8-Oxo-7,8-dihydro-9-methylguanine | 21823-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-Oxo-7,8-dihydro-9-methylguanine
• 英文别名: 8-Hydroxy-9-methylguanine；2-amino-9-methyl-7,9-dihydro-1H-purine-6,8-dione；2-azaniumyl-9-methyl-8-oxo-7H-purin-6-olate
• CAS: 21823-84-7
• 化学式: C₆H₇N₅O₂
• 分子量: 181.154
• InChiKey: VVWSSZFTWYTWCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.8
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-amino-9-methyl-7-oxy-1,9-dihydro-purin-6-one 在 溶剂黄146 作用下， 反应 12.0h， 以80%的产率得到8-Oxo-7,8-dihydro-9-methylguanine
  参考文献：
  名称：

  The 7-N-Oxides of Purines Related to Nucleic Acids: Their Chemistry, Synthesis, and Biological Evaluation

  摘要：

  Recent advances in the chemistry, synthesis, and biological evaluation of the 7-N-oxides of purines related to nucleic acids are reviewed. The 7-N-oxides covered are those of guanine (1), adenine (2), and hypoxanthine (3) and of related compounds such as 6-mercaptopurine (6-MP) (72), the 6-thioxo analogue of 3, and 6-methylthiopurine, a simple model for azathioprine (78), which were all unknown until recently.

  DOI：

  10.3987/rev-96-sr2

文献信息

• 8-Mercaptoguanine Derivatives as Inhibitors of Dihydropteroate Synthase
  作者：Matthew L. Dennis、Michael D. Lee、Jitendra R. Harjani、Mohamed Ahmed、Aaron J. DeBono、Noel P. Pitcher、Zhong-Chang Wang、Sandeep Chhabra、Nicholas Barlow、Raphaël Rahmani、Ben Cleary、Olan Dolezal、Meghan Hattarki、Luigi Aurelio、Jeremy Shonberg、Bim Graham、Thomas S. Peat、Jonathan B. Baell、James D. Swarbrick

  DOI：10.1002/chem.201704730

  日期：2018.2.6

  Dihydropteroate synthase (DHPS) is an enzyme of the folate biosynthesis pathway, which catalyzes the formation of 7,8‐dihydropteroate (DHPt) from 6‐hydroxymethyl‐7,8‐dihydropterin pyrophosphate (DHPPP) and para‐aminobenzoic acid (pABA). DHPS is the long‐standing target of the sulfonamide class of antibiotics that compete with pABA. In the wake of sulfa drug resistance, targeting the structurally rigid

  二氢蝶呤合酶（DHPS）是叶酸生物合成途径中的一种酶，可催化6-羟甲基-7,8-二氢蝶呤焦磷酸（DHPPP）和对氨基苯甲酸（pABA）形成7,8-二氢蝶呤（DHPt）。DHPS是与pABA竞争的磺胺类抗生素的长期目标。在对磺胺类药物产生抗药性之后，已经提出了针对结构刚性（且更保守）的蝶呤位点作为抑制野生型和磺胺类药物耐药菌株中DHPS的替代策略。在开发相邻酶6-羟甲基-7,8-二氢蝶呤焦磷酸激酶（HPPK）的蝶呤位点抑制剂后，我们现在提供8-巯基鸟嘌呤的衍生物，该片段在两种酶中均弱结合，并定量亚μ米使用表面等离振子共振（SPR）结合大肠杆菌DHPS（EcDHPS）。十一个与配体结合的EcDHPS晶体结构描绘了观察到的结构-活性关系，为合理开发新型的，与底物-信封相容的DHPS抑制剂提供了结构框架。
• Antisense Agents Combining Strongly Bound Base-Modified Oligonucleotide and Artificial Nuclease
  申请人：Karelson Mati

  公开号：US20070259830A1

  公开（公告）日：2007-11-08

  The present invention provides compounds having a chelating moiety and an oligonucleotide sequence wherein the oligonucleotide includes one or more modified nucleobases, such as hydroxynucleobases. The disclosed compounds are suitable for antisense therapy. The chelating moiety can be complexed to an ion of a lanthanide metal. These compounds are efficient translation inhibitors of nucleic acids and have increased binding affinity for target nucleic acids. The invention also includes compositions and methods of using these compositions as antisense therapy.

  本发明提供了具有螯合基团和寡核苷酸序列的化合物，其中寡核苷酸包括一个或多个修饰的核碱基，例如羟基核碱基。所述化合物适用于反义疗法。螯合基团可以与镧系金属离子形成络合物。这些化合物是核酸的高效翻译抑制剂，并且对目标核酸具有增强的结合亲和力。本发明还包括使用这些组合物作为反义疗法的组合物和方法。
• STRONGLY BOUND BASE-MODIFIED OLIGONUCLEOTIDES
  申请人：KARELSON MATI

  公开号：US20120171279A1

  公开（公告）日：2012-07-05

  The present invention provides compounds having a chelating moiety and an oligonucleotide sequence wherein the oligonucleotide includes one or more modified nucleobases, such as hydroxynucleobases. The disclosed compounds are suitable for antisense therapy. The chelating moiety can be complexed to an ion of a lanthanide metal. These compounds are efficient translation inhibitors of nucleic acids and have increased binding affinity for target nucleic acids. The invention also includes compositions and methods of using these compositions as antisense therapy.

  本发明提供了具有螯合基团和寡核苷酸序列的化合物，其中寡核苷酸包括一个或多个修饰的核碱基，例如羟基核碱基。所述化合物适用于反义治疗。螯合基团可以与镧系金属离子形成络合物。这些化合物是核酸的有效翻译抑制剂，并具有增加的靶标核酸结合亲和力。本发明还包括这些化合物的组合物和使用这些组合物作为反义治疗的方法。
• Polymer
  申请人：CANON KABUSHIKI KAISHA

  公开号：US10808059B2

  公开（公告）日：2020-10-20

  To determine and detect 8-oxo-2′-deoxyguanosine in an aqueous sample solution with high sensitivity and specifically, provided is a polymer including a repetition structure represented by any one of the following general formulae 2 to 5, in which a group represented by any one of the following general formulae 6 to 11 is linked to the repetition structure represented by any one of the following general formulae 2 to 5 through a divalent linking group L.

  为了高灵敏度地测定和检测水样溶液中的 8-氧代-2′-脱氧鸟苷，特别提供了一种聚合物，该聚合物包括以下通式 2 至 5 中任一项所代表的重复结构，其中以下通式 6 至 11 中任一项所代表的基团通过二价连接基团 L 与以下通式 2 至 5 中任一项所代表的重复结构相连。
• Methods and reagents for synthesising polynucleotide molecules
  申请人：Oxford Nanopore Technologies Limited

  公开号：US10927394B2

  公开（公告）日：2021-02-23

  The invention relates to new methods for synthesising polynucleotide molecules according to a predefined nucleotide sequence. The invention also relates to methods for the assembly of synthetic polynucleotides following synthesis, as well as systems and kits for performing the synthesis and/or assembly methods.

  本发明涉及根据预定核苷酸序列合成多核苷酸分子的新方法。本发明还涉及合成后组装合成多核苷酸的方法，以及执行合成和/或组装方法的系统和试剂盒。