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氧化鸟嘌呤损伤产物与鸟嘌呤形成碱基对。

Products of Oxidative Guanine Damage Form Base Pairs with Guanine.

机构信息

Kagawa School of Pharmaceutical Sciences, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.

Laboratory of Xenobiotic Metabolism and Environmental Toxicology, Faculty of Pharmaceutical Sciences, Hiroshima International University (HIU), 5-1-1 Hiro-koshingai, Kure, Hiroshima 737-0112, Japan.

出版信息

Int J Mol Sci. 2020 Oct 15;21(20):7645. doi: 10.3390/ijms21207645.

DOI:10.3390/ijms21207645
PMID:33076559
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7589758/
Abstract

Among the natural bases, guanine is the most oxidizable base. The damage caused by oxidation of guanine, commonly referred to as oxidative guanine damage, results in the formation of several products, including 2,5-diamino-4-imidazol-4-one (Iz), 2,2,4-triamino-5(2)-oxazolone (Oz), guanidinoformimine (Gf), guanidinohydantoin/iminoallantoin (Gh/Ia), spiroiminodihydantoin (Sp), 5-carboxamido-5-formamido-2-iminohydantoin (2Ih), urea (Ua), 5-guanidino-4-nitroimidazole (NI), spirodi(iminohydantoin) (5-Si and 8-Si), triazine, the M+7 product, other products by peroxynitrite, alkylated guanines, and 8,5'-cyclo-2'-deoxyguanosine (cG). Herein, we summarize the present knowledge about base pairs containing the products of oxidative guanine damage and guanine. Of these products, Iz is involved in G-C transversions. Oz, Gh/Ia, and Sp form preferably Oz:G, Gh/Ia:G, and Sp:G base pairs in some cases. An involvement of Gf, 2Ih, Ua, 5-Si, 8-Si, triazine, the M+7 product, and 4-hydroxy-2,5-dioxo-imidazolidine-4-carboxylic acid (HICA) in G-C transversions requires further experiments. In addition, we describe base pairs that target the RNA-dependent RNA polymerase (RdRp) of RNA viruses and describe implications for the 2019 novel coronavirus (SARS-CoV-2): When products of oxidative guanine damage are adapted for the ribonucleoside analogs, mimics of oxidative guanine damages, which can form base pairs, may become antiviral agents for SARS-CoV-2.

摘要

在天然碱基中，鸟嘌呤是最容易氧化的碱基。鸟嘌呤氧化引起的损伤通常称为氧化鸟嘌呤损伤，会导致多种产物的形成，包括 2,5-二氨基-4-咪唑-4-酮（Iz）、2,2,4-三氨基-5(2)-恶唑啉（Oz）、胍基甲脒（Gf）、胍基乙内酰脲/亚氨基尿嘧啶（Gh/Ia）、螺环亚氨基二氢嘧啶（Sp）、5-羧酰胺基-5-甲酰胺基-2-亚氨基脲（2Ih）、尿素（Ua）、5-鸟嘌呤基-4-硝基咪唑（NI）、螺环二（亚氨基脲）（5-Si 和 8-Si）、三嗪、M+7 产物、过氧亚硝酸盐的其他产物、烷基化鸟嘌呤以及 8,5'-环-2'-脱氧鸟苷（cG）。在此，我们总结了目前关于含有氧化鸟嘌呤损伤和鸟嘌呤产物的碱基对的知识。在这些产物中，Iz 参与 G-C 颠换。Oz、Gh/Ia 和 Sp 优选形成 Oz:G、Gh/Ia:G 和 Sp:G 碱基对。Gf、2Ih、Ua、5-Si、8-Si、三嗪、M+7 产物和 4-羟基-2,5-二氧代-咪唑烷-4-羧酸（HICA）参与 G-C 颠换需要进一步的实验。此外，我们描述了靶向 RNA 依赖性 RNA 聚合酶（RdRp）的碱基对，并描述了对 2019 年新型冠状病毒（SARS-CoV-2）的影响：当氧化鸟嘌呤损伤产物被适用于核苷类似物时，氧化鸟嘌呤损伤的模拟物，即可以形成碱基对的物质，可能成为针对 SARS-CoV-2 的抗病毒药物。

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