Lumiprobe CY 5 hydrazide (hydrochloride)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Lumiprobe CY 5 hydrazide (hydrochloride)
• 英文别名: 6-[(2E)-3,3-dimethyl-2-[(2E,4E)-5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indol-1-yl]hexanehydrazide;chloride;hydrochloride
• 化学式: C₃₂H₄₁N₄O*ClH*Cl
• 分子量: 569.618
• InChiKey: RGKQQFSVYKQZDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.67
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 Lumiprobe CY 5 hydrazide (hydrochloride) 在 盐酸 、 三乙胺 作用下， 生成
  参考文献：
  名称：

  Intramolecular energy transfer in a synthetic dendron-based light harvesting system

  摘要：

  Single-molecule experiments based on Forster resonant energy transfer (FRET) or on single molecule absorption spectroscopy (SMA) are now capable of studying energy funneling, exciton blockade, singlet fission, and a variety of other processes that involve multiple photoactive groups interacting on a single molecular backbone. Here, we present synthesis and optical characterization of a new dendron functionalized with two green donor dyes (Cy3) and one red acceptor dye (Cy5) through flexible linkers. We describe in detail the synthesis of the conjugated network and the flexible dye coupling. Characterization of the dendron and of control molecules with fewer donors or no acceptor by ensemble absorption and emission spectroscopy shows that the system is capable of light harvesting, producing an intramolecular FRET signal from the acceptor greater than expected from a single donor. We also investigate intramolecular energy transfer upon UV excitation of the conjugated backbone. The photophysical behavior of this light harvesting dendron can be rationalized by a simple Forster/superexchange model. Simulations and scanning tunneling microscopy of single dendron molecules show that the dyes can fold over onto the dendron, creating a heterogeneous distribution of conformations suitable for single molecule studies of light harvesting. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2014.08.014

文献信息

• Intramolecular energy transfer in a synthetic dendron-based light harvesting system
  作者：Lea Nienhaus、Dustin E. Gross、Zheng Xue、Jeffrey S. Moore、Martin Gruebele

  DOI：10.1016/j.jphotochem.2014.08.014

  日期：2014.12

  Single-molecule experiments based on Forster resonant energy transfer (FRET) or on single molecule absorption spectroscopy (SMA) are now capable of studying energy funneling, exciton blockade, singlet fission, and a variety of other processes that involve multiple photoactive groups interacting on a single molecular backbone. Here, we present synthesis and optical characterization of a new dendron functionalized with two green donor dyes (Cy3) and one red acceptor dye (Cy5) through flexible linkers. We describe in detail the synthesis of the conjugated network and the flexible dye coupling. Characterization of the dendron and of control molecules with fewer donors or no acceptor by ensemble absorption and emission spectroscopy shows that the system is capable of light harvesting, producing an intramolecular FRET signal from the acceptor greater than expected from a single donor. We also investigate intramolecular energy transfer upon UV excitation of the conjugated backbone. The photophysical behavior of this light harvesting dendron can be rationalized by a simple Forster/superexchange model. Simulations and scanning tunneling microscopy of single dendron molecules show that the dyes can fold over onto the dendron, creating a heterogeneous distribution of conformations suitable for single molecule studies of light harvesting. (C) 2014 Elsevier B.V. All rights reserved.