| 1433812-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• CAS: 1433812-23-7
• 化学式: C₂₂H₃₃BrN₂O₅Si
• 分子量: 513.504
• InChiKey: GKHSXNDJYNGDGB-XUVXKRRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  93.55
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 咪唑 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四丁基氟化铵 、 potassium acetate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 1’-(2’-deoxy-β-D-ribofuranoside)-6-(4-methoxy)phenylquinazoline-2,4-(3H)-dione
  参考文献：
  名称：

  Synthesis and Solvatochromic Fluorescence of Biaryl Pyrimidine Nucleosides

  摘要：

  Fluorescent pyrimidine analogs containing a fused biphenyl unit were prepared in high yields using stereoselective N-glycosylation and Suzuki-Miyaura cross-coupling reactions. The resulting "push-pull" fluorophores exhibit highly solvatochromic emissions from twisted intramolecular charge-transfer (TICT) states.

  DOI：

  10.1021/ol400930s
• 作为产物：
  描述：

  p-tolyl-3-O-acetyl-1-thio-5-O-triisopropylsilyl-2-deoxy-D-ribofuranoside 在 N,O-双三甲硅基乙酰胺 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 39.49h， 生成
  参考文献：
  名称：

  A Highly Fluorescent Nucleobase Molecular Rotor

  摘要：

  Fluorescent base analogs (FBAs) are powerful probes of nucleic acids' structures and dynamics. However, previously reported FBAs exhibit relatively low brightness and therefore limited sensitivity of detection. Here we report the hitherto brightest FBA that has ideal molecular rotor properties for detecting local dynamic motions associated with base pair mismatches. The new trans-stilbene annulated uracil derivative "T-ts" exhibits bright fluorescence emissions in various solvents (epsilon x Phi = 3400-29 700 cm(-1) M-1) and is highly sensitive to mechanical motions in duplex DNA (epsilon x Phi = 150-4250 cm(-1) M-1). T-ts is thereby a "smart" thymidine analog, exhibiting a 28-fold brighter fluorescence intensity when base paired with A as compared to T or C. Time-correlated single photon counting revealed that the fluorescence lifetime of T-t(s) (tau = 4-11 ns) was shorter than its anisotropy decay in well-matched duplex DNA (theta = 20 ns), yet longer than the dynamic motions of base pair mismatches (0.1-10 ns). These properties enable unprecedented sensitivity in detecting local dynamics of nucleic acids.

  DOI：

  10.1021/jacs.0c05180