as important UV light-induced premutagenic DNA lesions. The most abundant of the (6-4) products is the thymine-cytosine pyrimidine-pyrimidone (6-4) photoproduct, or TC (6-4) product. The structure of the TC (6-4) product was deduced by proton NMR, IR, and fast atom bombardment mass spectroscopy, and the product was found to differ from the previously described photoadduct, Thy(6-4)Pyo, by the presence of an amino group at the 5 position of the 5' pyrimidine. The implications of this structure on DNA base pairing and the induction of ultraviolet light-induced mutations are discussed.

摘要

紫外线会导致DNA损伤,其中大部分损伤表现为环丁烷二聚体和嘧啶 - 嘧啶酮(6 - 4)光产物的形成。(6 - 4)光产物被认为是紫外线诱导的重要前诱变DNA损伤。最丰富的(6 - 4)产物是胸腺嘧啶 - 胞嘧啶嘧啶 - 嘧啶酮(6 - 4)光产物,即TC(6 - 4)产物。通过质子核磁共振、红外光谱和快原子轰击质谱法推导了TC(6 - 4)产物的结构,发现该产物与先前描述的光加合物Thy(6 - 4)Pyo不同,因为在5'嘧啶的5位存在一个氨基。讨论了这种结构对DNA碱基配对和紫外线诱导突变的影响。

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