Highly Bright Near-Infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy

Xin Wei; Jingsheng Huang; Chi Zhang; Cheng Xu; Kanyi Pu; Yan Zhang

doi:10.1002/anie.202213791

Highly Bright Near-Infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy

Xin Wei, Jingsheng Huang, Chi Zhang, Cheng Xu, Kanyi Pu^*, Yan Zhang^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

45 Citations (Scopus)

Abstract

Near-infrared (NIR) chemiluminescence imaging holds potential for sensitive imaging of cancer due to its low background; however, few NIR chemiluminophores are available, which share the drawback of low chemiluminescence quantum yields (Φ_CL). Herein, we report the synthesis of NIR chemiluminophores for cancer imaging and laparotomy. Molecular engineering of the electron-withdrawing group at the para-position of the phenol-dioxetane leads to a highly bright NIR chemiluminophore (DPT), showing the Φ_CL (4.6×10⁻² Einstein mol⁻¹) that is 3 to 5-fold higher than existing NIR chemiluminophores. By caging the phenol group of DPT with a cathepsin B (CatB) responsive moiety, an activatable chemiluminescence probe (DPT_CB) is developed for real-time turn-on detection of deeply buried tumor tissues in living mice. Due to its high brightness, DPT_CB permits accurate chemiluminescence-guided laparotomy.

Original language	English
Article number	e202213791
Journal	Angewandte Chemie - International Edition
Volume	62
Issue number	8
DOIs	https://doi.org/10.1002/anie.202213791
Publication status	Published - Feb 13 2023
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2022 Wiley-VCH GmbH.

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

Activatable Probes
Biosensors
Chemiluminescence Imaging
In Vivo Imaging
Near-Infrared Fluorescence

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/anie.202213791

Cite this

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title = "Highly Bright Near-Infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy",

abstract = "Near-infrared (NIR) chemiluminescence imaging holds potential for sensitive imaging of cancer due to its low background; however, few NIR chemiluminophores are available, which share the drawback of low chemiluminescence quantum yields (ΦCL). Herein, we report the synthesis of NIR chemiluminophores for cancer imaging and laparotomy. Molecular engineering of the electron-withdrawing group at the para-position of the phenol-dioxetane leads to a highly bright NIR chemiluminophore (DPT), showing the ΦCL (4.6×10−2 Einstein mol−1) that is 3 to 5-fold higher than existing NIR chemiluminophores. By caging the phenol group of DPT with a cathepsin B (CatB) responsive moiety, an activatable chemiluminescence probe (DPTCB) is developed for real-time turn-on detection of deeply buried tumor tissues in living mice. Due to its high brightness, DPTCB permits accurate chemiluminescence-guided laparotomy.",

keywords = "Activatable Probes, Biosensors, Chemiluminescence Imaging, In Vivo Imaging, Near-Infrared Fluorescence",

author = "Xin Wei and Jingsheng Huang and Chi Zhang and Cheng Xu and Kanyi Pu and Yan Zhang",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",

year = "2023",

month = feb,

day = "13",

doi = "10.1002/anie.202213791",

language = "English",

volume = "62",

journal = "Angewandte Chemie - International Edition",

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AU - Wei, Xin

AU - Huang, Jingsheng

AU - Zhang, Chi

AU - Xu, Cheng

AU - Pu, Kanyi

AU - Zhang, Yan

PY - 2023/2/13

Y1 - 2023/2/13

N2 - Near-infrared (NIR) chemiluminescence imaging holds potential for sensitive imaging of cancer due to its low background; however, few NIR chemiluminophores are available, which share the drawback of low chemiluminescence quantum yields (ΦCL). Herein, we report the synthesis of NIR chemiluminophores for cancer imaging and laparotomy. Molecular engineering of the electron-withdrawing group at the para-position of the phenol-dioxetane leads to a highly bright NIR chemiluminophore (DPT), showing the ΦCL (4.6×10−2 Einstein mol−1) that is 3 to 5-fold higher than existing NIR chemiluminophores. By caging the phenol group of DPT with a cathepsin B (CatB) responsive moiety, an activatable chemiluminescence probe (DPTCB) is developed for real-time turn-on detection of deeply buried tumor tissues in living mice. Due to its high brightness, DPTCB permits accurate chemiluminescence-guided laparotomy.

AB - Near-infrared (NIR) chemiluminescence imaging holds potential for sensitive imaging of cancer due to its low background; however, few NIR chemiluminophores are available, which share the drawback of low chemiluminescence quantum yields (ΦCL). Herein, we report the synthesis of NIR chemiluminophores for cancer imaging and laparotomy. Molecular engineering of the electron-withdrawing group at the para-position of the phenol-dioxetane leads to a highly bright NIR chemiluminophore (DPT), showing the ΦCL (4.6×10−2 Einstein mol−1) that is 3 to 5-fold higher than existing NIR chemiluminophores. By caging the phenol group of DPT with a cathepsin B (CatB) responsive moiety, an activatable chemiluminescence probe (DPTCB) is developed for real-time turn-on detection of deeply buried tumor tissues in living mice. Due to its high brightness, DPTCB permits accurate chemiluminescence-guided laparotomy.

KW - Activatable Probes

KW - Biosensors

KW - Chemiluminescence Imaging

KW - In Vivo Imaging

KW - Near-Infrared Fluorescence

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ER -

Highly Bright Near-Infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

UN SDGs

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Investigators at Nanyang Technological University Report Findings in Cancer Imaging (Highly Bright Near-infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy)

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Highly Bright Near-Infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

UN SDGs

Access to Document

Other files and links

Fingerprint

Press/Media

Investigators at Nanyang Technological University Report Findings in Cancer Imaging (Highly Bright Near-infrared Chemiluminescent Probes for Cancer Imaging and Laparotomy)

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