| 1199887-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1199887-17-6
• 化学式: C₅₇H₉₁N₇O₂₁
• 分子量: 1210.38
• InChiKey: IJBQARZYOVDTOP-BCRVQKHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  85.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  372.04
• 氢给体数：
  10.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  、 三氟乙酸 在 三异丙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以86%的产率得到
  参考文献：
  名称：

  FRET Enabled Real Time Detection of RNA-Small Molecule Binding

  摘要：

  A robust analysis and discovery platform for antibiotics targeting the bacterial rRNA A-site has been developed by incorporating a new emissive U surrogate into the RNA and labeling the aminoglycosides with an appropriate fluorescence acceptor. Specifically, a 5-methoxyquinazoline-2,4(1H,3H)-dione-based emissive uracil analogue was identified to be an ideal donor for 7-diethylaminocoumarin-3-carboxylic acid. This donor/acceptor pair displays a critical Forster radius (R-0) of 27 angstrom, a value suitable for an A-site-aminoglycoside assembly. Titrating the coumarin labeled aminoglycosides into the emissive A-site construct, labeled at position U1406, shows a decrease in donor emission (at 395 nm) and concurrent increase of the acceptor emission (at 473 nm). Titration curves, obtained by fitting the donors emission quenching or the augmentation of the acceptors sensitized emission, faithfully generate EC50 values. Titration of unlabeled ligands into the preformed FRET complex showed a continuous increase of the donor emission, with a concurrent decrease of the acceptor emission, yielding valuable data regarding competitive displacement of aminoglycosides by A-site binders. Detection of antibiotic binding is therefore not dependent on changes in the environment of a single fluorophore, but rather on the responsive interaction between two chromophores acting as a FRET pair, facilitating the determination of direct binding and competitive displacement events with FRET accuracy.

  DOI：

  10.1021/ja905767g
• 作为产物：
  描述：

  6''-amino-6''-deoxy-(Boc)-5-tobramycin 、 7-(二乙基氨基)香豆素-3-羧酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以78%的产率得到
  参考文献：
  名称：

  FRET Enabled Real Time Detection of RNA-Small Molecule Binding

  摘要：

  A robust analysis and discovery platform for antibiotics targeting the bacterial rRNA A-site has been developed by incorporating a new emissive U surrogate into the RNA and labeling the aminoglycosides with an appropriate fluorescence acceptor. Specifically, a 5-methoxyquinazoline-2,4(1H,3H)-dione-based emissive uracil analogue was identified to be an ideal donor for 7-diethylaminocoumarin-3-carboxylic acid. This donor/acceptor pair displays a critical Forster radius (R-0) of 27 angstrom, a value suitable for an A-site-aminoglycoside assembly. Titrating the coumarin labeled aminoglycosides into the emissive A-site construct, labeled at position U1406, shows a decrease in donor emission (at 395 nm) and concurrent increase of the acceptor emission (at 473 nm). Titration curves, obtained by fitting the donors emission quenching or the augmentation of the acceptors sensitized emission, faithfully generate EC50 values. Titration of unlabeled ligands into the preformed FRET complex showed a continuous increase of the donor emission, with a concurrent decrease of the acceptor emission, yielding valuable data regarding competitive displacement of aminoglycosides by A-site binders. Detection of antibiotic binding is therefore not dependent on changes in the environment of a single fluorophore, but rather on the responsive interaction between two chromophores acting as a FRET pair, facilitating the determination of direct binding and competitive displacement events with FRET accuracy.

  DOI：

  10.1021/ja905767g