祝贺李非凡同学的研究论文（英文稿）被《有机化学》接受发表！

论文标题：

Chiral Fluorescent Probes for Determination of Both Concentration and Enantiomeric Composition of Amino Acids

https://sioc-journal.cn/Jwk_yjhx/CN/10.6023/cjoc202401022

李非凡, 余康, 倪传志, 朱园园*, 曾婕*, 古双喜*. 测定氨基酸浓度和对映体组成的手性荧光探针[J]. 有机化学, doi: 10.6023/cjoc202401022.

A novel BINOL-based fluorescent probe (R)-2 and its isomer (R)-3, featuring quinoline imine groups at 3'-position, were designed and synthesized through simple aldimine condensation reactions. The quinoline imine groups of the probes are involved in the molecular recognition of amino acids through complexation between N atom and Zn(II), which synergically enhances the enantioselectivity of BINOL-aldehyde to amino acids. Excitation at two different wavelengths made (R)-2 or (R)-3 exhibit prominent fluorescent enhancement at two emission peaks, which correspond to 438 nm with no dependence on amino acid chirality, and 513 nm with high enantioselectivity. The fitted equations of I438 versus concentration, and I513 versus ee values were applied to determine the concentration and enantiomeric excess of arginine with low absolute errors. The interaction mechanism between (R)-2 and D-/L-arginine in the presence of Zn2+ was investigated by 1H NMR and high-resolution mass spectrometry. The thermodynamic stability of the arginine enantiomer/probe/Zn(II) complexes were calculated by Gaussian 16 program to elucidate the origin of the enantioselectivity. This work affords a platform for the determination of the concentration and enantiomeric composition of 7 amino acids (Glu, Arg, Gln, Ser, Thr, Met, Ala) through a single probe.

Key words: Fluorescent probe, Chiral recognition, Enantioselectivity, Enantiomeric excess, Amino acids