CAS: 168701-80-2; 8-Nitroguanine

该化合物是DNA和RNA的四大基石之一,其特征是,在瓜因结构的八处位置上存在硝基(-NO2),这可能影响其化学特性和生物相互作用.这种改变可导致诱变性增加,并涉及各种生物过程,包括DNA损坏和修复机制. 8-Nitroguanine可以形成稳定的基底对,并配有细胞素,有可能导致DNA复制过程中的G:C到A:T转变.DNA中存在该基底对子往往与氧化压力有关,并已在各种疾病,包括癌症方面进行研究.通常使用高性能液体色谱学(HPLC)和大规模光谱测量法等技术对化合物进行分析,以了解其在生物系统中的作用及其作为氧化性损害生物标志的潜力.

结构式图片

上下游产品

2-amino-1,9-dihydro-6H-purin-6-one 2'-Deoxyguanosine G 8-bromoguanosine 8-aminoguanine 8-nitroxanthine

合成工艺路线路线简述

    📜鸟嘌呤置于盐酸,过氧亚硝酸,Ammonium Formate体系中,化学反应 0.03H,反应生成8-硝基鸟嘌呤
    参考文献:8-硝基黄嘌呤,一种衍生自2'-脱氧鸟苷或与硝酰氯进行dna反应的加合物.
    标题:8-硝基黄嘌呤,一种衍生自2'-脱氧鸟苷或与硝酰氯进行dna反应的加合物.
    摘要:活化的吞噬细胞会产生活性氮,包括硝酰氯和过氧亚硝酸盐,用于宿主防御入侵的病原体.已经提出,这些反应性氮物质可能引起dna损伤,因此有助于与慢性感染和炎症相关的多阶段致癌过程.以前的研究表明,过氧亚硝酸盐与鸟嘌呤,2'-脱氧鸟苷或dna形成8-硝基鸟嘌呤反应.我们在此报道了在2'-脱氧鸟苷或小牛胸腺dna与通过将亚硝酸盐与次氯酸混合而产生的亚硝酰氯的反应中,作为主要硝化产物的8-硝基黄嘌呤的形成,而8-硝基鸟嘌呤是这些反应中的次要产物.8-硝基黄嘌呤的特征在于其NMR和激光解吸电离质谱图以及8-硝基鸟嘌呤的脱氨基作用.还通过黄嘌呤与各种活性氮物质(包括亚硝酰氯,过氧亚硝酸盐,四氟硼酸硝鎓和加热的硝酸和亚硝酸)反应检测到8-硝基黄嘌呤的形成.通过与合成的8-硝基黄嘌呤共注射并将其还原为8-氨基黄嘌呤,证实了在硝基氯处理的dg和dna中8-硝基黄嘌呤的身份.这些反应中8-硝基黄嘌呤和8-硝基鸟嘌
    Doi:10.1021/tx0002334

    海关参考信息

    专利信息


    专利号:US-2005004225-A1
    优先权日:2003-04-16
    标题:Oxidoreductase inhibitors and methods of screening and using thereof
    发明人:BALENDIRAN GANESARATNAM K
    摘要:The present invention relates to 1) the design and synthesis of analogs to glutathione conjugates which bind to or interact with aldose reductase (AR) through unique conformations that are distinctly different from the substrates and inhibitors of AR which are members of sugar metabolism; 2) the screening of the analogs to identify those that interact with or inhibit or enhance the activity of AR; and 3) the use of AR ligands, AR inhibitors (AR antagonsits) or AR enhancer (AR agonists) in the detection of AR activity, the modulation of AR activity, and the treatment of conditions in a subject in need of modulating AR activity. Such conditions include but not limited to cardiovascular disease, diabetes, artheriosclerosis, cancer, neoplasm, obesity, cataract, retinopathy, keratopathy, nephropathy, neurosis, thrombosis, faulty union of corneal injury and neuropathy. Examples of the treatment include the use of fibrates as AR inhibitors to treat these conditions.

    专利号:US-6797822-B1
    优先权日:2000-05-09
    标题:Compositions and methods of use of 8-nitroguanine
    发明人:HOLWITT ERIC A
    权利人:CONCEPTUAL MINDWORKS INC
    摘要:Novel methods for the synthesis of 8-nitroguanine are provided. Compositions comprising 8-nitroguanine, made by the novel synthetic methods are also provided herein. Methods of use of 8-nitroguanine, made by the novel synthetic methods, as a standard for detection of 8-nitroguanine in samples are also encompassed within the scope of the present invention. The present invention further concerns methods of predicting organ transplant rejection and detecting exposure to environmental stressors, such as ionizing radiation, toxic chemicals or infectious agents, by detecting 8-nitroguanine in one or more samples from a transplant recipient or an organism exposed to stress.

    专利号:US-11920174-B2
    优先权日:2016-03-03
    标 题 :RNA analysis by total hydrolysis and quantification of released nucleosides
    发明人:EBER FABIAN JOHANNES; WOCHNER ANIELA; ROOS TILMANN
    权利人:CureVac SE
    摘要:The present invention relates to analysis of an RNA molecule. It further relates to the use of this method for the quality control of an RNA molecule produced by in vitro transcription or for the quality control of an RNA molecule produced by chemical synthesis.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Ohshima H, Sawa T, Akaike T. 8-nitroguanine, a product of nitrative DNA damage caused by reactive nitrogen species: formation, occurrence, and implications in inflammation and carcinogenesis. Antioxid Redox Signal. 2006 May-Jun;8(5-6):1033-45. doi: 10.1089/ars.2006.8.1033. 24(12):3013-3020. doi: 10.1002/chem.201705541. Epub 2018 Feb 5. 43(3):403-10. doi: 10.1016/j.jhep.2005.03.026. 18(5):1165-9. 23(3):605. doi: 10.3390/molecules23030605.
    6: Ma N, Tagawa T, Hiraku Y, Murata M, Ding X, Kawanishi S. 8-Nitroguanine formation in oral leukoplakia, a premalignant lesion. Nitric Oxide. 2006 Mar;14(2):137-43. doi: 10.1016/j.niox.2005.09.012. Epub 2005 Nov 14.
    512:3-13. doi: 10.1007/978-1-60327-530-9_1. 309(3):567-71. doi: 10.1016/j.bbrc.2003.08.039. 40(4):711-20. doi: 10.1016/j.freeradbiomed.2005.09.035. Epub 2005 Oct 21. 49(2):151-7. doi: 10.2486/indhealth.ms1058. Epub 2010 Dec 16. 319(2):506-10. doi: 10.1016/j.bbrc.2004.04.193. 15(2):63-72. doi: 10.1007/s12199-009-0118-5. Epub 2009 Nov 19.

    合成参考文献


    参考文献:10.1155/2011/645361
    摘要:Marin-Kuan M, Ehrlich V, Delatour T, Cavin C, Schilter B. Evidence for a Role of Oxidative Stress in the Carcinogenicity of Ochratoxin A. Journal of Toxicology. 2011;2011():1–15. doi: 10.1155/2011/645361.
    📝 需求与反馈
    尽可能描述清楚需求与问题信息
    ×

    通知