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Hidroxiprolina - Wikipedia, la enciclopedia libre

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id="siteNotice"><!-- CentralNotice --></div> </div> <div class="vector-column-start"> <div class="vector-main-menu-container"> <div id="mw-navigation"> <nav id="mw-panel" class="vector-main-menu-landmark" aria-label="Sitio"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Hidroxiprolina</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="Ir a un artículo en otro idioma. Disponible en 21 idiomas" > <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 idiomas</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 (catalán)" lang="ca" hreflang="ca" data-title="Hidroxiprolina" data-language-autonym="Català" data-language-local-name="catalán" 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 (alemán)" lang="de" hreflang="de" data-title="Hydroxyprolin" data-language-autonym="Deutsch" data-language-local-name="alemán" 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 (griego)" lang="el" hreflang="el" data-title="Υδροξυπρολίνη" data-language-autonym="Ελληνικά" data-language-local-name="griego" 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 (inglés)" lang="en" hreflang="en" data-title="Hydroxyproline" data-language-autonym="English" data-language-local-name="inglés" 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%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 (persa)" lang="fa" hreflang="fa" data-title="هیدروکسی‌پرولین" data-language-autonym="فارسی" data-language-local-name="persa" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi badge-Q17559452 badge-recommendedarticle mw-list-item" title="artículo recomendado"><a href="https://fi.wikipedia.org/wiki/Hydroksiproliini" title="Hydroksiproliini (finés)" lang="fi" hreflang="fi" data-title="Hydroksiproliini" data-language-autonym="Suomi" data-language-local-name="finés" 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 (francés)" lang="fr" hreflang="fr" data-title="Hydroxyproline" data-language-autonym="Français" data-language-local-name="francés" 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 (gallego)" lang="gl" hreflang="gl" data-title="Hidroxiprolina" data-language-autonym="Galego" data-language-local-name="gallego" 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 (italiano)" lang="it" hreflang="it" data-title="Idrossiprolina" data-language-autonym="Italiano" data-language-local-name="italiano" 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 (japonés)" 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="japonés" 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 (coreano)" lang="ko" hreflang="ko" data-title="하이드록시프롤린" data-language-autonym="한국어" data-language-local-name="coreano" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Hydroxyproline" title="Hydroxyproline (neerlandés)" lang="nl" hreflang="nl" data-title="Hydroxyproline" data-language-autonym="Nederlands" data-language-local-name="neerlandés" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Hydroksyprolina" title="Hydroksyprolina (polaco)" lang="pl" hreflang="pl" data-title="Hydroksyprolina" data-language-autonym="Polski" data-language-local-name="polaco" 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 (portugués)" lang="pt" hreflang="pt" data-title="Hidroxiprolina" data-language-autonym="Português" data-language-local-name="portugués" 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 (ruso)" lang="ru" hreflang="ru" data-title="Гидроксипролин" data-language-autonym="Русский" data-language-local-name="ruso" 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 (serbocroata)" lang="sh" hreflang="sh" data-title="Hidroksiprolin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbocroata" 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 (serbio)" lang="sr" hreflang="sr" data-title="Hidroksiprolin" data-language-autonym="Српски / srpski" data-language-local-name="serbio" 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 (ucraniano)" lang="uk" hreflang="uk" data-title="Гідроксипролін" data-language-autonym="Українська" data-language-local-name="ucraniano" 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 (chino)" lang="zh" hreflang="zh" data-title="羟脯胺酸" data-language-autonym="中文" data-language-local-name="chino" 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="Editar enlaces interlingüísticos" class="wbc-editpage">Editar enlaces</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="Espacios de nombres"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div 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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">Herramientas</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">mover a la barra lateral</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">ocultar</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Más opciones" > <div 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title="Enlace al elemento conectado del repositorio de datos [g]" accesskey="g"><span>Elemento de 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="Página de herramientas"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Apariencia"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Apariencia</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">mover a la barra lateral</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">ocultar</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">De Wikipedia, la enciclopedia libre</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="es" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r157776694">.mw-parser-output .infobox .imagen{max-width:100%;margin:0 auto}.mw-parser-output .infobox .imagen img{max-width:100%;height:auto}.mw-parser-output .infobox .mw-kartographer-container .thumbinner,.mw-parser-output .infobox .mw-kartographer-map{box-sizing:border-box;width:100%!important}body.skin-timeless .mw-parser-output .infobox .imagen a.image>img{max-width:100%!important;height:auto!important}</style><table class="infobox" style="width:22.7em; line-height: 1.4em; text-align:left; padding:.23em;"><tbody><tr><th colspan="3" class="cabecera química" style="text-align:center;background-color:#F3E5AB;color:inherit;"><div style="float:right; padding:.1em;" class="noprint"></div><div style="float:left; padding-left:1em" class="noprint">&#160;</div>Hidroxiprolina</th></tr><tr><th colspan="3" style="text-align:center;background-color: #F3E5AB;;">General</th></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/F%C3%B3rmula_estructural" title="Fórmula estructural">Fórmula estructural</a></th><td colspan="2"> <span typeof="mw:File"><a href="/wiki/Archivo:(2S,4R)-4-Hydroxyprolin.svg" class="mw-file-description" title="Imagen de la estructura"><img alt="Imagen de la estructura" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/110px-%282S%2C4R%29-4-Hydroxyprolin.svg.png" decoding="async" width="110" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/165px-%282S%2C4R%29-4-Hydroxyprolin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c7/%282S%2C4R%29-4-Hydroxyprolin.svg/220px-%282S%2C4R%29-4-Hydroxyprolin.svg.png 2x" data-file-width="219" data-file-height="120" /></a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/F%C3%B3rmula_molecular" title="Fórmula molecular">Fórmula molecular</a></th><td colspan="2"> ?</td></tr><tr><th colspan="3" style="text-align:center;background-color: #F3E5AB;;">Identificadores</th></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/N%C3%BAmero_CAS" class="mw-redirect" title="Número CAS">Número CAS</a></th><td colspan="2"> 51-35-4<sup id="cite_ref-1" class="reference separada"><a href="#cite_note-1"><span class="corchete-llamada">[</span>1<span class="corchete-llamada">]</span></a></sup>&#8203;</td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://www.ebi.ac.uk/chebi/searchId.do?chebiId=18095,">58375 18095, 58375</a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL352418">CHEMBL352418</a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://www.chemspider.com/5605">5605</a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://www.drugbank.ca/drugs/DBDB08847">DB08847</a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/PubChem" title="PubChem">PubChem</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5810,">6971053 5810, 6971053</a></span></td></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/UNII" class="mw-redirect" title="UNII">UNII</a></th><td colspan="2"> <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=RMB44WO89X">RMB44WO89X</a></span></td></tr><tr><td colspan="3" style="text-align:center;"> <div class="mw-collapsible mw-collapsed" style="font-size:95%;border:none; padding: 0;"> <div style="width:100%; font-weight:bold" align="left"><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div><div class="mw-collapsible-content" style="text-align:left;">InChI=<span class="reflink plainlinks nourlexpansion" style="word-wrap:anywhere;"><a rel="nofollow" class="external text" href="http://chemapps.stolaf.edu/jmol/jmol.php?&amp;model=InChI=InChI=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">InChI&#61;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</a></span><br />Key: <span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/sites/entrez?cmd=search&amp;db=pccompound&amp;term=%22PMMYEEVYMWASQN-DMTCNVIQSA-N%22">PMMYEEVYMWASQN-DMTCNVIQSA-N</a></span></div> </div></td></tr><tr><th colspan="3" style="text-align:center;background-color: #F3E5AB;;">Propiedades físicas</th></tr><tr><th scope="row" style="text-align:left;background-color: #FFFFF0;;"><a href="/wiki/Masa_molar" title="Masa molar">Masa molar</a></th><td colspan="2"> 131,058 <a href="/wiki/Gramo" title="Gramo">g</a>/<a href="/wiki/Mol" title="Mol">mol</a></td></tr><tr><td class="noprint" colspan="3" style="text-align:left;"><div class="plainlinks wikidata-link" style="font-size: 0.85em">&#x5b;<a href="https://www.wikidata.org/wiki/Q12460151" class="extiw" title="d:Q12460151">editar datos en Wikidata</a>&#x5d;</div></td></tr></tbody></table> <p>La <b>hidroxiprolina</b> es un <a href="/wiki/Amino%C3%A1cido" title="Aminoácido">aminoácido</a> no esencial constituyente de <a href="/wiki/Prote%C3%ADna" title="Proteína">proteínas</a> y derivado de la <a href="/wiki/Prolina" title="Prolina">prolina</a>. Para esta <a href="/wiki/Hidroxilaci%C3%B3n" title="Hidroxilación">hidroxilación</a>, existe una <a href="/wiki/Enzima" title="Enzima">enzima</a> llamada prolil-hidroxilasa, que reconoce a la prolina como su sustrato. La condición es que la prolina (Pro) a hidroxilar se encuentre vecina a una <a href="/wiki/Glicina" title="Glicina">glicina</a> (Gly) en la hebra, en el sentido <a href="/wiki/Grupo_amino" title="Grupo amino">amino</a> a <a href="/wiki/Grupo_carboxilo" class="mw-redirect" title="Grupo carboxilo">carboxilo</a>. Esta reacción requiere de una coenzima, el <a href="/wiki/%C3%81cido_asc%C3%B3rbico" title="Ácido ascórbico">ácido ascórbico</a> (<a href="/wiki/Vitamina_C" title="Vitamina C">vitamina C</a>). La ausencia de esta vitamina (coenzima) impide la correcta síntesis de la hidroxiprolina, y es el origen de la enfermedad conocida como <a href="/wiki/Escorbuto" title="Escorbuto">escorbuto</a>. </p><p>N--------- Pro-Gly ---------C </p><p><br /> El proceso se puede esquematizar como sigue: </p><p><br /> </p> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/Archivo:Hidroxilaci%C3%B3n_prolina.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/d/df/Hidroxilaci%C3%B3n_prolina.jpg" decoding="async" width="433" height="200" class="mw-file-element" data-file-width="433" data-file-height="200" /></a><figcaption>Reacción de hidroxilación de la Prolina. El Hidroxilo ingresa a la molécula y se libera un protón (H+).</figcaption></figure> <p>La hidroxiprolina se encuentra fundamentalmente en el <a href="/wiki/Tejido_conectivo" class="mw-redirect" title="Tejido conectivo">tejido conectivo</a> y <a href="/wiki/Tejido_%C3%B3seo" title="Tejido óseo">óseo</a>, constituyendo el 10% de la molécula del <a href="/wiki/Col%C3%A1geno" title="Colágeno">colágeno</a>. También podemos encontrar hidroxiprolina, en la <a href="/wiki/Pared_celular" title="Pared celular">pared celular</a> vegetal, como compuesto de glicoproteínas "<a href="/w/index.php?title=Extensina&amp;action=edit&amp;redlink=1" class="new" title="Extensina (aún no redactado)">Extensinas</a>". </p> <style data-mw-deduplicate="TemplateStyles:r161257576">.mw-parser-output .mw-authority-control{margin-top:1.5em}.mw-parser-output .mw-authority-control .navbox table{margin:0}.mw-parser-output .mw-authority-control .navbox hr:last-child{display:none}.mw-parser-output .mw-authority-control .navbox+.mw-mf-linked-projects{display:none}.mw-parser-output .mw-authority-control .mw-mf-linked-projects{display:flex;padding:0.5em;border:1px solid var(--border-color-base,#a2a9b1);background-color:var(--background-color-neutral,#eaecf0);color:var(--color-base,#202122)}.mw-parser-output .mw-authority-control .mw-mf-linked-projects ul li{margin-bottom:0}.mw-parser-output .mw-authority-control 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style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width: 12%; text-align:center;"><a href="/wiki/Control_de_autoridades" title="Control de autoridades">Control de autoridades</a></th><td class="navbox-list navbox-odd" style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><b>Proyectos Wikimedia</b></li> <li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q12460151" class="extiw" title="wikidata:Q12460151">Q12460151</a></span></li> <li><b>Diccionarios y enciclopedias</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/Enciclopedia_Brit%C3%A1nica" title="Enciclopedia Británica">Britannica</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.britannica.com/science/hydroxyproline">url</a></span></li> <li><b>Identificadores químicos</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/N%C3%BAmero_CAS" class="mw-redirect" title="Número CAS">Número CAS</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=51-35-4">51-35-4</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/EINECS" class="mw-redirect" title="EINECS">Números EINECS</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://echa.europa.eu/information-on-chemicals/ec-inventory/-/dislist/details/200-091-9">200-091-9</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:18095">18095</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL352418/">CHEMBL352418</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.5605.html">5605</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://go.drugbank.com/drugs/DB08847">DB08847</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/PubChem" title="PubChem">PubChem</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/5810">5810</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/Unique_Ingredient_Identifier" class="mw-redirect" title="Unique Ingredient Identifier">UNII</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://gsrs.ncats.nih.gov/ginas/app/beta/substances/RMB44WO89X">RMB44WO89X</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/SMILES" title="SMILES">SMILES</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.simolecule.com/cdkdepict/depict/bow/svg?smi=C1C(CNC1C(=O)O)O&amp;zoom=2.0&amp;annotate=cip">ID</a></span></li> <li><span style="white-space:nowrap;"><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?&amp;model=InChI=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">ID</a></span></li> <li><span style="white-space:nowrap;">InChI key:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/sites/entrez?cmd=search&amp;db=pccompound&amp;term=%22PMMYEEVYMWASQN-DMTCNVIQSA-N%22%5BInChIKey%5D">ID</a></span></li> <li><b>Identificadores biológicos</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/Mouse_Genome_Informatics" title="Mouse Genome Informatics">MGI</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=51-35-4">51-35-4</a></span></li></ul> </div></td></tr></tbody></table></div><div class="mw-mf-linked-projects hlist"> <ul><li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q12460151" class="extiw" title="wikidata:Q12460151">Q12460151</a></span></li></ul> </div></div> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><a href="#cite_ref-1">↑</a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://webbook.nist.gov/cgi/cbook.cgi?ID=51-35-4">Número CAS</a></span> </li> </ol> <!-- NewPP limit 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