Chang Ge, Mingzhe Wang, Xiaoqi Tian, Lei Ye, Zhe Sun
{"title":"环对苯乙烯-螺旋烯与供受体结构的偶联物用于生物成像。","authors":"Chang Ge, Mingzhe Wang, Xiaoqi Tian, Lei Ye, Zhe Sun","doi":"10.1002/asia.202500655","DOIUrl":null,"url":null,"abstract":"<p><p>Two cycloparaphenylene-helicene conjugates with one or two [7]helicene moieties are designed and synthesized using a highly efficient cyclocondensation reaction. Configurationally stable enantiomers with P/M-configurations or P,P/M,M-configurations were isolated using high-performance liquid chromatography technique. The reported conjugates exhibit remarkable chiroptical properties and bright emission at long wavelength beyond 600 nm, as a result of the combination of cycloparaphenylene and helicene units, and the presence of a donor-acceptor structure. It is discovered that the nanoparticles prepared from one of the conjugates could be stably present in A549 cells with minimal cytotoxicity, and lysosomally colocalized for live cell imaging. This study may shed light on the application of chiral carbon nanohoops in the biological systems.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e00655"},"PeriodicalIF":3.5000,"publicationDate":"2025-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cycloparaphenylene-Helicene Conjugates with Donor-Acceptor Structure for Bioimaging.\",\"authors\":\"Chang Ge, Mingzhe Wang, Xiaoqi Tian, Lei Ye, Zhe Sun\",\"doi\":\"10.1002/asia.202500655\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Two cycloparaphenylene-helicene conjugates with one or two [7]helicene moieties are designed and synthesized using a highly efficient cyclocondensation reaction. Configurationally stable enantiomers with P/M-configurations or P,P/M,M-configurations were isolated using high-performance liquid chromatography technique. The reported conjugates exhibit remarkable chiroptical properties and bright emission at long wavelength beyond 600 nm, as a result of the combination of cycloparaphenylene and helicene units, and the presence of a donor-acceptor structure. It is discovered that the nanoparticles prepared from one of the conjugates could be stably present in A549 cells with minimal cytotoxicity, and lysosomally colocalized for live cell imaging. This study may shed light on the application of chiral carbon nanohoops in the biological systems.</p>\",\"PeriodicalId\":145,\"journal\":{\"name\":\"Chemistry - An Asian Journal\",\"volume\":\" \",\"pages\":\"e00655\"},\"PeriodicalIF\":3.5000,\"publicationDate\":\"2025-06-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemistry - An Asian Journal\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1002/asia.202500655\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry - An Asian Journal","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1002/asia.202500655","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Cycloparaphenylene-Helicene Conjugates with Donor-Acceptor Structure for Bioimaging.
Two cycloparaphenylene-helicene conjugates with one or two [7]helicene moieties are designed and synthesized using a highly efficient cyclocondensation reaction. Configurationally stable enantiomers with P/M-configurations or P,P/M,M-configurations were isolated using high-performance liquid chromatography technique. The reported conjugates exhibit remarkable chiroptical properties and bright emission at long wavelength beyond 600 nm, as a result of the combination of cycloparaphenylene and helicene units, and the presence of a donor-acceptor structure. It is discovered that the nanoparticles prepared from one of the conjugates could be stably present in A549 cells with minimal cytotoxicity, and lysosomally colocalized for live cell imaging. This study may shed light on the application of chiral carbon nanohoops in the biological systems.
期刊介绍：
Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics.
Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews.
A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal.
Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
