Chiral NMR Shift Reagents

该项目由Thomas J. Wenzel博士和贝茨学院的本科生进行，得到了分析和表面化学项目的支持。该研究是美国国家科学基金会本科院校研究（RUI）计划的一部分，开发并利用手性核磁共振移位试剂的组合来分解对映体底物的混合物。移位试剂的手性组分包括杯芳烃、杯间连芳烃、冠醚、环糊精和氨基酸衍生物。顺磁性镧系离子与手性溶剂化剂偶联，以实现核磁共振应用中对映体分辨率的提高。来自二维核磁共振、计算、x射线晶体学和镧系元素位移和弛豫研究的信息被用来确定导致对映体区分的机制是否足够具体，以允许分配绝对构型。随着新药物的快速开发，光学异构体的鉴别技术的改进变得越来越重要。本研究开发了改善这种分化的技术。因此，它将有助于确保许多新药的有效性和安全性。

This project, conducted by Dr. Thomas J. Wenzel and undergraduate students at Bates College, is supported in the Analytical and Surface Chemistry program. The research, which is a part of NSF's Research in Undergraduate Institutions (RUI) initiative, develops and utilizes combinations of chiral NMR shift reagents to resolve mixtures of enantiomeric substrates. The chiral component of the shift reagents includes calixarenes, calixresorcarenes, crown ethers, cyclodexrins and amino acid derivatives. Paramagnetic lanthanide ions are coupled to the chiral solvating agents to achieve improved enantiomeric resolution in NMR applications. Information from 2D NMR, computational, x-ray crystallographic, and lanthanide shift and relaxation studies are used to determine if the mechanism that leads to enantiodistinction is specific enough to allow absolute configurations to be assigned. As new pharmaceuticals are being more quickly developed, improved techniques for differentiation of optical isomers become increasingly important . This research develops techniques to improve such differentiation. As a result it will help assure the efficacy and safety of many new pharmaceuticals.