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Chiral recognition and enantiomer excess determination based on emission wavelength change of AIEgen rotor

Ming Hu, Ying-Xue Yuan, Weizhou Wang, Dong-Mi Li, Hong-Chao Zhang, Bai-Xing Wu, Minghua Liu and Yan-Song Zheng ()
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Ming Hu: Huazhong University of Science and Technology
Ying-Xue Yuan: Huazhong University of Science and Technology
Weizhou Wang: Luoyang Normal University
Dong-Mi Li: Luoyang Normal University
Hong-Chao Zhang: Huazhong University of Science and Technology
Bai-Xing Wu: Huazhong University of Science and Technology
Minghua Liu: Chinese Academy of Sciences
Yan-Song Zheng: Huazhong University of Science and Technology

Nature Communications, 2020, vol. 11, issue 1, 1-10

Abstract: Abstract Chiral recognition, such as enantioselective interactions of enzyme with chiral agents, is one of the most important issues in the natural world. But artificial chiral receptors are much less efficient than natural ones. For tackling the chiral recognition and enantiomer excess (ee) analysis, up until now all the fluorescent receptors have been developed based on fluorescence intensity changes. Here we report that the chiral recognition of a large number of chiral carboxylic acids, including chiral agrochemicals 2,4-D, is carried out based on fluorescent colour changes rather than intensity changes of AIEgen rotors. Moreover, the fluorescence wavelength of the AIEgen rotor linearly changes with ee of the carboxylic acid, enabling the ee to be accurately measured with average absolute errors (AAE) of less than 2.8%. Theoretical calculation demonstrates that the wavelength change is ascribed to the rotation of the AIEgen rotor upon interaction with different enantiomers.

Date: 2020
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DOI: 10.1038/s41467-019-13955-z

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