High-Performance Chiral Separation Systems Based on Polysaccharide Derivatives

1. 制备了纤维素和直链淀粉的环己基氨基甲酸酯，并将其作为手性固定相（CSPs）用于高效液相色谱（HPLC）。csp具有较高的分辨能力，也可用于薄层色谱（TLC）。这些衍生物在氯仿中可溶，在1H NMR和hplc中对一些手性化合物表现出手性识别。甲壳素是一种容易获得的多糖，具有1,4-糖苷键，以及纤维素和直链淀粉。然而，直到最近，这种多糖还没有成功地用于制备高效液相色谱的csp。我们找到了一种合适的方法来制备具有较高手性识别能力的氨基甲酸甲酯类化合物，如3,5-二甲基、4-氯和4-三氟甲基苯基氨基甲酸甲酯。甲壳素3,5-二甲基和3,5-二氯苯氨基甲酸酯的csp可以在氯仿存在的情况下使用，因为它们在洗脱液中的溶解度较差。研究了胆汁酸及其衍生物结晶包合物的分子识别。许多不对称碳和多个氢键基团的存在使我们能够检查其分子结构的任何点突变对手性识别的显着影响。液体有机化合物衍生物的再结晶提供了适合单晶x射线分析的包合晶体。宿主组件大多具有双层结构，其中包括带有一些口袋的一维空间。本研究从分子的大小、形状、极性和手性等方面对分子识别进行了合理的解释。我们发现含有l -氨基酸寡肽残基并被l -氨基酸衍生物印迹的膜优先识别l -异构体而不是相应的d -异构体，反之亦然。电渗析膜具有对映选择性，反映了膜的吸附选择性。少

1. Cyclohexylcarbamates of cellulose and amylose were prepared and their resolving abilities for enantiomers were evaluated as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). The CSPs showed high resolving abilities, and could also be used for thin-layer chromatography (TLC). These derivatives were soluble in chloroform and exhibited chiral discrimination to some chiral compounds in ^1H NMR spectroscopy as well as in HPLC.2. Chitin is a readily available polysaccharide with 1,4-glycosidic linkage as well as cellulose and amylose. However, until recently this polysaccharide had not successfully been used for the preparation of CSPs for HPLC. We have found a suitable method for the preparation of chitin carbamates, such as 3,5-dimethyl, 4-chloro and 4-trifluoromethylphenylcarbamates, with relatively high chiral recognition abilities. The CSPs of chitin 3,5-dimethyl and 3,5-dichlorophenylcarbamates can be used in the presence of chloroform as a component … More of eluents owing to their poor solubilities in the eluent.3. We studied the molecular recognition in crystalline inclusion compounds of bile acids and their derivatives. The existence of many asymmetric carbons and multiple hydrogen bonding groups enabled us to check notable effects of any point mutations of their molecular structures on chiral recognition. Recrystallization of the derivatives from liquid organic compounds afforded inclusion crystals suitable for single-crystal X-ray analysis. The host assemblies mostly have bilayered structures which involve one-dimensional spaces with some pockets. This research led to the reasonable interpretation of molecular recognition in size, shape, polarity and chirality.4. We have found that a membrane which contains an oligopeptide residue from an L-amino acid and is imprinted by a L-amino acid derivative recognizes the L-isomer in preference to the corresponding D-isomer, and vice versa. Enantioselective electrodialysis was attained with the membranes reflecting their adsorption selectivity. Less