Polymethine Thiopyrylium Fluorophores with Absorption beyond 1000 nm for Biological Imaging in the Second Near-Infrared Subwindow
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Small-molecule fluorescence imaging in the second near-infrared (NIR-II, 1000-1700 nm) window has gained increasing interest in clinical application. Till now, very few studies have been exploited in the small-molecule fluorophores with both excitation and emission in the NIR-II window. Inspired by the indocyanine green structure, a series of polymethine dyes with both absorption and emission in the NIR-II window have been developed for NIR-II imaging, providing the feasibility to directly compare optical imaging in the NIR-IIa (1300-1400 nm) subwindow under 1064 nm excitation with that in the NIR-II window under 808 nm excitation. The signal-background ratio and the tumor-normal tissue ratio achieved great improvement under 1064 nm excitation in the imaging of mouse blood pool and U87 glioma tumors. Our study not only introduces a broadband emission fluorophore for both NIR-II and NIR-IIa imaging, but also reveals the advantages of NIR-II excitation over NIR-I in in vivo imaging.
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Introduction of tripyrylium heterocycles leads to 5H5 (absorption λmax = 1069 nm, emission λmax = 1125 nm).
“The introduction of tripyrylium heterocycles leads to the development 5H5 (absorption λmax = 1069 nm, emission λmax = 1125 nm).44”
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- Authors
- Ding, B., Xiao, Y., Zhou, H., Zhang, X., Qu, C., Xu, F., Deng, Z., Cheng, Z., & Hong, X.
- Affiliations
- Wuhan University (CN)
- Stanford University (US)
- Tibet University (CN)
- Corresponding author
- Hong, Xuechuan
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2018-12-02
- Volume
- 62
- Issue
- 4
- Pages
- 2049-2059
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- OpenAlex
- W2902088541
- Cited by
- 215
- References
- 36
- Citations by year
- 2026: 15 · 2025: 21 · 2024: 28 · 2023: 22 · 2022: 34 · 2021: 33 · 2020: 43 · 2019: 19
- FWCI
- 8.87
- Type
- journal article
- Language
- en
- Open access
- green
- www.osti.gov
- Locations
- Journal of Medicinal Chemistry (publishedVersion)
- PubMed (publishedVersion)
- OSTI OAI (U.S. Department of Energy Office of Scientific and Technical Information) (submittedVersion)
- Funders
- National Cancer Institute (P50 CA114747)
- Ministry of Education of the People's Republic of China
- Natural Science Foundation of Jiangsu Province (BK20160387)
- Office of Science
- U.S. Department of Energy (DE-SC0008397)
- China Scholarship Council
- National Natural Science Foundation of China (81573383, 81773674, 21390402)
- Hubei Province Engineering and Technology Research Center for Fluorinated Pharmaceuticals
- Shenzhen Municipality (JCYJ20170303170809222)
- Scientifc and Technologic Council of Suzhou (SYG201521)
- Hubei Province (2017CFA024, 2017CFB711, 2016ACA126)
- Topics
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Health Sciences › Medicine › Radiology, Nuclear Medicine and Imaging › Optical Imaging and Spectroscopy Techniques
- Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
- Keywords
- polymethine dyes, NIR-II imaging, small-molecule fluorophores, 1064 nm excitation, 808 nm excitation, blood pool imaging, U87 glioma, tumor imaging, signal-to-background ratio
- MeSH terms
- Density Functional Theory, Animals, Female, Fluorescence, Fluorescent Dyes, Heterocyclic Compounds, 2-Ring, Humans, Mice, Inbred BALB C, Mice, Inbred C57BL, Mice, Nude, Models, Chemical, Neoplasms, Neovascularization, Pathologic, Integrin alphaVbeta3, Cell Line, Tumor, Small Molecule Libraries, Optical Imaging
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