1-(2-deoxy-β-D-ribofuranosyl)-2-nitropyrrole 5'-triphosphate | 940949-56-4

• 分子结构分类: 有机化合物
• 英文名称: 1-(2-deoxy-β-D-ribofuranosyl)-2-nitropyrrole 5'-triphosphate
• 英文别名: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(2-nitropyrrol-1-yl)oxolan-2-yl]methoxy]phosphoryl] phosphono hydrogen phosphate
• CAS: 940949-56-4
• 化学式: C₉H₁₅N₂O₁₄P₃
• 分子量: 468.144
• InChiKey: SPVMLRBRIPRAKC-LKEWCRSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  240
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 三丁基焦磷酸铵 吡啶 、 2-氯-1,3,2-苯并二氧磷杂环己烷-4-酮 、 三正丁胺 、 碘 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.42h， 以49%的产率得到1-(2-deoxy-β-D-ribofuranosyl)-2-nitropyrrole 5'-triphosphate
  参考文献：
  名称：

  An Efficient Unnatural Base Pair for PCR Amplification

  摘要：

  Expansion of the genetic alphabet by an unnatural base pair system provides a powerful tool for modern biotechnology. As an alternative to previous unnatural base pairs, we have developed a new pair between 7-(2-thienyl)imidazo[4,5-b]pyridine (Ds) and 2-nitropyrrole (Pn), which functions in DNA amplification. Pn more selectively pairs with Ds in replication than another previously reported pairing partner, pyrrole-2-carbaldehyde (Pa). The nitro group of Pin efficiently prevented the mispairing with A. High efficiency and selectivity of the Ds-Pn pair in PCR amplification were achieved by using a substrate mixture of the gamma-amidotriphosphate of Ds and the usual triphosphates of Pn and the natural bases, with Vent DNA polymerase as a 3' to 5' exonuclease-proficient polymerase. After 20 cycles of PCR, the total mutation rate of the Ds-Pn site in an amplified DNA fragment was similar to 1%. PCR amplification of DNA fragments containing the unnatural Ds-Pn pair would be useful for expanded genetic systems in DNA-based biotechnology.

  DOI：

  10.1021/ja073830m

文献信息

• METHOD FOR REPLICATING NUCLEIC ACIDS AND NOVEL UNNATURAL BASE PAIRS
  申请人：Hirao Ichiro

  公开号：US20100036111A1

  公开（公告）日：2010-02-11

  The present invention relates to a method for nucleic acid replication and novel artificial base pairs. The method of the present invention for nucleic acid replication is characterized in that a deoxyribonucleoside 5′-triphosphate, in which the hydroxyl group of phosphoric acid at the γ-position is substituted with a group selected from the group consisting of an amino group, a methylamino group, a dimethylamino group, a mercapto group and a fluoro group, is used as a substrate during replication reaction. The novel artificial base pairs of the present invention are characterized in that 7-(2-thienyl)-imidazo[4,5-b]pyridine (Ds) or an analog thereof forms a base pair with pyrrole-2-carbaldehyde (Pa) or an analog thereof.

  本发明涉及一种核酸复制方法和新型人工碱基对。本发明的核酸复制方法的特征在于，在复制反应过程中使用一种脱氧核苷酸5'-三磷酸作为底物，其中磷酸γ-位置的羟基被从以下群组中选择的一种群组所取代，所述群组包括氨基、甲基氨基、二甲基氨基、巯基和氟基。本发明的新型人工碱基对的特征在于，7-(2-噻吩基)-咪唑并[4,5-b]吡啶（Ds）或其类似物与吡咯-2-甲醛（Pa）或其类似物形成一对碱基。
• METHOD FOR NUCLEIC ACID REPLICATION AND NOVEL ARTIFICIAL BASE PAIRS
  申请人：Riken

  公开号：EP1970445A1

  公开（公告）日：2008-09-17

  The present invention relates to a method for nucleic acid replication and novel artificial base pairs. The method of the present invention for nucleic acid replication is characterized in that a deoxyribonucleoside 5'-triphosphate, in which the hydroxyl group of phosphoric acid at the γ-position is substituted with a group selected from the group consisting of an amino group, a methylamino group, a dimethylamino group, a mercapto group and a fluoro group, is used as a substrate during replication reaction. The novel artificial base pairs of the present invention are characterized in that 7-(2-thienyl)-imidazo[4,5-b]pyridine (Ds) or an analog thereof forms a base pair with pyrrole-2-carbaldehyde (Pa) or an analog thereof.

  本发明涉及一种核酸复制方法和新型人工碱基对。 本发明的核酸复制方法的特征在于，在复制反应中使用脱氧核苷 5'-三磷酸作为底物，其中磷酸在 γ 位上的羟基被选自氨基、甲氨基、二甲氨基、巯基和氟基的基团取代。本发明的新型人工碱基对的特征在于，7-(2-噻吩基)-咪唑并[4,5-b]吡啶（Ds）或其类似物与吡咯-2-甲醛（Pa）或其类似物形成碱基对。
• US8030478B2
  申请人：——

  公开号：US8030478B2

  公开（公告）日：2011-10-04