8-Hydro-7-methylguanosin-5'-diphosphat | 61340-11-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: 8-Hydro-7-methylguanosin-5'-diphosphat
• 英文别名: 7-methyl-O^5'-trihydroxydiphosphoryl-7,8-dihydro-guanosine；7-methyl guanosine diphosphate；7-Methyl-7,8-dihydroguanosine-5'-diphosphate；[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1,8-dihydropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• CAS: 61340-11-2
• 化学式: C₁₁H₁₉N₅O₁₁P₂
• 分子量: 459.246
• InChiKey: QQODJOAVWUWVHJ-KQYNXXCUSA-N

物化性质

• 密度：
  2.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  237
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  鸟苷-5’-二磷酸 、 钠 、 硫酸二甲酯 、 sodium hydroxide 在 氩 、 氯仿 、 硫酸二甲酯 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 5.0h， 生成 8-Hydro-7-methylguanosin-5'-diphosphat
  参考文献：
  名称：

  Preparation And Isolation of 5' Capped mRNA

  摘要：

  本发明涉及带帽/标记RNA的合成、使用方法和提供相同的试剂盒。标记RNA允许在体外分离RNA转录本。能够分离和纯化带帽RNA使得转录和翻译得到改善，并提供了一种识别RNA-蛋白质相互作用的工具。这种带帽RNA在治疗应用、诊断和预后以及治疗癌症和HIV方面有用。

  公开号：

  US20100304389A1

文献信息

• [EN] 5'-PHOSPHOROTHIOLATE MRNA 5'-END (CAP) ANALOGS, MRNA COMPRISING THE SAME, METHOD OF OBTAINING AND USES THEREOF<br/>[FR] ANALOGUES D'EXTRÉMITÉ 5' (COIFFE) D'ARNM 5'-PHOSPHOROTHIOLATE , ARNM LES COMPRENANT, LEUR PROCÉDÉ D'OBTENTION ET UTILISATIONS
  申请人：UNIV WARSZAWSKI

  公开号：WO2017130151A1

  公开（公告）日：2017-08-03

  The present invention relates to nucleotides, analogs of mRNA 5'-end (cap) containing sulfur atom at the position 5' of 7-methylguanosine nucleoside. The disclosed compounds are recognized (bound and non-hydrolyzed) by DcpS enzyme (Decapping Scavenger), and thus may find therapeutic use as inhibitors thereof. DcpS is cap-specific enzyme with pyrophosphatase activity, which was identified as a therapeutic target in the treatment of spinal muscular atrophy (SMA). Some of the compounds disclosed have additional modifications in the phosphate chain, wh ich modulate their affinity for DcpS enzyme. The present invention also relates to mRNAs modified at the 5' end with mRNA 5'-end (cap) analogs containing 5'- phosphorothiolate moiety, which mRNAs have an increased stability and translational activity in cellular conditions, to a method of their preparation, their uses, and to a pharmaceutical formulation containing them, wherein L1 and L2 are independently selected from the group comprising O and S, wherein at least one of L1 and L2 is not O.

  本发明涉及核苷酸，含有硫原子的mRNA 5'-端（帽子）的类似物，在7-甲基鸟苷核苷酸的5'位置。所公开的化合物被DcpS酶（去帽清道夫）识别（结合并不水解），因此可能作为其抑制剂在治疗中发挥作用。DcpS是帽子特异性酶，具有焦磷酸酶活性，已被确定为治疗脊髓性肌萎缩（SMA）的治疗靶点。所公开的一些化合物在磷酸链中具有额外的修饰，调节它们对DcpS酶的亲和力。本发明还涉及在mRNA的5'端修饰了含有5'-磷硫酸酯基团的mRNA 5'-端（帽子）类似物的mRNAs，这些mRNAs在细胞条件下具有增强的稳定性和翻译活性，以及它们的制备方法，用途和含有它们的制药配方，其中L1和L2分别选择自包括O和S的组中，其中至少一个L1和L2不是O。
• [EN] NOVEL MRNA 5'-END CAP ANALOGS, RNA MOLECULE INCORPORATING THE SAME, USES THEREOF AND METHOD OF SYNTHESIZING RNA MOLECULE OR PEPTIDE<br/>[FR] NOUVEAUX ANALOGUES DE COIFFE TERMINALE 5' D'ARNM, MOLÉCULE D'ARN LES INCORPORANT, UTILISATIONS DE CEUX-CI ET PROCÉDÉS DE SYNTHÈSE DE MOLÉCULE D'ARN OU DE PEPTIDE
  申请人：UNIV WARSZAWSKI

  公开号：WO2021162567A1

  公开（公告）日：2021-08-19

  The invention relates to new mRNA 5' end cap analogs, RNA molecules containing them, their uses and methods for their in vitro synthesis, as well as a method for protein or peptide synthesis in vitro or in cell cultures, which method encompases translation of the RNA molecule.

  本发明涉及新的mRNA 5'端帽类似物、含有它们的RNA分子、它们的用途和它们的体外合成方法，以及一种体外或细胞培养中蛋白质或肽的合成方法，该方法包括对RNA分子进行翻译。
• PREPARATION AND ISOLATION OF 5' CAPPED MRNA
  申请人：Kore Anilkumar

  公开号：US20120156751A1

  公开（公告）日：2012-06-21

  The synthesis of capped/tagged RNA, methods of use and kits providing same are contemplated. Tagged RNA permits isolation of RNA transcripts in vitro. The ability to isolate and purify capped RNA results in improved transcription and translation and provides a tool for identifying RNA-protein interactions. Such capped RNA finds use in therapeutic applications, diagnosis and prognosis and in the treatment of cancers and HIV.

  本文考虑到带有帽子/标签的RNA的合成、使用方法以及提供该RNA的工具包。带标签的RNA可以在体外分离RNA转录本。分离和纯化带有帽子的RNA的能力导致了改善转录和翻译，并提供了识别RNA-蛋白质相互作用的工具。这种带有帽子的RNA可用于治疗应用、诊断和预后以及治疗癌症和HIV。
• Preparation and isolation of 5′ capped mRNA
  申请人：Applied Biosystems, LLC

  公开号：US08093367B2

  公开（公告）日：2012-01-10

  The synthesis of capped/tagged RNA, methods of use and kits providing same are contemplated. Tagged RNA permits isolation of RNA transcripts in vitro. The ability to isolate and purify capped RNA results in improved transcription and translation and provides a tool for identifying RNA-protein interactions. Such capped RNA finds use in therapeutic applications, diagnosis and prognosis and in the treatment of cancers and HIV.

  本发明涉及带帽/标记的RNA的合成，使用方法和提供同样的工具箱。标记的RNA允许在体外分离RNA转录本。分离和纯化带帽的RNA能提高转录和翻译的效率，并提供了一种识别RNA-蛋白相互作用的工具。这种带帽的RNA可用于治疗应用，诊断和预后以及治疗癌症和HIV。
• Dinucleotide MRNA CAP Analogs
  申请人：Kore Anilkumar R.

  公开号：US20100261231A1

  公开（公告）日：2010-10-14

  Novel cap analogs which are easily synthesized, resulting in high levels of capping efficiency and transcription and improved translation efficiencies are provided. Such caps are methylated at the N7 position of one or both guanosines of the dinucleotide cap as well as at the 3′ position on the ribose ring. Substituent groups on the ribose ring also result in the cap being incorporated in the forward orientation. Also provided are methods useful for preparing capped analogs and using mRNA species containing such analogs are also contemplated herein, as well as kits containing the novel cap analogs.

  本发明提供了易于合成的小说帽子类似物，导致高水平的帽子效率和转录以及改善的翻译效率。这些帽子在二核苷酸帽的一个或两个鸟嘌呤的N7位置以及核糖环上的3'位置被甲基化。核糖环上的取代基也导致帽子以正向取向被并入。还提供了有用于制备带帽类似物的方法，以及在此考虑了含有这种类似物的mRNA物种的使用，以及含有新型帽子类似物的试剂盒。