2-(9,9-bis(2-(2-(2-bromoethoxy)ethoxy)ethyl)fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1255920-31-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(9,9-bis(2-(2-(2-bromoethoxy)ethoxy)ethyl)fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[9,9-Bis[2-[2-(2-bromoethoxy)ethoxy]ethyl]fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[9,9-bis[2-[2-(2-bromoethoxy)ethoxy]ethyl]fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1255920-31-0
• 化学式: C₃₁H₄₃BBr₂O₆
• 分子量: 682.298
• InChiKey: KQSRJQZPANBNOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(9,9-bis(2-(2-(2-bromoethoxy)ethoxy)ethyl)fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 在 四(三苯基膦)钯 、 sodium azide 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 72.0h， 生成 4,7-bis(9,9-bis(2-(2-(2-azidoethoxy)ethoxy)ethyl)fluoren-2-yl)-2,1,3-benzothiadiazole
  参考文献：
  名称：

  Mannose-Substituted Conjugated Polyelectrolyte and Oligomer as an Intelligent Energy Transfer Pair for Label-Free Visual Detection of Concanavalin A

  摘要：

  Mannose-substituted blue-fluorescent cationic conjugated polyelectrolyte (131) and yellow-fluorescent neutral conjugated oligomer (6) are synthesized via the combination of Suzuki coupling polymerization and click chemistry. The spectral overlap between the emission of P1 and the absorption of 6 allows one to blend them to form an intelligent fluorescence resonance energy transfer (FRET) pair for multicolor protein sensing. Despite the nonspecific-interaction-induced perturbation in the polymer emission, strong specific binding between mannose and Concanavalin A (ConA) is able to result in protein-selective FRET from PI to 6. The fluorescence of 6/P1 blend in the presence of ConA is dominated by yellow emission, while it remains blue in the presence of other six nonspecific proteins. The 6/P1 blend thus serves as a multicolor bicomponent FRET probe for label-free visual detection of ConA in a high-contrast and convenient manner. In addition, its linear ratiometric fluorescence response toward ConA enables effective protein quantification with a low limit of detection of similar to 1.5 nM. This study demonstrates the importance of molecular engineering in conjugated polyelectrolyte based label-free chemical and biological sensing.

  DOI：

  10.1021/ma1021264
• 作为产物：
  描述：

  2-bromo-9,9-bis(2-(2-(2-bromoethoxy)ethoxy)ethyl)fluorene 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以85%的产率得到2-(9,9-bis(2-(2-(2-bromoethoxy)ethoxy)ethyl)fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  Mannose-Substituted Conjugated Polyelectrolyte and Oligomer as an Intelligent Energy Transfer Pair for Label-Free Visual Detection of Concanavalin A

  摘要：

  Mannose-substituted blue-fluorescent cationic conjugated polyelectrolyte (131) and yellow-fluorescent neutral conjugated oligomer (6) are synthesized via the combination of Suzuki coupling polymerization and click chemistry. The spectral overlap between the emission of P1 and the absorption of 6 allows one to blend them to form an intelligent fluorescence resonance energy transfer (FRET) pair for multicolor protein sensing. Despite the nonspecific-interaction-induced perturbation in the polymer emission, strong specific binding between mannose and Concanavalin A (ConA) is able to result in protein-selective FRET from PI to 6. The fluorescence of 6/P1 blend in the presence of ConA is dominated by yellow emission, while it remains blue in the presence of other six nonspecific proteins. The 6/P1 blend thus serves as a multicolor bicomponent FRET probe for label-free visual detection of ConA in a high-contrast and convenient manner. In addition, its linear ratiometric fluorescence response toward ConA enables effective protein quantification with a low limit of detection of similar to 1.5 nM. This study demonstrates the importance of molecular engineering in conjugated polyelectrolyte based label-free chemical and biological sensing.

  DOI：

  10.1021/ma1021264

文献信息

• Mannose-Substituted Conjugated Polyelectrolyte and Oligomer as an Intelligent Energy Transfer Pair for Label-Free Visual Detection of Concanavalin A
  作者：Kan-Yi Pu、Jianbing Shi、Lihua Wang、Liping Cai、Guan Wang、Bin Liu

  DOI：10.1021/ma1021264

  日期：2010.12.14

  Mannose-substituted blue-fluorescent cationic conjugated polyelectrolyte (131) and yellow-fluorescent neutral conjugated oligomer (6) are synthesized via the combination of Suzuki coupling polymerization and click chemistry. The spectral overlap between the emission of P1 and the absorption of 6 allows one to blend them to form an intelligent fluorescence resonance energy transfer (FRET) pair for multicolor protein sensing. Despite the nonspecific-interaction-induced perturbation in the polymer emission, strong specific binding between mannose and Concanavalin A (ConA) is able to result in protein-selective FRET from PI to 6. The fluorescence of 6/P1 blend in the presence of ConA is dominated by yellow emission, while it remains blue in the presence of other six nonspecific proteins. The 6/P1 blend thus serves as a multicolor bicomponent FRET probe for label-free visual detection of ConA in a high-contrast and convenient manner. In addition, its linear ratiometric fluorescence response toward ConA enables effective protein quantification with a low limit of detection of similar to 1.5 nM. This study demonstrates the importance of molecular engineering in conjugated polyelectrolyte based label-free chemical and biological sensing.