Abstract
Chirality plays a pivotal role in drugs, agrochemicals and food additives et al. The enantiomers of a chiral molecule often show huge difference in bioactivity, metabolism, and toxicity et al. thereby, the recognition of chiral molecules shows an increasingly important priority. In this paper, a novel method for chiral fluorescence recognition based on anthracene fluorescent dyes (AD) ⊂ water-soluble pillar[5] arene containing phosphonic acid group (PWP[5]) is developed. The AD as guest molecule can complex with PWP [5] to form 1:1 AD ⊂ PWP[5] assembly, and this assembly can be further used as a fluorescent probe to identify D/L-phenylalanine and D/L-phenylalaninol by fluorescent titration. The fluorescence intensity of the assembly was significantly reduced for D-phenylalanine and D-phenylalaninol, while L-phenylalanine or L-phenylalaninol was added to AD ⊂ PWP[5] assembly, the fluorescence intensity of the assembly almost unchanged. Hence, the chiral recognition based on assembly between the achiral fused ring fluorescent dye and achiral PWP[5] was developed.
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Data sharing does not apply to this article Because no database was generated or analyzed during the current research period.
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Acknowledgements
The authors gratefully appreciated the support from Postgraduate Research & Practice Innovation Program of Jiangsu Province (KYCX21-1079). The authors also thanks to the support of the equipment provided by the college of chemistry and molecular engineering, Nanjing Tech University.
Funding
This work was supported by the National Natural Science Foundation of China (Grant No. 21406108). The research was conducted under financial support from National/Jiangsu College Students Innovation and Entrepreneurship Training Program, which was gratefully appreciated. The financial support from Nanjing Tech University was also gratefully appreciated.
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YC, KL, YL, and JC completed all experimental work. YC analyzed the results and wrote papers, HW proposed concepts, designed assemble model ideas, and provided supervision and completed review.
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Chen, Y., Lai, K., Cai, J. et al. Chiral Fluorescence Recognition by Anthracene Fluorescent Dyes ⊂ Water-Soluble Pillar[5] arene containing Phosphonic Acid Group (PWP[5]). J Fluoresc 32, 983–992 (2022). https://doi.org/10.1007/s10895-022-02908-3
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DOI: https://doi.org/10.1007/s10895-022-02908-3