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: 7568878
• 负责人: Gilles Muller
• 金额: $ 13.33万
• 依托单位: SAN JOSE STATE UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2008
• 资助国家: 美国
• 起止时间: 2008-01-01 至 2009-12-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7568878
• 关键词: Amino Acids; Biological; Complex; Covalent Interaction; Discrimination; Goals; Investigation; Lanthanoid Series Elements; Ligands; Luminescent Measurements; Magnetism; Methods; Spectrum Analysis; System; Techniques; Work; chiral molecule; design; improved; interest; luminescence; research study; stereochemistry; tool

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.

本提案中所述的工作旨在作为一个起点，旨在表明， 圆偏振发光（CPL）光谱将是一种有吸引力的互补和/或 作为手性分子的特异性结构探针的现有技术的替代方法。初始 在这个项目中的努力将是开发一种技术，以确定简单的绝对立体化学 手性有机分子如氨基酸。这里的重点是实验设计，旨在 理解，改善，并最大限度地发挥主要的非共价相互作用，控制手性 外消旋镧系元素（III）配合物和手性有机分子之间的区分。几个目标将 （i）能够通过设计和鉴定“理想的”外消旋镧系元素络合物， 合成合适的配体，（ii）将手性加入到我们的复杂体系中将改善 对简单的手性分子的选择性，（iii）在用于环状的选择性过渡的明智的变化， 极化激发将克服目前允许的磁场强度低的限制， 偶极子选择CPL测量，但也将大大提高结构信息获得 从Eu（III）系统的利益，和（iv）调查的重要性，各种非共价键 手性歧视相互作用。 这项工作的最终目标是能够发展CPL光谱学作为生物学的重要工具。 应用.