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Enantioselective Recognition of L-Lysine by ICT Effect with a Novel Binaphthyl-Based Complex
oleh: Shi Tang, Zhaoqin Wei, Jiani Guo, Xiaoxia Sun, Yu Hu
| Format: | Article |
|---|---|
| Diterbitkan: | MDPI AG 2023-02-01 |
Deskripsi
A novel triazole fluorescent sensor was efficiently synthesized using binaphthol as the starting substrate with 85% total end product yield. This chiral fluorescence sensor was proved to have high specific enantioselectivity for lysine. The fluorescence intensity of <i>R</i>-<b>1</b> was found to increase linearly when the equivalent amount of L-lysine (0–100 eq.) was gradually increased in the system. The fluorescence intensity of L-lysine to <i>R</i>-<b>1</b> was significantly enhanced, accompanied by the red-shift of emission wavelength (389 nm to 411 nm), which was attributed to the enhanced electron transfer within the molecular structure, resulting in an <i>ICT</i> effect, while the fluorescence response of D-lysine showed a decreasing trend. The enantioselective fluorescence enhancement ratio for the maximum fluorescence intensity was 31.27 [ef = |(<i>I<sub>L</sub></i> − <i>I</i><sub>0</sub>)/(<i>I<sub>D</sub></i> − <i>I</i><sub>0</sub>)|, 20 eq. Lys], thus it can be seen that this fluorescent probe can be used to identify and distinguish between different configurations of lysine.