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通过动态共价化学定制F标记探针的性能以改善手性识别

Tailoring the Performance of F-Labeled Probes via Dynamic Covalent Chemistry for Improved Chiral Discrimination.

作者信息

Weng Jiajin, Wen Lixian, Gu Guangxing, Bao Wenjing, Wu Jian, Zhao Yanchuan

机构信息

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, 345 Ling-Ling Road, Shanghai 200032, China.

出版信息

Anal Chem. 2024 Aug 20;96(33):13551-13556. doi: 10.1021/acs.analchem.4c02198. Epub 2024 Aug 7.

Abstract

This work presents a novel strategy for postmodifying probes using dynamic covalent chemistry. Leveraging reversible interactions between boronic acid and diols, we obtained a panel of F-labeled probes with distinct resolving abilities. This approach enables rapid identification of probes with satisfactory performance, streamlining synthesis, and enhancing efficiency in chiral analysis. Our findings demonstrate an exceptional ability to differentiate compounds with distal chirality and challenging aliphatic amines. The postmodified probes also exhibit accuracy and reliability in determining enantiomeric excess, promising advancements in enantio-analysis techniques and chiral discrimination.

摘要

这项工作提出了一种利用动态共价化学对探针进行后修饰的新策略。利用硼酸与二醇之间的可逆相互作用,我们获得了一组具有不同分辨能力的F标记探针。这种方法能够快速鉴定出性能良好的探针,简化合成过程,并提高手性分析的效率。我们的研究结果表明,该方法在区分具有远端手性的化合物和具有挑战性的脂肪族胺方面具有卓越的能力。后修饰探针在测定对映体过量方面也表现出准确性和可靠性,为对映体分析技术和手性识别带来了有前景的进展。

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