3-(4-(3-cyano-3-(1,3,3-trimethylindolin-2-ylidene)prop-1-en-1-yl)quinolin-1-ium-1-yl)propane-1-sulfonate | 1186080-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(4-(3-cyano-3-(1,3,3-trimethylindolin-2-ylidene)prop-1-en-1-yl)quinolin-1-ium-1-yl)propane-1-sulfonate
• CAS: 1186080-19-2
• 化学式: C₂₇H₂₇N₃O₃S
• 分子量: 473.596
• InChiKey: JMEWNBQLADXKDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  88.11
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-formyl-2-(1,3,3-trimethylindolin-2-ylidene)acetonitrile 、 3-(4-methylquinolin-1-ium-1-yl)propane-1-sulfonate 反应 1.0h， 以46%的产率得到3-(4-(3-cyano-3-(1,3,3-trimethylindolin-2-ylidene)prop-1-en-1-yl)quinolin-1-ium-1-yl)propane-1-sulfonate
  参考文献：
  名称：

  Enhanced Photostability of Genetically Encodable Fluoromodules Based on Fluorogenic Cyanine Dyes and a Promiscuous Protein Partner

  摘要：

  Fluoromodules are discrete complexes of biomolecules and fluorogenic dyes. Binding of the dyes to their cognate biomolecule partners results in enhanced dye fluorescence. We exploited a previously reported promiscuous binding interaction between a single-chain, variable fragment antibody protein and a family of cyanine dyes to create new protein-dye fluoromodules that exhibit enhanced photostability while retaining high affinity protein-dye binding. Modifications to the dye structure included electron-withdrawing groups that provide resistance to photo-oxidative damage. Low nanomolar equilibrium dissociation constants were found for the new dyes. Fluorescence microscopy illustrates how yeast can be surface-labeled with three different colors based on a single protein and appropriately chosen dyes.

  DOI：

  10.1021/ja9016864