Hydroxylamine, Oxime and Hydroxamic Acid Derivatives of Nucleic Acids
Hydroxylamine, Oxime and Hydroxamic Acid Derivatives of Nucleic Acids
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核酸的羟胺、肟和异羟肟酸衍生物
DOI：
10.1002/9780470682531.pat0514
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发表时间：
2010
期刊：
影响因子：
--
通讯作者：
Y
中科院分区：
文献类型：
--
作者：
Kojima;N. and Komatsu;Y
羟胺直接与基因组DNA中的碱基反应，受损的碱基通过与天然碱基形成非正则碱基对而导致遗传突变。相反，一些含有羟胺及其相关衍生物的核苷类似物已知通过模仿天然核苷具有抗病毒和抗癌活性。此外，羟胺修饰的磷酸骨架寡核苷酸显示出寡核苷酸治疗所需的核酸酶抗性。本章介绍了羟胺、肟基和异羟肟酸基在核酸上的基本功能和应用，包括四个内容(1.羟胺和甲基羟胺与碱基的反应，2.由羟胺、肟基和异羟肟酸基组成的核苷和核苷酸类似物，3.具有这些官能团的一系列主链和糖基修饰的寡核苷酸，以及4.氨基氧基探针在DNA损伤检测和定量中的应用)。通过了解羟胺及其相关衍生物的潜在功能，将开发出新的核酸。
Hydroxylamines directly react with nucleobases in genomic DNA, and the damaged nucleobases induce genetic mutations by forming non‐canonical base pairs with natural bases. In contrast, some nucleoside analogues containing hydroxylamine and its related derivatives are known to possess antiviral and anticancer activities by mimicking natural nucleosides. In addition, oligonucleotides with phosphate backbones modified with hydroxylamines show nuclease resistance required for oligonucleotide therapeutics.This chapter provides the fundamental functions and the applications of hydroxylamine, oxime and hydroxamic acid groups on nucleic acids, consisting of four contents (1. Reactions of hydroxylamine andO‐methylhydroxylamine with nucleobases, 2. Nucleoside and nucleotide analogues consisting of hydroxylamine, oxime and hydroxamic acid groups, 3. A series of oligonucleotides modified at backbone and sugar moieties with these functional groups, and 4. Application for the detection and quantification of DNA lesions by aminooxy probes). Novel nucleic acids will be developed by understanding potential functions of hydroxylamine and its related derivatives.