Cited by 183Luminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionNonlinear Optical Materials Studies

Functionalized Acrylonitriles with Aggregation-Induced Emission: Structure Tuning by Simple Reaction-Condition Variation, Efficient Red Emission, and Two-Photon Bioimaging

Niu, Guangle, Zheng, Xiuli, Zhao, Zheng, Zhang, Haoke, Wang, Jianguo, He, Xuewen, Chen, Yuncong, Shi, Xiujuan +8 more·2019·Journal of the American Chemical Society

Abstract

Acrylonitriles with aggregation-induced emission (AIE) characteristics have been found to show promising applications in two-photon biomedical imaging. Generally, elaborate synthetic efforts are required to achieve different acrylonitriles with distinct functionalities. In this work, we first reported the synthesis of two different group-functionalized AIE-active acrylonitriles (TPAT-AN-XF and 2TPAT-AN) obtained simply by mixing the same reactants at different temperatures using a facile and transition metal-free synthetic method. These two AIE luminogens (AIEgens) exhibit unique properties such as bright red emission in the solid state, large Stokes shift, and large two-photon absorption cross section. Water-soluble nanoparticles (NPs) of 2TPAT-AN were prepared by a nanoprecipitation method. In vitro imaging data show that 2TPAT-AN NPs can selectively stain lysosome in live cells. Besides one-photon imaging, remarkable two-photon imaging of live tumor tissues can be achieved with high resolution and deep tissue penetration. 2TPAT-AN NPs show high biocompatibility and are successfully utilized in in vivo long-term imaging of mouse tumors with a high signal-to-noise ratio. Thus, the present work is anticipated to shed light on the preparation of a library of AIE-active functionalized acrylonitriles with intriguing properties for biomedical applications.

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Crossref · 10.1021/jacs.9b06196

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Authors
Niu, G., Zheng, X., Zhao, Z., Zhang, H., Wang, J., He, X., Chen, Y., Shi, X., Ma, C., Kwok, R. T. K., Lam, J. W. Y., Sung, H. H. Y., Williams, I. D., Wong, K. S., Wang, P., & Tang, B. Z.
Affiliations
  • Hong Kong University of Science and Technology (HK)
  • Chinese Academy of Sciences (CN)
Corresponding author
Tang, Ben Zhong
Venue
Journal of the American Chemical Society
Published
2019-08-22
Volume
141
Issue
38
Pages
15111-15120
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2969983440
Cited by
183
References
70
Citations by year
2026: 7 · 2025: 5 · 2024: 16 · 2023: 30 · 2022: 38 · 2021: 43 · 2020: 35 · 2019: 9
FWCI
11.28
Type
journal article
Language
en
Open access
closed
Locations
  • Journal of the American Chemical Society (publishedVersion)
  • PubMed (publishedVersion)
  • Rare & Special e-Zone (The Hong Kong University of Science and Technology) (submittedVersion)
Funders
  • Research Grants Council, University Grants Committee (16305015, A-HKUST 605/16, C6009-17G)
  • University Grants Committee (AoE/P-02/12, AoE/P-03/08)
  • Innovation and Technology Commission (ITC-CNERC14SC01)
  • National Natural Science Foundation of China (21788102)
  • Chinese Academy of Sciences (GJHZ1723, YJKYYQ20170015)
  • Shenzhen Municipality (JCYJ20180507183832744, JCYJ20160229205601482, JCYJ20170818113840164, JCYJ20170818113851132, JCYJ20170818113538482)
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
  • Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
  • Physical Sciences › Engineering › Biomedical Engineering › Nonlinear Optical Materials Studies
Keywords
aggregation-induced emission, acrylonitrile, AIEgens, red emission, two-photon absorption, water-soluble nanoparticles, nanoprecipitation, tumor imaging, deep tissue imaging, transition-metal-free synthesis, temperature-dependent synthesis, structure tuning, biocompatibility
MeSH terms
Acrylonitrile, Fluorescent Dyes, Molecular Structure, Photons, Optical Imaging

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