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Pyrolnitrín – Wikipédia
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Je dostupný v 9 jazykoch" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-9" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">9 jazykov</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%BE%DB%8C%D8%B1%D9%88%D9%84_%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%D9%86" title="پیرول نیترین – South Azerbaijani" lang="azb" hreflang="azb" data-title="پیرول نیترین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Pyrrolnitrin" title="Pyrrolnitrin – nemčina" lang="de" hreflang="de" data-title="Pyrrolnitrin" data-language-autonym="Deutsch" data-language-local-name="nemčina" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Pyrrolnitrin" title="Pyrrolnitrin – angličtina" lang="en" hreflang="en" data-title="Pyrrolnitrin" data-language-autonym="English" data-language-local-name="angličtina" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%BE%DB%8C%D8%B1%D9%88%D9%84_%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%D9%86" title="پیرول نیترین – perzština" lang="fa" hreflang="fa" data-title="پیرول نیترین" data-language-autonym="فارسی" data-language-local-name="perzština" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Pirrolnitrina" title="Pirrolnitrina – taliančina" lang="it" hreflang="it" data-title="Pirrolnitrina" data-language-autonym="Italiano" data-language-local-name="taliančina" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%94%E3%83%AD%E3%83%BC%E3%83%AB%E3%83%8B%E3%83%88%E3%83%AA%E3%83%B3" title="ピロールニトリン – japončina" lang="ja" hreflang="ja" data-title="ピロールニトリン" data-language-autonym="日本語" data-language-local-name="japončina" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Pirolonitryna" title="Pirolonitryna – poľština" lang="pl" hreflang="pl" data-title="Pirolonitryna" data-language-autonym="Polski" data-language-local-name="poľština" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Pirolnitrin" title="Pirolnitrin – srbochorvátčina" lang="sh" hreflang="sh" data-title="Pirolnitrin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="srbochorvátčina" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Pirolnitrin" title="Pirolnitrin – srbčina" lang="sr" hreflang="sr" data-title="Pirolnitrin" data-language-autonym="Српски / srpski" data-language-local-name="srbčina" class="interlanguage-link-target"><span>Српски / srpski</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q371817#sitelinks-wikipedia" title="Upraviť medzijazykové odkazy" class="wbc-editpage">Upraviť odkazy</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Menné priestory"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Pyrolnitr%C3%ADn" title="Zobraziť obsah stránky [c]" accesskey="c"><span>Stránka</span></a></li><li id="ca-talk" class="new vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Diskusia:Pyrolnitr%C3%ADn&action=edit&redlink=1" rel="discussion" class="new" title="Diskusia o obsahu stránky (stránka neexistuje) [t]" accesskey="t"><span>Diskusia</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Změnit variantu jazyka" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">slovenčina</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Zobrazenia"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Pyrolnitr%C3%ADn"><span>Čítať</span></a></li><li id="ca-ve-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&veaction=edit" title="Upraviť túto stránku [v]" accesskey="v"><span>Upraviť</span></a></li><li id="ca-edit" class="collapsible vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=edit" title="Upraviť zdrojový kód tejto stránky [e]" accesskey="e"><span>Upraviť zdroj</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=history" title="Minulé revízie tejto stránky. [h]" accesskey="h"><span>Zobraziť históriu</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Nástroje stránky"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Nástroje" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Nástroje</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Nástroje</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">presunúť do postranného panelu</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">skryť</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Další možnosti" > <div class="vector-menu-heading"> Akcie </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-more-view" class="selected vector-more-collapsible-item mw-list-item"><a href="/wiki/Pyrolnitr%C3%ADn"><span>Čítať</span></a></li><li id="ca-more-ve-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&veaction=edit" title="Upraviť túto stránku [v]" accesskey="v"><span>Upraviť</span></a></li><li id="ca-more-edit" class="collapsible vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=edit" title="Upraviť zdrojový kód tejto stránky [e]" accesskey="e"><span>Upraviť zdroj</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=history"><span>Zobraziť históriu</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> Všeobecné </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/%C5%A0peci%C3%A1lne:%C4%8CoOdkazujeSem/Pyrolnitr%C3%ADn" title="Zoznam všetkých wiki stránok, ktoré sem odkazujú [j]" accesskey="j"><span>Odkazy na túto stránku</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/%C5%A0peci%C3%A1lne:S%C3%BAvisiacePosledn%C3%A9%C3%9Apravy/Pyrolnitr%C3%ADn" rel="nofollow" title="Posledné úpravy na stránkach, na ktoré odkazuje táto stránka [k]" accesskey="k"><span>Súvisiace úpravy</span></a></li><li id="t-upload" class="mw-list-item"><a href="//commons.wikimedia.org/wiki/Special:UploadWizard?uselang=sk" title="Nahranie súborov [u]" accesskey="u"><span>Nahrať súbor</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/%C5%A0peci%C3%A1lne:%C5%A0peci%C3%A1lneStr%C3%A1nky" title="Zoznam všetkých špeciálnych stránok [q]" accesskey="q"><span>Špeciálne stránky</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&oldid=7885213" title="Trvalý odkaz na túto verziu stránky"><span>Trvalý odkaz</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=info" title="Viac informácií o tejto stránke"><span>Informácie o stránke</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=%C5%A0peci%C3%A1lne:Citova%C5%A5&page=Pyrolnitr%C3%ADn&id=7885213&wpFormIdentifier=titleform" title="Informácie ako citovať túto stránku"><span>Citovať túto stránku</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=%C5%A0peci%C3%A1lne:UrlQ%C4%B1sald%C4%B1c%C4%B1s%C4%B1&url=https%3A%2F%2Fsk.wikipedia.org%2Fwiki%2FPyrolnitr%25C3%25ADn"><span>Získať skrátené URL</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=%C5%A0peci%C3%A1lne:QrKodu&url=https%3A%2F%2Fsk.wikipedia.org%2Fwiki%2FPyrolnitr%25C3%25ADn"><span>Stiahnuť QR kód</span></a></li> </ul> </div> </div> <div id="p-coll-print_export" class="vector-menu mw-portlet mw-portlet-coll-print_export" > <div class="vector-menu-heading"> Tlačiť/exportovať </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-create_a_book" class="mw-list-item"><a href="/w/index.php?title=%C5%A0peci%C3%A1lne:Knihy&bookcmd=book_creator&referer=Pyrolnitr%C3%ADn"><span>Vytvoriť knihu</span></a></li><li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=%C5%A0peci%C3%A1lne:DownloadAsPdf&page=Pyrolnitr%C3%ADn&action=show-download-screen"><span>Stiahnuť ako PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Pyrolnitr%C3%ADn&printable=yes" title="Verzia tejto stránky pre tlač [p]" accesskey="p"><span>Verzia pre tlač</span></a></li> </ul> </div> </div> <div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> V iných projektoch </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="wb-otherproject-link wb-otherproject-commons mw-list-item"><a href="https://commons.wikimedia.org/wiki/Category:Pyrrolnitrin" hreflang="en"><span>Wikimedia Commons</span></a></li><li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q371817" title="Odkaz na prepojenú položku dátového úložiska [g]" accesskey="g"><span>Položka Wikidata</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Nástroje stránky"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Vzhľad"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" 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id="siteSub" class="noprint">z Wikipédie, slobodnej encyklopédie</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="sk" dir="ltr"><table class="infobox bordered" cellpadding="2" style="width: 300px; font-size:89%"> <tbody><tr> <td colspan="2" style="background-color: #F8EABA; text-align:center; font-weight:bold; font-size:120%">Pyrolnitrín </td></tr> <tr> <td align="center" colspan="2" style="background:white"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/S%C3%BAbor:Pyrrolnitrin.svg" class="mw-file-description" title="Pyrolnitrín"><img alt="Pyrolnitrín" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9b/Pyrrolnitrin.svg/180px-Pyrrolnitrin.svg.png" decoding="async" width="180" height="184" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9b/Pyrrolnitrin.svg/270px-Pyrrolnitrin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9b/Pyrrolnitrin.svg/360px-Pyrrolnitrin.svg.png 2x" data-file-width="620" data-file-height="633" /></a><figcaption>Pyrolnitrín</figcaption></figure> </td></tr> <tr> <td colspan="2" style="background-color: #F8EABA; text-align:center;"><b>Všeobecné vlastnosti</b> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/Sum%C3%A1rny_vzorec" title="Sumárny vzorec">Sumárny vzorec</a> </td> <td>C<sub>10</sub>H<sub>6</sub>Cl<sub>2</sub>N<sub>2</sub>O<sub>2</sub><sub></sub><sub></sub><sub></sub><sub></sub><sub></sub> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/Systematick%C3%BD_n%C3%A1zov" title="Systematický názov">Systematický názov</a> </td> <td>3-chlór-4-(3-chlór-2-nitrofenyl)-1<i>H</i>-pyrol </td></tr> <tr> <td colspan="2" style="background-color: #F8EABA; text-align:center;"><b>Fyzikálne vlastnosti</b> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/Mol%C3%A1rna_hmotnos%C5%A5" title="Molárna hmotnosť">Molárna hmotnosť</a> </td> <td>257,07284 g/mol </td></tr> <tr> <td colspan="2" style="background-color: #F8EABA; text-align:center;"><b>Ďalšie informácie</b> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/Registra%C4%8Dn%C3%A9_%C4%8D%C3%ADslo_CAS" title="Registračné číslo CAS">Číslo CAS</a> </td> <td>1018-71-9 </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> </td> <td><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/13916">13916</a> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.13314.html">13314</a> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;"><a href="/w/index.php?title=SMILES&action=edit&redlink=1" class="new" title="SMILES (stránka neexistuje)">SMILES</a> </td> <td><span style="word-break: break-all;">C1=CC(=C(C(=C1)Cl)[N+](=O)[O-])C2=CNC=C2Cl</span> </td></tr> <tr> <td style="background: #eeeeee; vertical-align: top;">3D model <small>(<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</small> </td> <td><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=C1%3DCC%28%3DC%28C%28%3DC1%29Cl%29%5BN%2B%5D%28%3DO%29%5BO-%5D%29C2%3DCNC%3DC2Cl">Interaktívny 3D model</a></span> </td></tr> <tr> <td colspan="2" style="background-color: #F8EABA; font-size:90%; text-align:center">Pokiaľ je to možné a bežné, používame jednotky sústavy <a href="/wiki/SI" title="SI">SI</a>. <br /> Ak nie je hore uvedené inak, údaje sú za <a href="/wiki/Norm%C3%A1lne_podmienky" title="Normálne podmienky">normálnych podmienok</a>. </td></tr> <tr> <td colspan="2" title="Portál, ktorého súčasťou je táto stránka" style="text-align:center; border-top: 1px solid #aaa;"><div style="border: solid #aaa 1px; background: #f9f9f9; padding: 0ex 1ex; display:inline-table; padding: 0ex 0.05ex; border-style:none; background:transparent;" title="Portál, ktorého súčasťou je táto stránka"> <table style="margin: 0; padding: 0ex"> <tbody><tr> <td style="vertical-align:middle;margin: 0;border:none;"> </td> <td style="text-align:left;border:none;"><span class="noviewer" typeof="mw:File"><a href="/wiki/Port%C3%A1l:Ch%C3%A9mia" title="Chemický portál"><img alt="Chemický portál" src="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/Chemistrylogo.png/18px-Chemistrylogo.png" decoding="async" width="18" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/Chemistrylogo.png/27px-Chemistrylogo.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/24/Chemistrylogo.png/36px-Chemistrylogo.png 2x" data-file-width="40" data-file-height="40" /></a></span> <a href="/wiki/Port%C3%A1l:Ch%C3%A9mia" title="Portál:Chémia">Chemický portál</a> </td></tr></tbody></table></div> </td></tr></tbody></table> <p><b>Pyrolnitrín</b> (<b>PRN<sup id="cite_ref-:02_1-0" class="reference"><a href="#cite_note-:02-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></b>) je zlúčenina, ktorá sa používa ako <a href="/wiki/Antimykotikum" title="Antimykotikum">antimykotické</a> <a href="/wiki/Antibiotikum" title="Antibiotikum">antibiotikum</a>.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Vo svojej štruktúre obsahuje <a href="/wiki/Benz%C3%A9n" title="Benzén">benzénové</a> jadro a <a href="/wiki/Pyrol" title="Pyrol">pyrolový</a> kruh. Niektoré baktérie, napríklad <i><a href="/w/index.php?title=Pseudomonas_pyrrocinia&action=edit&redlink=1" class="new" title="Pseudomonas pyrrocinia (stránka neexistuje)">Pseudomonas pyrrocinia</a></i> a iné druhy <i><a href="/w/index.php?title=Pseudomonas&action=edit&redlink=1" class="new" title="Pseudomonas (stránka neexistuje)">Pseudomonas</a></i> produkujú pyrolnitrín z <a href="/wiki/Tryptof%C3%A1n" title="Tryptofán">tryptofánu</a> ako <a href="/w/index.php?title=Sekund%C3%A1rn_metabolit&action=edit&redlink=1" class="new" title="Sekundárn metabolit (stránka neexistuje)">sekundárne metabolity</a>.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Predpokladá sa, že pyrolnitrín u húb inhibuje <a href="/w/index.php?title=Elektr%C3%B3nov%C3%BD_transportn%C3%BD_re%C5%A5azec&action=edit&redlink=1" class="new" title="Elektrónový transportný reťazec (stránka neexistuje)">elektrónový transportný reťazec</a>.<sup id="cite_ref-:12_6-0" class="reference"><a href="#cite_note-:12-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>Syntetické fungicídy <a href="/w/index.php?title=Fenpiklonil&action=edit&redlink=1" class="new" title="Fenpiklonil (stránka neexistuje)">fenpiklonil</a> a <a href="/w/index.php?title=Fludioxonil&action=edit&redlink=1" class="new" title="Fludioxonil (stránka neexistuje)">fludioxonil</a> sú chemicky príbuzné pyrolnitrínu.<sup id="cite_ref-PillonelKnauf-beiter2003_7-0" class="reference"><a href="#cite_note-PillonelKnauf-beiter2003-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-JespersDavidse1993_8-0" class="reference"><a href="#cite_note-JespersDavidse1993-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Biosyntéza"><span id="Biosynt.C3.A9za"></span>Biosyntéza</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&veaction=edit&section=1" title="Upraviť sekciu: Biosyntéza" class="mw-editsection-visualeditor"><span>upraviť</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=edit&section=1" title="Editovat zdrojový kód sekce Biosyntéza"><span>upraviť zdroj</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>U <i>Pseudomonas fluorescens</i> vyžaduje biosyntéza pyrolnitrínu štyri gény, pomenované <i>prnABCD</i>, ktoré sú usporiadané do jedného <a href="/wiki/Oper%C3%B3n" title="Operón">operónu</a>. Produkty týchto génov sú podobne veľké a katalyzujú štyri postupné reakcie:<b><sup id="cite_ref-:02_1-1" class="reference"><a href="#cite_note-:02-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></b><sup id="cite_ref-:12_6-1" class="reference"><a href="#cite_note-:12-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <ul><li><a href="/w/index.php?title=Tryptof%C3%A1n-7-halogen%C3%A1za&action=edit&redlink=1" class="new" title="Tryptofán-7-halogenáza (stránka neexistuje)">prnA</a> – <a href="/wiki/Halogen%C3%A1cia" title="Halogenácia">chlorácia</a> <small>L</small>-tryptofánu za vzniku 7-chlór-<small>L</small>-tryptofánu (7-LCT), vyžaduje <a href="/wiki/Nikot%C3%ADnamidaden%C3%ADndinukleotid" title="Nikotínamidadeníndinukleotid">NAD</a> pre svoju aktivitu</li> <li>prnB – preusporiadanie kruhu a <a href="/wiki/Dekarboxyl%C3%A1cia" title="Dekarboxylácia">dekarboxylácia</a> 7-chlór-<small>L</small>-tryptofánu za vzniku monodechlóroaminopyrolnitrínu (MAD)</li> <li>prnC – chlorácia MAD za vzniku aminopyrolnitrínu (APRN), vyžaduje NAD pre svoju aktivitu</li> <li>prnD – oxidácia <a href="/wiki/Aminoskupina" class="mw-redirect" title="Aminoskupina">aminoskupiny</a> na nitroskupinu za vzniku pyrolnitrínu (PRN)</li></ul> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/S%C3%BAbor:Pyrrolnitrin_biosynthesis.tif" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Pyrrolnitrin_biosynthesis.tif/lossless-page1-450px-Pyrrolnitrin_biosynthesis.tif.png" decoding="async" width="450" height="412" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/01/Pyrrolnitrin_biosynthesis.tif/lossless-page1-675px-Pyrrolnitrin_biosynthesis.tif.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/01/Pyrrolnitrin_biosynthesis.tif/lossless-page1-900px-Pyrrolnitrin_biosynthesis.tif.png 2x" data-file-width="1098" data-file-height="1005" /></a><figcaption>Pyrrolnitrin biosynthesis</figcaption></figure> <p>S výnimkou prnA nie sú tieto enzýmy schopné použiť <small>D</small>-tryptofán ako substrát.<b><sup id="cite_ref-:02_1-2" class="reference"><a href="#cite_note-:02-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></b><sup id="cite_ref-:12_6-2" class="reference"><a href="#cite_note-:12-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>Ani jedna z halogenáz, prnA ani prnC, nie je homológom známych <a href="/w/index.php?title=Haloperoxid%C3%A1za&action=edit&redlink=1" class="new" title="Haloperoxidáza (stránka neexistuje)">haloperoxidáz</a> a zároveň ani navzájom.<b><sup id="cite_ref-:02_1-3" class="reference"><a href="#cite_note-:02-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></b> </p><p>Bola navrhnutá i alternatívna dráha syntézy, kde sa <small>L</small>-tryptofán najprv premieňa na aminofenylpyrol (APP) a potom sa premieňa na aminopyrolnitrín a pyrolnitrín. Tieto kroky neboli opísané detailne, ale enzým prnB je schopný produkovať APP, pravdepodobne z tryptofánu ako východiskového substrátu.<b><sup id="cite_ref-:02_1-4" class="reference"><a href="#cite_note-:02-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></b> Vyzerá to tak, že APP je nežiaduci vedľajší produkt. Gén, ktorý kóduje prnB, začína nezvyčajným <a href="/w/index.php?title=%C5%A0tart_kod%C3%B3n&action=edit&redlink=1" class="new" title="Štart kodón (stránka neexistuje)">štart kodónom</a> GTG, ktorý znižuje mieru expresie prnB a tak znižuje množstvo produkovaného APP. </p> <div class="mw-heading mw-heading2"><h2 id="Referencie">Referencie</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&veaction=edit&section=2" title="Upraviť sekciu: Referencie" class="mw-editsection-visualeditor"><span>upraviť</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=edit&section=2" title="Editovat zdrojový kód sekce Referencie"><span>upraviť zdroj</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="references"><div class="mw-references-wrap"><ol class="references"> <li id="cite_note-:02-1"><span class="mw-cite-backlink">↑ <a href="#cite_ref-:02_1-0"><sup style="font-style: italic; font-weight: bold; vertical-align: top">a</sup></a> <a href="#cite_ref-:02_1-1"><sup style="font-style: italic; font-weight: bold; vertical-align: top">b</sup></a> <a href="#cite_ref-:02_1-2"><sup style="font-style: italic; font-weight: bold; vertical-align: top">c</sup></a> <a href="#cite_ref-:02_1-3"><sup style="font-style: italic; font-weight: bold; vertical-align: top">d</sup></a> <a href="#cite_ref-:02_1-4"><sup style="font-style: italic; font-weight: bold; vertical-align: top">e</sup></a></span> <span class="reference-text"><cite style="font-style:normal">KIRNER, Sabine; HAMMER, Philip E.; HILL, D. Steven. Functions Encoded by Pyrrolnitrin Biosynthetic Genes from Pseudomonas fluorescens. <i>Journal of Bacteriology</i>, April 1998, s. 1939–1943. <a rel="nofollow" class="external text" href="https://journals.asm.org/doi/10.1128/JB.180.7.1939-1943.1998">Dostupné online</a>. <a href="/wiki/ISSN" title="ISSN">ISSN</a> <a rel="nofollow" class="external text" href="https://worldcat.org/issn/0021-9193">0021-9193</a>. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1128%2FJB.180.7.1939-1943.1998">10.1128/JB.180.7.1939-1943.1998</a>. <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/9537395?dopt=Abstract">PMID 9537395</a>. (po anglicky)</cite></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><a href="#cite_ref-2">↑</a></span> <span class="reference-text"><cite style="font-style:normal"> Systemic antifungal activity of pyrrolnitrin. <i>Applied Microbiology</i>, 1969, s. 690–694. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1128%2FAEM.17.5.690-694.1969">10.1128/AEM.17.5.690-694.1969</a>. <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/5785951?dopt=Abstract">PMID 5785951</a>. </cite></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><a href="#cite_ref-3">↑</a></span> <span class="reference-text"><cite style="font-style:normal">BUDOVSKÁ, Mariana. <i>Vybrané heterocyklické zlúčeniny</i> [online]. Košice: Ústav chemických vied, Prírodovedecká fakulta, Univerzita Pavla Jozefa Šafárika v Košiciach, 2020, [cit. 2024-03-29]. <a rel="nofollow" class="external text" href="https://unibook.upjs.sk/img/cms/2020/pf/vybrane-heterocyklicke-zluceniny.pdf">Dostupné online.</a> </cite></span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text"><cite style="font-style:normal"> The Ternary Complex of PrnB (the Second Enzyme in the Pyrrolnitrin Biosynthesis Pathway), Tryptophan, and Cyanide Yields New Mechanistic Insights into the Indolamine Dioxygenase Superfamily. <i>Journal of Biological Chemistry</i>, 2010, s. 21126–21133. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1074%2Fjbc.M110.120485">10.1074/jbc.M110.120485</a>. <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/20421301?dopt=Abstract">PMID 20421301</a>. </cite></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text"><cite style="font-style:normal"> Production of the antifungal compounds phenazine and pyrrolnitrin from Pseudomonas chlororaphis O6 is differentially regulated by glucose. <i>Letters in Applied Microbiology</i>, 2011, s. 532–537. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1111%2Fj.1472-765X.2011.03036.x">10.1111/j.1472-765X.2011.03036.x</a>. <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/21362001?dopt=Abstract">PMID 21362001</a>. </cite></span> </li> <li id="cite_note-:12-6"><span class="mw-cite-backlink">↑ <a href="#cite_ref-:12_6-0"><sup style="font-style: italic; font-weight: bold; vertical-align: top">a</sup></a> <a href="#cite_ref-:12_6-1"><sup style="font-style: italic; font-weight: bold; vertical-align: top">b</sup></a> <a href="#cite_ref-:12_6-2"><sup style="font-style: italic; font-weight: bold; vertical-align: top">c</sup></a></span> <span class="reference-text"><cite style="font-style:normal">DE LAURENTIS, Walter; KHIM, Leang; ANDERSON, J. L. Ross. The Second Enzyme in Pyrrolnitrin Biosynthetic Pathway Is Related to the Heme-Dependent Dioxygenase Superfamily. <i>Biochemistry</i>, 2007-10-01, s. 12393–12404. <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/10.1021/bi7012189">Dostupné online</a>. <a href="/wiki/ISSN" title="ISSN">ISSN</a> <a rel="nofollow" class="external text" href="https://worldcat.org/issn/0006-2960">0006-2960</a>. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1021%2Fbi7012189">10.1021/bi7012189</a>. <a class="external mw-magiclink-pmid" rel="nofollow" href="//www.ncbi.nlm.nih.gov/pubmed/17924666?dopt=Abstract">PMID 17924666</a>. (po anglicky)</cite></span> </li> <li id="cite_note-PillonelKnauf-beiter2003-7"><span class="mw-cite-backlink"><a href="#cite_ref-PillonelKnauf-beiter2003_7-0">↑</a></span> <span class="reference-text"><cite style="font-style:normal">PILLONEL, Ch; KNAUF-BEITER, G.; STEINEMANN, A.. <i>Encyclopedia of Agrochemicals</i>. [s.l.] : [s.n.], 2003. <span style="white-space:nowrap"><a href="/wiki/%C5%A0peci%C3%A1lne:Kni%C5%BEn%C3%A9Zdroje/047126363X" title="Špeciálne:KnižnéZdroje/047126363X">ISBN <span class="ISBN">047126363X</span></a></span>. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1002/047126363X.agr106">10.1002/047126363X.agr106</a> Fungicides, Phenylpyrroles. </cite></span> </li> <li id="cite_note-JespersDavidse1993-8"><span class="mw-cite-backlink"><a href="#cite_ref-JespersDavidse1993_8-0">↑</a></span> <span class="reference-text"><cite style="font-style:normal"> Biochemical Effects of the Phenylpyrrole Fungicide Fenpiclonil in Fusarium sulphureum (Schlecht). <i>Pesticide Biochemistry and Physiology</i>, 1993, s. 116–129. <a href="/wiki/ISSN" title="ISSN">ISSN</a> <a rel="nofollow" class="external text" href="https://worldcat.org/issn/0048-3575">0048-3575</a>. <a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>: <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1006%2Fpest.1993.1014">10.1006/pest.1993.1014</a>. </cite></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Zdroj">Zdroj</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&veaction=edit&section=3" title="Upraviť sekciu: Zdroj" class="mw-editsection-visualeditor"><span>upraviť</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Pyrolnitr%C3%ADn&action=edit&section=3" title="Editovat zdrojový kód sekce Zdroj"><span>upraviť zdroj</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><span class="plainlinks"><i>Tento článok je čiastočný alebo úplný preklad článku <a class="external text" href="https://en.wikipedia.org/wiki/Pyrrolnitrin?oldid=1216239037">Pyrrolnitrin</a> na anglickej Wikipédii.</i></span> </p> <!-- NewPP limit report Parsed by mw‐api‐ext.codfw.main‐f46685b77‐v975w Cached time: 20241205013932 Cache expiry: 2592000 Reduced expiry: false Complications: [] CPU time usage: 0.127 seconds Real time usage: 0.253 seconds Preprocessor visited node count: 3559/1000000 Post‐expand include size: 25577/2097152 bytes Template argument size: 9691/2097152 bytes Highest expansion depth: 16/100 Expensive parser function count: 1/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 9190/5000000 bytes Lua time usage: 0.023/10.000 seconds Lua memory usage: 1398279/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 133.529 1 -total 49.21% 65.715 1 Šablóna:Referencie 29.26% 39.065 6 Šablóna:Cite_journal 25.51% 34.067 1 Šablóna:Preklad 22.65% 30.249 6 Šablóna:Citácia_periodika 20.12% 26.866 1 Šablóna:Infobox_Chemická_zlúčenina 15.15% 20.229 2 Šablóna:Citácia/Jazyk 9.15% 12.221 1 Šablóna:Cite_book 7.03% 9.393 1 Šablóna:Citácia_knihy 5.57% 7.436 42 Šablóna:Infobox_riadok_vlož --> <!-- Saved in parser cache with key skwiki:pcache:711634:|#|:idhash:canonical and timestamp 20241205013932 and revision id 7885213. 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