波谱学杂志2025，Vol.42Issue(3)：221-230,10.DOI:10.11938/cjmr20243141
含氨基酸单元手性脲的对映体识别性能研究
Study on the Enantiomeric Recognition of Chiral Ureas Containing Amino Acid Units
摘要
Abstract
Recognition of chiral molecules is critical for the chemical and pharmaceutical industries.Three kinds of urea containing chiral centers(L-Phe-U,L-Ala-U and L-Val-U)were synthesized as chiral solvating agents(CSAs)to identify chiral organic carboxylic acids with different substituents,whose chiral anion recognition properties were further examined by NMR spectroscopy.In the presence of 4-dimethylaminopyridine(DMAP),enantiomeric signals of the benzylic C-H protons of mandelic acid were observed when mixed with L-Phe-U.The △△6 values of the CαH signals ranged from 2.4 to 16.0 Hz,and the enantiomer excess(ee)value of RS-rac-mandelic acid(rac-MA)can be determined accurately.It was found that the phenyl group contained in chiral solvating agents and the groups connected to the chiral carbon center of substrates would affect the separation of enantiomeric signals.Moreover,DOSY spectra reveal that the diffusion coefficients of rac-MA enantiomers differ in the chiral solvating agents,providing insights into the dynamics of chiral recognition.关键词
核磁共振(NMR)/手性溶剂化试剂/手性羧酸/对映体识别/化学位移差/对映体过量Key words
nuclear magnetic resonance(NMR)/chiral solvating agents/chiral carboxylic acid/enantiomeric recognition/chemical shift difference/enantiomeric excess分类
数理科学引用本文复制引用
寇新慧,张玉冰..含氨基酸单元手性脲的对映体识别性能研究[J].波谱学杂志,2025,42(3):221-230,10.基金项目
国家自然科学基金资助项目(21901134). （21901134）
