Supramolecular Assemblies with Near‐Infrared Emission Mediated in Two Stages by Cucurbituril and Amphiphilic Calixarene for Lysosome‐Targeted Cell Imaging
A two‐stage mediated near‐infrared (NIR) emissive supramolecular assembly for lysosome‐targeted cell imaging is presented. 4,4′‐Anthracene‐9,10‐diylbis(ethene‐2,1‐diyl))bis(1‐ethylpyridin‐1‐ium) bromide (ENDT) was synthesized as an organic dye with weak fluorescence emission at 625 nm. When ENDT com...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2018-09, Vol.57 (38), p.12519-12523 |
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| creator | Chen, Xu‐Man Chen, Yong Yu, Qilin Gu, Bo‐Han Liu, Yu |
| description | A two‐stage mediated near‐infrared (NIR) emissive supramolecular assembly for lysosome‐targeted cell imaging is presented. 4,4′‐Anthracene‐9,10‐diylbis(ethene‐2,1‐diyl))bis(1‐ethylpyridin‐1‐ium) bromide (ENDT) was synthesized as an organic dye with weak fluorescence emission at 625 nm. When ENDT complexes with cucurbit[8]uril (CB[8]), this binary supramolecular complex assembles into nanorods with a near‐infrared fluorescence emission (655 nm) and fluorescence enhancement as the first stage. Such supramolecular complexes interact with lower‐rim dodecyl‐modified sulfonatocalix[4]arene (SC4AD) to form nanoparticles for further fluorescence enhancement as the second stage. Furthermore, based on a co‐staining experiment with LysoTracker Blue, such nanoparticles can be applied in NIR lysosome‐targeted cell imaging.
Supramolecular assemblies were designed with initially weak 625 nm near‐IR emission that was enhanced and shifted to 655 nm in two stages by cucurbit[8]uril (CB[8]) and amphiphilic calixarene SC4AD. This system was used for lysosome‐targeted cell imaging. |
| doi_str_mv | 10.1002/anie.201807373 |
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Supramolecular assemblies were designed with initially weak 625 nm near‐IR emission that was enhanced and shifted to 655 nm in two stages by cucurbit[8]uril (CB[8]) and amphiphilic calixarene SC4AD. This system was used for lysosome‐targeted cell imaging.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201807373</identifier><identifier>PMID: 30098089</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>amphiphilic calixarenes ; Anthracene ; Calixarenes ; cucurbituril ; Emission ; Ethene ; Ethylene ; Fluorescence ; Imaging ; lysosome-targeted cell imaging ; Nanoparticles ; Nanorods ; Near infrared radiation ; near-IR supramolecular assemblies</subject><ispartof>Angewandte Chemie International Edition, 2018-09, Vol.57 (38), p.12519-12523</ispartof><rights>2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4103-b6d99ffeb39ffc4671882dc2677e910c58f22c5214f28337716d276c7cd0c45f3</citedby><cites>FETCH-LOGICAL-c4103-b6d99ffeb39ffc4671882dc2677e910c58f22c5214f28337716d276c7cd0c45f3</cites><orcidid>0000-0001-8723-1896</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201807373$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201807373$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30098089$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Xu‐Man</creatorcontrib><creatorcontrib>Chen, Yong</creatorcontrib><creatorcontrib>Yu, Qilin</creatorcontrib><creatorcontrib>Gu, Bo‐Han</creatorcontrib><creatorcontrib>Liu, Yu</creatorcontrib><title>Supramolecular Assemblies with Near‐Infrared Emission Mediated in Two Stages by Cucurbituril and Amphiphilic Calixarene for Lysosome‐Targeted Cell Imaging</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>A two‐stage mediated near‐infrared (NIR) emissive supramolecular assembly for lysosome‐targeted cell imaging is presented. 4,4′‐Anthracene‐9,10‐diylbis(ethene‐2,1‐diyl))bis(1‐ethylpyridin‐1‐ium) bromide (ENDT) was synthesized as an organic dye with weak fluorescence emission at 625 nm. When ENDT complexes with cucurbit[8]uril (CB[8]), this binary supramolecular complex assembles into nanorods with a near‐infrared fluorescence emission (655 nm) and fluorescence enhancement as the first stage. Such supramolecular complexes interact with lower‐rim dodecyl‐modified sulfonatocalix[4]arene (SC4AD) to form nanoparticles for further fluorescence enhancement as the second stage. Furthermore, based on a co‐staining experiment with LysoTracker Blue, such nanoparticles can be applied in NIR lysosome‐targeted cell imaging.
Supramolecular assemblies were designed with initially weak 625 nm near‐IR emission that was enhanced and shifted to 655 nm in two stages by cucurbit[8]uril (CB[8]) and amphiphilic calixarene SC4AD. This system was used for lysosome‐targeted cell imaging.</description><subject>amphiphilic calixarenes</subject><subject>Anthracene</subject><subject>Calixarenes</subject><subject>cucurbituril</subject><subject>Emission</subject><subject>Ethene</subject><subject>Ethylene</subject><subject>Fluorescence</subject><subject>Imaging</subject><subject>lysosome-targeted cell imaging</subject><subject>Nanoparticles</subject><subject>Nanorods</subject><subject>Near infrared radiation</subject><subject>near-IR supramolecular assemblies</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkc-O0zAQxiMEYpeFK0dkiQuXFP9JYudYRQUqleWw5Ww5zqTrlWMXO1a3Nx6BJ-DheBJcdVkkLkiWxxr95vPMfEXxmuAFwZi-V87AgmIiMGecPSkuSU1JyThnT_O7YqzkoiYXxYsY7zIvBG6eFxcM41Zg0V4WP2_SPqjJW9DJqoCWMcLUWwMRHcx8i65BhV_ff6zdGFSAAa0mE6PxDn2Gwag5Z4xD24NHN7Pa5aL-iLqkU-jNnIKxSLkBLaf9rcnHGo06Zc19VnKARh_Q5hh99BPkL7Yq7OAk2IG1aD2pnXG7l8WzUdkIrx7iVfH1w2rbfSo3Xz6uu-Wm1BXBrOyboW3HEXqWb101nAhBB00bzqElWNdipFTnzVQjFSxvhzQD5Y3mesC6qkd2Vbw76-6D_5YgzjLPqXMjyoFPUVIseN0yXuOMvv0HvfMpuNydpAQTLmgOmVqcKR18jAFGuQ9mUuEoCZYn5-TJOfnoXC548yCb-gmGR_yPVRloz8DBWDj-R04ur9erv-K_AWp1qNE</recordid><startdate>20180917</startdate><enddate>20180917</enddate><creator>Chen, Xu‐Man</creator><creator>Chen, Yong</creator><creator>Yu, Qilin</creator><creator>Gu, Bo‐Han</creator><creator>Liu, Yu</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-8723-1896</orcidid></search><sort><creationdate>20180917</creationdate><title>Supramolecular Assemblies with Near‐Infrared Emission Mediated in Two Stages by Cucurbituril and Amphiphilic Calixarene for Lysosome‐Targeted Cell Imaging</title><author>Chen, Xu‐Man ; Chen, Yong ; Yu, Qilin ; Gu, Bo‐Han ; Liu, Yu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4103-b6d99ffeb39ffc4671882dc2677e910c58f22c5214f28337716d276c7cd0c45f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>amphiphilic calixarenes</topic><topic>Anthracene</topic><topic>Calixarenes</topic><topic>cucurbituril</topic><topic>Emission</topic><topic>Ethene</topic><topic>Ethylene</topic><topic>Fluorescence</topic><topic>Imaging</topic><topic>lysosome-targeted cell imaging</topic><topic>Nanoparticles</topic><topic>Nanorods</topic><topic>Near infrared radiation</topic><topic>near-IR supramolecular assemblies</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Xu‐Man</creatorcontrib><creatorcontrib>Chen, Yong</creatorcontrib><creatorcontrib>Yu, Qilin</creatorcontrib><creatorcontrib>Gu, Bo‐Han</creatorcontrib><creatorcontrib>Liu, Yu</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Xu‐Man</au><au>Chen, Yong</au><au>Yu, Qilin</au><au>Gu, Bo‐Han</au><au>Liu, Yu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Supramolecular Assemblies with Near‐Infrared Emission Mediated in Two Stages by Cucurbituril and Amphiphilic Calixarene for Lysosome‐Targeted Cell Imaging</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2018-09-17</date><risdate>2018</risdate><volume>57</volume><issue>38</issue><spage>12519</spage><epage>12523</epage><pages>12519-12523</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>A two‐stage mediated near‐infrared (NIR) emissive supramolecular assembly for lysosome‐targeted cell imaging is presented. 4,4′‐Anthracene‐9,10‐diylbis(ethene‐2,1‐diyl))bis(1‐ethylpyridin‐1‐ium) bromide (ENDT) was synthesized as an organic dye with weak fluorescence emission at 625 nm. When ENDT complexes with cucurbit[8]uril (CB[8]), this binary supramolecular complex assembles into nanorods with a near‐infrared fluorescence emission (655 nm) and fluorescence enhancement as the first stage. Such supramolecular complexes interact with lower‐rim dodecyl‐modified sulfonatocalix[4]arene (SC4AD) to form nanoparticles for further fluorescence enhancement as the second stage. Furthermore, based on a co‐staining experiment with LysoTracker Blue, such nanoparticles can be applied in NIR lysosome‐targeted cell imaging.
Supramolecular assemblies were designed with initially weak 625 nm near‐IR emission that was enhanced and shifted to 655 nm in two stages by cucurbit[8]uril (CB[8]) and amphiphilic calixarene SC4AD. This system was used for lysosome‐targeted cell imaging.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>30098089</pmid><doi>10.1002/anie.201807373</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0001-8723-1896</orcidid></addata></record> |
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| subjects | amphiphilic calixarenes Anthracene Calixarenes cucurbituril Emission Ethene Ethylene Fluorescence Imaging lysosome-targeted cell imaging Nanoparticles Nanorods Near infrared radiation near-IR supramolecular assemblies |
| title | Supramolecular Assemblies with Near‐Infrared Emission Mediated in Two Stages by Cucurbituril and Amphiphilic Calixarene for Lysosome‐Targeted Cell Imaging |
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