Natural Coumarin Isomers with Dramatically Different AIE Properties: Mechanism and Application

doi:10.1021/acscentsci.3c00012

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	Natural Coumarin Isomers with Dramatically Different AIE Properties: Mechanism and Application
	Chen,Shan-Shan; Wang,Haoran; Wu,Bo; Li,Qiyao; Gong,Junyi; Zhao,Yun-Li; Zhao,Yun; Xiao,Xia; Lam,Jacky W. Y.; Zhao,Zheng; Luo,Xiao-Dong; Tang,Ben Zhong
	2023
发表期刊	ACS CENTRAL SCIENCE
ISSN	2374-7951
卷号	9 期号:5 页码:883-891
摘要	Aggregation-induced emission luminogens (AIEgens) are of great importance in optoelectronics and biomedical fields. However, the popular design philosophy by combining rotors with traditional fluorophores limits the imagination and structural diversity of AIEgens. Inspired by the fluorescent roots of the medicinal plant Toddalia asiatica, we discovered two unconventional rotor-free AIEgens, 5-methoxyseselin (5-MOS) and 6-methoxyseselin (6-MOS). Interestingly, a slight structural difference of the coumarin isomers leads to completely contrary fluorescent properties upon aggregation in aqueous media. Further mechanism investigation indicates that 5-MOS forms different extents of aggregates with the assistance of protonic solvents, leading to electron/energy transfer, which is responsible for its unique AIE feature, i.e., reduced emission in aqueous media but enhanced emission in crystal. Meanwhile, for 6-MOS, the conventional restriction of the intramolecular motion (RIM) mechanism is responsible for its AIE feature. More interestingly, the unique water-sensitive fluorescence property of 5-MOS enables its successful application for wash-free mitochondria imaging. This work not only demonstrates an ingenious tactic to seek new AIEgens from natural fluorescent species but also benefits the structure design and application exploration of next-generation AIEgens.
关键词	AGGREGATION-INDUCED EMISSION AIEGENS ABSORPTION CHEMISTRY
学科领域	Chemistry
DOI	10.1021/acscentsci.3c00012
WOS记录号	WOS:000975408700001
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/74861
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Chen,Shan-Shan,Wang,Haoran,Wu,Bo,et al. Natural Coumarin Isomers with Dramatically Different AIE Properties: Mechanism and Application[J]. ACS CENTRAL SCIENCE,2023,9(5):883-891.
APA	Chen,Shan-Shan.,Wang,Haoran.,Wu,Bo.,Li,Qiyao.,Gong,Junyi.,...&Tang,Ben Zhong.(2023).Natural Coumarin Isomers with Dramatically Different AIE Properties: Mechanism and Application.ACS CENTRAL SCIENCE,9(5),883-891.
MLA	Chen,Shan-Shan,et al."Natural Coumarin Isomers with Dramatically Different AIE Properties: Mechanism and Application".ACS CENTRAL SCIENCE 9.5(2023):883-891.

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10.1021_acscentsci.3（6279KB）	期刊论文	出版稿	开放获取	CC BY-NC-SA	浏览下载