Organic NIR-II dyes with ultralong circulation persistence for image-guided delivery and therapy

Li, Yang; Gao, Jianfeng; Wang, Shuping; Li, Shijun; Hou, Xiaowen; Pan, Yanna; Gao, Jialu; Qiao, Xue; Tian, Zhi‐Quan; Chen, Deliang; Deng, Hai; Deng, Zixin; Hong, Xuechuan; Xiao, Yuling

doi:10.1016/j.jconrel.2022.01.005

Cited by 28 publications

(20 citation statements)

References 59 publications

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“…Semiconducting oligomers (SOs) are small molecules with π-conjugated backbones, which are usually synthesized by Pd-catalyzed coupling reactions. − Compared with conventional cyanine dyes, SOs have much better photostability . Until now, various NIR-absorbing SOs have been synthesized and used for NIR-II FI. − However, most SOs are hydrophobic and require the addition of amphiphilic copolymers to encapsulate them into water-soluble nanoparticles . Such a feature can make them only be metabolized from the hepatobiliary pathway and may also undergo burst release during circulation .…”

Section: Introductionsupporting

confidence: 60%

A Renal-Clearable PEGylated Semiconducting Oligomer for the NIR-II Fluorescence Imaging of Tumor

Shi

Diao

Liang

et al. 2022

ACS Appl. Bio Mater.

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Second near-infrared window fluorescence imaging (NIR-II FI) has attracted tremendous attention in bioimaging. Until now, most probes for NIR-II FI are nanomaterials that are metabolized via hepatobiliary metabolism. Such a metabolic pathway may take several months, causing long-term toxicity. Herein, we design and synthesize a renal-clearable PEGylated semiconducting oligomer (PSO) for the NIR-II FI of tumor. PSO is composed of a semiconducting oligomer (SO) backbone as an NIR-II fluorescence reporter and four poly(ethylene glycol) (PEG) side chains as water-soluble enhancers. PSO can emit an NIR-II fluorescence signal with the maximum emission at 1000 nm under the excitation of 808 nm light. PSO shows good biocompatibility and can be partially cleared out of body via renal clearance. PSO can be utilized for the NIR-II FI of tumor as it can effectively accumulate into tumor.

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Section: Introductionsupporting

confidence: 60%

A Renal-Clearable PEGylated Semiconducting Oligomer for the NIR-II Fluorescence Imaging of Tumor

Shi

Diao

Liang

et al. 2022

ACS Appl. Bio Mater.

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“…Therefore, it is very important to determine the tumor boundary. Targeted fluorescent probes illuminate tumor cells in real time during surgery, helping doctors determine tumor boundaries and find metastases. − At present, FGS based on ICG has been applied to high-grade gliomas, laparoscopic adrenalectomy, and so on. , In the current study, the tumor boundary can be clearly identified with ICG-Herceptide, and the tumor tissue is successfully resected, illustrating the potential use of the NIR-II probe for clinical translation (Figure E).…”

Section: Discussionmentioning

confidence: 61%

Novel HER2-Targeted Peptide for NIR-II Imaging of Tumor

Cao

Shi

et al. 2023

Mol. Pharmaceutics

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Molecular targets serve a crucial role in drug development. Herein, we discovered a novel peptide that can specifically target the human epidermal growth factor receptor 2 (HER2) and thus named it Herceptide. In our study, Herceptide was conjugated to the near-infrared fluorescent dye indocyanine green (ICG) to obtain a probe, ICG-Herceptide. Importantly, specific binding to HER2 was revealed by molecular docking, surface plasmon resonance analysis, and competition assays. The probe showed high binding affinity (K D = 1.03 nM) and fast binding property (k on = 0.44 min −1 ). In vivo near-infrared window two (NIR-II, 1000−1700 nm) imaging in HER2-overexpressed SKOV3 tumor-bearing mice demonstrated a high tumor-to-normal tissue signal ratio (T/N = 7.3) at 8 h postinjection. In the blocking study, ICG-Herceptide coinjected with Herceptide only showed a weak tumor signal. In other HER2 high-expression tumors, such as non-small-cell lung cancer A549 and gastric cancer MKN45, the tumor-to-normal tissue signal ratios (T/N) were 4.1 and 4.7, respectively. In contrast, HER2 low-expression tumor MDAMB231 shows no imaging contrast between the tumor and normal tissues. Furthermore, tumor resection was successfully performed under the guidance of the ICG-Herceptide-based NIR-II imaging in subcutaneous SKOV3 mice models. The biocompatibility study indicated that the probe had no observable toxicity to cells and tissues. Overall, these results demonstrate that ICG-Herceptide is a promising optical probe for the diagnosis and localization of HER2-overexpressing tumors. Moreover, Herceptide is a novel HER2targeting peptide and can be further used for developing theranostic agents.

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“…Real-time dynamic imaging and tracking the physiological process of hemodynamics dysfunction in blood ow is highly signicant for preclinical biomedical research. 61,64 The prerequisite for NIR-II uorophores for the real-time dynamic monitoring of vascular diseases is that they should have enough long circulation time. LZ1105 containing four sulfonate groups have favorable NIR-II optical performance with the absorption and emission beyond 1000 nm.…”

Section: Nir-ii Tumor and Dynamic Bioimagingmentioning

confidence: 99%

“…PEGylation is also an effective strategy to improve water solubility and biocompatibility functionality. 61 5H5 with a terminal alkyne group was covalently modified with cRGD-PEG 8 via Cu( i )-catalyzed azide–alkyne click reaction for improving tumor targeted ability and water solubility. 35 Additionally, hydrophobic fluorophores can also be imparted water solubility via a non-covalent hydrophilic encapsulation method.…”

Section: Productive Manipulation Of Polymethine Fluorophoresmentioning

confidence: 99%

The pursuit of polymethine fluorophores with NIR-II emission and high brightness forin vivoapplications

Zhang

Lei

2022

Chem. Sci.

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Organic NIR-II dyes with ultralong circulation persistence for image-guided delivery and therapy

Cited by 28 publications

References 59 publications

A Renal-Clearable PEGylated Semiconducting Oligomer for the NIR-II Fluorescence Imaging of Tumor

A Renal-Clearable PEGylated Semiconducting Oligomer for the NIR-II Fluorescence Imaging of Tumor

Novel HER2-Targeted Peptide for NIR-II Imaging of Tumor

The pursuit of polymethine fluorophores with NIR-II emission and high brightness forin vivoapplications

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