氨基甲酸酯型石胆酸裂口分子的手性识别性能研究

Studies on the enantioselective recognition of carbamate-type molecular clefts derived from lithocholic acid

用差紫外光谱滴定法考察了新型裂口分子1-3对D／L-氨基酸甲酯的手性识别性能，测定了主客体间的结合常数（Ka）和自由能变化（△G°）,结果表明，裂口分子主体对所考察的客体分子显示良好的手性识别作用，其对D-氨基酸甲酯的识别优于对L-氨基酸甲酯的识别，识别作用的主要推动力为氢键，范德华力等的协同作用．讨论了主体与客体间形状、大小匹配和几何互补等因素，对形成超分子配合物的影响，并利用计算机分子模拟作为辅助手段对实验结果与现象进行了解释．

Enantioselective recognition properties of three new chiral molecular clefts for amino acid methyl esters have been investigated by UV-vis spectra titration in CHCI3 at 25℃. The results indicate that molecular clefts not only recognize all amino acid methyl esters examined, but also possess higher selectivity for D-amino acid methyl esters. The drive forces come mainly from hydrogen bond and van der Waals interaction. The recognition ability and selectivity are discussed from the viewpoint of the size/shape-fit and geometrical complementary relationship between the molecular tweezers and amino acid methyl esters.