A multifunctional AIEgen with high cell-penetrating ability for intracellular fluorescence assays, imaging and drug delivery

Li, Yan Jie; Zhang, Hao Tian; Chen, Xiao Ying; Gao, Peng Fei; Hu, Changhua

doi:10.1039/c9qm00089e

Cited by 22 publications

(9 citation statements)

References 56 publications

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“…Since DSS-4-DEA forms the aggregate it can thus be loaded with Cur. Therefore, the DSS-4-DEA displayed multiple bio applications [ 149 ]. Ma and group in the year 2019 designed a two-photon fluorescent molecule using DOX and conjugated polymer P(TPMA-co-AEMA)-PEI(DA)-Blink-PEG(PAEE Blink -DA) with an AIE-active property was synthesized.…”

Section: Aie Molecules For Drug Delivery Systemsmentioning

confidence: 99%

Recent Advances in Aggregation-Induced Emission Active Materials for Sensing of Biologically Important Molecules and Drug Delivery System

et al. 2021

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The emergence and development of aggregation induced emission (AIE) have attracted worldwide attention due to its unique photophysical phenomenon and for removing the obstacle of aggregation-caused quenching (ACQ) which is the most detrimental process thereby making AIE an important and promising aspect in various fields of fluorescent material, sensing, bioimaging, optoelectronics, drug delivery system, and theranostics. In this review, we have discussed insights and explored recent advances that are being made in AIE active materials and their application in sensing, biological cell imaging, and drug delivery systems, and, furthermore, we explored AIE active fluorescent material as a building block in supramolecular chemistry. Herein, we focus on various AIE active molecules such as tetraphenylethylene, AIE-active polymer, quantum dots, AIE active metal-organic framework and triphenylamine, not only in terms of their synthetic routes but also we outline their applications. Finally, we summarize our view of the construction and application of AIE-active molecules, which thus inspiring young researchers to explore new ideas, innovations, and develop the field of supramolecular chemistry in years to come.

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Section: Aie Molecules For Drug Delivery Systemsmentioning

confidence: 99%

Recent Advances in Aggregation-Induced Emission Active Materials for Sensing of Biologically Important Molecules and Drug Delivery System

et al. 2021

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“…Aggregation-induced emission (AIE) is an unusual photophysical phenomenon that some luminogens show no or weak fluorescence in solution but highly boosted emissions in the aggregate and solid state. − Previous studies demonstrated that the cyano groups render acrylonitriles with twisted structures to result in AIE properties and avoid aggregation-caused quenching (ACQ) in the aggregate state in aqueous environment. , On the basis of acrylonitriles, many multicolor brightly emissive AIE luminogens (AIEgens) have been synthesized and applied in various fields such as fluorescence sensing and one- and two-photon bioimaging. − Among these AIEgens, acrylonitriles with bright red emission are particularly preferred in bioimaging because of the reduced photodamage, minimal background autofluorescence, and deep tissue penetration. − Unfortunately, highly red-emissive acrylonitrile-based AIEgens are still rare. − In addition, their structures are complicated and their synthesis involves multistep reaction routes and time-consuming isolation or purification. On the other hand, for specific reactants, the change of reaction conditions generally exerts little effect on the reaction type to give only one main product.…”

Section: Introductionmentioning

confidence: 99%

Functionalized Acrylonitriles with Aggregation-Induced Emission: Structure Tuning by Simple Reaction-Condition Variation, Efficient Red Emission, and Two-Photon Bioimaging

et al. 2019

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Acrylonitriles with aggregation-induced emission (AIE) characteristics have been found to show promising applications in twophoton biomedical imaging. Generally, elaborate synthetic efforts are required to achieve different acrylonitriles with distinct functionalities. In this work, we first reported the synthesis of two different group-functionalized AIE-active acrylonitriles (TPAT-AN-XF and 2TPAT-AN) obtained simply by mixing the same reactants at different temperatures using a facile and transition metalfree synthetic method. These two AIE luminogens (AIEgens) exhibit unique properties such as bright red emission in the solid state, large Stokes shift, and large two-photon absorption cross section. Water-soluble nanoparticles (NPs) of 2TPAT-AN were prepared by a nanoprecipitation method. In vitro imaging data show that 2TPAT-AN NPs can selectively stain lysosome in live cells. Besides one-photon imaging, remarkable two-photon imaging of live tumor tissues can be achieved with high resolution and deep tissue penetration. 2TPAT-AN NPs show high biocompatibility and are successfully utilized in in vivo long-term imaging of mouse tumors with a high signal-to-noise ratio. Thus, the present work is anticipated to shed light on the preparation of a library of AIE-active functionalized acrylonitriles with intriguing properties for biomedical applications.

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“…A new class of fluorescent materials ( Figure 1B ) with aggregation-induced emission (AIE) discovered by Tang's group and others have received considerable attention due to their unique photophysical properties (Luo et al, 2001 ; An et al, 2002 , 2012 ; Shimizu et al, 2009 ; Shustova et al, 2013 ; Yan et al, 2015 ; Sasaki et al, 2016 ; Li and Li, 2017 ; Tsujimoto et al, 2017 ; Zhang et al, 2017 ; Ren et al, 2019 ; Guo et al, 2020 ; Hu et al, 2020 ; Kong et al, 2020 ; Mao et al, 2020 ; Qin et al, 2020 ). The widely accepted working mechanism of AIE-active fluorescent materials is restriction of intramolecular motions (Mei et al, 2015 ; Chen et al, 2019 ; Tu et al, 2020 ), thus the AIE materials generally show strong emission in aggregate and solid states and strong photobleaching resistance (Hong et al, 2011 ; Chen Y. et al, 2018 ; Cao et al, 2019 ; Li et al, 2019 ; Chen et al, 2020 ; Feng H. et al, 2020 ; He et al, 2020b ; Huang et al, 2020 ; Li Q. et al, 2020 ; Ni et al, 2020 ; Wei et al, 2020 ; Xu Y. et al, 2020 ; Yin et al, 2020 ). On the other hand, AIE materials mostly exist in the form of nanoaggregates in biological systems, which are not easily discharged by the biological system through metabolism, enabling long-term dynamic tracking (Xie et al, 2019 ; Niu et al, 2020 ).…”

Section: Introductionmentioning

confidence: 99%

Fluorescent AIE-Active Materials for Two-Photon Bioimaging Applications

Lü

Liu

et al. 2020

Front. Chem.

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Fluorescence imaging has been widely used as a powerful tool for in situ and real-time visualization of important analytes and biological events in live samples with remarkably high selectivity, sensitivity, and spatial resolution. Compared with one-photon fluorescence imaging, two-photon fluorescence imaging exhibits predominant advantages of minimal photodamage to samples, deep tissue penetration, and outstanding resolution. Recently, the aggregation-induced emission (AIE) materials have become a preferred choice in two-photon fluorescence biological imaging because of its unique bright fluorescence in solid and aggregate states and strong resistance to photobleaching. In this review, we will exclusively summarize the applications of AIE-active materials in two-photon fluorescence imaging with some representative examples from four aspects: fluorescence detection, in vitro cell imaging, ex vivo tissue imaging, and in vivo vascular imaging. In addition, the current challenges and future development directions of AIE-active materials for two-photon bioimaging are briefly discussed.

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A multifunctional AIEgen with high cell-penetrating ability for intracellular fluorescence assays, imaging and drug delivery

Abstract: A diethylamino-modified multifunctional ESIPT AIEgen with superior cell-penetrating capacity is applied for intracellular fluorescence assays, imaging and drug delivery.

Cited by 22 publications

References 56 publications

Recent Advances in Aggregation-Induced Emission Active Materials for Sensing of Biologically Important Molecules and Drug Delivery System

Recent Advances in Aggregation-Induced Emission Active Materials for Sensing of Biologically Important Molecules and Drug Delivery System

Functionalized Acrylonitriles with Aggregation-Induced Emission: Structure Tuning by Simple Reaction-Condition Variation, Efficient Red Emission, and Two-Photon Bioimaging

Fluorescent AIE-Active Materials for Two-Photon Bioimaging Applications

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