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Title: Water-soluble doubly-strapped isolated perylene diimide chromophore
Authors: Yang, Fei
Li, Ran
Wei, Wei
Ding, Xingwei
Xu, Zhenzhen
Wang, Ping
Wang, Guo
Xu, Yanqing
Fu, Hongbing
Zhao, Yanli
Keywords: Science::Chemistry
Issue Date: 2022
Source: Yang, F., Li, R., Wei, W., Ding, X., Xu, Z., Wang, P., Wang, G., Xu, Y., Fu, H. & Zhao, Y. (2022). Water-soluble doubly-strapped isolated perylene diimide chromophore. Angewandte Chemie (International Ed. in English), 61(20), e202202491-.
Project: RG3/21
Journal: Angewandte Chemie (International ed. in English)
Abstract: Perylene diimides (PDIs), a well-studied class of organic dyes, have a strong tendency to self-aggregate in water, thus greatly restricting their phototheranostic applications. Herein, we report a water-soluble PDI cyclophane "Gemini Box" (GBox-14+ ), consisting of a central PDI chromophore enclosed by double-sided cationic molecular straps. Owing to the effective spatial isolation, the chromophore self-aggregation can be completely eliminated, even in a concentrated aqueous solution up to 2 mM. To our knowledge, GBox-14+ represents an interesting example of a fluorescent PDI cyclophane in water, capable of being employed for lysosome-targetable live-cell imaging. More importantly, the highly concentrated aqueous solution of PDI radical anion can be significantly stabilized by GBox-14+ to exhibit an excellent near-infrared photothermal effect, which was further exploited for efficient and selective antibacterial applications. This work provides a new access to water-soluble non-aggregated organic dyes and promotes their potential biomedical applications.
ISSN: 1433-7851
DOI: 10.1002/anie.202202491
Rights: © 2022 Wiley-VCH GmbH. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
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