Thiol-Reactive Luminescent Lanthanide Chelates: Part 2
Luminescent lanthanide complexes have unusual spectroscopic characteristics, including millisecond excited-state lifetime and sharply spiked emission spectra. These characteristics make them valuable alternatives to conventional organic fluorescent probes in detection applications and for measuring...
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Veröffentlicht in: | Bioconjugate chemistry 2003-09, Vol.14 (5), p.870-876 |
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creator | Ge, Pinghua Selvin, Paul R |
description | Luminescent lanthanide complexes have unusual spectroscopic characteristics, including millisecond excited-state lifetime and sharply spiked emission spectra. These characteristics make them valuable alternatives to conventional organic fluorescent probes in detection applications and for measuring nanometer-scale conformational changes in biomolecules via resonance energy transfer. Our group has previously reported the syntheses and application of various luminescence complexes that have polyaminocarboxylate chelates coupled to a carbostyril antenna and thiol or amine-reactive groups. Here we report the syntheses of new thiol-reactive forms of DTPA-cs124 chelates, including two iodoacetamide forms (phenylalanine-iodoacetamide and ethylenediamine iodoacetamide) and two methane-thio-sulfonate forms (ethylmethanethiosulfonate and carboxyethylmethanethiosulfonate). In addition, we have developed an improved synthesis of a previously reported maleimide form. |
doi_str_mv | 10.1021/bc034029e |
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In addition, we have developed an improved synthesis of a previously reported maleimide form.</description><identifier>ISSN: 1043-1802</identifier><identifier>EISSN: 1520-4812</identifier><identifier>DOI: 10.1021/bc034029e</identifier><identifier>PMID: 13129389</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Chelating Agents - analysis ; Chelating Agents - chemical synthesis ; Lanthanoid Series Elements - analysis ; Lanthanoid Series Elements - chemical synthesis ; Luminescent Measurements ; Pentetic Acid - analogs & derivatives ; Pentetic Acid - analysis ; Pentetic Acid - chemical synthesis ; Sulfhydryl Compounds - analysis ; Sulfhydryl Compounds - chemical synthesis</subject><ispartof>Bioconjugate chemistry, 2003-09, Vol.14 (5), p.870-876</ispartof><rights>Copyright © 2003 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a349t-e9359cde36a67ccde17ee8dbbab88625586afd7d123ac49211383e73bdd1a11a3</citedby><cites>FETCH-LOGICAL-a349t-e9359cde36a67ccde17ee8dbbab88625586afd7d123ac49211383e73bdd1a11a3</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/bc034029e$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/bc034029e$$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/13129389$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ge, Pinghua</creatorcontrib><creatorcontrib>Selvin, Paul R</creatorcontrib><title>Thiol-Reactive Luminescent Lanthanide Chelates: Part 2</title><title>Bioconjugate chemistry</title><addtitle>Bioconjugate Chem</addtitle><description>Luminescent lanthanide complexes have unusual spectroscopic characteristics, including millisecond excited-state lifetime and sharply spiked emission spectra. 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In addition, we have developed an improved synthesis of a previously reported maleimide form.</description><subject>Chelating Agents - analysis</subject><subject>Chelating Agents - chemical synthesis</subject><subject>Lanthanoid Series Elements - analysis</subject><subject>Lanthanoid Series Elements - chemical synthesis</subject><subject>Luminescent Measurements</subject><subject>Pentetic Acid - analogs & derivatives</subject><subject>Pentetic Acid - analysis</subject><subject>Pentetic Acid - chemical synthesis</subject><subject>Sulfhydryl Compounds - analysis</subject><subject>Sulfhydryl Compounds - chemical synthesis</subject><issn>1043-1802</issn><issn>1520-4812</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkLtOw0AQRVcIRCBQ8APIDUgUhp1dP3bpIOElgoggiHI1tieKgx_BayPoaPlNvgQjR6GhmivN0Z3RYWwP-DFwASdRzKXHhaY1tgW-4K6nQKy3mXvSBcVFj21bO-eca1Bik_VAgtBS6S2mJ7O0zNwHwrhO38gZNXlakI2pqJ0RFvUMizQhZzCjDGuyp9-fX84Yq9oRO2xjipml3eXss6fLi8ng2h3dX90MzkYuSk_XLmnp6zghGWAQxm2AkEglUYSRUoHwfRXgNAkTEBJjTwsAqSSFMkoSQACUfXbY9S6q8rUhW5s8bf_LMiyobKwJZeALocMWPOrAuCqtrWhqFlWaY_VhgJtfT2blqWX3l6VNlFPyRy7FtIDbAamt6X21x-rFBKEMfTMZP5rz4fMt3A2FkS1_0PEYWzMvm6ponfxz-AeDdn17</recordid><startdate>20030901</startdate><enddate>20030901</enddate><creator>Ge, Pinghua</creator><creator>Selvin, Paul R</creator><general>American Chemical Society</general><scope>BSCLL</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>20030901</creationdate><title>Thiol-Reactive Luminescent Lanthanide Chelates: Part 2</title><author>Ge, Pinghua ; Selvin, Paul R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a349t-e9359cde36a67ccde17ee8dbbab88625586afd7d123ac49211383e73bdd1a11a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Chelating Agents - analysis</topic><topic>Chelating Agents - chemical synthesis</topic><topic>Lanthanoid Series Elements - analysis</topic><topic>Lanthanoid Series Elements - chemical synthesis</topic><topic>Luminescent Measurements</topic><topic>Pentetic Acid - analogs & derivatives</topic><topic>Pentetic Acid - analysis</topic><topic>Pentetic Acid - chemical synthesis</topic><topic>Sulfhydryl Compounds - analysis</topic><topic>Sulfhydryl Compounds - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ge, Pinghua</creatorcontrib><creatorcontrib>Selvin, Paul R</creatorcontrib><collection>Istex</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>Bioconjugate chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ge, Pinghua</au><au>Selvin, Paul R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Thiol-Reactive Luminescent Lanthanide Chelates: Part 2</atitle><jtitle>Bioconjugate chemistry</jtitle><addtitle>Bioconjugate Chem</addtitle><date>2003-09-01</date><risdate>2003</risdate><volume>14</volume><issue>5</issue><spage>870</spage><epage>876</epage><pages>870-876</pages><issn>1043-1802</issn><eissn>1520-4812</eissn><abstract>Luminescent lanthanide complexes have unusual spectroscopic characteristics, including millisecond excited-state lifetime and sharply spiked emission spectra. These characteristics make them valuable alternatives to conventional organic fluorescent probes in detection applications and for measuring nanometer-scale conformational changes in biomolecules via resonance energy transfer. Our group has previously reported the syntheses and application of various luminescence complexes that have polyaminocarboxylate chelates coupled to a carbostyril antenna and thiol or amine-reactive groups. Here we report the syntheses of new thiol-reactive forms of DTPA-cs124 chelates, including two iodoacetamide forms (phenylalanine-iodoacetamide and ethylenediamine iodoacetamide) and two methane-thio-sulfonate forms (ethylmethanethiosulfonate and carboxyethylmethanethiosulfonate). In addition, we have developed an improved synthesis of a previously reported maleimide form.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>13129389</pmid><doi>10.1021/bc034029e</doi><tpages>7</tpages></addata></record> |
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subjects | Chelating Agents - analysis Chelating Agents - chemical synthesis Lanthanoid Series Elements - analysis Lanthanoid Series Elements - chemical synthesis Luminescent Measurements Pentetic Acid - analogs & derivatives Pentetic Acid - analysis Pentetic Acid - chemical synthesis Sulfhydryl Compounds - analysis Sulfhydryl Compounds - chemical synthesis |
title | Thiol-Reactive Luminescent Lanthanide Chelates: Part 2 |
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