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A New Infrared Probe Targeting Mitochondria via Regulation of Molecular Hydrophobicity
Herein, we developed a near-infrared (NIR) fluorescent probe for mitochondrial staining based on the NIR fluorochrome, silicon-rhodamine. The hydrophobicity of the fluorescent core was systematically modified by conjugation with 10 different commercial amines. The resulting fluorescent compounds exh...
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| Published in: | Bioconjugate chemistry 2019-01, Vol.30 (1), p.210-217 |
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| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-a434t-9d80db536d3b9217eac482fac78a59abc16d2358d366591e9ad5b650ec57fffe3 |
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| cites | cdi_FETCH-LOGICAL-a434t-9d80db536d3b9217eac482fac78a59abc16d2358d366591e9ad5b650ec57fffe3 |
| container_end_page | 217 |
| container_issue | 1 |
| container_start_page | 210 |
| container_title | Bioconjugate chemistry |
| container_volume | 30 |
| creator | Sung, June Rho, Jun Gi Jeon, Gyeong G Chu, Yeonjeong Min, Jun Sik Lee, Sanghee Kim, Jong H Kim, Wook Kim, Eunha |
| description | Herein, we developed a near-infrared (NIR) fluorescent probe for mitochondrial staining based on the NIR fluorochrome, silicon-rhodamine. The hydrophobicity of the fluorescent core was systematically modified by conjugation with 10 different commercial amines. The resulting fluorescent compounds exhibited similar photophysical properties but diverse hydrophobicity. We identified the optimal level of hydrophobicity associated with high mitochondrial targeting efficiency. In particular, the SiR-Mito 8 probe provided excellent mitochondrial staining and successfully differentiated the live Hep3B cancer cells from normal L02 cells in vitro. |
| doi_str_mv | 10.1021/acs.bioconjchem.8b00845 |
| format | article |
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In particular, the SiR-Mito 8 probe provided excellent mitochondrial staining and successfully differentiated the live Hep3B cancer cells from normal L02 cells in vitro.</description><identifier>ISSN: 1043-1802</identifier><identifier>EISSN: 1520-4812</identifier><identifier>DOI: 10.1021/acs.bioconjchem.8b00845</identifier><identifier>PMID: 30562008</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Amines ; Animals ; Cancer ; Cell Line ; Cell Line, Tumor ; Cells ; Chemical compounds ; Conjugation ; Fluorescence ; Fluorescent Dyes - chemistry ; Fluorescent Dyes - pharmacology ; Fluorescent indicators ; HeLa Cells ; Humans ; Hydrophobic and Hydrophilic Interactions ; Hydrophobic surfaces ; Hydrophobicity ; Mice ; Mitochondria ; Mitochondria - drug effects ; Molecules ; Optical Imaging ; RAW 264.7 Cells ; Rhodamine ; Rhodamines - chemistry ; Staining</subject><ispartof>Bioconjugate chemistry, 2019-01, Vol.30 (1), p.210-217</ispartof><rights>Copyright American Chemical Society Jan 16, 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a434t-9d80db536d3b9217eac482fac78a59abc16d2358d366591e9ad5b650ec57fffe3</citedby><cites>FETCH-LOGICAL-a434t-9d80db536d3b9217eac482fac78a59abc16d2358d366591e9ad5b650ec57fffe3</cites><orcidid>0000-0001-6782-2154 ; 0000-0002-0766-696X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30562008$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sung, June</creatorcontrib><creatorcontrib>Rho, Jun Gi</creatorcontrib><creatorcontrib>Jeon, Gyeong G</creatorcontrib><creatorcontrib>Chu, Yeonjeong</creatorcontrib><creatorcontrib>Min, Jun Sik</creatorcontrib><creatorcontrib>Lee, Sanghee</creatorcontrib><creatorcontrib>Kim, Jong H</creatorcontrib><creatorcontrib>Kim, Wook</creatorcontrib><creatorcontrib>Kim, Eunha</creatorcontrib><title>A New Infrared Probe Targeting Mitochondria via Regulation of Molecular Hydrophobicity</title><title>Bioconjugate chemistry</title><addtitle>Bioconjugate Chem</addtitle><description>Herein, we developed a near-infrared (NIR) fluorescent probe for mitochondrial staining based on the NIR fluorochrome, silicon-rhodamine. 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In particular, the SiR-Mito 8 probe provided excellent mitochondrial staining and successfully differentiated the live Hep3B cancer cells from normal L02 cells in vitro.</description><subject>Amines</subject><subject>Animals</subject><subject>Cancer</subject><subject>Cell Line</subject><subject>Cell Line, Tumor</subject><subject>Cells</subject><subject>Chemical compounds</subject><subject>Conjugation</subject><subject>Fluorescence</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Fluorescent Dyes - pharmacology</subject><subject>Fluorescent indicators</subject><subject>HeLa Cells</subject><subject>Humans</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Hydrophobic surfaces</subject><subject>Hydrophobicity</subject><subject>Mice</subject><subject>Mitochondria</subject><subject>Mitochondria - drug effects</subject><subject>Molecules</subject><subject>Optical Imaging</subject><subject>RAW 264.7 Cells</subject><subject>Rhodamine</subject><subject>Rhodamines - chemistry</subject><subject>Staining</subject><issn>1043-1802</issn><issn>1520-4812</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkElLxDAYhoMoLqN_QQNevHTM0rTpUcQN3BD1WrJ8ncnQacakVebfG5lRxIuQkASe903yIHREyZgSRk-ViWPtvPHdzExhPpaaEJmLDbRLBSNZLinbTHuS84xKwnbQXowzQkhFJdtGO5yIgqXELno9w_fwgW-6JqgAFj8GrwE_qzCB3nUTfOd6b6a-s8Ep_J7mE0yGVvXOd9g3-M63YNI54OulDX4x9doZ1y_30Vaj2ggH63WEXi4vns-vs9uHq5vzs9tM5Tzvs8pKYrXgheW6YrQEZXLJGmVKqUSltKGFZVxIy4tCVBQqZYUuBAEjyqZpgI_Qyap3EfzbALGv5y4aaFvVgR9izaiQ6auMyoQe_0Fnfghdel2iSl4WlKcxQuWKMsHHGKCpF8HNVVjWlNRf6uukvv6lvl6rT8nDdf-g52B_ct-uE8BXwFfDz93_1X4C6naVug</recordid><startdate>20190116</startdate><enddate>20190116</enddate><creator>Sung, June</creator><creator>Rho, Jun Gi</creator><creator>Jeon, Gyeong G</creator><creator>Chu, Yeonjeong</creator><creator>Min, Jun Sik</creator><creator>Lee, Sanghee</creator><creator>Kim, Jong H</creator><creator>Kim, Wook</creator><creator>Kim, Eunha</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-6782-2154</orcidid><orcidid>https://orcid.org/0000-0002-0766-696X</orcidid></search><sort><creationdate>20190116</creationdate><title>A New Infrared Probe Targeting Mitochondria via Regulation of Molecular Hydrophobicity</title><author>Sung, June ; 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| ispartof | Bioconjugate chemistry, 2019-01, Vol.30 (1), p.210-217 |
| issn | 1043-1802 1520-4812 |
| language | eng |
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| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Amines Animals Cancer Cell Line Cell Line, Tumor Cells Chemical compounds Conjugation Fluorescence Fluorescent Dyes - chemistry Fluorescent Dyes - pharmacology Fluorescent indicators HeLa Cells Humans Hydrophobic and Hydrophilic Interactions Hydrophobic surfaces Hydrophobicity Mice Mitochondria Mitochondria - drug effects Molecules Optical Imaging RAW 264.7 Cells Rhodamine Rhodamines - chemistry Staining |
| title | A New Infrared Probe Targeting Mitochondria via Regulation of Molecular Hydrophobicity |
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