Fluorescence anisotropy as a measure of chiral recognition
Fluorescence anisotropy as a measure of chiral recognition
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DOI：
10.1021/ja005604h
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发表时间：
2001-04-04
影响因子：
15
通讯作者：
Warner, IM
中科院分区：
文献类型：
--
作者：
McCarroll, ME;Billiot, FH;Warner, IM
手性相互作用的研究是最具挑战性和艰巨的科学努力之一。从路易斯·巴斯德第一次提出立体化学的基础开始，科学家们就一直在寻求对手性相互作用的完整理解。这些研究的结果是深远的，从光学异构体的物理分离方法的发展到新的生物活性药物的发展。尽管在这一领域已经取得了相当大的努力和成就，1手性识别现象的精确描述尚未实现。对手性识别理解的进展对那些在药物设计和合成、分离化学和化学传感器开发领域工作的人具有直接的兴趣。因此，需要开发新的分析方法来检查手性相互作用。这些进展与科学界的广泛领域具有重要的相关性。在凝聚相中，对映体选择性的物理行为的例子相对较少。2这些例子中的大多数是基于对映选择性猝灭3和激基缔合物形成，4或主体/客体络合时的光谱位移5。虽然这些进步是显著的，但这些方法的缺点是它们依赖于分析物的特定生物物理性质，这通常不是广泛适用的。荧光各向异性是一种光谱技术，已被广泛用于研究分子相互作用，特别是在生物系统中。[6]然而，据我们所知，很少有关于使用荧光各向异性专门研究对映选择性相互作用和手性识别的报道。最近，Al Rabaa等7报道了手性蒽基探针的光谱表征及其与DNA的对映选择性相互作用。在这里，我们详细介绍了一种方法来检查和量化的现象，手性识别荧光各向异性。
The study of chiral interactions is one of the most challenging and formidable of scientific endeavors. From the time that Louis Pasteur first proposed what was to become the foundation of stereochemistry, scientists have sought a complete understanding of chiral interactions. The results of such investigations are farreaching, ranging from the development of methods for physical separation of optical isomers to the development of new biologically active pharmaceuticals. Despite the considerable effort and accomplishments that have been made in this area, 1 a precise description of the phenomenon of chiral recognition has yet to be realized. Advances in the understanding of chiral recognition are of immediate interest to those working in the areas of drug design and synthesis, separation chemistry, and chemical sensor development. Therefore, a need exists for the development of novel analytical methods to examine chiral interactions. Such advances bear significant relevance to a broad segment of the scientific community.There are relatively few examples of enantioselective photophysical behavior in the condensed phase. 2 The majority of these examples are based on enantioselective quenching3 and excimer formation, 4 or spectral shifts5 upon host/guest complexation. While these advances are significant, a disadvantage of these approaches is that they are dependent on specific photophysical properties of the analyte, which are typically not broadly applicable. Fluorescence anisotropy is a spectroscopic technique that has been widely used to study molecular interactions, particularly in biological systems. 6 To our knowledge, however, there are few reports on the use of fluorescence anisotropy to specifically study enantioselective interactions and chiral recognition. Recently, Al Rabaa et al. 7 reported the spectroscopic characterization of a chiral anthryl probe and its enantioselective interactions with DNA. Herein, we detail an approach to examine and quantify the phenomenon of chiral recognition using fluorescence anisotropy.