Tuning Push–Pull Electronic Effects of AIEgens to Boost the Theranostic Efficacy for Colon Cancer

Feng, Haitao; Zou, Shaomin; Chen, Ming; Xiong, Feng; Lee, Mong‐Hong; Fang, Lekun; Tang, Ben Zhong

doi:10.1021/jacs.0c02434

Cited by 69 publications

(46 citation statements)

References 60 publications

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“…4E , 22 , which generates fluorophore SASMs formed by the aggregation of a fluorophore, is able to act as a PDT agent for imaging and inhibiting colon tumors simultaneously. 72 This study expands the molecular space of SASMs to fluorescent and phototoxic small molecules that aggregate in aqueous phases.…”

Section: Sasms Inhibit Pathogenic Cellsmentioning

confidence: 90%

Biological functions of supramolecular assemblies of small molecules in the cellular environment

Wang

2021

RSC Chem. Biol.

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Section: Sasms Inhibit Pathogenic Cellsmentioning

confidence: 90%

Biological functions of supramolecular assemblies of small molecules in the cellular environment

Wang

2021

RSC Chem. Biol.

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“…Although the g lum (10 −4 ) of cage⊃deoxynucleotides in water is not as high as that of gel-or solid-materials (10 −3 -10 −1 ) in organic solution, the CPL of discrete complexes in homogenous aqueous solutions is hardly achieved. [126][127][128][129][130][131][132][133] This is because most of the pure organic fluorophores exhibit weak or no emission in water. Therefore, the integration of fluorescence properties with high quantum yield in water and adaptive chirality of the cage based on its TPE units successfully endows the fluorescence of H-G systems with the selectivity for chirality, thus finally generating CPL in the aqueous solution.…”

Section: Chiroptical Propertiesmentioning

confidence: 99%

Adaptive Chirality of an Achiral Cage: Chirality Transfer, Induction, and Circularly Polarized Luminescence through Aqueous Host–Guest Complexation

Lin

Duan

et al. 2021

CCS Chem

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Chirality transfer, induction, and circularly polarized luminescence (CPL) using supramolecular hosts, such as macrocycles and cages, have been explored for wide-ranging applications in chiral recognition, sensing, catalysis, and chiroptical functional materials. Herein, we report the adaptive chirality of an achiral tetraphenylethene (TPE)-based octacationic cage (1) induced by binding with enantiopure deoxynucleotides (A, T, C, and G) through host-guest (H-G) complexation inwater. The hydrophobic cavity of the cage efficiently stabilizes the hydrogen-bonded dimerization of deoxynucleotides (A 2 , T 2 , C 2 , and G 2 ) to form H-G complexes in 1∶2 ratios. Given the photophysical properties and dynamic rotational conformation of the TPE units of the cage, cage⊃ deoxynucleotide complexes exhibited excellent chiroptical properties based on chirality transfer and induction from the chiral guest to the achiral host. For this supramolecular system, the cage showed a unique adaptive chirality of the double clockwise-typed (PP) rotational conformation of the two TPE units, which was induced by chiral guests (e.g., A 2 , T 2 , C 2 , and G 2 ) through H-G complexation in water. Furthermore, the adaptive chirality of the cage⊃deoxynucleotide complexes successfully induced CPL signals in homogeneous aqueous solutions. This study provides insights for the construction of adaptive chirality from an achiral TPE-based octacationic cage with dynamic conformational nature, and might facilitate further design of chiral functional materials for several applications, such as chiral recognition, sensing, displays, catalysis, and other chiral fluorescent supramolecular systems based on aqueous H-G complexation.

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“…S4). The size of NIR998 NPs in PBS contributed to their accumulation at tumor parts due to the EPR effects [30][31][32]. In addition, the NIR998 NPs solutions exhibited similar hydrodynamic diameter for 2 weeks while stored in the refrigerator at 4 °C (Additional file 1: Fig.…”

Section: Synthesis and Characterization Of Nir998 Npsmentioning

confidence: 99%

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

Wang

Chen

et al. 2021

J Nanobiotechnol

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Background The aim to develop a highly stable near-infrared (NIR) photoinduced tumor therapy agent stems from its considerable potential for biological application. Due to its long wavelength, biological imaging exhibits a high signal-to-background ratio, deep tissue penetration and maximum permissible light power, which can minimize damage to an organism during photoinduced tumor therapy. Results A class of stable NIR-II fluorophores (NIR998, NIR1028, NIR980, NIR1030, and NIR1028-S) based on aza–boron–dipyrromethene (aza-BODIPY) dyes with donor–acceptor-donor structures have been rationally designed and synthesized by harnessing the steric relaxation effect and intramolecular photoinduced electron transfer (IPET). These fluorophores exhibit an intense range of NIR-II emission, large Stokes shift (≥ 100 nm), excellent photothermal conversion performance, and superior stability against photobleaching. Among the NIR-II fluorophores, NIR998 possesses better NIR-II emission and photothermal conversion performance. NIR998 nanoparticles (NIR998 NPs) can be encapsulated by liposomes. NIR998 NPs show superior stability in the presence of light, heat, and reactive oxygen nitrogen species than that of indocyanine green NPs, as well as a higher photothermal conversion ability (η = 50.5%) compared to other photothermal agents. Finally, under the guidance of photothermal imaging, NIR998 NPs have been proven to effectively eliminate tumors via their excellent photothermal conversion performance while presenting negligible cytotoxicity. Conclusions Utilizing IPET and the steric relaxation effect can effectively induce NIR-II emission of aza-BODIPY dyes. Stable NIR998 NPs have excellent photothermal conversion performance and negligible dark cytotoxicity, so they have the potential to act as photothermal agents in biological applications.

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Tuning Push–Pull Electronic Effects of AIEgens to Boost the Theranostic Efficacy for Colon Cancer

Cited by 69 publications

References 60 publications

Biological functions of supramolecular assemblies of small molecules in the cellular environment

Biological functions of supramolecular assemblies of small molecules in the cellular environment

Adaptive Chirality of an Achiral Cage: Chirality Transfer, Induction, and Circularly Polarized Luminescence through Aqueous Host–Guest Complexation

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

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