寡核苷酸-硒化物缀合物的合成及其对 DNA 的诱导序列特异性烷基化作用。

Oligonucleotide-selenide conjugate: synthesis and its inducible sequence-specific alkylation of DNA.

机构信息

Wuhan University, Hubei, Wuhan 430072, People's Republic of China.

出版信息

Bioorg Med Chem. 2010 Jun 1;18(11):4149-53. doi: 10.1016/j.bmc.2009.11.026. Epub 2009 Nov 17.

DOI:10.1016/j.bmc.2009.11.026

Abstract

Oligonucleotide-selenium conjugate was designed and synthesized and its sequence-specific cross-linking ability was investigated. The selenide derivatives can generate covalent interstrand cross-linking with its complementary strand through the formation of o-QM intermediate induced by periodate oxidation. A cross-linking reaction yield of up to 50% was obtained. Hydroxyl radical footprinting experiment revealed that the quinone appendage specifically alkylated the cytosine base extending the duplex formed between the conjugate and the target strand.

摘要

设计并合成了寡核苷酸-硒键合物，研究了其序列特异性交联能力。硒化物衍生物可以通过高碘酸盐氧化诱导的 o-QM 中间体的形成，与互补链发生共价的链间交联。得到了高达 50%的交联反应产率。羟基自由基足迹实验表明，醌附加物特异性地烷化了延伸了键合物与靶链形成的双链的胞嘧啶碱基。

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