Synthesis and Cross-Linking Activities of Oligodeoxynucleotides Containing a 4-Oxoalkenal Group

Synthesis and Cross-Linking Activities of Oligodeoxynucleotides Containing a 4-Oxoalkenal Group
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含有4-氧代烯醛基团的寡脱氧核苷酸的合成和交联活性

DOI:
10.1002/chin.200833234
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发表时间:
2008
期刊:
ChemInform
影响因子:
--
通讯作者:
A. Murakami
A. Murakami
中科院分区:
--
文献类型:
--
作者:
A. Kobori;T. Kobuchi;M. Ikeda;A. Murakami

文献摘要

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4-氧代烯醛基团,其特征在于作为一种新的脂质过氧化衍生的遗传毒素的一部分,与dG,dC和dA反应,产生乙烯加合物。为了开发一种新的基于4-氧代烯醛基团与DNA碱基之间形成共价键的链间交联体系,我们制备了4-氧代烯醛衍生的寡脱氧核苷酸。合成具有伯氨基的受保护的4-氧代烯醛衍生物,并将其掺入寡脱氧核苷酸的5'端。在互补链的存在下,通过HPLC和MALDI-MS分析观察到交联产物。
The 4-oxoalkenal group, which has been characterized as part of a novel lipid-peroxidation-derived genotoxin, reacts with dG, dC, and dA, yielding etheno adducts. To develop a new interstrand cross-linking system based on the covalent bond formed between the 4-oxoalkenal group and DNA bases, we prepared 4-oxoalkenal-derivatized oligodeoxynucleotides. The protected 4-oxoalkenal derivative with a primary amino group was synthesized and incorporated to the 5' end of the oligodeoxynucleotide. In the presence of the complementary strand, cross-linking products were observed by HPLC and MALDI-MS analysis.