| 940949-55-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• CAS: 940949-55-3
• 化学式: C₁₁H₁₄N₂O₆
• 分子量: 270.242
• InChiKey: OALZUFLIFNPYKM-IQJOONFLSA-N

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  在 二氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以74 mg的产率得到
  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