In Vitro Imaging and Human Serum Albumin Responsive Dimeric Lanthanide DO3A Complex
Two series of dimeric DO3A (1,4,7,10-tetraazacyclodecane-1,4,7-triacetate) lanthanide complexes (LnL 1 –LnL 2 , Ln = Eu, Gd, and Tb) have been synthesized with two different bridged chromophores. The X-ray structures of dimeric LnL 1 (Ln = Gd and Tb) complexes show that each metal ion has nine coord...
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Veröffentlicht in: | Inorganic chemistry 2011-06, Vol.50 (12), p.5517-5525 |
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creator | Fung, Yuen On Wu, Wanqing Yeung, Chi-Tung Kong, Hoi-Kuan Wong, Kenny Kam-Cheng Lo, Wai-Sum Law, Ga-Lai Wong, Ka-Leung Lau, Chi-Kong Lee, Chi-Sing Wong, Wing-Tak |
description | Two series of dimeric DO3A (1,4,7,10-tetraazacyclodecane-1,4,7-triacetate) lanthanide complexes (LnL 1 –LnL 2 , Ln = Eu, Gd, and Tb) have been synthesized with two different bridged chromophores. The X-ray structures of dimeric LnL 1 (Ln = Gd and Tb) complexes show that each metal ion has nine coordination numbers with eight directly bound donor atoms of the ligand and one oxygen donor from the water molecule. Photophysical measurements indicate that the bridged antenna in LnL 2 gives a higher efficiency than that of LnL 1 and is responsive to the protein Human Serum Albumin (HSA), giving an f–f luminescence signal enhancement with a binding constant log K = 4.84. In vitro imaging of EuL 1 and EuL 2 in HeLa cells has been recorded, and EuL 2 has demonstrated a higher rate of cellular uptake and low cytotoxicity (IC50 = 3 mM). |
doi_str_mv | 10.1021/ic2004672 |
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The X-ray structures of dimeric LnL 1 (Ln = Gd and Tb) complexes show that each metal ion has nine coordination numbers with eight directly bound donor atoms of the ligand and one oxygen donor from the water molecule. Photophysical measurements indicate that the bridged antenna in LnL 2 gives a higher efficiency than that of LnL 1 and is responsive to the protein Human Serum Albumin (HSA), giving an f–f luminescence signal enhancement with a binding constant log K = 4.84. In vitro imaging of EuL 1 and EuL 2 in HeLa cells has been recorded, and EuL 2 has demonstrated a higher rate of cellular uptake and low cytotoxicity (IC50 = 3 mM).</description><identifier>ISSN: 0020-1669</identifier><identifier>EISSN: 1520-510X</identifier><identifier>DOI: 10.1021/ic2004672</identifier><identifier>PMID: 21591737</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Cell Death - drug effects ; HeLa Cells ; Heterocyclic Compounds, 1-Ring - chemistry ; Humans ; Lanthanoid Series Elements - chemistry ; Models, Molecular ; Molecular Conformation ; Molecular Imaging ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Organometallic Compounds - pharmacology ; Serum Albumin - chemistry ; Stereoisomerism ; Structure-Activity Relationship</subject><ispartof>Inorganic chemistry, 2011-06, Vol.50 (12), p.5517-5525</ispartof><rights>Copyright © 2011 American Chemical Society</rights><rights>2011 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a314t-66bc4f18383f0d8c054874ebb021827dbe6ba28dbff7a7912ab9ea1b69b4f2003</citedby><cites>FETCH-LOGICAL-a314t-66bc4f18383f0d8c054874ebb021827dbe6ba28dbff7a7912ab9ea1b69b4f2003</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ic2004672$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ic2004672$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21591737$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Fung, Yuen On</creatorcontrib><creatorcontrib>Wu, Wanqing</creatorcontrib><creatorcontrib>Yeung, Chi-Tung</creatorcontrib><creatorcontrib>Kong, Hoi-Kuan</creatorcontrib><creatorcontrib>Wong, Kenny Kam-Cheng</creatorcontrib><creatorcontrib>Lo, Wai-Sum</creatorcontrib><creatorcontrib>Law, Ga-Lai</creatorcontrib><creatorcontrib>Wong, Ka-Leung</creatorcontrib><creatorcontrib>Lau, Chi-Kong</creatorcontrib><creatorcontrib>Lee, Chi-Sing</creatorcontrib><creatorcontrib>Wong, Wing-Tak</creatorcontrib><title>In Vitro Imaging and Human Serum Albumin Responsive Dimeric Lanthanide DO3A Complex</title><title>Inorganic chemistry</title><addtitle>Inorg. Chem</addtitle><description>Two series of dimeric DO3A (1,4,7,10-tetraazacyclodecane-1,4,7-triacetate) lanthanide complexes (LnL 1 –LnL 2 , Ln = Eu, Gd, and Tb) have been synthesized with two different bridged chromophores. The X-ray structures of dimeric LnL 1 (Ln = Gd and Tb) complexes show that each metal ion has nine coordination numbers with eight directly bound donor atoms of the ligand and one oxygen donor from the water molecule. Photophysical measurements indicate that the bridged antenna in LnL 2 gives a higher efficiency than that of LnL 1 and is responsive to the protein Human Serum Albumin (HSA), giving an f–f luminescence signal enhancement with a binding constant log K = 4.84. In vitro imaging of EuL 1 and EuL 2 in HeLa cells has been recorded, and EuL 2 has demonstrated a higher rate of cellular uptake and low cytotoxicity (IC50 = 3 mM).</description><subject>Cell Death - drug effects</subject><subject>HeLa Cells</subject><subject>Heterocyclic Compounds, 1-Ring - chemistry</subject><subject>Humans</subject><subject>Lanthanoid Series Elements - chemistry</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Molecular Imaging</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Organometallic Compounds - pharmacology</subject><subject>Serum Albumin - chemistry</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><issn>0020-1669</issn><issn>1520-510X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkF1LwzAYhYMobk4v_AOSGxEvqvlq0l6O-bHBYOBUvCtJm86MJp1JK_rvjWzuyqv38PJw4DkAnGN0gxHBt6YkCDEuyAEY4pSgJMXo7RAMEYoZc54PwEkIa4RQThk_BgOC0xwLKoZgOXPw1XS-hTMrV8atoHQVnPZWOrjUvrdw3KjeGgefdNi0LphPDe-M1d6UcC5d9y6dqeJrQcdw0tpNo79OwVEtm6DPdncEXh7unyfTZL54nE3G80RSzLqEc1WyGmc0ozWqshKlLBNMKxWVMiIqpbmSJKtUXQspckykyrXEiueK1VGYjsDVtnfj249eh66wJpS6aaTTbR-KTJCUMJbTSF5vydK3IXhdFxtvrPTfBUbF74TFfsLIXuxae2V1tSf_NovA5RaQZSjWbe9dlPyn6AcmtHYU</recordid><startdate>20110620</startdate><enddate>20110620</enddate><creator>Fung, Yuen On</creator><creator>Wu, Wanqing</creator><creator>Yeung, Chi-Tung</creator><creator>Kong, Hoi-Kuan</creator><creator>Wong, Kenny Kam-Cheng</creator><creator>Lo, Wai-Sum</creator><creator>Law, Ga-Lai</creator><creator>Wong, Ka-Leung</creator><creator>Lau, Chi-Kong</creator><creator>Lee, Chi-Sing</creator><creator>Wong, Wing-Tak</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>7X8</scope></search><sort><creationdate>20110620</creationdate><title>In Vitro Imaging and Human Serum Albumin Responsive Dimeric Lanthanide DO3A Complex</title><author>Fung, Yuen On ; Wu, Wanqing ; Yeung, Chi-Tung ; Kong, Hoi-Kuan ; Wong, Kenny Kam-Cheng ; Lo, Wai-Sum ; Law, Ga-Lai ; Wong, Ka-Leung ; Lau, Chi-Kong ; Lee, Chi-Sing ; Wong, Wing-Tak</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a314t-66bc4f18383f0d8c054874ebb021827dbe6ba28dbff7a7912ab9ea1b69b4f2003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Cell Death - drug effects</topic><topic>HeLa Cells</topic><topic>Heterocyclic Compounds, 1-Ring - chemistry</topic><topic>Humans</topic><topic>Lanthanoid Series Elements - chemistry</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Molecular Imaging</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Organometallic Compounds - pharmacology</topic><topic>Serum Albumin - chemistry</topic><topic>Stereoisomerism</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fung, Yuen On</creatorcontrib><creatorcontrib>Wu, Wanqing</creatorcontrib><creatorcontrib>Yeung, Chi-Tung</creatorcontrib><creatorcontrib>Kong, Hoi-Kuan</creatorcontrib><creatorcontrib>Wong, Kenny Kam-Cheng</creatorcontrib><creatorcontrib>Lo, Wai-Sum</creatorcontrib><creatorcontrib>Law, Ga-Lai</creatorcontrib><creatorcontrib>Wong, Ka-Leung</creatorcontrib><creatorcontrib>Lau, Chi-Kong</creatorcontrib><creatorcontrib>Lee, Chi-Sing</creatorcontrib><creatorcontrib>Wong, Wing-Tak</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fung, Yuen On</au><au>Wu, Wanqing</au><au>Yeung, Chi-Tung</au><au>Kong, Hoi-Kuan</au><au>Wong, Kenny Kam-Cheng</au><au>Lo, Wai-Sum</au><au>Law, Ga-Lai</au><au>Wong, Ka-Leung</au><au>Lau, Chi-Kong</au><au>Lee, Chi-Sing</au><au>Wong, Wing-Tak</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>In Vitro Imaging and Human Serum Albumin Responsive Dimeric Lanthanide DO3A Complex</atitle><jtitle>Inorganic chemistry</jtitle><addtitle>Inorg. Chem</addtitle><date>2011-06-20</date><risdate>2011</risdate><volume>50</volume><issue>12</issue><spage>5517</spage><epage>5525</epage><pages>5517-5525</pages><issn>0020-1669</issn><eissn>1520-510X</eissn><abstract>Two series of dimeric DO3A (1,4,7,10-tetraazacyclodecane-1,4,7-triacetate) lanthanide complexes (LnL 1 –LnL 2 , Ln = Eu, Gd, and Tb) have been synthesized with two different bridged chromophores. The X-ray structures of dimeric LnL 1 (Ln = Gd and Tb) complexes show that each metal ion has nine coordination numbers with eight directly bound donor atoms of the ligand and one oxygen donor from the water molecule. Photophysical measurements indicate that the bridged antenna in LnL 2 gives a higher efficiency than that of LnL 1 and is responsive to the protein Human Serum Albumin (HSA), giving an f–f luminescence signal enhancement with a binding constant log K = 4.84. In vitro imaging of EuL 1 and EuL 2 in HeLa cells has been recorded, and EuL 2 has demonstrated a higher rate of cellular uptake and low cytotoxicity (IC50 = 3 mM).</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>21591737</pmid><doi>10.1021/ic2004672</doi><tpages>9</tpages></addata></record> |
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subjects | Cell Death - drug effects HeLa Cells Heterocyclic Compounds, 1-Ring - chemistry Humans Lanthanoid Series Elements - chemistry Models, Molecular Molecular Conformation Molecular Imaging Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Organometallic Compounds - pharmacology Serum Albumin - chemistry Stereoisomerism Structure-Activity Relationship |
title | In Vitro Imaging and Human Serum Albumin Responsive Dimeric Lanthanide DO3A Complex |
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