Chiral amino acid recognition in water: A BINOL-based fluorescent probe

A novel BINOL-based fluorescence probe (S)-6 featuring a sodium sulfonate fragment at the 2'-position was designed and synthesized via simple synthetic procedures under mild reaction conditions. The water-soluble probe (S)-6 displays excellent enantioselective recognition toward 15 common amino acids, and it can be used for enantiomeric excess determination of amino acids. The fluorescence intensity of (S)-6 treated with amino acids reaches the maximum after standing for only 30 min at room temperature and remains stable in the following 5.5 h, which has great potential in the application of chiral fluorescence analysis due to its timeliness and outstanding fluorescent stability.(c) 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Automated summary

A novel BINOL-based fluorescence probe (S)-6 with excellent enantioselective recognition and fluorescent stability has been designed and synthesized for enantiomeric excess determination of amino acids.