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

作者信息

Zeng Yilin, Weng Jiajin, Gu Guangxing, Wu Jian, Koo Byungjin, Zhao Yanchuan

机构信息

State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China.

Instrumental Analysis Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

出版信息

Anal Chem. 2025 Aug 19;97(32):17398-17404. doi: 10.1021/acs.analchem.5c01628. Epub 2025 Aug 8.

Abstract

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 F-labeled chiral amines, -phthalaldehyde, and targeted thiol analytes to rapidly generate diastereoisomeric isoindole derivatives. These derivatives exhibit distinctive F NMR signals, providing valuable insights for chiral discrimination. The introduction of chiral amines bearing dual 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.

摘要

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