Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia
This paper describes the purification and characterization of microviridin J. a newly discovered metabolite of Microcystis that causes a lethal molting disruption in Daphnia spp., upon ingestion of living cyanobacterial cells. Microviridin J consists of an acetylated chain of 13 amino acids arranged...
Gespeichert in:
| Veröffentlicht in: | Journal of chemical ecology 2003-08, Vol.29 (8), p.1757-1770 |
|---|---|
| Hauptverfasser: | , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1770 |
|---|---|
| container_issue | 8 |
| container_start_page | 1757 |
| container_title | Journal of chemical ecology |
| container_volume | 29 |
| creator | ROHRLACK, Thomas CHRISTOFFERSEN, Kirsten HANSEN, Poul Erik ZHANG, Wei CZARNECKI, Olaf HENNING, Manfred FASTNER, Jutta ERHARD, Marcel NEILAN, Brett A KAEBERNICK, Melanie |
| description | This paper describes the purification and characterization of microviridin J. a newly discovered metabolite of Microcystis that causes a lethal molting disruption in Daphnia spp., upon ingestion of living cyanobacterial cells. Microviridin J consists of an acetylated chain of 13 amino acids arranged in three rings and two side chains. Unlike other known isoforms of microviridin, microviridin J contains arginine that imparts a unique solution conformation characterized by proximal hydrophobic interactions between Arg and other regions of the molecule. This eventually results in the formation and stabilization of an additional ring system. Microviridin J potently inhibits porcine trypsin, bovine chymotrypsin, and daphnid trypsin-like proteases. The activity against trypsin is most likely due to Arg and its distinctive conformational interactions. Overall, the data presented for microviridin J emphasize once again the ability of cyanobacteria to produce numerous and potent environmental toxins. |
| doi_str_mv | 10.1023/a:1024889925732 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_journals_733024127</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2093796041</sourcerecordid><originalsourceid>FETCH-LOGICAL-c378t-85e2de428a729095278f9ed4e3e17d4bd16497779a41d9ee232e7f68e7c0ad9d3</originalsourceid><addsrcrecordid>eNpFkEtLAzEUhYMoWh9rdxIEd47mMZkk7qS-UdzoutwmdzAynalJqtZfb8SKm3vg4-PAPYTsc3bCmZCncFaiNsZaobQUa2TES1ZcNXydjBizpmJS8i2yndIrY0w0Rm2SLS6sahRTI_Jxm4YOchj6Y-peIILLGMPXikDv6dsC-hxyIe9YAHTLFBIdWjoLLg7vIQYfenpXZNrjB334oW6ZcpFmmGE6dCEjzcNncOXSC5i_9AF2yUYLXcK9Ve6Q56vLp_FNdf94fTs-v6-c1CZXRqHwWAsDWlhmldCmtehrlMi1r6eeN7XVWluoubeIQgrUbWNQOwbeerlDDn9753F4W2DKk9dhEcsXaaKlLNtxoYt0sJIW0xn6yTyGGcTl5G-mIhytBEgOujZC70L69xSrmTJSfgM7D3fZ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>733024127</pqid></control><display><type>article</type><title>Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia</title><source>MEDLINE</source><source>Springer Online Journals Complete</source><creator>ROHRLACK, Thomas ; CHRISTOFFERSEN, Kirsten ; HANSEN, Poul Erik ; ZHANG, Wei ; CZARNECKI, Olaf ; HENNING, Manfred ; FASTNER, Jutta ; ERHARD, Marcel ; NEILAN, Brett A ; KAEBERNICK, Melanie</creator><creatorcontrib>ROHRLACK, Thomas ; CHRISTOFFERSEN, Kirsten ; HANSEN, Poul Erik ; ZHANG, Wei ; CZARNECKI, Olaf ; HENNING, Manfred ; FASTNER, Jutta ; ERHARD, Marcel ; NEILAN, Brett A ; KAEBERNICK, Melanie</creatorcontrib><description>This paper describes the purification and characterization of microviridin J. a newly discovered metabolite of Microcystis that causes a lethal molting disruption in Daphnia spp., upon ingestion of living cyanobacterial cells. Microviridin J consists of an acetylated chain of 13 amino acids arranged in three rings and two side chains. Unlike other known isoforms of microviridin, microviridin J contains arginine that imparts a unique solution conformation characterized by proximal hydrophobic interactions between Arg and other regions of the molecule. This eventually results in the formation and stabilization of an additional ring system. Microviridin J potently inhibits porcine trypsin, bovine chymotrypsin, and daphnid trypsin-like proteases. The activity against trypsin is most likely due to Arg and its distinctive conformational interactions. Overall, the data presented for microviridin J emphasize once again the ability of cyanobacteria to produce numerous and potent environmental toxins.</description><identifier>ISSN: 0098-0331</identifier><identifier>EISSN: 1573-1561</identifier><identifier>DOI: 10.1023/a:1024889925732</identifier><identifier>PMID: 12956505</identifier><identifier>CODEN: JCECD8</identifier><language>eng</language><publisher>New York, NY: Springer</publisher><subject>Amino acids ; Aminoacids, peptides. Hormones. Neuropeptides ; Analytical, structural and metabolic biochemistry ; Animal and plant ecology ; Animal, plant and microbial ecology ; Animals ; Autoecology ; Bacterial Toxins - chemistry ; Bacterial Toxins - isolation & purification ; Bacterial Toxins - toxicity ; Biological and medical sciences ; Daphnia ; Fundamental and applied biological sciences. Psychology ; Ingestion ; Magnetic Resonance Spectroscopy ; Metabolites ; Microcystis - chemistry ; Microcystis - pathogenicity ; Peptides, Cyclic - chemistry ; Peptides, Cyclic - isolation & purification ; Peptides, Cyclic - toxicity ; Proteins ; Protozoa. Invertebrata ; Toxicity Tests ; Toxins</subject><ispartof>Journal of chemical ecology, 2003-08, Vol.29 (8), p.1757-1770</ispartof><rights>2004 INIST-CNRS</rights><rights>Plenum Publishing Corporation 2003</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c378t-85e2de428a729095278f9ed4e3e17d4bd16497779a41d9ee232e7f68e7c0ad9d3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15040583$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12956505$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>ROHRLACK, Thomas</creatorcontrib><creatorcontrib>CHRISTOFFERSEN, Kirsten</creatorcontrib><creatorcontrib>HANSEN, Poul Erik</creatorcontrib><creatorcontrib>ZHANG, Wei</creatorcontrib><creatorcontrib>CZARNECKI, Olaf</creatorcontrib><creatorcontrib>HENNING, Manfred</creatorcontrib><creatorcontrib>FASTNER, Jutta</creatorcontrib><creatorcontrib>ERHARD, Marcel</creatorcontrib><creatorcontrib>NEILAN, Brett A</creatorcontrib><creatorcontrib>KAEBERNICK, Melanie</creatorcontrib><title>Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia</title><title>Journal of chemical ecology</title><addtitle>J Chem Ecol</addtitle><description>This paper describes the purification and characterization of microviridin J. a newly discovered metabolite of Microcystis that causes a lethal molting disruption in Daphnia spp., upon ingestion of living cyanobacterial cells. Microviridin J consists of an acetylated chain of 13 amino acids arranged in three rings and two side chains. Unlike other known isoforms of microviridin, microviridin J contains arginine that imparts a unique solution conformation characterized by proximal hydrophobic interactions between Arg and other regions of the molecule. This eventually results in the formation and stabilization of an additional ring system. Microviridin J potently inhibits porcine trypsin, bovine chymotrypsin, and daphnid trypsin-like proteases. The activity against trypsin is most likely due to Arg and its distinctive conformational interactions. Overall, the data presented for microviridin J emphasize once again the ability of cyanobacteria to produce numerous and potent environmental toxins.</description><subject>Amino acids</subject><subject>Aminoacids, peptides. Hormones. Neuropeptides</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animal and plant ecology</subject><subject>Animal, plant and microbial ecology</subject><subject>Animals</subject><subject>Autoecology</subject><subject>Bacterial Toxins - chemistry</subject><subject>Bacterial Toxins - isolation & purification</subject><subject>Bacterial Toxins - toxicity</subject><subject>Biological and medical sciences</subject><subject>Daphnia</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Ingestion</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Metabolites</subject><subject>Microcystis - chemistry</subject><subject>Microcystis - pathogenicity</subject><subject>Peptides, Cyclic - chemistry</subject><subject>Peptides, Cyclic - isolation & purification</subject><subject>Peptides, Cyclic - toxicity</subject><subject>Proteins</subject><subject>Protozoa. Invertebrata</subject><subject>Toxicity Tests</subject><subject>Toxins</subject><issn>0098-0331</issn><issn>1573-1561</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNpFkEtLAzEUhYMoWh9rdxIEd47mMZkk7qS-UdzoutwmdzAynalJqtZfb8SKm3vg4-PAPYTsc3bCmZCncFaiNsZaobQUa2TES1ZcNXydjBizpmJS8i2yndIrY0w0Rm2SLS6sahRTI_Jxm4YOchj6Y-peIILLGMPXikDv6dsC-hxyIe9YAHTLFBIdWjoLLg7vIQYfenpXZNrjB334oW6ZcpFmmGE6dCEjzcNncOXSC5i_9AF2yUYLXcK9Ve6Q56vLp_FNdf94fTs-v6-c1CZXRqHwWAsDWlhmldCmtehrlMi1r6eeN7XVWluoubeIQgrUbWNQOwbeerlDDn9753F4W2DKk9dhEcsXaaKlLNtxoYt0sJIW0xn6yTyGGcTl5G-mIhytBEgOujZC70L69xSrmTJSfgM7D3fZ</recordid><startdate>20030801</startdate><enddate>20030801</enddate><creator>ROHRLACK, Thomas</creator><creator>CHRISTOFFERSEN, Kirsten</creator><creator>HANSEN, Poul Erik</creator><creator>ZHANG, Wei</creator><creator>CZARNECKI, Olaf</creator><creator>HENNING, Manfred</creator><creator>FASTNER, Jutta</creator><creator>ERHARD, Marcel</creator><creator>NEILAN, Brett A</creator><creator>KAEBERNICK, Melanie</creator><general>Springer</general><general>Springer Nature B.V</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>3V.</scope><scope>7QG</scope><scope>7QR</scope><scope>7SN</scope><scope>7SS</scope><scope>7U7</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8AO</scope><scope>8C1</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>RC3</scope></search><sort><creationdate>20030801</creationdate><title>Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia</title><author>ROHRLACK, Thomas ; CHRISTOFFERSEN, Kirsten ; HANSEN, Poul Erik ; ZHANG, Wei ; CZARNECKI, Olaf ; HENNING, Manfred ; FASTNER, Jutta ; ERHARD, Marcel ; NEILAN, Brett A ; KAEBERNICK, Melanie</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c378t-85e2de428a729095278f9ed4e3e17d4bd16497779a41d9ee232e7f68e7c0ad9d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Amino acids</topic><topic>Aminoacids, peptides. Hormones. Neuropeptides</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animal and plant ecology</topic><topic>Animal, plant and microbial ecology</topic><topic>Animals</topic><topic>Autoecology</topic><topic>Bacterial Toxins - chemistry</topic><topic>Bacterial Toxins - isolation & purification</topic><topic>Bacterial Toxins - toxicity</topic><topic>Biological and medical sciences</topic><topic>Daphnia</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Ingestion</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Metabolites</topic><topic>Microcystis - chemistry</topic><topic>Microcystis - pathogenicity</topic><topic>Peptides, Cyclic - chemistry</topic><topic>Peptides, Cyclic - isolation & purification</topic><topic>Peptides, Cyclic - toxicity</topic><topic>Proteins</topic><topic>Protozoa. Invertebrata</topic><topic>Toxicity Tests</topic><topic>Toxins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>ROHRLACK, Thomas</creatorcontrib><creatorcontrib>CHRISTOFFERSEN, Kirsten</creatorcontrib><creatorcontrib>HANSEN, Poul Erik</creatorcontrib><creatorcontrib>ZHANG, Wei</creatorcontrib><creatorcontrib>CZARNECKI, Olaf</creatorcontrib><creatorcontrib>HENNING, Manfred</creatorcontrib><creatorcontrib>FASTNER, Jutta</creatorcontrib><creatorcontrib>ERHARD, Marcel</creatorcontrib><creatorcontrib>NEILAN, Brett A</creatorcontrib><creatorcontrib>KAEBERNICK, Melanie</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Ecology Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Toxicology Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Public Health Database</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric & Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Materials Science Database</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Earth, Atmospheric & Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>Genetics Abstracts</collection><jtitle>Journal of chemical ecology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>ROHRLACK, Thomas</au><au>CHRISTOFFERSEN, Kirsten</au><au>HANSEN, Poul Erik</au><au>ZHANG, Wei</au><au>CZARNECKI, Olaf</au><au>HENNING, Manfred</au><au>FASTNER, Jutta</au><au>ERHARD, Marcel</au><au>NEILAN, Brett A</au><au>KAEBERNICK, Melanie</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia</atitle><jtitle>Journal of chemical ecology</jtitle><addtitle>J Chem Ecol</addtitle><date>2003-08-01</date><risdate>2003</risdate><volume>29</volume><issue>8</issue><spage>1757</spage><epage>1770</epage><pages>1757-1770</pages><issn>0098-0331</issn><eissn>1573-1561</eissn><coden>JCECD8</coden><abstract>This paper describes the purification and characterization of microviridin J. a newly discovered metabolite of Microcystis that causes a lethal molting disruption in Daphnia spp., upon ingestion of living cyanobacterial cells. Microviridin J consists of an acetylated chain of 13 amino acids arranged in three rings and two side chains. Unlike other known isoforms of microviridin, microviridin J contains arginine that imparts a unique solution conformation characterized by proximal hydrophobic interactions between Arg and other regions of the molecule. This eventually results in the formation and stabilization of an additional ring system. Microviridin J potently inhibits porcine trypsin, bovine chymotrypsin, and daphnid trypsin-like proteases. The activity against trypsin is most likely due to Arg and its distinctive conformational interactions. Overall, the data presented for microviridin J emphasize once again the ability of cyanobacteria to produce numerous and potent environmental toxins.</abstract><cop>New York, NY</cop><pub>Springer</pub><pmid>12956505</pmid><doi>10.1023/a:1024889925732</doi><tpages>14</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0098-0331 |
| ispartof | Journal of chemical ecology, 2003-08, Vol.29 (8), p.1757-1770 |
| issn | 0098-0331 1573-1561 |
| language | eng |
| recordid | cdi_proquest_journals_733024127 |
| source | MEDLINE; Springer Online Journals Complete |
| subjects | Amino acids Aminoacids, peptides. Hormones. Neuropeptides Analytical, structural and metabolic biochemistry Animal and plant ecology Animal, plant and microbial ecology Animals Autoecology Bacterial Toxins - chemistry Bacterial Toxins - isolation & purification Bacterial Toxins - toxicity Biological and medical sciences Daphnia Fundamental and applied biological sciences. Psychology Ingestion Magnetic Resonance Spectroscopy Metabolites Microcystis - chemistry Microcystis - pathogenicity Peptides, Cyclic - chemistry Peptides, Cyclic - isolation & purification Peptides, Cyclic - toxicity Proteins Protozoa. Invertebrata Toxicity Tests Toxins |
| title | Isolation, characterization, and quantitative analysis of microviridin J, a new Microcystis metabolite toxic to Daphnia |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T18%3A12%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Isolation,%20characterization,%20and%20quantitative%20analysis%20of%20microviridin%20J,%20a%20new%20Microcystis%20metabolite%20toxic%20to%20Daphnia&rft.jtitle=Journal%20of%20chemical%20ecology&rft.au=ROHRLACK,%20Thomas&rft.date=2003-08-01&rft.volume=29&rft.issue=8&rft.spage=1757&rft.epage=1770&rft.pages=1757-1770&rft.issn=0098-0331&rft.eissn=1573-1561&rft.coden=JCECD8&rft_id=info:doi/10.1023/a:1024889925732&rft_dat=%3Cproquest_pubme%3E2093796041%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=733024127&rft_id=info:pmid/12956505&rfr_iscdi=true |