Quantitative Host-Guest Chiral Recognition Mass Spectroinetry

手性药物及其相关化合物混合物中的ee测定通常采用高效液相色谱和核磁共振技术。然而，电喷雾质谱联用测定手性胺和手性羧酸具有样品用量少、快速、灵敏、不需要衍生化等特点。我们的目标是建立一种新的手性胺和手性羧酸的电喷雾质谱测定方法：(1)基于“主客体络合体系”的胺类化合物的测定方法。(2)基于“主体-金属-客体络合体系”的羧酸对映体测定方法，在新的“主体-金属-客体络合体系”的基础上，我们发现了一种含三氮杂手性非环主体的手性羧酸对映体的识别方法。因此，新的宿主对(H_&lt；RR&gt；)和相应的标记对映体(HSS_&lt；-dN&gt；)对羧酸的电子测定将是强有力的，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).