Formation of malonaldehyde and acetaldehyde from the oxidation of 2'-deoxyribonucleosides.
Formation of malonaldehyde and acetaldehyde from the oxidation of 2'-deoxyribonucleosides.
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2-脱氧核糖核苷氧化形成丙二醛和乙醛。
DOI：
10.1021/jf990109u
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发表时间：
1999
影响因子：
6.1
通讯作者：
T. Shibamoto
中科院分区：
文献类型：
--
作者：
T. Miyake;T. Shibamoto
2‘-脱氧核糖苷、核糖苷、碱基、脱氧核糖和核糖用Fenton试剂氧化。丙二醛(MA)用N-甲基肼衍生成N-甲基吡唑，乙醛用半胱胺衍生化成2-甲基噻唑烷。使用带有氮磷检测器的气相色谱对生成的含氮衍生物进行了定量分析。在2-脱氧-D-核糖和2‘-脱氧核糖中发现了MA和乙醛，而在核糖苷、碱基和D-核糖中没有。四种脱氧核苷形成的MA量大小顺序如下：2‘-脱氧鸟苷和GT；2’-脱氧胞苷和GT；2‘-脱氧腺苷和GT；或=胸苷。四种脱氧核苷形成乙醛的大小顺序为：2‘-脱氧胞苷和GT、胸苷和GT、2’-脱氧腺苷和GT或=2‘-脱氧鸟苷。结果表明，MA和乙醛的形成需要核糖部分的碳2‘上的脱氧基团。
2'-Deoxyribonucleosides, ribonucleosides, nucleobases, deoxyribose, and ribose were oxidized with Fenton's reagent. Malonaldehyde (MA) formed was derivatized with N-methylhydrazine to N-methylpyrazole, and acetaldehyde formed was derivatized with cysteamine to 2-methylthiazolidine. The resulting nitrogen-containing derivatives were quantitatively analyzed using gas chromatography with a nitrogen-phosphorus detector. MA and acetaldehyde were found in 2-deoxy-D-ribose and 2'-deoxyribonucleosides but not in ribonucleosides, nucleobases, and D-ribose. Amounts of MA formed from four deoxynucleosides were in the following order: 2'-deoxyguanosine > 2'-deoxycytidine > 2'-deoxyadenosine > or = thymidine. Amounts of acetaldehyde formed from four deoxynucleosides were in the following order: 2'-deoxycytidine > thymidine > 2'-deoxyadenosine > or = 2'-deoxyguanosine. The results suggest that the formation of MA and acetaldehyde requires a deoxy group on carbon 2' of a ribose moiety.