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

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 <sup>19</sup>F-labeled chiral platinum probe capable of distinguishing both thiols and thioethers. This technique generates distinct <sup>19</sup>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.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-06-08
DOI
https://doi.org/10.1002/anie.202505700
Citations
8
Primary Topic
Sulfur Compounds in Biology
Type
article
Field-Weighted Citation Impact
8.89

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article

A 19 F‐Labeled Probe for the Chiral Discrimination of Thiols and Thioethers

Yanchuan Zhao, Guangxing Gu, Wei Zhang, Jian Wu et al.
8 citations
Angewandte Chemie International Edition
Sulfur Compounds in Biology
8.89
article

A 19 F‐Labeled Probe for the Chiral Discrimination of Thiols and Thioethers

Yanchuan Zhao, Guangxing Gu, Wei Zhang, Jian Wu, Qi Jia, Yining Sun, Jiajin Weng
article en
8 citations

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 <sup>19</sup>F-labeled chiral platinum probe capable of distinguishing both thiols and thioethers. This technique generates distinct <sup>19</sup>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.

Angewandte Chemie International EditionVol. 64(32)
Shanghai Institute of Organic Chemistry (CN)
National Natural Science Foundation of China, Chinese Academy of Sciences
Reduced inequalities, Peace, Justice and strong institutions
Openalex Percentile: Top 2%
Sulfur Compounds in Biology
8.89
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