Anthracene-BODIPY cassettes:: Syntheses and energy transfer
Anthracene-BODIPY cassettes:: Syntheses and energy transfer
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DOI：
10.1002/chem.200304754
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发表时间：
2003-09-22
影响因子：
4.3
通讯作者：
Burgess, K
中科院分区：
文献类型：
--
作者：
Wan, CW;Burghart, A;Burgess, K
基于4，4-二氟-1，3，5，7-四甲基-4-硼杂-3a，4a-二氮杂-s-引达省（BODIPY）骨架的化合物是优异的荧光标记物。当这种类型的BODIPY染料与在相对短的波长下吸收的官能团缀合时，在一些分子中，这些官能团可以将吸收的能量传递给BODIPY，然后BODIPY发荧光。在这种情况下，BODIPY片段充当受体，而另一个基团充当供体。这种供体-受体盒系统中的能量转移效率必须随着两个组分的相对取向以及连接它们的接头的结构而变化。本研究的目的是探讨这些问题的特殊情况下，供体和受体片段之间的接头共轭。为此，准备盒310。进行电化学研究，以提供洞察这些系统中的供体-受体共轭的程度。对化合物7和9的单晶的X-射线晶体学研究揭示了在固态下给体和受体片段的有利构象。记录化合物的吸收、荧光和时间分辨荧光光谱，并测量在供体Am处激发的盒的量子产率。测定试剂盒3和9的荧光稳态各向异性数据，以提供关于跃迁偶极矩相互方向的信息。
Compounds based on the 4,4-difluoro-1,3,5,7-tetramethyl-4-bora- 3a,4a-diaza-s-indacene (BODIPY) framework are excellent fluorescent markers. When BODIPY dyes of this type are conjugated to functionalities that absorb at relatively short wavelengths, those functionalities can, in some molecules, transmit the absorbed energy to the BODIPY which then fluoresces. In such cases the BODIPY fragment acts as an acceptor while the other group serves as a donor. Energy transfer efficiencies in such donor-acceptor cassette systems must vary with the relative orientation of the two components, and with the structure of the linkers that attach them. This study was designed to probe these issues for the special case in which the linkers between the donor and acceptor fragments are conjugated. To do this, the cassettes 310 were prepared. Electrochemical studies were performed to provide insight into the degree of donor-acceptor conjugation in these systems. X-ray Crystallographic studies on single crystals of compounds 7 and 9 revealed the favored conformations of the donor and acceptor fragments in the solid state. Absorption, fluorescence, and time-resolved fluorescence spectra of the compounds were recorded, and quantum yields for the cassettes excited at the donor Am were measured. Fluorescence steady-state anisotropy data were determined for cassettes 3 and 9 to provide information about the mutual direction of the transition dipole moments.