Qing Guangyan, Sun Taolei, Chen Zhihong, Yang Xi, Wu Xiaojun, He Yongbing
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, People's Republic of China.
Chirality. 2009 Mar;21(3):363-73. doi: 10.1002/chir.20593.
Four linear thiourea anion receptors (1-3) derived from simple amino acid have been synthesized and their bonding properties with various chiral N-protected amino acid anions were examined by using UV-vis and fluorescence titration experiments. Receptors 1a, 2, and 3 exhibit excellent enantioselective recognition abilities towards N-Boc-protected alanine anion in the UV-vis spectra, obvious difference in the color of solution indicate that the enantiomers of N-Boc-alanine anion could be distinguished by naked eye directly. Receptor 1a is also found to carry out enantioselective fluorescent recognition of the N-acetyl-glutamate. (1)H NMR experiments suggest that hydrogen-bonding interaction between the host and guest is the main factor in the recognition process.
已合成了四种源自简单氨基酸的线性硫脲阴离子受体（1 - 3），并通过紫外可见光谱和荧光滴定实验研究了它们与各种手性N - 保护氨基酸阴离子的键合性质。受体1a、2和3在紫外可见光谱中对N - Boc - 保护的丙氨酸阴离子表现出优异的对映选择性识别能力，溶液颜色的明显差异表明N - Boc - 丙氨酸阴离子的对映体可以直接通过肉眼区分。还发现受体1a对N - 乙酰谷氨酸进行对映选择性荧光识别。¹H NMR实验表明，主体与客体之间的氢键相互作用是识别过程中的主要因素。
