The Development and Analytical Application of Gas-phase Chiral Reactions

该项目名为“气相手性反应的发展和分析应用”，由一位获得美国国家科学基金会支持的知名研究者指导。加州大学的Carlito Lebrilla教授得到了分析和表面化学项目的支持。本研究的目的是：(1)研究气相离子/分子交换反应的手性特异性的基本性质(2)对手性氨基酸的交换反应进行优化和量化；(3)用其他类别的化合物（包括具有药用重要性的手性分子）测试该方法。质子化氨基酸-环糊精配合物储存在5.2特斯拉超导磁体的均匀区。带正电的配合物将被允许与中性气态烷基胺发生碰撞。烷基胺与氨基酸发生交换反应。交换速率取决于手性，其中一个对映体的反应速率比另一个对映体快4倍。这项研究将直接影响分离化学和质谱。所开发的方法可作为一种快速识别新的手性固定相的方法，在工业上证明是有用的。在对映体的精确测量和分离至关重要的制药行业，或者在需要速度和特异性的过程控制中，如在手性文库的分析中，它也可能被证明是有用的。

The project entitled "The Development and Analytical Application of Gas-phase Chiral Reactions" is directed by an established investigator with prior NSF support. Professor Carlito Lebrilla of the University of California is supported by the Analytical and Surface Chemistry program. The purpose of the research is: (1) to study the fundamental nature of the chiral specificity of gas phase ion/molecule exchange reactions (2) to optimize and quantify the exchange reaction for chiral amino acids; (3) to test the method with other classes of compounds including chiral molecules of pharmaceutical importance. The protonated amino acid-cyclodextrin complexes are stored in the homogeneous region of a 5.2 tesla superconducting magnet of a Fourier Transform Mass Spectrometer (FTMS). The positively charged complex will be allowed to undergo collisions with neutral gaseous alkylamines. The alkylamines undergo exchange reactions with the amino acids. The rate of exchange is dependent on the chirality with one enantiomer reacting at rates up to four times faster than the other enantiomer.This study will directly impact separation chemistry and mass spectrometry. The methodology developed may prove useful to industry as a rapid means for the identification of new chiral stationary phases. It may also prove useful in the pharmaceutical industry, where accurate measurement and separation of enantiomers is vital, or in process control, where speed and specificity are needed, as in the analysis of chiral libraries.