(9aS)-3-[3-(4-methoxyphenyl)-2-methyl-3-oxopropanoyl]-6,6,9a-trimethyl-5H-furo[3,2-g]isochromene-2,9-dione | 1494665-66-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (9aS)-3-[3-(4-methoxyphenyl)-2-methyl-3-oxopropanoyl]-6,6,9a-trimethyl-5H-furo[3,2-g]isochromene-2,9-dione
• CAS: 1494665-66-5
• 化学式: C₂₅H₂₄O₇
• 分子量: 436.461
• InChiKey: AQXGMOLHJIKFOP-NUHHEKKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (9aS)-3-[3-(4-methoxyphenyl)-2-methyl-3-oxopropanoyl]-6,6,9a-trimethyl-5H-furo[3,2-g]isochromene-2,9-dione 、 正丁胺 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  The Role of Different Structural Motifs in the Ultrafast Dynamics of Second Generation Protein Stains

  摘要：

  Engineering the properties of fluorescent probes through modifications of the fluorophore structure has become a subject of interest in recent times. By doing this, the photophysical and photochemical properties of the modified fluorophore can be understood and this can guide the design and synthesis of better fluorophores for use in biotechnology. In this work, the electronic spectra and fluorescence decay kinetics of four analogues of the fluorescent natural product epicocconone were investigated. Epicocconone is unique in that the native state is weakly green fluorescent, whereas the enamine formed reversibly with proteins is highly emissive in the red. It was found that the ultrafast dynamics of the analogues depends profoundly on the H-bonding effect of solvents and solvent viscosity though solvent polarity also plays a role. Comparing the steady state and time-resolved data, the weak fluorescence of epicocconone in its native state is most likely due to the photoisomerization of the hydrocarbon side chain, while the keto enol moiety also has a role to play in determining the fluorescence quantum yield. This understanding is expected to aid the design of better protein stains from the same family.

  DOI：

  10.1021/jp4092927