Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity
Acetylcholinesterase is one of the most widely used and studied enzymes. Not only does this enzyme regulate neurotransmission (and thus play a key role in neurodegenerative processes) but it is also a prime target for pest control agents and warfare agents. Above all, due to its particularly high tu...
Gespeichert in:
| Veröffentlicht in: | Journal of the American Chemical Society 2002-05, Vol.124 (17), p.4874-4880 |
|---|---|
| Hauptverfasser: | , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 4880 |
|---|---|
| container_issue | 17 |
| container_start_page | 4874 |
| container_title | Journal of the American Chemical Society |
| container_volume | 124 |
| creator | Sabelle, Stéphane Renard, Pierre-Yves Pecorella, Karine de Suzzoni-Dézard, Sophie Créminon, Christophe Grassi, Jacques Mioskowski, Charles |
| description | Acetylcholinesterase is one of the most widely used and studied enzymes. Not only does this enzyme regulate neurotransmission (and thus play a key role in neurodegenerative processes) but it is also a prime target for pest control agents and warfare agents. Above all, due to its particularly high turnover rate, acetylcholinesterase is among the most efficient reporter enzymes yet described (for use as enzymatic tracer in immunoassays, for instance). However, its activity is detected through a colorimetric reagent, the Ellman reagent, which displays low detection limits and is often subject to background perturbations. In the course of our search for a more sensitive detection assay, we describe here a first-generation 1,2-dioxetane chemiluminescent probe, based on chemically induced electron exchange luminescence, which has an approximately 10 times lower detection limit than the Ellman colorimetric assay (2.5 × 10-19 mol for Electrophorus electricus AChE in its tetrameric form). |
| doi_str_mv | 10.1021/ja0171299 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_71620644</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>71620644</sourcerecordid><originalsourceid>FETCH-LOGICAL-a445t-9f27e34830ca2648edcf6c650d1b9989387815703be7dcd3b0be007231529f1b3</originalsourceid><addsrcrecordid>eNpt0E1P3DAQBmALFZUt7aF_oPKllTgE_JHYzhGWjyIhgbS0vSBZjjMBL4lN7aTq_nu82hV74TQazaPRzIvQV0qOKWH0ZGkIlZTV9R6a0YqRoqJMfEAzQggrpBL8AH1KaZnbkin6ER1QWksquZqhh3NI7tFj41u8WPnxKbcJhw7Pn2Bw_TQ4D8mCH_FdDA0k3IWIs8LnMIIdXfAbHPo1HCGaBPg0D_65cfUZ7XemT_BlWw_Rr8uL-_nP4ub26np-elOYsqzGou6YBF4qTqxholTQ2k5YUZGWNnWtaq6kopUkvAHZ2pY3pAFCJOP517qjDT9EPzZ7X2L4O-Uz9ODy0X1vPIQpaUkFI6IsMzzaQBtDShE6_RLdYOJKU6LXUeq3KLP9tl06NQO0O7nNLoPvW2CSNX0Xjbcu7RzPH1Ri7YqNczmf_29zE5-1kFxW-v5uoX9fnZVqMf-jz3Z7jU16Gaboc3bvHPgK6O-Vsw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71620644</pqid></control><display><type>article</type><title>Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Sabelle, Stéphane ; Renard, Pierre-Yves ; Pecorella, Karine ; de Suzzoni-Dézard, Sophie ; Créminon, Christophe ; Grassi, Jacques ; Mioskowski, Charles</creator><creatorcontrib>Sabelle, Stéphane ; Renard, Pierre-Yves ; Pecorella, Karine ; de Suzzoni-Dézard, Sophie ; Créminon, Christophe ; Grassi, Jacques ; Mioskowski, Charles</creatorcontrib><description>Acetylcholinesterase is one of the most widely used and studied enzymes. Not only does this enzyme regulate neurotransmission (and thus play a key role in neurodegenerative processes) but it is also a prime target for pest control agents and warfare agents. Above all, due to its particularly high turnover rate, acetylcholinesterase is among the most efficient reporter enzymes yet described (for use as enzymatic tracer in immunoassays, for instance). However, its activity is detected through a colorimetric reagent, the Ellman reagent, which displays low detection limits and is often subject to background perturbations. In the course of our search for a more sensitive detection assay, we describe here a first-generation 1,2-dioxetane chemiluminescent probe, based on chemically induced electron exchange luminescence, which has an approximately 10 times lower detection limit than the Ellman colorimetric assay (2.5 × 10-19 mol for Electrophorus electricus AChE in its tetrameric form).</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja0171299</identifier><identifier>PMID: 11971738</identifier><identifier>CODEN: JACSAT</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Acetylcholinesterase - analysis ; Acetylcholinesterase - metabolism ; Analytical, structural and metabolic biochemistry ; Animals ; Biological and medical sciences ; Disulfides - chemical synthesis ; Disulfides - chemistry ; Electrophorus - metabolism ; Enzymes and enzyme inhibitors ; Fundamental and applied biological sciences. Psychology ; General aspects, investigation methods ; Heterocyclic Compounds - chemical synthesis ; Heterocyclic Compounds - chemistry ; Luminescent Measurements</subject><ispartof>Journal of the American Chemical Society, 2002-05, Vol.124 (17), p.4874-4880</ispartof><rights>Copyright © 2002 American Chemical Society</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a445t-9f27e34830ca2648edcf6c650d1b9989387815703be7dcd3b0be007231529f1b3</citedby><cites>FETCH-LOGICAL-a445t-9f27e34830ca2648edcf6c650d1b9989387815703be7dcd3b0be007231529f1b3</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/ja0171299$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja0171299$$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=13650568$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11971738$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sabelle, Stéphane</creatorcontrib><creatorcontrib>Renard, Pierre-Yves</creatorcontrib><creatorcontrib>Pecorella, Karine</creatorcontrib><creatorcontrib>de Suzzoni-Dézard, Sophie</creatorcontrib><creatorcontrib>Créminon, Christophe</creatorcontrib><creatorcontrib>Grassi, Jacques</creatorcontrib><creatorcontrib>Mioskowski, Charles</creatorcontrib><title>Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>Acetylcholinesterase is one of the most widely used and studied enzymes. Not only does this enzyme regulate neurotransmission (and thus play a key role in neurodegenerative processes) but it is also a prime target for pest control agents and warfare agents. Above all, due to its particularly high turnover rate, acetylcholinesterase is among the most efficient reporter enzymes yet described (for use as enzymatic tracer in immunoassays, for instance). However, its activity is detected through a colorimetric reagent, the Ellman reagent, which displays low detection limits and is often subject to background perturbations. In the course of our search for a more sensitive detection assay, we describe here a first-generation 1,2-dioxetane chemiluminescent probe, based on chemically induced electron exchange luminescence, which has an approximately 10 times lower detection limit than the Ellman colorimetric assay (2.5 × 10-19 mol for Electrophorus electricus AChE in its tetrameric form).</description><subject>Acetylcholinesterase - analysis</subject><subject>Acetylcholinesterase - metabolism</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Disulfides - chemical synthesis</subject><subject>Disulfides - chemistry</subject><subject>Electrophorus - metabolism</subject><subject>Enzymes and enzyme inhibitors</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects, investigation methods</subject><subject>Heterocyclic Compounds - chemical synthesis</subject><subject>Heterocyclic Compounds - chemistry</subject><subject>Luminescent Measurements</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1P3DAQBmALFZUt7aF_oPKllTgE_JHYzhGWjyIhgbS0vSBZjjMBL4lN7aTq_nu82hV74TQazaPRzIvQV0qOKWH0ZGkIlZTV9R6a0YqRoqJMfEAzQggrpBL8AH1KaZnbkin6ER1QWksquZqhh3NI7tFj41u8WPnxKbcJhw7Pn2Bw_TQ4D8mCH_FdDA0k3IWIs8LnMIIdXfAbHPo1HCGaBPg0D_65cfUZ7XemT_BlWw_Rr8uL-_nP4ub26np-elOYsqzGou6YBF4qTqxholTQ2k5YUZGWNnWtaq6kopUkvAHZ2pY3pAFCJOP517qjDT9EPzZ7X2L4O-Uz9ODy0X1vPIQpaUkFI6IsMzzaQBtDShE6_RLdYOJKU6LXUeq3KLP9tl06NQO0O7nNLoPvW2CSNX0Xjbcu7RzPH1Ri7YqNczmf_29zE5-1kFxW-v5uoX9fnZVqMf-jz3Z7jU16Gaboc3bvHPgK6O-Vsw</recordid><startdate>20020501</startdate><enddate>20020501</enddate><creator>Sabelle, Stéphane</creator><creator>Renard, Pierre-Yves</creator><creator>Pecorella, Karine</creator><creator>de Suzzoni-Dézard, Sophie</creator><creator>Créminon, Christophe</creator><creator>Grassi, Jacques</creator><creator>Mioskowski, Charles</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>20020501</creationdate><title>Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity</title><author>Sabelle, Stéphane ; Renard, Pierre-Yves ; Pecorella, Karine ; de Suzzoni-Dézard, Sophie ; Créminon, Christophe ; Grassi, Jacques ; Mioskowski, Charles</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a445t-9f27e34830ca2648edcf6c650d1b9989387815703be7dcd3b0be007231529f1b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Acetylcholinesterase - analysis</topic><topic>Acetylcholinesterase - metabolism</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Disulfides - chemical synthesis</topic><topic>Disulfides - chemistry</topic><topic>Electrophorus - metabolism</topic><topic>Enzymes and enzyme inhibitors</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects, investigation methods</topic><topic>Heterocyclic Compounds - chemical synthesis</topic><topic>Heterocyclic Compounds - chemistry</topic><topic>Luminescent Measurements</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sabelle, Stéphane</creatorcontrib><creatorcontrib>Renard, Pierre-Yves</creatorcontrib><creatorcontrib>Pecorella, Karine</creatorcontrib><creatorcontrib>de Suzzoni-Dézard, Sophie</creatorcontrib><creatorcontrib>Créminon, Christophe</creatorcontrib><creatorcontrib>Grassi, Jacques</creatorcontrib><creatorcontrib>Mioskowski, Charles</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 the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sabelle, Stéphane</au><au>Renard, Pierre-Yves</au><au>Pecorella, Karine</au><au>de Suzzoni-Dézard, Sophie</au><au>Créminon, Christophe</au><au>Grassi, Jacques</au><au>Mioskowski, Charles</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2002-05-01</date><risdate>2002</risdate><volume>124</volume><issue>17</issue><spage>4874</spage><epage>4880</epage><pages>4874-4880</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>Acetylcholinesterase is one of the most widely used and studied enzymes. Not only does this enzyme regulate neurotransmission (and thus play a key role in neurodegenerative processes) but it is also a prime target for pest control agents and warfare agents. Above all, due to its particularly high turnover rate, acetylcholinesterase is among the most efficient reporter enzymes yet described (for use as enzymatic tracer in immunoassays, for instance). However, its activity is detected through a colorimetric reagent, the Ellman reagent, which displays low detection limits and is often subject to background perturbations. In the course of our search for a more sensitive detection assay, we describe here a first-generation 1,2-dioxetane chemiluminescent probe, based on chemically induced electron exchange luminescence, which has an approximately 10 times lower detection limit than the Ellman colorimetric assay (2.5 × 10-19 mol for Electrophorus electricus AChE in its tetrameric form).</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>11971738</pmid><doi>10.1021/ja0171299</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 2002-05, Vol.124 (17), p.4874-4880 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71620644 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Acetylcholinesterase - analysis Acetylcholinesterase - metabolism Analytical, structural and metabolic biochemistry Animals Biological and medical sciences Disulfides - chemical synthesis Disulfides - chemistry Electrophorus - metabolism Enzymes and enzyme inhibitors Fundamental and applied biological sciences. Psychology General aspects, investigation methods Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Luminescent Measurements |
| title | Design and Synthesis of Chemiluminescent Probes for the Detection of Cholinesterase Activity |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T22%3A16%3A06IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Design%20and%20Synthesis%20of%20Chemiluminescent%20Probes%20for%20the%20Detection%20of%20Cholinesterase%20Activity&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Sabelle,%20St%C3%A9phane&rft.date=2002-05-01&rft.volume=124&rft.issue=17&rft.spage=4874&rft.epage=4880&rft.pages=4874-4880&rft.issn=0002-7863&rft.eissn=1520-5126&rft.coden=JACSAT&rft_id=info:doi/10.1021/ja0171299&rft_dat=%3Cproquest_cross%3E71620644%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71620644&rft_id=info:pmid/11971738&rfr_iscdi=true |