Evaluation of Structure–Function Relationships of Aggregation-Induced Emission Luminogens for Simultaneous Dual Applications of Specific Discrimination and Efficient Photodynamic Killing of Gram-Positive Bacteria

Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge...

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Published in	Journal of the American Chemical Society Vol. 141; no. 42; pp. 16781 - 16789
Main Authors	Kang, Miaomiao, Zhou, Chengcheng, Wu, Shuangmei, Yu, Bingran, Zhang, Zhijun, Song, Nan, Lee, Michelle Mei Suet, Xu, Wenhan, Xu, Fu-Jian, Wang, Dong, Wang, Lei, Tang, Ben Zhong
Format	Journal Article
Language	English
Published	WASHINGTON American Chemical Society 23.10.2019 Amer Chemical Soc
Subjects	antibacterial properties Chemistry Chemistry, Multidisciplinary energy Gram-positive bacteria human health infectious diseases irradiation Physical Sciences rats reactive oxygen species Science & Technology Staphylococcus epidermidis structure-activity relationships white light CELLS DIRECT VISUALIZATION FUSOBACTERIUM FLUORESCENT ANTIBIOTICS THERAPY THERANOSTICS INFECTION RESISTANT STAPHYLOCOCCUS-AUREUS CANCER
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Abstract	Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge. Herein, we rationally designed and successfully developed a sequence of aggregation-induced emission luminogens (AIEgens) with orderly enhanced D–A strength. Evaluation of structure–function relationships reveals that AIEgens having intrinsic positive charge and proper ClogP value are able to stain Gram-positive bacteria. Meanwhile, one of the presented AIEgens (TTPy) can generate reactive oxygen species (ROS) in extraordinarily high efficiency under white light irradiation due to the smaller singlet–triplet energy gap. Thanks to the NIR emission, excellent specificity to Gram-positive bacteria, and effective ROS generation efficiency, TTPy has been proved to perform well in selective photodynamic killing of Gram-positive bacteria in vitro, such as S. aureus and S. epidermidis, even in S. aureus-infected rat wounds.
AbstractList	Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge. Herein, we rationally designed and successfully developed a sequence of aggregation-induced emission luminogens (AIEgens) with orderly enhanced D–A strength. Evaluation of structure–function relationships reveals that AIEgens having intrinsic positive charge and proper ClogP value are able to stain Gram-positive bacteria. Meanwhile, one of the presented AIEgens (TTPy) can generate reactive oxygen species (ROS) in extraordinarily high efficiency under white light irradiation due to the smaller singlet–triplet energy gap. Thanks to the NIR emission, excellent specificity to Gram-positive bacteria, and effective ROS generation efficiency, TTPy has been proved to perform well in selective photodynamic killing of Gram-positive bacteria in vitro, such as S. aureus and S. epidermidis, even in S. aureus-infected rat wounds. Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge. Herein, we rationally designed and successfully developed a sequence of aggregation-induced emission luminogens (AIEgens) with orderly enhanced D-A strength. Evaluation of structure-function relationships reveals that AIEgens having intrinsic positive charge and proper ClogP value are able to stain Gram-positive bacteria. Meanwhile, one of the presented AIEgens (TTPy) can generate reactive oxygen species (ROS) in extraordinarily high efficiency under white light irradiation due to the smaller singlet-triplet energy gap. Thanks to the NIR emission, excellent specificity to Gram-positive bacteria, and effective ROS generation efficiency, TTPy has been proved to perform well in selective photodynamic killing of Gram-positive bacteria in vitro, such as S. aureus and S. epidermidis, even in S. aureus-infected rat wounds.Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge. Herein, we rationally designed and successfully developed a sequence of aggregation-induced emission luminogens (AIEgens) with orderly enhanced D-A strength. Evaluation of structure-function relationships reveals that AIEgens having intrinsic positive charge and proper ClogP value are able to stain Gram-positive bacteria. Meanwhile, one of the presented AIEgens (TTPy) can generate reactive oxygen species (ROS) in extraordinarily high efficiency under white light irradiation due to the smaller singlet-triplet energy gap. Thanks to the NIR emission, excellent specificity to Gram-positive bacteria, and effective ROS generation efficiency, TTPy has been proved to perform well in selective photodynamic killing of Gram-positive bacteria in vitro, such as S. aureus and S. epidermidis, even in S. aureus-infected rat wounds. Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a multifunctional system bearing both rapid bacterial differentiation and effective antibacterial effects is highly in demand, but remains a severe challenge. Herein, we rationally designed and successfully developed a sequence of aggregation-induced emission luminogens (AIEgens) with orderly enhanced D-A strength. Evaluation of structure-function relationships reveals that AIEgens having intrinsic positive charge and proper ClogP value are able to stain Gram-positive bacteria. Meanwhile, one of the presented AIEgens (TTPy) can generate reactive oxygen species (ROS) in extraordinarily high efficiency under white light irradiation due to the smaller singlet-triplet energy gap. Thanks to the NIR emission, excellent specificity to Gram-positive bacteria, and effective ROS generation efficiency, TTPy has been proved to perform well in selective photodynamic killing of Gram-positive bacteria , such as and , even in -infected rat wounds.
Author	Kang, Miaomiao Wang, Dong Xu, Fu-Jian Lee, Michelle Mei Suet Wu, Shuangmei Wang, Lei Zhang, Zhijun Song, Nan Yu, Bingran Zhou, Chengcheng Xu, Wenhan Tang, Ben Zhong
AuthorAffiliation	Center for AIE Research, College of Materials Science and Engineering Key Laboratory of Biomedical Materials of Natural Macromolecules (Beijing University of Chemical Technology), Ministry of Education, Beijing Laboratory of Biomedical Materials Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science
AuthorAffiliation_xml	– name: Center for AIE Research, College of Materials Science and Engineering – name: Key Laboratory of Biomedical Materials of Natural Macromolecules (Beijing University of Chemical Technology), Ministry of Education, Beijing Laboratory of Biomedical Materials – name: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science
Author_xml	– sequence: 1 givenname: Miaomiao surname: Kang fullname: Kang, Miaomiao organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 2 givenname: Chengcheng surname: Zhou fullname: Zhou, Chengcheng organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 3 givenname: Shuangmei surname: Wu fullname: Wu, Shuangmei organization: Key Laboratory of Biomedical Materials of Natural Macromolecules (Beijing University of Chemical Technology), Ministry of Education, Beijing Laboratory of Biomedical Materials – sequence: 4 givenname: Bingran orcidid: 0000-0003-4912-5632 surname: Yu fullname: Yu, Bingran organization: Key Laboratory of Biomedical Materials of Natural Macromolecules (Beijing University of Chemical Technology), Ministry of Education, Beijing Laboratory of Biomedical Materials – sequence: 5 givenname: Zhijun surname: Zhang fullname: Zhang, Zhijun organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 6 givenname: Nan surname: Song fullname: Song, Nan organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 7 givenname: Michelle Mei Suet surname: Lee fullname: Lee, Michelle Mei Suet organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 8 givenname: Wenhan surname: Xu fullname: Xu, Wenhan organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science – sequence: 9 givenname: Fu-Jian orcidid: 0000-0002-1838-8811 surname: Xu fullname: Xu, Fu-Jian organization: Key Laboratory of Biomedical Materials of Natural Macromolecules (Beijing University of Chemical Technology), Ministry of Education, Beijing Laboratory of Biomedical Materials – sequence: 10 givenname: Dong orcidid: 0000-0001-5137-0771 surname: Wang fullname: Wang, Dong email: wangd@szu.edu.cn organization: Center for AIE Research, College of Materials Science and Engineering – sequence: 11 givenname: Lei orcidid: 0000-0002-2313-2095 surname: Wang fullname: Wang, Lei email: wl@szu.edu.cn organization: Center for AIE Research, College of Materials Science and Engineering – sequence: 12 givenname: Ben Zhong orcidid: 0000-0002-0293-964X surname: Tang fullname: Tang, Ben Zhong email: tangbenz@ust.hk organization: Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Department of Chemistry, Institute of Molecular Functional Materials, State Key Laboratory of Neuroscience, Division of Biomedical Engineering and Division of Life Science
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Snippet	Bacterial infectious diseases, especially those caused by Gram-positive bacteria, have been seriously threatening human health. Preparation of a...
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SubjectTerms	antibacterial properties Chemistry Chemistry, Multidisciplinary energy Gram-positive bacteria human health infectious diseases irradiation Physical Sciences rats reactive oxygen species Science & Technology Staphylococcus epidermidis structure-activity relationships white light
Title	Evaluation of Structure–Function Relationships of Aggregation-Induced Emission Luminogens for Simultaneous Dual Applications of Specific Discrimination and Efficient Photodynamic Killing of Gram-Positive Bacteria
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