Development of a Bioorthogonal and Highly Efficient Conjugation Method for Quantum Dots Using Tetrazine−Norbornene Cycloaddition
We present a bioorthogonal and modular conjugation method for efficient coupling of organic dyes and biomolecules to quantum dots (QDs) using a norbornene−tetrazine cycloaddition. The use of noncoordinating functional groups combined with the rapid rate of the cycloaddition leads to highly efficient...
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| Veröffentlicht in: | Journal of the American Chemical Society 2010-06, Vol.132 (23), p.7838-7839 |
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| container_end_page | 7839 |
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| container_issue | 23 |
| container_start_page | 7838 |
| container_title | Journal of the American Chemical Society |
| container_volume | 132 |
| creator | Han, Hee-Sun Devaraj, Neal K Lee, Jungmin Hilderbrand, Scott A Weissleder, Ralph Bawendi, Moungi G |
| description | We present a bioorthogonal and modular conjugation method for efficient coupling of organic dyes and biomolecules to quantum dots (QDs) using a norbornene−tetrazine cycloaddition. The use of noncoordinating functional groups combined with the rapid rate of the cycloaddition leads to highly efficient conjugation. We have applied this method to the in situ targeting of norbornene-coated QDs to live cancer cells labeled with tetrazine-modified proteins. |
| doi_str_mv | 10.1021/ja101677r |
| format | Article |
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We have applied this method to the in situ targeting of norbornene-coated QDs to live cancer cells labeled with tetrazine-modified proteins.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja101677r</identifier><identifier>PMID: 20481508</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Cell Line, Tumor ; Cell Survival ; Fluorescent Dyes - chemistry ; Fluorescent Dyes - metabolism ; Heterocyclic Compounds, 1-Ring - chemistry ; Humans ; Molecular Imaging ; Norbornanes - chemistry ; Quantum Dots ; Receptor, Epidermal Growth Factor - metabolism</subject><ispartof>Journal of the American Chemical Society, 2010-06, Vol.132 (23), p.7838-7839</ispartof><rights>Copyright © 2010 American Chemical Society</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a470t-f315e200009b34557af2a10161887ec1870e216910a0df49d3e09da53c5dde8a3</citedby><cites>FETCH-LOGICAL-a470t-f315e200009b34557af2a10161887ec1870e216910a0df49d3e09da53c5dde8a3</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/ja101677r$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja101677r$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,776,780,881,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20481508$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Han, Hee-Sun</creatorcontrib><creatorcontrib>Devaraj, Neal K</creatorcontrib><creatorcontrib>Lee, Jungmin</creatorcontrib><creatorcontrib>Hilderbrand, Scott A</creatorcontrib><creatorcontrib>Weissleder, Ralph</creatorcontrib><creatorcontrib>Bawendi, Moungi G</creatorcontrib><title>Development of a Bioorthogonal and Highly Efficient Conjugation Method for Quantum Dots Using Tetrazine−Norbornene Cycloaddition</title><title>Journal of the American Chemical Society</title><addtitle>J. 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We have applied this method to the in situ targeting of norbornene-coated QDs to live cancer cells labeled with tetrazine-modified proteins.</description><subject>Cell Line, Tumor</subject><subject>Cell Survival</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Fluorescent Dyes - metabolism</subject><subject>Heterocyclic Compounds, 1-Ring - chemistry</subject><subject>Humans</subject><subject>Molecular Imaging</subject><subject>Norbornanes - chemistry</subject><subject>Quantum Dots</subject><subject>Receptor, Epidermal Growth Factor - metabolism</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkT1PwzAQhi0EgvIx8AeQFwaGgO0kjbMgQfmU-BASzNE1tlNXqa-yE6QyMjHzE_klpBQqkJisk597Tu8dIbucHXIm-NEYOOP9LPMrpMdTwaKUi_4q6THGRJTJfrxBNkMYd2UiJF8nG4IlkqdM9sjrmX7WNU4n2jUUDQV6ahF9M8IKHdQUnKJXthrVM3pujC3tnBugG7cVNBYdvdUdq6hBTx9acE07oWfYBPoUrKvoo248vFinP97e79AP0TvtNB3MyhpBKTtXbJM1A3XQO9_vFnm6OH8cXEU395fXg5ObCJKMNZGJeapFl4HlwzhJ0wyM-MrNpcx0yWXGtOD9nDNgyiS5ijXLFaRxmSqlJcRb5HjhnbbDiVZll8RDXUy9nYCfFQi2-Pvj7Kio8LkQMhd5lnSCg4Wg9BiC12bZy1kxP0SxPETH7v0etiR_Nt8B-wsAylCMsfXdtsM_ok-s8ZO0</recordid><startdate>20100616</startdate><enddate>20100616</enddate><creator>Han, Hee-Sun</creator><creator>Devaraj, Neal K</creator><creator>Lee, Jungmin</creator><creator>Hilderbrand, Scott A</creator><creator>Weissleder, Ralph</creator><creator>Bawendi, Moungi G</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>5PM</scope></search><sort><creationdate>20100616</creationdate><title>Development of a Bioorthogonal and Highly Efficient Conjugation Method for Quantum Dots Using Tetrazine−Norbornene Cycloaddition</title><author>Han, Hee-Sun ; Devaraj, Neal K ; Lee, Jungmin ; Hilderbrand, Scott A ; Weissleder, Ralph ; Bawendi, Moungi G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a470t-f315e200009b34557af2a10161887ec1870e216910a0df49d3e09da53c5dde8a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Cell Line, Tumor</topic><topic>Cell Survival</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Fluorescent Dyes - metabolism</topic><topic>Heterocyclic Compounds, 1-Ring - chemistry</topic><topic>Humans</topic><topic>Molecular Imaging</topic><topic>Norbornanes - chemistry</topic><topic>Quantum Dots</topic><topic>Receptor, Epidermal Growth Factor - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Han, Hee-Sun</creatorcontrib><creatorcontrib>Devaraj, Neal K</creatorcontrib><creatorcontrib>Lee, Jungmin</creatorcontrib><creatorcontrib>Hilderbrand, Scott A</creatorcontrib><creatorcontrib>Weissleder, Ralph</creatorcontrib><creatorcontrib>Bawendi, Moungi G</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Han, Hee-Sun</au><au>Devaraj, Neal K</au><au>Lee, Jungmin</au><au>Hilderbrand, Scott A</au><au>Weissleder, Ralph</au><au>Bawendi, Moungi G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of a Bioorthogonal and Highly Efficient Conjugation Method for Quantum Dots Using Tetrazine−Norbornene Cycloaddition</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2010-06-16</date><risdate>2010</risdate><volume>132</volume><issue>23</issue><spage>7838</spage><epage>7839</epage><pages>7838-7839</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>We present a bioorthogonal and modular conjugation method for efficient coupling of organic dyes and biomolecules to quantum dots (QDs) using a norbornene−tetrazine cycloaddition. The use of noncoordinating functional groups combined with the rapid rate of the cycloaddition leads to highly efficient conjugation. We have applied this method to the in situ targeting of norbornene-coated QDs to live cancer cells labeled with tetrazine-modified proteins.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>20481508</pmid><doi>10.1021/ja101677r</doi><tpages>2</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of the American Chemical Society, 2010-06, Vol.132 (23), p.7838-7839 |
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| language | eng |
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| source | ACS Publications; MEDLINE |
| subjects | Cell Line, Tumor Cell Survival Fluorescent Dyes - chemistry Fluorescent Dyes - metabolism Heterocyclic Compounds, 1-Ring - chemistry Humans Molecular Imaging Norbornanes - chemistry Quantum Dots Receptor, Epidermal Growth Factor - metabolism |
| title | Development of a Bioorthogonal and Highly Efficient Conjugation Method for Quantum Dots Using Tetrazine−Norbornene Cycloaddition |
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