Using CPL for Enantioselective Recognition of Amino Acids

使用 CPL 进行氨基酸对映选择性识别

• 批准号: 7059555
• 负责人: Gilles Muller
• 金额: $ 12.66万
• 依托单位: SAN JOSE STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2006
• 资助国家: 美国
• 起止时间: 2006-01-01 至 2009-12-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7059555
• 关键词: aminoacid; chemical synthesis; ligands; luminescence; racemization; rare earth element; spectrometry; stereochemistry; stereoisomer; technology /technique development

The work described in this proposal is intended to serve as a starting point aimed at demonstrating that circularly polarized luminescence (CPL) spectroscopy would be an attractive complementary and/or alternative method to current techniques used as specific structural probes of chiral molecules. The initial efforts in this project will be to develop a technique to determine the absolute stereochemistry of simple chiral organic molecules such as amino acids. The emphasis here is the design of experiments aimed at understanding, improving, and maximizing the major non-covalent interactions governing the chiral discrimination between racemic lanthanide(lll) complexes and chiral organic molecules. Several aims will form the bulk of this proposal: (i) the ability to identify "ideal" racemic lanthanide complexes by designing and synthesizing appropriate ligands, (ii) the addition of chirality into our complex systems will improve the selectivity toward simple chiral molecules, (iii) a judicious change in the selected transition used for circular polarization excitation would overcome the limitation of the low intensity of the currently allowed-magnetic dipole chosen for CPL measurement, but will also considerably enhance the structural information gained from the Eu(lll) systems of interest, and (iv) the investigation of the importance of the various non-covalent chiral discriminatory interactions. The ultimate goal of this work is to be able to develop CPL spectroscopy as an important tool for biological applications.

本提案中描述的工作旨在作为一个起点，旨在证明 圆偏振发光（CPL）光谱将是一种有吸引力的互补和/或 用作手性分子特定结构探针的当前技术的替代方法。最初的 该项目的努力将是开发一种技术来确定简单的绝对立体化学 手性有机分子，例如氨基酸。这里的重点是实验设计 理解、改进和最大化控制手性的主要非共价相互作用 外消旋镧系元素（III）配合物和手性有机分子之间的区别。几个目标将 该提案的大部分内容是：（i）通过设计和识别“理想”外消旋镧系元素配合物的能力 合成适当的配体，（ii）将手性添加到我们的复杂系统中将改善 对简单手性分子的选择性，(iii) 明智地改变用于循环的所选转变 极化激发将克服目前允许的磁力强度低的限制 选择偶极子用于 CPL 测量，但也将大大增强获得的结构信息 来自感兴趣的 Eu(III) 系统，以及 (iv) 对各种非共价键重要性的调查 手性歧视性相互作用。 这项工作的最终目标是能够开发 CPL 光谱作为生物学的重要工具。 应用程序。