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Taming Reactive Oxygen Species:Mitochondria-Targeting Aggregation-Induced Emission Luminogen for Neuron Protection via Photosensitization-Triggered Autophagy

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CCS Chemistry 2022年第7期4卷 2249-2257页

作者： Chao Chen Ruoyao Zhang Jianyu Zhang yufan Zhang Haoke Zhang Zaiyu wang Xiaolin Huang Sijie Chen Ryan T.K.Kwok jacky w.y.lam Dan Ding Ben Zhong Tang Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionInstitute for Advanced StudyState Key Laboratory of Molecular NanoscienceDivision of Life ScienceDepartment of Chemical and Biological EngineeringThe Hong Kong University of Science and TechnologyClear Water BayKowloonHong Kong 999077 State Key Laboratory ofMedicinal Chemical Biology Key Laboratory of Bioactive MaterialsMinistry of EducationCollege of Life SciencesNankai UniversityTianjin 300071 Ming wai Lau Centre for Reparative Medicine Karolinska InstitutetHong Kong 999077 Center for Aggregation-Induced Emission SCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhou 510640 Shenzhen Institute of Aggregate Science and Technology School of Science and EngineeringThe Chinese University of Hong KongShenzhen 518172 AIE Institute Guangzhou Development DistrictHuangpuGuangzhou 510530

Oxidative damage to cells leads to accumulated harmful wastes,which in turn aggravate the imbalance of reactive oxygen species(ROS)and related ***,provoking the cellular defense system against severe oxidation and maintaining ROS homeostasis are ***,we designed and synthesized a powerful mitochondria-targeting aggregation-induced emission photosensitizer(named DTCSPy)by maximal restriction of heat *** is demonstrated that taming ROS generation within mitochondria through photosensitization-triggered autophagy via DTCSPy achieved a better neuroprotective effect against oxidative damages than Nacety-L-cysteine and vitamin *** work not only provides a new way to design high-performance photosensitizers by regulating the photophysical property,but also verifies the concept that taming ROS can be used for cell protection against destructive oxidation,thereby displaying broad prospects for alleviating oxidation-related diseases and promoting cell-based therapy.

关键词： aggregation-induced emission mitochondrial targeting photosensitizer reactive oxygen species neuron protection

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具有聚集诱导发光效应的聚炔材料的合成及光学性能研究

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化学学报 2016年第11期74卷 877-884页

作者：韩婷詹嘉慧林荣业唐本忠香港科技大学化学系国家人体组织功能重建工程技术研究中心香港分中心香港科技大学深圳研究院深圳518057

合成了三种含有四苯基乙烯结构的双炔烃．这些双炔烃单体通过在CuCl催化下在邻二氯苯中进行的均聚反应可以高产率地生成线型聚炔．所得聚合物均可很好地溶解于常见有机溶剂中，并具有很高的热稳定性．这类聚炔材料在溶液态时几乎不发光... 详细信息

合成了三种含有四苯基乙烯结构的双炔烃．这些双炔烃单体通过在CuCl催化下在邻二氯苯中进行的均聚反应可以高产率地生成线型聚炔．所得聚合物均可很好地溶解于常见有机溶剂中，并具有很高的热稳定性．这类聚炔材料在溶液态时几乎不发光，但在聚集态或者固态下可高度发光，表现出典型的聚集诱导发光性质．同时，这些聚合物具有高透光性，可以允许整个可见光区的光透过．其薄膜在4001700nm宽波长范围内表现出高折射率（n=1．7787-1．6543）和低色差（D＇=0．0003）．紫外光照射可诱使聚合物薄膜发生交联过程，从而调控其折射率数值，并可生成高分辨率的荧光图案．

关键词：线型聚炔聚集诱导发光四苯基乙烯折射率

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A versatile AIE fluorogen with selective reactivity to primary amines for monitoring amination,protein labeling,and mitochondrial staining

Aggregate

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Aggregate 2023年第1期4卷 250-259页

作者： Xinyuan He Huilin Xie Lianrui Hu Pengchao Liu Changhuo Xu wei He wutong Du Siwei Zhang Hao Xing Xinyue Liu Hojeong Park Tsz Shing Cheung Min-Hui Li Ryan T.K.Kwok jacky w.y.lam Jian Lu Ben Zhong Tang Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionState Key Laboratory of Molecular NeuroscienceDivision of Life Science and Department of Chemical and Biological EngineeringThe Hong Kong University of Science and TechnologyKowloonHong KongChina Department of Mechanical Engineering City University of Hong KongGreater Bay Joint DivisionShenyang National Laboratory for Materials ScienceKowloonHong KongChina Chimie ParisTech PSL University Paris CNRSInstitut de Recherche de Chimie ParisParisFrance Department of Chemistry Guangdong-Hongkong-Macou Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsThe Hong Kong University of Science and TechnologyKowloonHong KongChina Center for Aggregation-Induced Emission SCUT-HKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhouChina School of Science and Engineering Shenzhen Key Laboratory of Functional Aggregate MaterialsThe Chinese University of Hong KongShenzhen CityGuangdongChina

Specific bioconjugation for native primary amines is highly valuable for both chemistry and biomedical *** all the efforts,scientists lack a proper strategy to achieve high selectivity for primary amines,not to mention the requirement of fast response in real ***,we report a chromone-based aggregation-induced emission(AIE)fluorogen called CMVMN as a self-reporting bioconjugation reagent for selective primary amine identification,and its applications for monitoring bioprocesses of amination and protein *** is AIE-active and capable of solid-state ***,its electrospun films are manufactured for visualization of amine diffusion and leakage *** also shows good biocompatibility and potential mitochondria-staining ability,which provides new insight for organelle-staining probe *** with its facile synthesis and good reversibility,CMVMN would not only show wide potential applications in biology,but also offer new possibilities for molecular engineering.

关键词： aggregation-induced emission(AIE) bioconjugation mitochondria-staining primary amines protein labeling

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“On water”Effect for Green Click Reaction:Spontaneous Polymerization of Activated Alkyne with“Inert”Aromatic Amine in Aqueous Media

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CCS Chemistry 2023年第2期5卷 385-396页

作者： Xinyue Liu Chen Zhang Lianrui Hu Jinghan wang Kai Li Hai-Tao Feng jacky wylam Benzhao He Ben Zhong Tang Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionGuangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsThe Hong Kong University of Science and TechnologyClear Water BayKowloonHong Kong 999077 HKUST-Shenzhen Research Institute Shenzhen 518057 Department of Biomedical Engineering SUSTech Academy for Advanced Interdisciplinary StudiesSouthern University of Science and TechnologyShenzhen 518055 AIE Research Center Shaanxi Key Laboratory of PhytochemistryCollege of Chemistry and Chemical EngineeringBaoji University of Arts and SciencesBaoji 721013 Center for Advanced Materials Research Beijing Normal University at ZhuhaiZhuhai 519085 School of Science and Engineering Shenzhen Institute of Aggregate Science and TechnologyThe Chinese University of Hong KongShenzhen 518172

Organic reactions in water have attracted great attention due to their advantages such as unique reaction performance and environmental *** reactions as well as polymerizations in aqueous media have been extensively investigated,and so far,there has been a massive amount of reporting about polymerizations in ***,reports about click polymerization in water have been ***,click polymerization of activated alkyne and aromatic amine in aqueous media is ***“on water”effect facilitates polymerization in aqueous media better than in organic solvents,and its mechanism is deciphered through experimental data and theoretical *** participates in the reaction and reduces the energy barrier to some ***,polymerization makes it possible for aromatic amine with low reactivity to be *** using this strategy,polymers with high molecular weights can be obtained in high yields(up to 95.4%).They show good thermal stability and high *** can be *** polymers with tetraphenylethylene moieties show aggregation-induced emission and can be used as materials for generating photopatterns and visualizing agents for specific staining of lysosome in living cells.

关键词： “on water”effect click polymerization aromatic amine photodegradation specific lysosome-staining

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聚｛11-[(4′-正庚氧基-4-联苯基)羰基]氧-1-十一炔｝的相结构与相转变

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高分子学报 2010年第6期20卷 759-764页

作者：余振强刘嘉浩朱才镇陈尔强 lam jacky wing yip 唐本忠北京大学化学与分子工程学院高分子科学与工程系高分子化学与物理教育部重点实验室北京100871 深圳大学化学与化工学院深圳市功能高分子重点实验室深圳518060 香港科技大学化学系

采用示差扫描量热法(DSC)、一维(1D)、二维(2D)广角X-射线衍射(wAXD)和偏光显微镜(PLM)等研究手段对聚{11-[(4′-正庚氧基-4-联苯基)羰基]氧-1-十一炔}(PA-9,7)的本体相转变和相结构进行研究,并采用分子动力学方法对相结构进行模拟.结... 详细信息

采用示差扫描量热法(DSC)、一维(1D)、二维(2D)广角X-射线衍射(wAXD)和偏光显微镜(PLM)等研究手段对聚{11-[(4′-正庚氧基-4-联苯基)羰基]氧-1-十一炔}(PA-9,7)的本体相转变和相结构进行研究,并采用分子动力学方法对相结构进行模拟.结果表明,样品的相转变为近晶B相(SmB)近晶A相(SmA)各向同性态(Iso).在近晶B相中,侧链在层状结构中排列成具有六次对称性的准长程有序结构。

关键词：聚炔液晶相结构相转变X-射线衍射

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A Simple Approach to Achieve Organic Radicals with Unusual Solid-State Emission and Persistent Stability

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CCS Chemistry 2022年第6期4卷 1912-1920页

作者： Xueqian Zhao Junyi Gong Parvej Alam Chao Ma yanpei wang Jing Guo Zebin Zeng Zikai He Herman H.y.Sung Ian D.williams Kam Sing wong Sijie Chen jacky w.y.lam Zheng Zhao Ben Zhong Tang Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and ReconstructionInstitute for Advanced Study and Guangdong-Hong Kong-Macro Joint Laboratory of Optoelectronic and Magnetic Functional MaterialsHong Kong University of Science and TechnologyClear Water BayKowloonHong Kong 999077 Department of Physics Hong Kong University of Science and TechnologyClear Water BayKowloonHong Kong 999077 State Key Laboratory of Chemo/Biosensing and Chemometrics College of Chemistry and Chemical EngineeringHunan UniversityChangshaHunan Province 410082 School of Science Harbin Institute of TechnologyShenzhenHIT Campus of University TownShenzhenGuangdong Province 518055 Ming wai Lau Centre for Reparative Medicine Karolinska InstitutetHong Kong 999077 School of Science and Engineering Chinese University of Hong KongShenzhenGuangdong Province 518172 HKUST-Shenzhen Research Institute South Area Hi-Tech ParkNanshanShenzhenGuangdong Province 518057 Center for Aggregation-Induced Emission SCUTHKUST Joint Research InstituteState Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhouGuangdong Province 510640 AIE Institute Guangzhou Development DistrictHuangpuGuangzhouGuangdong Province 510530

Sable organic radicals are promising materials for information storage,molecular magnetism,electronic devices,and biological *** organic radicals have been prepared,but most are non-or weakly emissive and degrade easily upon *** remains challenging to produce stable and efficient luminescent radicals because of the absence of general guidelines for their ***,we present a photoactivation approach to generate a stable luminescent radical from tris(4-chlorophenyl)phosph ine(TCPP)with red emission in the crystal *** mechanistic study suggests that the molecular symmetry breaking in the crystal causes changes of molecular conformation,redox properties,andmolecular packing that facilitates radical generation and *** design strategy demonstrates a straightforward approach to develop stable organic luminescent radicals that will open new doors to photoinduced luminescent radical materials.

关键词： luminescent radicals symmetry breaking tris(4-chlorophenyl)phosphine anticounterfeiting photoinduced electron transfer

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pH-responsive AIE nanogels for synergistic chemo-photodynamic cancer therapy with imaging guidance

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Science China Chemistry 2024年

作者： yilin Zhu Liping Zhang Rongyuan Zhang Chenghan He Han yang yong Liu Ryan T.K.Kwok jacky w.y.lam Jianwei Sun Jing Feng Zheng Zhao Cuiping yao Ben Zhong Tang Institute of Biomedical Photonics and Sensing School of Life Science and Technology Xi'an Jiaotong University Clinical Translational Research Center of Aggregation-Induced Emission The Second Affiliated Hospital School of Medicine School of Science and Engineering Shenzhen Institute of Aggregate Science and Technology The Chinese University of Hong KongShenzhen (CUHK-Shenzhen) Department of Urology Jining NO.1 People's Hospital AIE Institute Department of Chemistry the Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction Division of Life Science State Key Laboratory of Molecular Neuroscience and Department of Biological and Chemical Engineering The Hong Kong University of Science and Technology

Photodynamic therapy(PDT) is a promising cancer treatment that uses photosensitizers(PSs) to generate cytotoxic reactive oxygen species(ROS) under light, but improving its efficacy is crucial for clinical applications. To address this, we propose a smart nanoplatform(P@BAO-DOX) for synergistic chemo-photodynamic therapy, featuring efficient PDT, controllable drug release, and fluorescence imaging guidance. we designed an aggregation-induced emission(AIE)-based PS(BAO) with effective ROS generation and NIR-II fluorescence. Additionally, BAO as a PS and doxorubicin(DOX) as a chemo drug were encapsulated in pH-responsive nanogels(PNA) to obtain P@BAO-DOX nanogels. Upon uptake by tumor cells, the nanogel releases drugs in acidic conditions, leading to cell death. white light irradiation further triggers BAO to produce substantial ROS,enhancing phototoxicity and synergistic chemo-PDT cancer therapy. Thus, P@BAO-DOX nanogels, as a smart nanoplatform,offer precise drug release and efficient ROS generation for imaging-guided chemo-PDT synergistic therapy, showing promise in advancing cancer treatment.

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5-{[(4′-正戊基氧-4-联苯基基)羰基]氧}-1-戊炔的相转变与相结构

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物理化学学报 2010年第4期26卷 817-821页

作者：余振强朱才镇田赛刘剑洪 lam jacky wing yip 唐本忠深圳大学化学与化工学院深圳市功能高分子重点实验室广东深圳518060 香港科技大学化学系

采用差示扫描量热(DSC)、一维(1D)广角X射线衍射(wAXD)、热台偏光显微镜(PLM-hotstage)等研究手段对含联苯液晶基元的侧链液晶聚炔单体5-{[(4′-正戊基氧-4-联苯基基)羰基]氧}-1-戊炔(A3EO5)的本体相转变和相结构进行了研究.DSC和1D-wAX... 详细信息

采用差示扫描量热(DSC)、一维(1D)广角X射线衍射(wAXD)、热台偏光显微镜(PLM-hotstage)等研究手段对含联苯液晶基元的侧链液晶聚炔单体5-{[(4′-正戊基氧-4-联苯基基)羰基]氧}-1-戊炔(A3EO5)的本体相转变和相结构进行了研究.DSC和1D-wAXD实验结果表明,A3EO5在升温和降温过程中均呈现四个相转变过程,形成双向性液晶.样品从各向同性态降温至室温过程中,首先形成近晶A相,随后进入层内排列具有准长程有序的近晶B相,继续降温将形成层内为正交排列的近晶E相,在此之后样品进入晶相.PLM结果指出样品在各向同性态降温过程中分别形成球状织构、角锥织构和同心圆弧织构.

关键词：液晶相结构相转变 X射线衍射近晶相

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5-[4′-正庚基-氧-联苯基-4-氧-羰基]基-1-正戊炔的晶体结构研究

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高等学校化学学报 2005年第7期26卷 1366-1368,M010页

作者：刘雷静耿建新周云春尹丽李杲周恩乐 jacky lam wing yip 唐本忠中国科学院研究生院长春应用化学研究所高分子物理与化学国家重点实验室长春130022 香港科技大学化学系

The crystal structure of 5-{[(4′-heptoxy-biphenylyl-4-yl)oxy]carbonyl}-1-pentyne({A3E′O7}) was investigated by wide angle X-ray diffraction(wAXD), transmission electron microscope(TEM) and atom force microscope(AFM). The structures of A3E′O7 solution-crystal and melt-crystal are the same. The crystals belong to the monoclinic P112/m space group, the cell parameters are {a0.589 nm}, b0^771 nm, c4.75 nm, αβ90° and γ93.8°, the calculated cell density is {1.167 g/cm+3}.

关键词：晶体结构 5-[4′-正庚基-氧-联苯基-4-氧-羰基]基-1-正戊炔透射电镜 X射线衍射

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硝基苯衍生物结构与其淬灭聚(2,5-二戊氧基对亚苯基亚乙炔基)荧光效率的关系

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高分子学报 2007年第3期17卷 293-296页

作者：徐宏丽佟斌石建兵刘旸田旭玲董宇平 lam jacky wing yip 唐本忠北京理工大学材料科学与工程学院北京100081 北京理工大学理学院北京100081 香港科技大学化学系

The poly(2,5-dipentyloxy-para-phenylene ethynylene)(P) was synthesized by Pd-catalyzed Sonogashira coupling *** to causing energy transfer between the nitrobenzene’s quenchers and the polymer chains through the charge-transfer interaction,the fluorescence quenched properties of P varied obviously with the para-substituting group’s structure in the nitrobenzene *** fluorescence quenching efficiency of quenchers improved with increasing of electron repulsion capability of the para-substituting *** fluorescence quenching efficiency increased nonlinearly with the concentration of the quenchers and had,however,no relation with the quenching time.

关键词：聚对亚苯基亚乙炔基硝基苯衍生物荧光淬灭

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