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Hydroxyproline - Wikipedia

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cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Inhoudsopgave omschakelen</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Hydroxyproline</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Ga naar een artikel in een andere taal. Beschikbaar in 21 talen" > <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-21" 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">21 talen</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%87%DB%8C%D8%AF%D8%B1%D9%88%DA%A9%D8%B3%DB%8C%E2%80%8C%D9%BE%D8%B1%D9%88%D9%84%DB%8C%D9%86" title="هیدروکسی‌پرولین – South Azerbaijani" lang="azb" hreflang="azb" data-title="هیدروکسی‌پرولین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Hidroxiprolina" title="Hidroxiprolina – Catalaans" lang="ca" hreflang="ca" data-title="Hidroxiprolina" data-language-autonym="Català" data-language-local-name="Catalaans" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Hydroxyprolin" title="Hydroxyprolin – Duits" lang="de" hreflang="de" data-title="Hydroxyprolin" data-language-autonym="Deutsch" data-language-local-name="Duits" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%A5%CE%B4%CF%81%CE%BF%CE%BE%CF%85%CF%80%CF%81%CE%BF%CE%BB%CE%AF%CE%BD%CE%B7" title="Υδροξυπρολίνη – Grieks" lang="el" hreflang="el" data-title="Υδροξυπρολίνη" data-language-autonym="Ελληνικά" data-language-local-name="Grieks" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Hydroxyproline" title="Hydroxyproline – Engels" lang="en" hreflang="en" data-title="Hydroxyproline" data-language-autonym="English" data-language-local-name="Engels" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Hidroxiprolina" title="Hidroxiprolina – Spaans" lang="es" hreflang="es" data-title="Hidroxiprolina" data-language-autonym="Español" data-language-local-name="Spaans" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%87%DB%8C%D8%AF%D8%B1%D9%88%DA%A9%D8%B3%DB%8C%E2%80%8C%D9%BE%D8%B1%D9%88%D9%84%DB%8C%D9%86" title="هیدروکسی‌پرولین – Perzisch" lang="fa" hreflang="fa" data-title="هیدروکسی‌پرولین" data-language-autonym="فارسی" data-language-local-name="Perzisch" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi badge-Q17559452 badge-recommendedarticle mw-list-item" title="aanbevolen artikel"><a href="https://fi.wikipedia.org/wiki/Hydroksiproliini" title="Hydroksiproliini – Fins" lang="fi" hreflang="fi" data-title="Hydroksiproliini" data-language-autonym="Suomi" data-language-local-name="Fins" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Hydroxyproline" title="Hydroxyproline – Frans" lang="fr" hreflang="fr" data-title="Hydroxyproline" data-language-autonym="Français" data-language-local-name="Frans" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Hidroxiprolina" title="Hidroxiprolina – Galicisch" lang="gl" hreflang="gl" data-title="Hidroxiprolina" data-language-autonym="Galego" data-language-local-name="Galicisch" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%B9%E0%A4%BE%E0%A4%87%E0%A4%A1%E0%A5%8D%E0%A4%B0%E0%A5%89%E0%A4%95%E0%A5%8D%E0%A4%B8%E0%A4%BF%E0%A4%AA%E0%A5%8D%E0%A4%B0%E0%A5%8B%E0%A4%B2%E0%A4%BF%E0%A4%A8" title="हाइड्रॉक्सिप्रोलिन – Hindi" lang="hi" hreflang="hi" data-title="हाइड्रॉक्सिप्रोलिन" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Idrossiprolina" title="Idrossiprolina – Italiaans" lang="it" hreflang="it" data-title="Idrossiprolina" data-language-autonym="Italiano" data-language-local-name="Italiaans" 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%92%E3%83%89%E3%83%AD%E3%82%AD%E3%82%B7%E3%83%97%E3%83%AD%E3%83%AA%E3%83%B3" title="ヒドロキシプロリン – Japans" lang="ja" hreflang="ja" data-title="ヒドロキシプロリン" data-language-autonym="日本語" data-language-local-name="Japans" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%95%98%EC%9D%B4%EB%93%9C%EB%A1%9D%EC%8B%9C%ED%94%84%EB%A1%A4%EB%A6%B0" title="하이드록시프롤린 – Koreaans" lang="ko" hreflang="ko" data-title="하이드록시프롤린" data-language-autonym="한국어" data-language-local-name="Koreaans" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Hydroksyprolina" title="Hydroksyprolina – Pools" lang="pl" hreflang="pl" data-title="Hydroksyprolina" data-language-autonym="Polski" data-language-local-name="Pools" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Hidroxiprolina" title="Hidroxiprolina – Portugees" lang="pt" hreflang="pt" data-title="Hidroxiprolina" data-language-autonym="Português" data-language-local-name="Portugees" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%93%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%BF%D1%80%D0%BE%D0%BB%D0%B8%D0%BD" title="Гидроксипролин – Russisch" lang="ru" hreflang="ru" data-title="Гидроксипролин" data-language-autonym="Русский" data-language-local-name="Russisch" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Hidroksiprolin" title="Hidroksiprolin – Servo-Kroatisch" lang="sh" hreflang="sh" data-title="Hidroksiprolin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Servo-Kroatisch" 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/Hidroksiprolin" title="Hidroksiprolin – Servisch" lang="sr" hreflang="sr" data-title="Hidroksiprolin" data-language-autonym="Српски / srpski" data-language-local-name="Servisch" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%93%D1%96%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%BF%D1%80%D0%BE%D0%BB%D1%96%D0%BD" title="Гідроксипролін – Oekraïens" lang="uk" hreflang="uk" data-title="Гідроксипролін" data-language-autonym="Українська" data-language-local-name="Oekraïens" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%BE%9F%E8%84%AF%E8%83%BA%E9%85%B8" title="羟脯胺酸 – Chinees" lang="zh" hreflang="zh" data-title="羟脯胺酸" data-language-autonym="中文" data-language-local-name="Chinees" class="interlanguage-link-target"><span>中文</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/Q12460151#sitelinks-wikipedia" title="Taalkoppelingen bewerken" class="wbc-editpage">Koppelingen bewerken</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="Naamruimten"> <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/Hydroxyproline" 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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">Hulpmiddelen</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">naar zijbalk verplaatsen</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">verbergen</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Meer opties" > <div class="vector-menu-heading"> Handelingen </div> <div 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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="nl" dir="ltr"><table class="infobox" cellpadding="1" cellspacing="1"> <tbody><tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit; text-align:center; font-size:120%;" colspan="3">Hydroxyproline </th></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit; text-align:center;" colspan="3">Structuurformule en molecuulmodel </th></tr> <tr> <td style="text-align:center; padding:0;" colspan="3"><span typeof="mw:File"><a href="/wiki/Bestand:(2S,4R)-4-Hydroxyprolin.svg" class="mw-file-description"><img alt="Structuurformule van L-hydroxyproline" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/200px-%282S%2C4R%29-4-Hydroxyprolin.svg.png" decoding="async" width="200" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/300px-%282S%2C4R%29-4-Hydroxyprolin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/400px-%282S%2C4R%29-4-Hydroxyprolin.svg.png 2x" data-file-width="219" data-file-height="120" /></a></span> </td></tr> <tr> <td style="text-align:center;" colspan="3"><div style="font-size:90%"><a href="/wiki/Structuurformule" title="Structuurformule">Structuurformule</a> van L-hydroxyproline</div> </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit; text-align:center;" colspan="3">Algemeen </th></tr> <tr> <th><a href="/wiki/Molecuulformule" title="Molecuulformule">Molecuulformule</a> </th> <td colspan="2">C<sub>5</sub>H<sub>9</sub>NO<sub>3</sub> </td></tr> <tr> <th><a href="/wiki/IUPAC-nomenclatuur" title="IUPAC-nomenclatuur">IUPAC-naam</a> </th> <td colspan="2">(2<i>S</i>,4<i>R</i>)-4-hydroxypyrrolidine-2-carbonzuur </td></tr> <tr> <th><a href="/wiki/Nomenclatuur" title="Nomenclatuur">Andere namen</a> </th> <td colspan="2">HYP </td></tr> <tr> <th><a href="/wiki/Molaire_massa" title="Molaire massa">Molmassa</a> </th> <td colspan="2">131,12986&#160;<a href="/wiki/Gram_(eenheid)" title="Gram (eenheid)">g</a>/<a href="/wiki/Mol_(eenheid)" title="Mol (eenheid)">mol</a> </td></tr> <tr> <th><a href="/wiki/SMILES" title="SMILES">SMILES</a> </th> <td colspan="2"><div style="word-wrap:break-word; width:127px;">C1C(CNC1C(=O)O)O</div> </td></tr> <tr> <th><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a> </th> <td colspan="2"><div style="word-wrap:break-word; width:127px;">1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1</div> </td></tr> <tr> <th><a href="/wiki/CAS-nummer" title="CAS-nummer">CAS-nummer</a> </th> <td colspan="2"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=51-35-4">51-35-4</a> </td></tr> <tr> <th><a href="/wiki/PubChem" title="PubChem">PubChem</a> </th> <td colspan="2"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5810">5810</a> </td></tr> <tr> <th><a href="/wiki/Wikidata" title="Wikidata">Wikidata</a> </th> <td colspan="2"><a href="https://www.wikidata.org/wiki/Q12460151" class="extiw" title="d:Q12460151">Q12460151</a> </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit;" colspan="3">Fysische eigenschappen </th></tr> <tr> <th><a href="/wiki/Aggregatietoestand" title="Aggregatietoestand">Aggregatietoestand</a> </th> <td colspan="2">vast </td></tr> <tr> <th><a href="/wiki/Kleur_(hoofdbetekenis)" class="mw-redirect" title="Kleur (hoofdbetekenis)">Kleur</a> </th> <td colspan="2">wit </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit;" colspan="3"><small>Tenzij anders vermeld zijn <a href="/wiki/Standaardomstandigheden" title="Standaardomstandigheden">standaardomstandigheden</a> gebruikt (298,15&#160;<a href="/wiki/Kelvin_(eenheid)" title="Kelvin (eenheid)">K</a> of 25&#160;<a href="/wiki/Celsius" title="Celsius">°C</a>, 1 <a href="/wiki/Bar_(druk)" title="Bar (druk)">bar</a>).</small> </th></tr> <tr> <td class="infobox-kop notheme center" style="background-color:#DDEEFF; color:inherit;" colspan="3"> <table cellspacing="0" cellpadding="0"> <tbody><tr> <td style="vertical-align:middle;"><b>Portaal</b>&#160; <span class="noviewer" typeof="mw:File"><a href="/wiki/Bestand:Portal.svg" class="mw-file-description" title="Portaalicoon"><img alt="Portaalicoon" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/22px-Portal.svg.png" decoding="async" width="22" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/33px-Portal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/44px-Portal.svg.png 2x" data-file-width="36" data-file-height="32" /></a></span> &#160; </td> <td class="ta-left"><b><a href="/wiki/Portaal:Scheikunde" title="Portaal:Scheikunde">Scheikunde</a> </b> </td></tr></tbody></table> </td></tr> </tbody></table> <p><b>Hydroxyproline</b> is een <a href="/wiki/Hydroxylering" title="Hydroxylering">gehydroxyleerde</a> variant van het <a href="/wiki/Aminozuur" title="Aminozuur">aminozuur</a> <a href="/wiki/Proline" title="Proline">proline</a>. Het is een belangrijke bouwsteen van <a href="/wiki/Collageen" title="Collageen">collageen</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Structuur_en_voorkomen">Structuur en voorkomen</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxyproline&amp;veaction=edit&amp;section=1" title="Bewerk dit kopje: Structuur en voorkomen" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Hydroxyproline&amp;action=edit&amp;section=1" title="De broncode bewerken van de sectie: Structuur en voorkomen"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Hydroxyproline verschilt van proline door de aanwezigheid van een <a href="/wiki/Hydroxylgroep" title="Hydroxylgroep">hydroxylgroep</a>. </p><p>Andere hydroxyprolines komen ook voor in de natuur, waarvan de belangrijkste 2,3-<i>cis</i>-, 3,4-<i>trans</i>-, en 3,4-dihydroxyproline zijn, die voorkomen in de celwanden van <a href="/wiki/Diatomee" class="mw-redirect" title="Diatomee">diatomeeën</a>.<sup id="cite_ref-Nakajima_1-0" class="reference"><a href="#cite_note-Nakajima-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> Hydroxyproline komt ook voor in de celwanden van <a href="/w/index.php?title=O%C3%B6myceten&amp;action=edit&amp;redlink=1" class="new" title="Oömyceten (de pagina bestaat niet)">oömyceten</a>, aan diatomeeën verwante schimmelachtige <a href="/wiki/Protisten" title="Protisten">protisten</a>.<sup id="cite_ref-Alexopoulos_1996_2-0" class="reference"><a href="#cite_note-Alexopoulos_1996-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Productie_en_functie">Productie en functie</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxyproline&amp;veaction=edit&amp;section=2" title="Bewerk dit kopje: Productie en functie" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Hydroxyproline&amp;action=edit&amp;section=2" title="De broncode bewerken van de sectie: Productie en functie"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Hydroxyproline wordt gevormd door de <a href="/wiki/Hydroxylering" title="Hydroxylering">hydroxylering</a> van het aminozuur proline door het enzym <a href="/w/index.php?title=Prolylhydroxylase&amp;action=edit&amp;redlink=1" class="new" title="Prolylhydroxylase (de pagina bestaat niet)">prolylhydroxylase</a> als <a href="/wiki/Posttranslationele_modificatie" title="Posttranslationele modificatie">posttranslationele modificatie</a>. Deze reactie vindt plaats in het <a href="/wiki/Endoplasmatisch_reticulum" title="Endoplasmatisch reticulum">endoplasmatisch reticulum</a>. </p><p>Hydroxyproline is een belangrijk bestanddeel van collageen. Hydroxyproline en proline spelen een sleutelrol in de stabiliteit van collageen.<sup id="cite_ref-Nelson_3-0" class="reference"><a href="#cite_note-Nelson-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> Ze maken de scherpe draaiing van de collageenhelix mogelijk.<sup id="cite_ref-Brinckmann_4-0" class="reference"><a href="#cite_note-Brinckmann-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> De aanwezigheid van een hydroxylgroep vergroot de stabiliteit van het collageen. In eerste instantie werd geopperd dat watermoleculen een netwerk van <a href="/wiki/Waterstofbrug" title="Waterstofbrug">waterstofbruggen</a> vormen, die de hydroxylgroepen en de <a href="/wiki/Carbonylgroep" title="Carbonylgroep">carbonylgroepen</a> van de hoofdketen met elkaar verbinden.<sup id="cite_ref-Bella1994_5-0" class="reference"><a href="#cite_note-Bella1994-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> Later bleek echter dat de toename van stabiliteit vooral een gevolg is van <a href="/w/index.php?title=Stereo-elektronische_effecten&amp;action=edit&amp;redlink=1" class="new" title="Stereo-elektronische effecten (de pagina bestaat niet)">stereo-elektronische effecten</a> en dat de hydratatie van de hydroxyproline weinig of niet voor extra stabiliteit zorgen.<sup id="cite_ref-Kotch2008_6-0" class="reference"><a href="#cite_note-Kotch2008-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </p><p>Hydroxyproline wordt behalve in collageen maar in weinig andere eiwitten gevonden. Het enige eiwit in <a href="/wiki/Zoogdieren" title="Zoogdieren">zoogdieren</a> dat ook hydroxyproline bevat, is <a href="/wiki/Elastine" title="Elastine">elastine</a>.<sup id="cite_ref-Ward_7-0" class="reference"><a href="#cite_note-Ward-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup> Hydroxyproline wordt dan ook gebruikt als indicator om de hoeveelheid collageen en/of <a href="/wiki/Gelatine" title="Gelatine">gelatine</a> te bepalen. </p><p>Daarnaast worden hydroxyprolinerijke <a href="/wiki/Glycoprote%C3%AFne" title="Glycoproteïne">glycoproteïnen</a> gevonden in <a href="/wiki/Celwand" title="Celwand">celwanden</a> van <a href="/wiki/Planten" title="Planten">planten</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Klinische_relevantie">Klinische relevantie</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxyproline&amp;veaction=edit&amp;section=3" title="Bewerk dit kopje: Klinische relevantie" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Hydroxyproline&amp;action=edit&amp;section=3" title="De broncode bewerken van de sectie: Klinische relevantie"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Voor de hydroxylering van proline is <a href="/wiki/Ascorbinezuur" title="Ascorbinezuur">ascorbinezuur</a> (vitamine C) nodig. De meest opvallende, eerste effecten (zoals haaruitval) van gebrek aan ascorbinezuur bij mensen zijn een gevolg van een defect in de hydroxylering van proline. Hierdoor neemt de stabiliteit van collageenmoleculen af, hetgeen resulteert in <a href="/wiki/Scheurbuik" title="Scheurbuik">scheurbuik</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Externe_link">Externe link</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxyproline&amp;veaction=edit&amp;section=4" title="Bewerk dit kopje: Externe link" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Hydroxyproline&amp;action=edit&amp;section=4" title="De broncode bewerken van de sectie: Externe link"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><style data-mw-deduplicate="TemplateStyles:r67679320">.mw-parser-output .taalaanduiding{font-family:sans-serif;font-size:85%;cursor:help;color:var(--color-subtle,#555)}.mw-parser-output .taalaanduiding span{border-bottom:1px dotted var(--color-subtle,#555)}</style><span class="taalaanduiding" title="Taal: Engels">(<span>en</span>) </span> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180930062453/http://www.sciencelab.com/msds.php?msdsId=9924329">MSDS van <i>hydroxyproline</i></a></li></ul> <div class="toccolours appendix" role="presentation" style="font-size:90%; margin:1em 0 -0.5em; clear:both;"> <div><span style="font-weight:bold">Bronnen, noten en/of referenties</span></div> <div class="reflist" style="list-style-type: decimal;"><div class="mw-references-wrap"><ol class="references"> <li id="cite_note-Nakajima-1"><span class="mw-cite-backlink"><a href="#cite_ref-Nakajima_1-0">↑</a></span> <span class="reference-text">Nakajima, T. and Volcani, B.E. (1969). 3,4-Dihydroxyproline: a new amino acid in diatom cell walls. Science, 164, 1400-1401. <a href="/wiki/PubMed" title="PubMed">PMID</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pubmed/5783709">5783709</a></span> </li> <li id="cite_note-Alexopoulos_1996-2"><span class="mw-cite-backlink"><a href="#cite_ref-Alexopoulos_1996_2-0">↑</a></span> <span class="reference-text">Alexopoulos, C.J., Mims C.W. and Blackwell, M.(1996). <i>Introductory Mycology</i>, 4th ed., p. 687-688. (New York: John Wiley &amp; Sons). <span class="&#73;SBN"><a href="/wiki/Speciaal:Boekbronnen/0-471-52229-5" title="Speciaal:Boekbronnen/0-471-52229-5">ISBN 0-471-52229-5</a></span>.</span> </li> <li id="cite_note-Nelson-3"><span class="mw-cite-backlink"><a href="#cite_ref-Nelson_3-0">↑</a></span> <span class="reference-text">Nelson, D. L. and Cox, M. M. (2005) Lehninger's Principles of Biochemistry, 4th Edition, W. H. Freeman and Company, New York.</span> </li> <li id="cite_note-Brinckmann-4"><span class="mw-cite-backlink"><a href="#cite_ref-Brinckmann_4-0">↑</a></span> <span class="reference-text">Brinckmann, J., Notbohm, H. and Müller, P.K. (2005) Collagen, Topics in Current Chemistry 247, Springer, Berlin.</span> </li> <li id="cite_note-Bella1994-5"><span class="mw-cite-backlink"><a href="#cite_ref-Bella1994_5-0">↑</a></span> <span class="reference-text">Bella, J., Eaton, M., Brodsky, B. and Berman, H.M. (1994). Science 266, 75-81. <a href="/wiki/PubMed" title="PubMed">PMID</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pubmed/7695699">7695699</a></span> </li> <li id="cite_note-Kotch2008-6"><span class="mw-cite-backlink"><a href="#cite_ref-Kotch2008_6-0">↑</a></span> <span class="reference-text">Kotch F.W., Guzei I.A. and Raines R.T. (2008). Stabilization of the collagen triple helix by O-methylation of hydroxyproline residues. Journal of the American Chemical Society, 130, 2952-2953. <a href="/wiki/PubMed" title="PubMed">PMID</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pubmed/18271593">18271593</a></span> </li> <li id="cite_note-Ward-7"><span class="mw-cite-backlink"><a href="#cite_ref-Ward_7-0">↑</a></span> <span class="reference-text">Ward, A. G. and Courts, A. (1977) The Science and Technology of Gelatin, Academic Press, New York.</span> </li> </ol></div></div> </div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐7c479b968‐q5ssf Cached time: 20241116025705 Cache expiry: 2592000 Reduced expiry: false Complications: [show‐toc] CPU time usage: 0.145 seconds Real time usage: 0.579 seconds Preprocessor visited node count: 2021/1000000 Post‐expand include size: 11021/2097152 bytes Template argument size: 3865/2097152 bytes Highest expansion depth: 12/100 Expensive parser function count: 0/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 4037/5000000 bytes Lua time usage: 0.009/10.000 seconds Lua memory usage: 893095/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 160.161 1 -total 76.76% 122.946 1 Sjabloon:Infobox_chemische_stof 74.25% 118.914 1 Sjabloon:Infobox_generiek 37.57% 60.167 1 Sjabloon:Wikidata_afbeelding 19.50% 31.235 3 Sjabloon:Wikidata 14.18% 22.716 1 Sjabloon:Appendix 12.20% 19.547 1 Sjabloon:References 6.16% 9.873 1 Sjabloon:En 4.18% 6.698 1 Sjabloon:Taalaanduiding 3.83% 6.133 3 Sjabloon:PMID --> <!-- Saved in parser cache with key nlwiki:pcache:idhash:1994649-0!canonical and timestamp 20241116025705 and revision id 66155020. 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