Generation of DNA Interstrand Cross-Links by Post-Synthetic Reductive Amination

被引:62
作者
Angelov, Todor [1 ]
Guainazzi, Angelo [2 ,3 ]
Schaerer, Orlando D. [1 ,2 ,3 ]
机构
[1] Univ Zurich, Inst Mol Canc Res, CH-8057 Zurich, Switzerland
[2] SUNY Stony Brook, Dept Pharmacol Sci, Stony Brook, NY 11794 USA
[3] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
基金
瑞士国家科学基金会;
关键词
STRUCTURAL-CHARACTERIZATION; DEOXYGUANOSINE RESIDUES; OLIGONUCLEOTIDE; DUPLEXES; MODEL;
D O I
10.1021/ol802719a
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
DNA interstrand cross-links (ICLs) are the clinically most relevant adducts formed by many antitumor agents. To facilitate the study of biological responses triggered by ICLs, we developed a new approach toward the synthesis of mimics of nitrogen mustard ICLs. 7-Deazaguanine residues bearing acetaldehyde groups were incorporated into complementary strands of DNA and cross-link formation induced by double reductive amination. Our strategy enables the synthesis of major groove cross-links in high yields and purity.
引用
收藏
页码:661 / 664
页数:4
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