Reactions of 3',5'-di-O-acetyl-2'-deoxyguansoine and 3',5'-di-O-acetyl-2'-deoxyadenosine to UV light in the presence of uric acid.

IF 2.7 4区医学 Q2 GENETICS & HEREDITY

Genes and Environment Pub Date : 2022-01-21 DOI:10.1186/s41021-022-00234-5

Toshinori Suzuki, Miyu Takeuchi, Atsuko Ozawa-Tamura

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引用次数: 1

Abstract

Introduction: Recently, it was revealed that uric acid is a photosensitizer of reactions of nucleosides on irradiation with UV light at wavelengths longer than 300 nm, and two products generated from 2'-deoxycytidine were identified. In the present study, UV reactions of acetylated derivatives of 2'-deoxyguansoine and 2'-deoxyadenosine were conducted and their products were identified.

Findings: Each reaction of 3',5'-di-O-acetyl-2'-deoxyguansoine or 3',5'-di-O-acetyl-2'-deoxyadenosine with UV light at wavelengths longer than 300 nm in the presence of uric acid generated several products. The products were separated by HPLC and identified by comparing UV and MS spectra of the products with previously reported values. The major products were spiroiminodihydantoin, imidazolone, and dehydro-iminoallantoin nucleosides for 3',5'-di-O-acetyl-2'-deoxyguansoine, and an adenine base and a formamidopyrimidine nucleoside for 3',5'-di-O-acetyl-2'-deoxyadenosine.

Conclusions: If these damages caused by uric acid with sunlight occur in DNA of skin cells, mutations may arise. We should pay attention to the genotoxicity of uric acid in terms of DNA damage to dGuo and dAdo sites mediated by sunlight.

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尿酸存在下3'，5'-二- o -乙酰-2'-脱氧鸟嘌呤和3'，5'-二- o -乙酰-2'-脱氧腺苷对紫外光的反应。

近年来，研究发现尿酸是核苷类物质在波长大于300 nm的紫外光照射下的光敏剂，并鉴定出两种由2'-脱氧胞苷生成的产物。本研究对2'-脱氧鸟嘌呤和2'-脱氧腺苷的乙酰化衍生物进行了紫外反应，并对其产物进行了鉴定。结果:3'，5'-二- o -乙酰-2'-脱氧鸟嘌呤或3'，5'-二- o -乙酰-2'-脱氧腺苷在尿酸存在下，在波长大于300 nm的紫外光下分别反应产生多种产物。用高效液相色谱法对产物进行分离，并将产物的紫外和质谱与文献报道值进行比较鉴定。主要产物为3'，5'-二- o-乙酰-2'-脱氧鸟嘌呤核苷、咪唑酮核苷和脱氢亚胺尿囊素核苷，以及3'，5'-二- o-乙酰-2'-脱氧腺苷的腺嘌呤碱基和甲酰胺嘧啶核苷。结论:如果尿酸与阳光照射引起的这些损伤发生在皮肤细胞的DNA中，可能会发生突变。我们应该关注尿酸的遗传毒性，在阳光介导的dGuo和dAdo位点DNA损伤方面。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Genes and Environment Biochemistry, Genetics and Molecular Biology-Genetics

CiteScore

4.00

自引率

0.00%

发文量

审稿时长

27 weeks

期刊介绍： Genes and Environment is an open access, peer-reviewed journal that aims to accelerate communications among global scientists working in the field of genes and environment. The journal publishes articles across a broad range of topics including environmental mutagenesis and carcinogenesis, environmental genomics and epigenetics, molecular epidemiology, genetic toxicology and regulatory sciences. Topics published in the journal include, but are not limited to, mutagenesis and anti-mutagenesis in bacteria; genotoxicity in mammalian somatic cells; genotoxicity in germ cells; replication and repair; DNA damage; metabolic activation and inactivation; water and air pollution; ROS, NO and photoactivation; pharmaceuticals and anticancer agents; radiation; endocrine disrupters; indirect mutagenesis; threshold; new techniques for environmental mutagenesis studies; DNA methylation (enzymatic); structure activity relationship; chemoprevention of cancer; regulatory science. Genetic toxicology including risk evaluation for human health, validation studies on testing methods and subjects of guidelines for regulation of chemicals are also within its scope.