Quantitative Host-Guest Chiral Recognition Mass Spectroinetry

手性药物及其相关化合物混合物中e- e的测定通常采用HPLC和NMR技术。然而，ESI质谱法测定ee有几个潜在的吸引人的特点：所需样本量小、快速、敏感、不需要衍生化等。目的建立ESI质谱法测定手性胺和手性羧酸的新方法。(1)基于“主客体络合体系”的胺类化合物ee测定方法。本文合成了一种新的pod型对映体宿主化合物，其中一个对映体是氘标记的，并将其用于手性胺客体化合物的电子测定。在实际应用中，我们证明了在小于4%的情况下测定ee的准确性。(2)基于“主-金属-客体络合体系”的羧酸电子测定方法。我们在新的“主-金属-客体络合体系”的基础上，发现了一种能区分手性羧酸对映体的含三氮杂的手性无环宿主。因此，宿主的新宿主对（H_<RR>）和相应的标记对映体（Hss_<-dn>）将对羧酸的ee测定具有强大的作用，如第(1)部分所述。

The ee-determination in mixtures of chiral drugs and related compounds is commonly performed with HPLC and NMR techniques. However, the ee-determination by ESI mass spectrometry has several potentially attractive features: small sample amount required, rapidity, sensitivity, and un-necessity of derivatization, etc. We aimed to develop a new method of the ESI mass spectrometric ee-determination for chiral amines and chiral carboxylic acids.(1) the ee-determination method of amines based on the "host-guest complexation systems".A new podand type of enantiomeric host pair compounds, one of whose enantiomers is deuterium labeled, were synthesized and characteristically employed for the ee-determination of chiral amine guest compound. We could demonstrate accuracy of the ee-determination with less than 4 % ee by the practical applications.(2) the ee-determination method of carboxylic acids based on the "host-metal-guest complexation systems".We found a tri-aza containing chiral acyclic host, which can distinguish the enantiomers of chiral carboxylic acids, on the basis of a new "host-metal-guest complexation systems". Therefore, the new host pair of the host (H_<RR>) and the corresponding labeled-enantiomer (Hss_<-dn>) will be powerful for the ee-determination of carboxylic acids, as described in the part (1).