Chiral Discrimination of Organothiols via 19 F NMR and a Multicomponent Reaction

作者：Yilin Zeng, Jiajin Weng, Guangxing Gu, Jian Wu, Byungjin Koo, Yanchuan Zhao · 发表于：Analytical Chemistry · 年份：2025 · DOI：10.1021/acs.analchem.5c01628 · 被引用次数：7 · 研究领域：Molecular Sensors and Ion Detection、Sulfur Compounds in Biology、Amino Acid Enzymes and Metabolism

This study aims to develop a sensitive and precise method for determining chiral thiols using an efficient multicomponent reaction. This innovative approach leverages the coupling of 19 F-labeled chiral amines, o -phthalaldehyde, and targeted thiol analytes to rapidly generate diastereoisomeric isoindole derivatives. These derivatives exhibit distinctive 19 F NMR signals, providing valuable insights for chiral discrimination. The introduction of chiral amines bearing dual 19 F labels enables dual-site detection, significantly enhancing the system’s resolving capabilities. The superior resolving power of this methodology is demonstrated through the simultaneous chiral discrimination of eight chiral thiols, showcasing its potential for analyzing complex samples in biological studies and pharmaceutical development.