含有4-氧代烯醛基团的寡脱氧核苷酸的合成及交联活性

Synthesis and cross-linking activities of oligodeoxynucleotides containing a 4-oxoalkenal group.

作者信息

Kobori Akio, Kobuchi Takashi, Ikeda Masato, Murakami Akira

机构信息

Department of Biomolecular Engineering, Graduate School of Science and Technolog, Kyoto Institute of Technology, Gosyokaidocho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

出版信息

Nucleic Acids Symp Ser (Oxf). 2006(50):59-60. doi: 10.1093/nass/nrl029.

DOI:10.1093/nass/nrl029

PMID:17150816

Abstract

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.

摘要

4-氧代烯醛基团已被鉴定为一种新型脂质过氧化衍生的基因毒素的一部分，它与dG、dC和dA反应，生成乙烯基加合物。为了基于4-氧代烯醛基团与DNA碱基之间形成的共价键开发一种新的链间交联系统，我们制备了4-氧代烯醛衍生的寡脱氧核苷酸。合成了带有伯氨基的受保护4-氧代烯醛衍生物，并将其掺入寡脱氧核苷酸的5'端。在互补链存在的情况下，通过HPLC和MALDI-MS分析观察到交联产物。