Molecular design of near-infrared fluorescent Pdots for tumor targeting: aggregation-induced emission<i>versus</i>anti-aggregation-caused quenching

Tsai, Wei Kai; Wang, Chun-I; Liao, Chia Hsien; Yao, Chun-Nien; Kuo, Tsai Jhen; Liu, Ming Ho; Hsu, Chao‐Ping; Lin, Shu; Wu, Chang Yi; Pyle, Joseph R.; Chen, Jixin; Chan, Yang-Hsiang

doi:10.1039/c8sc03510e

Cited by 67 publications

(47 citation statements)

References 70 publications

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“…As a result, Pdots have recently found application in single‐particle tracking in cells, [35] lateral flow or blot‐style assays, [36, 37] and immunolabeling of cancer cells [38] . Despite this growing interest, Pdots with NIR emission remain rare [39–41] …”

Section: Introductionmentioning

confidence: 99%

Near‐Infrared‐Emitting Boron‐Difluoride‐Curcuminoid‐Based Polymers Exhibiting Thermally Activated Delayed Fluorescence as Biological Imaging Probes

et al. 2021

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Near‐infrared‐emitting polymers were prepared using four boron‐difluoride‐curcuminoid‐based monomers using ring‐opening metathesis polymerization (ROMP). Well‐defined polymers with molecular weights of ≈20 kDa and dispersities <1.07 were produced and exhibited near‐infrared (NIR) emission in solution and in the solid state with photoluminescence quantum yields (ΦPL) as high as 0.72 and 0.18, respectively. Time‐resolved emission spectroscopy revealed thermally activated delayed fluorescence (TADF) in polymers containing highly planar dopants, whereas room‐temperature phosphorescence dominated with twisted species. Density functional theory demonstrated that rotation about the donor–acceptor linker can give rise to TADF, even where none would be expected based on calculations using ground‐state geometries. Incorporation of TADF‐active materials into water‐soluble polymer dots (Pdots) gave NIR‐emissive nanoparticles, and conjugation of these Pdots with antibodies enabled immunofluorescent labeling of SK‐BR3 human breast‐cancer cells.

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Section: Introductionmentioning

confidence: 99%

Near‐Infrared‐Emitting Boron‐Difluoride‐Curcuminoid‐Based Polymers Exhibiting Thermally Activated Delayed Fluorescence as Biological Imaging Probes

et al. 2021

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“…Meanwhile, FI, as a highly sensitive and noninvasive technique, is also used as a powerful tool for clinical diagnosis. [ 46–48 ] Compared to conventional aggregation‐caused quenching (ACQ) luminogens, aggregation‐induced emission (AIE) luminogens are a kind of fluorogen that have weakly fluorescence when molecules are uniformly dispersed in solution but have strong fluorescence when aggregating. [ 49–54 ] For instance, Tang et al reported a novel small molecule dual‐modal MRI CA, consisted of a hydrophobic tetraphenylethylene (TPE) fluorophore and two hydrophilic gadolinium (Gd) diethylenetriaminepentaacetic acid moieties, for both magnetic and FI.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a Thermal‐Responsive Dual‐Modal Supramolecular Probe for Magnetic Resonance Imaging and Fluorescence Imaging

Zhou

Xie

et al. 2021

Macromol. Rapid Commun.

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Dual‐modal imaging can integrate the advantages of different imaging technologies, which could improve the accuracy and efficiency of clinical diagnosis. Herein, a novel amphiphilic thermal‐responsive copolymer obtained from three types of monomers, N‐isopropyl acrylamide, 2‐(acetoacetoxy) ethyl methacrylate, and propargyl methacrylate, by RAFT copolymerization, is reported. It can be grafted with β‐cyclodextrin and aggregation‐induced emission (AIE) luminogens tetraphenylethylene by click chemistry and Biginelli reaction. The multifunctional supramolecular polymer (P4) can be constructed by host–guest inclusion between the copolymer and the Gd‐based contrast agent (CA) modified by adamantane [Ad‐(DOTA‐Gd)]. And it can form vesicles with a bilayer structure in aqueous which will enhance the AIE and magnetic resonance imaging effects. As fluorescent thermometer, P4 can enter HeLa cells for intracellular fluorescence imaging (FI) and is sensitive to temperature with detection limit value of 1.5 °C. As magnetic resonance CA, P4 exhibits higher relaxation compared to Magnevist, which can prolong the circulation time in vivo. In addition, Gd3+ in the polymer can be quickly released from the body by disassembly that reduced the biological toxicity. This work introduces new synthetic ideas for dual‐modal probe, which has great potential for clinical diagnostic applications in bioimaging.

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“…[ 5 ] Additionally, optical interferences (e.g., autofluorescence) should be minimized as it may cause high background signals and hence limit the detection sensitivity. [ 6 ] Fluorescent nanoparticles (FNPs) based on inorganic compounds, [ 7 ] semiconductor quantum dots (Qdots), [ 8 ] semiconducting polymer dots (Pdots), [ 9 ] organic dyes, [ 10 ] and carbon dots (CDs) [ 11 ] have been generated and extensively investigated. However, it has been shown that most of the inorganic fluorescent materials have certain inherent limitations including high biological toxicity, non‐degradability, poor biocompatibility, or high cost.…”

Section: Introductionmentioning

confidence: 99%

Tailorable Membrane‐Penetrating Nanoplatform for Highly Efficient Organelle‐Specific Localization

Zhang

Wang

Feng

et al. 2021

Small

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Given the breadth of currently arising opportunities and concerns associated with nanoparticles for biomedical imaging, various types of nanoparticles have been widely exploited, especially for cellular/subcellular level probing. However, most currently reported nanoparticles either have inefficient delivery into cells or lack specificity for intracellular destinations. The absence of well‐defined nanoplatforms remains a critical challenge hindering practical nano‐based bio‐imaging. Herein, the authors elaborate on a tailorable membrane‐penetrating nanoplatform as a carrier with encapsulated actives and decorated surfaces to tackle the above‐mentioned issues. The tunable contents in such a versatile nanoplatform offer huge flexibility to reach the expected properties and functions. Aggregation‐induced emission luminogen (AIEgen) is applied to achieve sought‐after photophysical properties, specific targeting moieties are installed to give high affinity towards different desired organelles, and critical grafting of cell‐penetrating cyclic disulfides (CPCDs) to promote cellular uptake efficiency without sacrificing the specificity. Hereafter, to validate its practicability, the tailored nano products are successfully applied to track the dynamic correlation between mitochondria and lysosomes during autophagy. The authors believe that the strategy and described materials can facilitate the development of functional nanomaterials for various life science applications.

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Molecular design of near-infrared fluorescent Pdots for tumor targeting: aggregation-induced emissionversusanti-aggregation-caused quenching

Abstract: This article presents the first work to fundamentally study the effect of steric hindrance in Pdot systems.

Cited by 67 publications

References 70 publications

Near‐Infrared‐Emitting Boron‐Difluoride‐Curcuminoid‐Based Polymers Exhibiting Thermally Activated Delayed Fluorescence as Biological Imaging Probes

Near‐Infrared‐Emitting Boron‐Difluoride‐Curcuminoid‐Based Polymers Exhibiting Thermally Activated Delayed Fluorescence as Biological Imaging Probes

Synthesis of a Thermal‐Responsive Dual‐Modal Supramolecular Probe for Magnetic Resonance Imaging and Fluorescence Imaging

Tailorable Membrane‐Penetrating Nanoplatform for Highly Efficient Organelle‐Specific Localization

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