The Development and Analytical Application of Gas-phase Chiral Reactions

该项目题为“气相手性反应的发展和分析应用”是由一个既定的研究人员与先前的NSF支持指导。 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）优化和定量手性氨基酸的交换反应;（3）用其他类别的化合物（包括具有药物重要性的手性分子）测试该方法。 将质子化的氨基酸-环糊精复合物储存在傅里叶变换质谱仪（FTMS）的5.2特斯拉超导磁体的均匀区域中。 带正电荷的络合物将被允许与中性气态烷基胺进行碰撞。 烷基胺与氨基酸发生交换反应。 交换速率取决于手性，其中一种对映体的反应速率比另一种对映体快四倍。这项研究将直接影响分离化学和质谱。 开发的方法可能被证明是有用的工业作为一种快速手段，用于鉴定新的手性固定相。 它也可能被证明在制药工业中是有用的，其中对映体的准确测量和分离是至关重要的，或者在过程控制中，其中需要速度和特异性，如在手性库的分析中。

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.