Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens
Summary: Aggregation-induced emission luminogens (AIEgens) have been extensively investigated and widely used in biomedical fields. However, AIEgens are mostly derived from petrochemicals, leading to challenges of renewability, sustainability, and biocompatibility. Therefore, it is of striking prosp...
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Elsevier
2025-05-01
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| Series: | iScience |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2589004225007813 |
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| author | Shouji Li Xiaobin Li Junyu Liu Yuting Lin Xuedan Zhang Weiren Zhong Juan Li Caifa You Dong Wang Jisong Zhang Xu Xu Xu-Min Cai Can Yang Zhang |
| author_facet | Shouji Li Xiaobin Li Junyu Liu Yuting Lin Xuedan Zhang Weiren Zhong Juan Li Caifa You Dong Wang Jisong Zhang Xu Xu Xu-Min Cai Can Yang Zhang |
| author_sort | Shouji Li |
| collection | DOAJ |
| description | Summary: Aggregation-induced emission luminogens (AIEgens) have been extensively investigated and widely used in biomedical fields. However, AIEgens are mostly derived from petrochemicals, leading to challenges of renewability, sustainability, and biocompatibility. Therefore, it is of striking prospect to construct bioproduct-based AIEgens (BioAIEgens) based on the natural profits. Herein, we proposed a straightforward method named “rotor-alicyclic” strategy to prepare BioAIEgens with high fluorescence and produce reactive oxygen species (ROS) activities as well as high biosafety. We prepared four BioAIEgens by introducing two rotors and a naturally rigid alicyclic moiety into coumarin molecule. The aggregation-induced emission (AIE) performances were evaluated, especially the fluorescence and production of ROS activities. Mechanistic study proved that the introduction of two rotors can destroy the planar structure, and the rigid alicyclic moiety can limit the molecular motion. Furthermore, the biosafety was carefully investigated in vitro and in vivo, demonstrating the high biocompatibility. Summarily, we developed a facile engineering method to prepare BioAIEgens. |
| format | Article |
| id | doaj-art-200f30d95fcf4a4aa4f50d1f98e3cb86 |
| institution | DOAJ |
| issn | 2589-0042 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | Elsevier |
| record_format | Article |
| series | iScience |
| spelling | doaj-art-200f30d95fcf4a4aa4f50d1f98e3cb862025-08-20T02:56:03ZengElsevieriScience2589-00422025-05-0128511252010.1016/j.isci.2025.112520Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgensShouji Li0Xiaobin Li1Junyu Liu2Yuting Lin3Xuedan Zhang4Weiren Zhong5Juan Li6Caifa You7Dong Wang8Jisong Zhang9Xu Xu10Xu-Min Cai11Can Yang Zhang12Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, ChinaInstitute of Biopharmaceutical and Health Engineering, Shenzhen International Graduate School, Tsinghua University, Shenzhen 518055, ChinaInstitute of Biopharmaceutical and Health Engineering, Shenzhen International Graduate School, Tsinghua University, Shenzhen 518055, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, ChinaAdvanced Research Institute for Multidisciplinary Science, Beijing Institute of Technology, Beijing 100081, China; Corresponding authorChina Center for AIE Research, College of Materials Science and Engineering, Shenzhen University, Shenzhen 518060, ChinaChina Center for AIE Research, College of Materials Science and Engineering, Shenzhen University, Shenzhen 518060, ChinaKey Lab of Industrial Biocatalysis Ministry of Education, Tsinghua University, Beijing 100084, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China; Corresponding authorJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China; Corresponding authorInstitute of Biopharmaceutical and Health Engineering, Shenzhen International Graduate School, Tsinghua University, Shenzhen 518055, China; Key Lab of Industrial Biocatalysis Ministry of Education, Tsinghua University, Beijing 100084, China; Shenzhen Bay Laboratory, Shenzhen 518107, China; Corresponding authorSummary: Aggregation-induced emission luminogens (AIEgens) have been extensively investigated and widely used in biomedical fields. However, AIEgens are mostly derived from petrochemicals, leading to challenges of renewability, sustainability, and biocompatibility. Therefore, it is of striking prospect to construct bioproduct-based AIEgens (BioAIEgens) based on the natural profits. Herein, we proposed a straightforward method named “rotor-alicyclic” strategy to prepare BioAIEgens with high fluorescence and produce reactive oxygen species (ROS) activities as well as high biosafety. We prepared four BioAIEgens by introducing two rotors and a naturally rigid alicyclic moiety into coumarin molecule. The aggregation-induced emission (AIE) performances were evaluated, especially the fluorescence and production of ROS activities. Mechanistic study proved that the introduction of two rotors can destroy the planar structure, and the rigid alicyclic moiety can limit the molecular motion. Furthermore, the biosafety was carefully investigated in vitro and in vivo, demonstrating the high biocompatibility. Summarily, we developed a facile engineering method to prepare BioAIEgens.http://www.sciencedirect.com/science/article/pii/S2589004225007813Chemistrynatural product synthesisBiochemistry methodsBioengineering |
| spellingShingle | Shouji Li Xiaobin Li Junyu Liu Yuting Lin Xuedan Zhang Weiren Zhong Juan Li Caifa You Dong Wang Jisong Zhang Xu Xu Xu-Min Cai Can Yang Zhang Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens iScience Chemistry natural product synthesis Biochemistry methods Bioengineering |
| title | Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens |
| title_full | Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens |
| title_fullStr | Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens |
| title_full_unstemmed | Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens |
| title_short | Molecule engineering of coumarin to reverse aggregation-caused quenching: Facile access to BioAIEgens |
| title_sort | molecule engineering of coumarin to reverse aggregation caused quenching facile access to bioaiegens |
| topic | Chemistry natural product synthesis Biochemistry methods Bioengineering |
| url | http://www.sciencedirect.com/science/article/pii/S2589004225007813 |
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