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Cited by 183Luminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionPhotochemistry and Electron Transfer Studies

Acceptor engineering for NIR-II dyes with high photochemical and biomedical performance

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Ji, Aiyan, Lou, Hongyue, Qu, Chunrong, Lu, Wanglong, Hao, Yifan, Li, Jiafeng, Wu, Yuyang, Chang, Tonghang +2 more·2022·Nature Communications
DOI 10.1038/s41467-022-31521-yPMC PMC9250501
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Abstract

It is highly important and challenging to develop donor-acceptor-donor structured small-molecule second near-infrared window (NIR-II) dyes with excellent properties such as water-solubility and chem/photostability. Here, we discovery an electron acceptor, 6,7-di(thiophen-2-yl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline (TQT) with highest stability in alkaline conditions, compared with conventional NIR-II building block benzobisthiadiazole (BBT) and 6,7-diphenyl-[1,2,5] thiadiazolo[3,4-g]quinoxaline (PTQ). The sulfonated hydrophilic dye, FT-TQT, is further synthesized with 2.13-fold increased quantum yield than its counterpart FT-BBT with BBT as acceptor. FT-TQT complexed with FBS is also prepared and displays a 16-fold increase in fluorescence intensity compared to FT-TQT alone. It demonstrates real-time cerebral and tumor vessel imaging capability with µm-scale resolution. Dynamic monitoring of tumor vascular disruption after drug treatment is achieved by NIR-II fluorescent imaging. Overall, TQT is an efficient electron acceptor for designing innovative NIR-II dyes. The acceptor engineering strategy provides a promising approach to design next generation of NIR-II fluorophores which open new biomedical applications.

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  • Binding with fetal bovine serum may serve as an effective approach to enhance the hydrophilicity and fluorescence intensity of hydrophobic dyes.

    “Binding with fetal bovine serum (FBS) may serve as an effective approach to enhance the hydrophilicity and fluorescence intensity of hydrophobic dyes237.”

    From Organic small-molecule NIR-II fluorophores for tumor phototheranostics (2026) · cites this paper as [237]

    The Introduction (page unavailable) reports that loading FT-TQT into FBS increased its fluorescence intensity 16-fold relative to FT-TQT in PBS. The paper does not report improved hydrophilicity from FBS binding; the Discussion instead describes FT-TQT as already water-soluble. Its result therefore supports the fluorescence part, but not the claimed benefit for hydrophobic dyes. (LLM, conf=0.86)

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Cited by

Sorted by citations

Authors
Ji, A., Lou, H., Qu, C., Lu, W., Hao, Y., Li, J., Wu, Y., Chang, T., Chen, H., & Cheng, Z.
Affiliations
Chinese Academy of Sciences (CN)
Corresponding author
  • Chen, Hao
  • Cheng, Zhen
ORCID
Venue
Nature Communications
Publisher
Springer Science and Business Media LLC
Published
2022-07-02
Volume
13
Issue
1
Pages
3815-3815
ISSN
2041-1723 (ISSN-L)
DOI
10.1038/s41467-022-31521-y
PMC
PMC9250501
OpenAlex
W4283769919
Cited by
183
References
6
Citations by year
2026: 33 · 2025: 50 · 2024: 50 · 2023: 39 · 2022: 11
FWCI
10.54
Type
journal article
Language
en
Update notices
correction (2022-08-25)
Open access
Licence
Locations
  • Nature Communications (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • RePEc: Research Papers in Economics (submittedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
Funders
Shanghai Municipal Science and Technology Major Project
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
  • Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
  • Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
Keywords
electron acceptors, benzobisthiadiazole, fluorescence quantum yield, photostability, fluorescence imaging, NIR-II fluorophores
MeSH terms
Engineering, Fluorescent Dyes, Humans, Ionophores, Neoplasms, Vascular Tissue, Quinoxalines, Oxidants

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