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Visualization of enantiorecognition by excited-state conformation modulation

Author

Listed:
  • Zizhao Huang

    (East China University of Science and Technology)

  • Ying Hu

    (East China University of Science and Technology)

  • Jie Sun

    (East China University of Science and Technology)

  • Zhenyi He

    (East China University of Science and Technology)

  • Tao Jiang

    (East China University of Science and Technology)

  • He Tian

    (East China University of Science and Technology)

  • Xiang Ma

    (East China University of Science and Technology)

Abstract

Chiral purity is crucial in life sciences, emphasizing the importance of precise enantiomeric identification and the development of analytical techniques. Here, we design functional dyes with visual chiral recognition capabilities by introducing recognition units 2-amino-1,2-diphenylethanol into vibration-induced emission molecules. The unambiguous differentiation in luminescent colors upon binding to enantiomers facilitates the efficient recognition of enantiomers and the analysis of enantiomeric excess. The chiral recognition process originates from co-assembly under charge-aided hydrogen bonding interactions, which is significantly impacted by the steric hindrance effect, and further affects the planarization of the excited state conformation of the dye. This co-assembly process precisely amplifies the dynamics at the molecular level into macroscopic observable signals for real-time, highly sensitive recognition. Furthermore, we establish a sophisticated optical analysis system by correlating Red-Green-Blue values and CIE coordinates to analyze the enantiomeric excess of chiral molecules. This work opens a distinct avenue for visual chiral recognition and inspires the development of advanced optical materials in chiral sensing chemistry.

Suggested Citation

  • Zizhao Huang & Ying Hu & Jie Sun & Zhenyi He & Tao Jiang & He Tian & Xiang Ma, 2025. "Visualization of enantiorecognition by excited-state conformation modulation," Nature Communications, Nature, vol. 16(1), pages 1-8, December.
  • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-63065-2
    DOI: 10.1038/s41467-025-63065-2
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    References listed on IDEAS

    as
    1. Ming Hu & Ying-Xue Yuan & Weizhou Wang & Dong-Mi Li & Hong-Chao Zhang & Bai-Xing Wu & Minghua Liu & Yan-Song Zheng, 2020. "Chiral recognition and enantiomer excess determination based on emission wavelength change of AIEgen rotor," Nature Communications, Nature, vol. 11(1), pages 1-10, December.
    2. Ming Hu & Ying-Xue Yuan & Weizhou Wang & Dong-Mi Li & Hong-Chao Zhang & Bai-Xing Wu & Minghua Liu & Yan-Song Zheng, 2020. "Author Correction: Chiral recognition and enantiomer excess determination based on emission wavelength change of AIEgen rotor," Nature Communications, Nature, vol. 11(1), pages 1-1, December.
    3. Xichong Ye & Bowen Li & Zhaoxu Wang & Jing Li & Jie Zhang & Xinhua Wan, 2021. "Tuning organic crystal chirality by the molar masses of tailored polymeric additives," Nature Communications, Nature, vol. 12(1), pages 1-9, December.
    4. Song-Meng Wang & Yan-Fang Wang & Liping Huang & Li-Shuo Zheng & Hao Nian & Yu-Tao Zheng & Huan Yao & Wei Jiang & Xiaoping Wang & Liu-Pan Yang, 2023. "Chiral recognition of neutral guests by chiral naphthotubes with a bis-thiourea endo-functionalized cavity," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
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