A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors
The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The 90Y-labeled conjugate was able to bind...
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| Veröffentlicht in: | Journal of medicinal chemistry 2003-07, Vol.46 (14), p.3170-3173 |
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| container_end_page | 3173 |
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| container_issue | 14 |
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| container_title | Journal of medicinal chemistry |
| container_volume | 46 |
| creator | Sabatino, Giuseppina Chinol, Marco Paganelli, Giovanni Papi, Stefano Chelli, Mario Leone, Giuseppe Papini, Anna Maria De Luca, Angelo Ginanneschi, Mauro |
| description | The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The 90Y-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin−DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors. |
| doi_str_mv | 10.1021/jm030789z |
| format | Article |
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The 90Y-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin−DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm030789z</identifier><identifier>PMID: 12825956</identifier><identifier>CODEN: JMCMAR</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Avidin - chemistry ; Biological and medical sciences ; Biotin - analogs & derivatives ; Biotin - chemical synthesis ; Biotin - chemistry ; Chelating Agents - chemical synthesis ; Chelating Agents - chemistry ; Drug Stability ; Heterocyclic Compounds, 1-Ring - chemical synthesis ; Heterocyclic Compounds, 1-Ring - chemistry ; Humans ; Investigative techniques, diagnostic techniques (general aspects) ; Isotope Labeling ; Medical sciences ; Miscellaneous. Technology ; Neoplasms - diagnosis ; Protein Binding ; Radionuclide investigations ; Radiopharmaceuticals - chemical synthesis ; Radiopharmaceuticals - chemistry ; Yttrium</subject><ispartof>Journal of medicinal chemistry, 2003-07, Vol.46 (14), p.3170-3173</ispartof><rights>Copyright © 2003 American Chemical Society</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-3ee043008b4e14b81fe89694bfb40c1ed487b6b7f8ce3dc8e1ebd488281f273e3</citedby><cites>FETCH-LOGICAL-a379t-3ee043008b4e14b81fe89694bfb40c1ed487b6b7f8ce3dc8e1ebd488281f273e3</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/jm030789z$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jm030789z$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14919344$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12825956$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sabatino, Giuseppina</creatorcontrib><creatorcontrib>Chinol, Marco</creatorcontrib><creatorcontrib>Paganelli, Giovanni</creatorcontrib><creatorcontrib>Papi, Stefano</creatorcontrib><creatorcontrib>Chelli, Mario</creatorcontrib><creatorcontrib>Leone, Giuseppe</creatorcontrib><creatorcontrib>Papini, Anna Maria</creatorcontrib><creatorcontrib>De Luca, Angelo</creatorcontrib><creatorcontrib>Ginanneschi, Mauro</creatorcontrib><title>A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The 90Y-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin−DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors.</description><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Avidin - chemistry</subject><subject>Biological and medical sciences</subject><subject>Biotin - analogs & derivatives</subject><subject>Biotin - chemical synthesis</subject><subject>Biotin - chemistry</subject><subject>Chelating Agents - chemical synthesis</subject><subject>Chelating Agents - chemistry</subject><subject>Drug Stability</subject><subject>Heterocyclic Compounds, 1-Ring - chemical synthesis</subject><subject>Heterocyclic Compounds, 1-Ring - chemistry</subject><subject>Humans</subject><subject>Investigative techniques, diagnostic techniques (general aspects)</subject><subject>Isotope Labeling</subject><subject>Medical sciences</subject><subject>Miscellaneous. Technology</subject><subject>Neoplasms - diagnosis</subject><subject>Protein Binding</subject><subject>Radionuclide investigations</subject><subject>Radiopharmaceuticals - chemical synthesis</subject><subject>Radiopharmaceuticals - chemistry</subject><subject>Yttrium</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0M9u00AQBvAVoqKhcOAF0F5A4uAy-yf2-pgmQIHQVmDOq7E9Dhtib9i1C-UJeuYReRJcJWounFaz89On0cfYMwGnAqR4vW5BQWby3w_YREwlJNqAfsgmAFImMpXqmD2OcQ0ASkj1iB0LaeQ0n6YTtprxC_rJz5zvXccXFNw19u6a_t7-WVwWMz733XpYYU8cI0c-x6529d3Y-MCvAvUYVtRTzRcOV52PblRdzYtvFHB7w33Di6H1IT5hRw1uIj3dvyfs69s3xfw8WV6-ez-fLRNUWd4nigi0AjClJqFLIxoyeZrrsik1VIJqbbIyLbPGVKTqypCgcvwzcpQyU6RO2Mtd7jb4HwPF3rYuVrTZYEd-iDZTGowU6Qhf7WAVfIyBGrsNrsVwYwXYu1btfaujfb4PHcqW6oPc1ziCF3uAscJNE7CrXDw4nYtcaT26ZOdc7OnX_R7Dd5tmKpva4uqLzS_Sj5-Wnz9YecjFKtq1H0I3dvefA_8BZxibBQ</recordid><startdate>20030703</startdate><enddate>20030703</enddate><creator>Sabatino, Giuseppina</creator><creator>Chinol, Marco</creator><creator>Paganelli, Giovanni</creator><creator>Papi, Stefano</creator><creator>Chelli, Mario</creator><creator>Leone, Giuseppe</creator><creator>Papini, Anna Maria</creator><creator>De Luca, Angelo</creator><creator>Ginanneschi, Mauro</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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>20030703</creationdate><title>A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors</title><author>Sabatino, Giuseppina ; Chinol, Marco ; Paganelli, Giovanni ; Papi, Stefano ; Chelli, Mario ; Leone, Giuseppe ; Papini, Anna Maria ; De Luca, Angelo ; Ginanneschi, Mauro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-3ee043008b4e14b81fe89694bfb40c1ed487b6b7f8ce3dc8e1ebd488281f273e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Avidin - chemistry</topic><topic>Biological and medical sciences</topic><topic>Biotin - analogs & derivatives</topic><topic>Biotin - chemical synthesis</topic><topic>Biotin - chemistry</topic><topic>Chelating Agents - chemical synthesis</topic><topic>Chelating Agents - chemistry</topic><topic>Drug Stability</topic><topic>Heterocyclic Compounds, 1-Ring - chemical synthesis</topic><topic>Heterocyclic Compounds, 1-Ring - chemistry</topic><topic>Humans</topic><topic>Investigative techniques, diagnostic techniques (general aspects)</topic><topic>Isotope Labeling</topic><topic>Medical sciences</topic><topic>Miscellaneous. Technology</topic><topic>Neoplasms - diagnosis</topic><topic>Protein Binding</topic><topic>Radionuclide investigations</topic><topic>Radiopharmaceuticals - chemical synthesis</topic><topic>Radiopharmaceuticals - chemistry</topic><topic>Yttrium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sabatino, Giuseppina</creatorcontrib><creatorcontrib>Chinol, Marco</creatorcontrib><creatorcontrib>Paganelli, Giovanni</creatorcontrib><creatorcontrib>Papi, Stefano</creatorcontrib><creatorcontrib>Chelli, Mario</creatorcontrib><creatorcontrib>Leone, Giuseppe</creatorcontrib><creatorcontrib>Papini, Anna Maria</creatorcontrib><creatorcontrib>De Luca, Angelo</creatorcontrib><creatorcontrib>Ginanneschi, Mauro</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><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>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sabatino, Giuseppina</au><au>Chinol, Marco</au><au>Paganelli, Giovanni</au><au>Papi, Stefano</au><au>Chelli, Mario</au><au>Leone, Giuseppe</au><au>Papini, Anna Maria</au><au>De Luca, Angelo</au><au>Ginanneschi, Mauro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. Med. Chem</addtitle><date>2003-07-03</date><risdate>2003</risdate><volume>46</volume><issue>14</issue><spage>3170</spage><epage>3173</epage><pages>3170-3173</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><coden>JMCMAR</coden><abstract>The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The 90Y-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin−DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12825956</pmid><doi>10.1021/jm030789z</doi><tpages>4</tpages></addata></record> |
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| subjects | Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Avidin - chemistry Biological and medical sciences Biotin - analogs & derivatives Biotin - chemical synthesis Biotin - chemistry Chelating Agents - chemical synthesis Chelating Agents - chemistry Drug Stability Heterocyclic Compounds, 1-Ring - chemical synthesis Heterocyclic Compounds, 1-Ring - chemistry Humans Investigative techniques, diagnostic techniques (general aspects) Isotope Labeling Medical sciences Miscellaneous. Technology Neoplasms - diagnosis Protein Binding Radionuclide investigations Radiopharmaceuticals - chemical synthesis Radiopharmaceuticals - chemistry Yttrium |
| title | A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors |
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