3'-O-Methylguanosine-5'-Diphosphate | 78771-34-3

• 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: 3'-O-Methylguanosine-5'-Diphosphate
• 英文别名: [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-3-methoxyoxolan-2-yl]methyl phosphono hydrogen phosphate
• CAS: 78771-34-3
• 化学式: C₁₁H₁₇N₅O₁₁P₂
• 分子量: 457.23
• InChiKey: LBHMDBPTFLRYQU-KQYNXXCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  237
• 氢给体数：
  6
• 氢受体数：
  12

文献信息

• Synthesis and use of anti-reverse mRBA cap analogues
  申请人：——

  公开号：US20030194759A1

  公开（公告）日：2003-10-16

  The ability to synthesize capped RNA transcripts in vitro has been of considerable value in a variety of applications. However, one-third to one-half of the caps have, until now, been incorporated in the reverse orientation. Such reverse caps impair the translation of in vitro-synthesized mRNAs. Novel cap analogues, such as P 1 -3′-deoxy-7-methylguanosine-5′P 3 -guanosine-5′triphosphate and P 1 -3′-O,7-dimethylguanosine-5′P 3 -guanosine-5′triphosphate, have been designed that are incapable of being incorporated into RNA in the reverse orientation. Transcripts produced with SP6 polymerase using “anti-reverse” cap analogues were of the predicted length. Analysis of the transcripts indicated that reverse caps were not formed. The in vitro translational efficiency of transcripts with the novel “anti-reverse” cap analogues was significantly higher than that of transcripts formed with conventional caps.

  在体外合成带帽RNA转录本的能力在各种应用中具有相当的价值。然而，直到现在，三分之一到一半的帽子都是以反向方向合并的。这种反向帽子会影响体外合成的mRNA的翻译。已经设计出了新的帽子类似物，例如P1-3'-去氧-7-甲基鸟嘌呤-5'P3-鸟嘌呤-5'三磷酸和P1-3'-O，7-二甲基鸟嘌呤-5'P3-鸟嘌呤-5'三磷酸，它们不能以反向方向被合并到RNA中。使用“反向”帽子类似物的SP6聚合酶产生的转录本长度与预期相同。转录本的分析表明没有形成反向帽子。具有新的“反向”帽子类似物的转录本的体外翻译效率显着高于使用传统帽子形成的转录本。
• Synthesis and use of anti-reverse mRNA cap analogues
  申请人：Darzynkiewicz Edward

  公开号：US20060252115A1

  公开（公告）日：2006-11-09

  The ability to synthesize capped RNA transcripts in vitro has been of considerable value in a variety of applications. However, one-third to one-half of the caps have, until now, been incorporated in the reverse orientation. Such reverse caps impair the translation of in vitro-synthesized mRNAs. Novel cap analogues, such as P 1 -3′-deoxy-7-methylguanosine-5′ P 3 -guanosine-5′ triphosphate and P 1 -3′-O,7-dimethylguanosine-5′ P 3 -guanosine-5′ triphosphate, have been designed that are incapable of being incorporated into RNA in the reverse orientation. Transcripts produced with SP6 polymerase using “anti-reverse” cap analogues were of the predicted length. Analysis of the transcripts indicated that reverse caps were not formed. The in vitro translational efficiency of transcripts with the novel “anti-reverse” cap analogues was significantly higher than that of transcripts formed with conventional caps.

  在体外合成带帽RNA转录本的能力在各种应用中具有相当的价值。然而，到目前为止，三分之一到一半的帽子是以反向方向合并的。这些反向帽子会影响体外合成的mRNA的翻译。设计了新的帽子类似物，例如P1-3'-去氧-7-甲基鸟嘌呤-5' P3-鸟嘌呤-5' 三磷酸酯和P1-3'-O，7-二甲基鸟嘌呤-5' P3-鸟嘌呤-5' 三磷酸酯，这些类似物无法以反向方向被合并到RNA中。使用“抗反向”帽子类似物的SP6聚合酶产生的转录本长度与预测长度相同。对转录本的分析表明，没有形成反向帽子。使用新型“抗反向”帽子类似物形成的转录本的体外翻译效率显著高于使用常规帽子形成的转录本。
• COMPOSITIONS AND METHODS FOR SYNTHESIZING 5 -CAPPED RNAS
  申请人：TriLink BioTechnologies, LLC

  公开号：EP3906789A1

  公开（公告）日：2021-11-10

  Provided herein are methods and compositions for synthesizing 5'Capped RNAs wherein the initiating capped oligonucleotide primers have the general form m7Gppp[N2'Ome]n[N]m wherein m7G is N7-methylated guanosine or any guanosine analog, N is any natural, modified or unnatural nucleoside, "n" can be any integer from 0 to 4 and "m" can be an integer from 1 to 9.

  本文提供了用于合成 5'Capped RNA 的方法和组合物，其中起始的 Capped 寡核苷酸引物具有一般形式 m7Gppp[N2'Ome]n[N]m 其中 m7G 是 N7-甲基化鸟苷或任何鸟苷类似物，N 是任何天然、修饰或非天然核苷，"n "可以是 0 到 4 之间的任何整数，"m "可以是 1 到 9 之间的整数。
• Compositions and methods for synthesizing 5′-Capped RNAS
  申请人：TRILINK BIOTECHNOLOGIES, INC.

  公开号：US10494399B2

  公开（公告）日：2019-12-03

  Provided herein are methods and compositions for synthesizing 5′Capped RNAs wherein the initiating capped oligonucleotide primers have the general form m7Gppp[N2′Ome]n[N]m wherein m7G is N7-methylated guanosine or any guanosine analog, N is any natural, modified or unnatural nucleoside, “n” can be any integer from 0 to 4 and “m” can be an integer from 1 to 9.

  本文提供了用于合成 5′Capped RNA 的方法和组合物，其中起始带帽寡核苷酸引物具有 m7Gppp[N2′Ome]n[N]m 的一般形式，其中 m7G 是 N7-甲基化鸟苷或任何鸟苷类似物，N 是任何天然、修饰或非天然核苷，"n "可以是 0 到 4 的任何整数，"m "可以是 1 到 9 的整数。
• Compositions and methods for synthesizing 5′-Capped RNAs
  申请人：TRILINK BIOTECHNOLOGIES, INC.

  公开号：US10519189B2

  公开（公告）日：2019-12-31

  Provided herein are methods and compositions for synthesizing 5′Capped RNAs wherein the initiating capped oligonucleotide primers have the general form m7Gppp[N2′Ome]n[N]m wherein m7G is N7-methylated guanosine or any guanosine analog, N is any natural, modified or unnatural nucleoside, “n” can be any integer from 0 to 4 and “m” can be an integer from 1 to 9.

  本文提供了用于合成 5′Capped RNA 的方法和组合物，其中起始带帽寡核苷酸引物具有 m7Gppp[N2′Ome]n[N]m 的一般形式，其中 m7G 是 N7-甲基化鸟苷或任何鸟苷类似物，N 是任何天然、修饰或非天然核苷，"n "可以是 0 到 4 的任何整数，"m "可以是 1 到 9 的整数。