2,6-Dimethyl-1-(3-sulfonatopropyl)quinolin-1-ium

• 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: 2,6-Dimethyl-1-(3-sulfonatopropyl)quinolin-1-ium
• 英文别名: 3-(2,6-dimethylquinolin-1-ium-1-yl)propane-1-sulfonate
• 化学式: C₁₄H₁₇NO₃S
• mdl: MFCD01333595
• 分子量: 279.36
• InChiKey: XGEKMTCWSJCVBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.08
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-吲哚甲醛 、 2,6-Dimethyl-1-(3-sulfonatopropyl)quinolin-1-ium 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.15h， 以89%的产率得到3-[2-(1-propanesulfonate-quinolium-2-yl)-vinyl]-1H-indole
  参考文献：
  名称：

  Synthesis, spectral properties of cell-permeant dimethine cyanine dyes and their application as fluorescent probes in living cell imaging and flow cytometry

  摘要：

  A series of dimethine cyanine dyes, used as fluorescent probes, were synthesized under microwave irradiation, and identified by H-1 NMR, IR, elemental analysis and HRMS. The investigation of their spectral properties in phosphate-buffer saline (PBS) showed that the absorption and emission maxima of the dyes were in the region 370-480 nm and 471-569 nm, respectively. The properties of the dyes as fluorescent probes for living cells imaging and flow cytometry were investigated. The results showed that dyes 1, 2, 8 or 9 could penetrate an intact cell membrane, stained the cell nuclear and exhibited bright fluorescence. Little background interference, low cell cytotoxicity and little photobleaching were showed during the imaging tests. The dyes 1, 8 and 9 could be applied in flow cytometry and dye 1/PI, dye 8/PI or dye 9/PI couple could be proposed as double staining agents to measure sperm cell viability. Thus the dyes represented the cell-permeant fluorescent probes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.09.011

文献信息

• Synthesis, spectral properties of cell-permeant dimethine cyanine dyes and their application as fluorescent probes in living cell imaging and flow cytometry
  作者：X.H. Zhang、Q. Liu、H.J. Shi、L.Y. Wang、Y.L. Fu、X.C. Wei、L.F. Yang

  DOI：10.1016/j.dyepig.2013.09.011

  日期：2014.1

  A series of dimethine cyanine dyes, used as fluorescent probes, were synthesized under microwave irradiation, and identified by H-1 NMR, IR, elemental analysis and HRMS. The investigation of their spectral properties in phosphate-buffer saline (PBS) showed that the absorption and emission maxima of the dyes were in the region 370-480 nm and 471-569 nm, respectively. The properties of the dyes as fluorescent probes for living cells imaging and flow cytometry were investigated. The results showed that dyes 1, 2, 8 or 9 could penetrate an intact cell membrane, stained the cell nuclear and exhibited bright fluorescence. Little background interference, low cell cytotoxicity and little photobleaching were showed during the imaging tests. The dyes 1, 8 and 9 could be applied in flow cytometry and dye 1/PI, dye 8/PI or dye 9/PI couple could be proposed as double staining agents to measure sperm cell viability. Thus the dyes represented the cell-permeant fluorescent probes. (C) 2013 Elsevier Ltd. All rights reserved.