Cited by 96Luminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionNanoplatforms for cancer theranostics

Bio-Erasable Intermolecular Donor–Acceptor Interaction of Organic Semiconducting Nanoprobes for Activatable NIR-II Fluorescence Imaging

Tang, Yufu, Li, Yuanyuan, Lu, Xiaomei, Hu, Xiaoming, Zhao, Hui, Hu, Wenbo, Lu, Feng, Fan, Quli +1 more·2019·Advanced Functional Materials

Abstract

Abstract Activatable second near‐infrared window (NIR‐II; 1.0–1.7 µm) fluorescence probes that uncage deep‐tissue penetrating fluorescence by disease‐related biomarker stimuli hold great promise for detecting diseases with a poor understanding of the pathology at the molecular level with unprecedented resolution. However, currently, very few activatable NIR‐II fluorescence probes are reported mainly due to the lack of a simple yet general design strategy. Herein, a new and fairly generic design strategy using a bio‐erasable intermolecular donor–acceptor interaction to construct activatable NIR‐II fluorescence probes is reported. An organic semiconducting nanoprobe (SPNP) is constructed through blending a biomarker‐sensitive organic semiconducting non‐fullerene acceptor (3,9‐bis(2‐methylene‐(3‐(1,1‐dicyanomethylene)‐cyclopentane‐1,3‐dione‐[c]thiophen))‐5,5,11,11‐tetrakis(4‐hexylphenyl)‐dithieno[2,3‐d:2',3'‐d']‐s‐indaceno[1,2‐b:5,6‐b'] dithiophene) (ITTC) (one of electric acceptors in organic solar cells) with a biomarker‐inert semiconducting polymer donor 5‐(4,8‐bis((2‐ethylhexyl)oxy)‐6‐methylbenzo[1,2‐b:4,5‐b']difuran‐2‐yl)‐10‐methylnaphtho[1,2‐c:5,6‐c']bis([1,2,5]thiadiazole) (PDF) in an amphiphilic‐polymer‐coated single nanoparticle to suppress NIR‐II fluorescence of the donor via a intermolecular donor–acceptor interaction. The acceptor ITTC is found to be specifically degraded by hypochlorite (an important biomarker) to erase its acceptor property, thus erasing the intermolecular donor–acceptor interaction and uncaging NIR‐II fluorescence. Consequently, SPNP exhibits a 17.5‐fold higher fluorescence brightness in the hypochlorite‐abnormal inflammation in vivo than in normal tissues. Our bio‐erasable intermolecular donor–acceptor interaction strategy provides simple yet general guidelines to design various biomarker‐activatable NIR‐II fluorescence probes.

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Crossref · 10.1002/adfm.201807376

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  • After hypochlorite degraded the acceptor ITTC, the interaction disappeared, and the NIR-II fluorescence restored.

    “It was proposed that hypochlorite can degrade the acceptor ITTC (Figure 13c). After that, the interaction disappeared, and the NIR-II fluorescence restored.”

    From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [196]

  • Fan's group described a new method to construct a smart NIR-II probe using the bioerasable intermolecular donor-acceptor interaction.

    “Fan’s group described a new method to construct a smart NIR-II probe using the bioerasable intermolecular donor–acceptor interaction [196].”

    From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [196]

  • The fluorescence of conjugated polymers was quenched likely due to the strong donor-acceptor interaction.

    “The fluorescence of conjugated polymers was quenched likely due to the strong doner–acceptor interaction.”

    From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [196]

  • The donor semiconducting polymer and acceptor nonfullerene (ITTC) were accurately coated with an amphiphilic polymer in aqueous solution.

    “The donor semiconducting polymer and acceptor nonfullerene (ITTC) were accurately coated with an amphiphilic polymer in aqueous solution.”

    From Recent Advances in Nanomicelles Delivery Systems. (2020) · cites this paper as [196]

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Authors
Tang, Y., Li, Y., Lu, X., Hu, X., Zhao, H., Hu, W., Lu, F., Fan, Q., & Huang, W.
Affiliations
  • Nanjing University of Posts and Telecommunications (CN)
  • Nanjing Tech University (CN)
  • Northwestern Polytechnical University (CN)
Corresponding author
Fan, Quli
Venue
Advanced Functional Materials
Publisher
Wiley
Published
2018-12-27
Volume
29
Issue
10
ISSN
  • 1616-301X (ISSN-L)
  • 1616-3028
OpenAlex
W2907582934
Cited by
96
References
81
Citations by year
2026: 2 · 2025: 6 · 2024: 9 · 2023: 9 · 2022: 20 · 2021: 15 · 2020: 22 · 2019: 13
FWCI
4.66
Type
journal article
Language
en
Open access
closed
Locations
Advanced Functional Materials (publishedVersion)
Funders
National Natural Science Foundation of China (21674048, 21574064)
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 › Nanoplatforms for cancer theranostics
Keywords
NIR-II fluorescence imaging, non-fullerene acceptors, inflammation imaging, amphiphilic polymer coating, single nanoparticles, deep tissue imaging

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