{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T16:33:25Z","timestamp":1778776405567,"version":"3.51.4"},"reference-count":26,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2021,5,4]],"date-time":"2021-05-04T00:00:00Z","timestamp":1620086400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21976019"],"award-info":[{"award-number":["21976019"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Labelled Comp Radiopharmac"],"published-print":{"date-parts":[[2021,6,15]]},"abstract":"<jats:p>The positive\u2010charged lipophilic triphenylphosphonium cations (TPPs<jats:sup>+<\/jats:sup>) have been served as mitochondrial targeting vehicles for the delivery of various probes. In this study, we developed a new method for the preparation of radioiodine\u2010labeled TPPs<jats:sup>+<\/jats:sup>. Four <jats:sup>125<\/jats:sup>I\u2010labeled TPPs<jats:sup>+<\/jats:sup>, <jats:bold>[<\/jats:bold><jats:sup><jats:bold>125<\/jats:bold><\/jats:sup><jats:bold>I] 9\u2013[<\/jats:bold><jats:sup><jats:bold>125<\/jats:bold><\/jats:sup><jats:bold>I] 12<\/jats:bold>, were prepared from the corresponding triphenylphosphine phenylborate precursors of <jats:bold>B 5\u2013B 8<\/jats:bold> via an optimized copper\u2010catalyzed one\u2010step procedure in high radiochemical yield (&gt;95%). After radio\u2010HPLC purification, the final products could be obtained with high specific activity. Their physicochemical properties, in vitro cellular uptake, and ex vivo mice biodistribution were investigated. The results suggested the <jats:sup>125<\/jats:sup>I\u2010labeled TPPs<jats:sup>+<\/jats:sup> were lipophilic and could specifically accumulate in the mitochondrial\u2010rich myocardial cells through the mitochondrial membrane potential.<\/jats:p>","DOI":"10.1002\/jlcr.3910","type":"journal-article","created":{"date-parts":[[2021,4,19]],"date-time":"2021-04-19T00:30:30Z","timestamp":1618792230000},"page":"271-281","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Preparation and biological evaluation of radioiodine\u2010labeled triphenylphosphine derivatives as mitochondrial targeting probes"],"prefix":"10.1002","volume":"64","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7510-5120","authenticated-orcid":false,"given":"Shuyu","family":"Shi","sequence":"first","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Beijing Normal University, Ministry of Education  Beijing China"},{"name":"College of Chemistry Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5522-9115","authenticated-orcid":false,"given":"Zelan","family":"Liu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Beijing Normal University, Ministry of Education  Beijing China"},{"name":"College of Chemistry Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhenmin","family":"Wu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Beijing Normal University, Ministry of Education  Beijing China"},{"name":"College of Chemistry Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hang","family":"Zhou","sequence":"additional","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Beijing Normal University, Ministry of Education  Beijing China"},{"name":"College of Chemistry Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6351-0508","authenticated-orcid":false,"given":"Jie","family":"Lu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Beijing Normal University, Ministry of Education  Beijing China"},{"name":"College of Chemistry Beijing Normal University  Beijing China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,5,4]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.bioconjchem.0c00470"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature05292"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.freeradbiomed.2005.02.014"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1007\/s10741-012-9340-0"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1038\/emboj.2012.170"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbabio.2008.03.029"},{"key":"e_1_2_6_8_1","first-page":"1","volume-title":"Current Topics in Bioenergetics","author":"Azzone GF","year":"1984"},{"issue":"2","key":"e_1_2_6_9_1","first-page":"222","article-title":"Lipophilic triphenylphosphonium cations as tools in mitochondrial bioenergetics and free radical biology","volume":"70","author":"Ross MF","year":"2005","journal-title":"Biochim Biophys Acta"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1042\/BJ20060919"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M009093200"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1046\/j.1432-1327.1999.00543.x"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M501148200"},{"key":"e_1_2_6_14_1","doi-asserted-by":"publisher","DOI":"10.2967\/jnumed.106.038778"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11307-010-0349-2"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2011.11.005"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00259-008-0859-1"},{"issue":"2","key":"e_1_2_6_18_1","first-page":"1","article-title":"Mitochondrial\u2010targeted molecular imaging in cardiac disease","volume":"2017","author":"Li J","year":"2017","journal-title":"Biomed Res Int"},{"key":"e_1_2_6_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm00374a007"},{"key":"e_1_2_6_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.nucmedbio.2014.12.016"},{"key":"e_1_2_6_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201003711"},{"key":"e_1_2_6_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201604105"},{"key":"e_1_2_6_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm7015045"},{"key":"e_1_2_6_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.nucmedbio.2017.02.002"},{"key":"e_1_2_6_25_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jinorgbio.2013.02.008"},{"key":"e_1_2_6_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/bc200106p"},{"key":"e_1_2_6_27_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-019-1715-0"}],"container-title":["Journal of Labelled Compounds and Radiopharmaceuticals"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jlcr.3910","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/jlcr.3910","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jlcr.3910","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,16]],"date-time":"2025-10-16T17:49:01Z","timestamp":1760636941000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/jlcr.3910"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,5,4]]},"references-count":26,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2021,6,15]]}},"alternative-id":["10.1002\/jlcr.3910"],"URL":"https:\/\/doi.org\/10.1002\/jlcr.3910","archive":["Portico"],"relation":{},"ISSN":["0362-4803","1099-1344"],"issn-type":[{"value":"0362-4803","type":"print"},{"value":"1099-1344","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,5,4]]},"assertion":[{"value":"2021-02-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-04-13","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-05-04","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}