A <sup>19</sup> F‐Labeled Probe for the Chiral Discrimination of Thiols and Thioethers

J Jiajin Weng (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) G Guangxing Gu (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) W Wei Zhang Q Qi Jia Y Yining Sun J Jian Wu Y Yanchuan Zhao (State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials 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)

Abstract

Abstract Sulfur‐containing compounds are pivotal in cellular processes such as redox balance and signal transduction. Traditionally, these compounds, especially thiols, are detected using fluorescence probes. However, these probes fall short in targeting thioethers due to their lower reactivity. Moreover, the chiral discrimination of thiols and thioethers typically relies on chromatographic methods, where separation‐free, in situ strategies are highly desirable. To address this, we have developed a novel 19 F‐labeled chiral platinum probe capable of distinguishing both thiols and thioethers. This technique generates distinct 19 F NMR signals that correspond to the stereoconfiguration of the analytes, enabling direct determination of their enantiocomposition. This method holds potential for integration into high‐throughput workflows, boosting pharmaceutical and biological research by facilitating rapid, efficient chiral analysis of crucial compounds.

Article Details

Volume / Issue Vol. 64, Issue 32
Published August 04, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (7)

J

Jiajin Weng

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

G

Guangxing Gu

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

W

Wei Zhang

Q

Qi Jia

Y

Yining Sun

J

Jian Wu

Y

Yanchuan Zhao

State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials 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