Enantioselective Recognition of Chiral Carboxylic Acids by a β-Amino Acid and 1,10-Phenanthroline Based Chiral Fluorescent Sensor

Autor: Yonghong Zhang, Fangzhi Hu, Bin Wang, Xiaomei Zhang, Chenjiang Liu
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: Sensors, Vol 15, Iss 5, Pp 10723-10733 (2015)
Druh dokumentu: article
ISSN: 1424-8220
15051072
DOI: 10.3390/s150510723
Popis: A novel chiral 1,10-phenanthroline-based fluorescent sensor was designed and synthesized from optical active β-amino acids. It used 1,10-phenanthroline moiety as a fluorescent signaling site and binding site, with optically active β-amino acids as a chiral barrier site. Notably, the optically active β-amino acids were obtained by a Lewis base catalyzed hydrosilylation of β-enamino esters according to our former work. The chiral sensor has been used to conduct the enantioselective recognition of chiral mono and dicarboxylic acids derivatives. Using this fluorescent sensor, a moderate “turn-off” fluorescence-diminishment response towards enantiomer of tartaric acids, and proline was observed. It found that l-enantiomers quench the chiral fluorescence sensor more efficiently than d-enantiomers due to the absolute configuration of the β-amino acid.
Databáze: Directory of Open Access Journals