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class="vector-user-links-main"> <div id="p-vector-user-menu-preferences" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-userpage" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <nav class="vector-appearance-landmark" aria-label="Aspetto"> <div id="vector-appearance-dropdown" class="vector-dropdown " title="Modifica la dimensione, la larghezza e il colore del testo" > <input type="checkbox" id="vector-appearance-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-appearance-dropdown" class="vector-dropdown-checkbox " aria-label="Aspetto" > <label id="vector-appearance-dropdown-label" for="vector-appearance-dropdown-checkbox" class="vector-dropdown-label cdx-button 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-appearance mw-ui-icon-wikimedia-appearance"></span> <span class="vector-dropdown-label-text">Aspetto</span> </label> <div class="vector-dropdown-content"> <div id="vector-appearance-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div id="p-vector-user-menu-notifications" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-overflow" class="vector-menu mw-portlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="//donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_it.wikipedia.org&uselang=it" class=""><span>Fai una donazione</span></a> </li> <li id="pt-createaccount-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Speciale:CreaUtenza&returnto=Terpeni&returntoquery=section%3D5%26veaction%3Dedit%26redirect%3Dno" title="Si consiglia di registrarsi e di effettuare l'accesso, anche se non è obbligatorio" class=""><span>registrati</span></a> </li> <li id="pt-login-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Speciale:Entra&returnto=Terpeni&returntoquery=section%3D5%26veaction%3Dedit%26redirect%3Dno" title="Si consiglia di effettuare l'accesso, anche se non è obbligatorio [o]" accesskey="o" class=""><span>entra</span></a> </li> </ul> </div> </div> </div> <div id="vector-user-links-dropdown" class="vector-dropdown vector-user-menu vector-button-flush-right vector-user-menu-logged-out" title="Altre opzioni" > <input type="checkbox" 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<div id="p-user-menu-anon-editor" class="vector-menu mw-portlet mw-portlet-user-menu-anon-editor" > <div class="vector-menu-heading"> Pagine per utenti anonimi <a href="/wiki/Aiuto:Benvenuto" aria-label="Ulteriori informazioni sulla contribuzione"><span>ulteriori informazioni</span></a> </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Speciale:MieiContributi" title="Un elenco delle modifiche fatte da questo indirizzo IP [y]" accesskey="y"><span>contributi</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Speciale:MieDiscussioni" title="Discussioni sulle modifiche fatte da questo indirizzo IP [n]" accesskey="n"><span>discussioni</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> </header> </div> <div class="mw-page-container"> <div class="mw-page-container-inner"> <div class="vector-sitenotice-container"> <div id="siteNotice"></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="Sito"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> <div class="vector-sticky-pinned-container"> <nav id="mw-panel-toc" aria-label="Indice" data-event-name="ui.sidebar-toc" class="mw-table-of-contents-container vector-toc-landmark"> <div id="vector-toc-pinned-container" class="vector-pinned-container"> <div id="vector-toc" class="vector-toc vector-pinnable-element"> <div class="vector-pinnable-header vector-toc-pinnable-header vector-pinnable-header-pinned" data-feature-name="toc-pinned" data-pinnable-element-id="vector-toc" > <h2 class="vector-pinnable-header-label">Indice</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">nascondi</button> </div> <ul class="vector-toc-contents" id="mw-panel-toc-list"> <li id="toc-mw-content-text" class="vector-toc-list-item vector-toc-level-1"> <a href="#" class="vector-toc-link"> <div class="vector-toc-text">Inizio</div> </a> </li> <li id="toc-Struttura" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Struttura"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Struttura</span> </div> </a> <button aria-controls="toc-Struttura-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Attiva/disattiva la sottosezione Struttura</span> </button> <ul id="toc-Struttura-sublist" class="vector-toc-list"> <li id="toc-Classificazione_dei_terpeni" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Classificazione_dei_terpeni"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Classificazione dei terpeni</span> </div> </a> <ul id="toc-Classificazione_dei_terpeni-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Biosintesi" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Biosintesi"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Biosintesi</span> </div> </a> <button aria-controls="toc-Biosintesi-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Attiva/disattiva la sottosezione Biosintesi</span> </button> <ul id="toc-Biosintesi-sublist" class="vector-toc-list"> <li id="toc-Via_del_mevalonato" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Via_del_mevalonato"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Via del mevalonato</span> </div> </a> <ul id="toc-Via_del_mevalonato-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Note" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Note"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Note</span> </div> </a> <ul id="toc-Note-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Bibliografia" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Bibliografia"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Bibliografia</span> </div> </a> <ul id="toc-Bibliografia-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Voci_correlate" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Voci_correlate"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Voci correlate</span> </div> </a> <ul id="toc-Voci_correlate-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Altri_progetti" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Altri_progetti"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Altri progetti</span> </div> </a> <ul id="toc-Altri_progetti-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Collegamenti_esterni" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Collegamenti_esterni"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Collegamenti esterni</span> </div> </a> <ul id="toc-Collegamenti_esterni-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Indice" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Mostra/Nascondi l'indice" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button 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">Mostra/Nascondi l'indice</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">Terpeni</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="Vai a una voce in un'altra lingua. Disponibile in 46 lingue" > <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-46" 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">46 lingue</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%AA%D8%B1%D8%A8%D9%8A%D9%86" title="تربين - arabo" lang="ar" hreflang="ar" data-title="تربين" data-language-autonym="العربية" data-language-local-name="arabo" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Terpenl%C9%99r" title="Terpenlər - azerbaigiano" lang="az" hreflang="az" data-title="Terpenlər" data-language-autonym="Azərbaycanca" data-language-local-name="azerbaigiano" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%A2%D0%B5%D1%80%D0%BF%D0%B5%D0%BD" title="Терпен - bulgaro" lang="bg" hreflang="bg" data-title="Терпен" data-language-autonym="Български" data-language-local-name="bulgaro" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Terpen" title="Terpen - bosniaco" lang="bs" hreflang="bs" data-title="Terpen" data-language-autonym="Bosanski" data-language-local-name="bosniaco" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Terp%C3%A8" title="Terpè - catalano" lang="ca" hreflang="ca" data-title="Terpè" data-language-autonym="Català" data-language-local-name="catalano" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Terpeny" title="Terpeny - ceco" lang="cs" hreflang="cs" data-title="Terpeny" data-language-autonym="Čeština" data-language-local-name="ceco" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Terpen" title="Terpen - danese" lang="da" hreflang="da" data-title="Terpen" data-language-autonym="Dansk" data-language-local-name="danese" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de badge-Q17437798 badge-goodarticle mw-list-item" title="voce di qualità"><a href="https://de.wikipedia.org/wiki/Terpene" title="Terpene - tedesco" lang="de" hreflang="de" data-title="Terpene" data-language-autonym="Deutsch" data-language-local-name="tedesco" 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%A4%CE%B5%CF%81%CF%80%CE%AD%CE%BD%CE%B9%CE%B1" title="Τερπένια - greco" lang="el" hreflang="el" data-title="Τερπένια" data-language-autonym="Ελληνικά" data-language-local-name="greco" 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/Terpene" title="Terpene - inglese" lang="en" hreflang="en" data-title="Terpene" data-language-autonym="English" data-language-local-name="inglese" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Terpeno" title="Terpeno - esperanto" lang="eo" hreflang="eo" data-title="Terpeno" data-language-autonym="Esperanto" data-language-local-name="esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Terpeno" title="Terpeno - spagnolo" lang="es" hreflang="es" data-title="Terpeno" data-language-autonym="Español" data-language-local-name="spagnolo" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Terpeenid" title="Terpeenid - estone" lang="et" hreflang="et" data-title="Terpeenid" data-language-autonym="Eesti" data-language-local-name="estone" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Terpeno" title="Terpeno - basco" lang="eu" hreflang="eu" data-title="Terpeno" data-language-autonym="Euskara" data-language-local-name="basco" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%D9%BE%D9%86" title="ترپن - persiano" lang="fa" hreflang="fa" data-title="ترپن" data-language-autonym="فارسی" data-language-local-name="persiano" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Terpeenit" title="Terpeenit - finlandese" lang="fi" hreflang="fi" data-title="Terpeenit" data-language-autonym="Suomi" data-language-local-name="finlandese" 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/Terp%C3%A8ne" title="Terpène - francese" lang="fr" hreflang="fr" data-title="Terpène" data-language-autonym="Français" data-language-local-name="francese" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Teirp%C3%A9in" title="Teirpéin - irlandese" lang="ga" hreflang="ga" data-title="Teirpéin" data-language-autonym="Gaeilge" data-language-local-name="irlandese" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Terpeno" title="Terpeno - galiziano" lang="gl" hreflang="gl" data-title="Terpeno" data-language-autonym="Galego" data-language-local-name="galiziano" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%98%D7%A8%D7%A4%D7%9F_(%D7%9B%D7%99%D7%9E%D7%99%D7%94)" title="טרפן (כימיה) - ebraico" lang="he" hreflang="he" data-title="טרפן (כימיה)" data-language-autonym="עברית" data-language-local-name="ebraico" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%9F%E0%A4%B0%E0%A4%AA%E0%A5%80%E0%A4%A8" title="टरपीन - hindi" lang="hi" hreflang="hi" data-title="टरपीन" data-language-autonym="हिन्दी" data-language-local-name="hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Terpeni" title="Terpeni - croato" lang="hr" hreflang="hr" data-title="Terpeni" data-language-autonym="Hrvatski" data-language-local-name="croato" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%8F%D5%A5%D6%80%D5%BA%D5%A5%D5%B6%D5%B6%D5%A5%D6%80" title="Տերպեններ - armeno" lang="hy" hreflang="hy" data-title="Տերպեններ" data-language-autonym="Հայերեն" data-language-local-name="armeno" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Terpena" title="Terpena - indonesiano" lang="id" hreflang="id" data-title="Terpena" data-language-autonym="Bahasa Indonesia" data-language-local-name="indonesiano" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%86%E3%83%AB%E3%83%9A%E3%83%B3" title="テルペン - giapponese" lang="ja" hreflang="ja" data-title="テルペン" data-language-autonym="日本語" data-language-local-name="giapponese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%A2%D0%B5%D1%80%D0%BF%D0%B5%D0%BD%D0%B4%D0%B5%D1%80" title="Терпендер - kazako" lang="kk" hreflang="kk" data-title="Терпендер" data-language-autonym="Қазақша" data-language-local-name="kazako" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%85%8C%EB%A5%B4%ED%8E%9C" title="테르펜 - coreano" lang="ko" hreflang="ko" data-title="테르펜" data-language-autonym="한국어" data-language-local-name="coreano" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%A2%D0%B5%D1%80%D0%BF%D0%B5%D0%BD%D0%B4%D0%B5%D1%80" title="Терпендер - kirghiso" lang="ky" hreflang="ky" data-title="Терпендер" data-language-autonym="Кыргызча" data-language-local-name="kirghiso" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Terp%C4%93ni" title="Terpēni - lettone" lang="lv" hreflang="lv" data-title="Terpēni" data-language-autonym="Latviešu" data-language-local-name="lettone" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-ml mw-list-item"><a href="https://ml.wikipedia.org/wiki/%E0%B4%9F%E0%B5%BC%E0%B4%AA%E0%B5%8D%E0%B4%AA%E0%B5%80%E0%B4%A8%E0%B5%81%E0%B4%95%E0%B5%BE" title="ടർപ്പീനുകൾ - malayalam" lang="ml" hreflang="ml" data-title="ടർപ്പീനുകൾ" data-language-autonym="മലയാളം" data-language-local-name="malayalam" class="interlanguage-link-target"><span>മലയാളം</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Terpena" title="Terpena - malese" lang="ms" hreflang="ms" data-title="Terpena" data-language-autonym="Bahasa Melayu" data-language-local-name="malese" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Terpeen" title="Terpeen - olandese" lang="nl" hreflang="nl" data-title="Terpeen" data-language-autonym="Nederlands" data-language-local-name="olandese" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Terpen" title="Terpen - norvegese bokmål" lang="nb" hreflang="nb" data-title="Terpen" data-language-autonym="Norsk bokmål" data-language-local-name="norvegese bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Terpeny" title="Terpeny - polacco" lang="pl" hreflang="pl" data-title="Terpeny" data-language-autonym="Polski" data-language-local-name="polacco" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Terpen" title="Terpen - rumeno" lang="ro" hreflang="ro" data-title="Terpen" data-language-autonym="Română" data-language-local-name="rumeno" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A2%D0%B5%D1%80%D0%BF%D0%B5%D0%BD%D1%8B" title="Терпены - russo" lang="ru" hreflang="ru" data-title="Терпены" data-language-autonym="Русский" data-language-local-name="russo" 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/Terpen" title="Terpen - serbo-croato" lang="sh" hreflang="sh" data-title="Terpen" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbo-croato" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Terp%C3%A9n" title="Terpén - slovacco" lang="sk" hreflang="sk" data-title="Terpén" data-language-autonym="Slovenčina" data-language-local-name="slovacco" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Terpen" title="Terpen - sloveno" lang="sl" hreflang="sl" data-title="Terpen" data-language-autonym="Slovenščina" data-language-local-name="sloveno" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Terpen" title="Terpen - serbo" lang="sr" hreflang="sr" data-title="Terpen" data-language-autonym="Српски / srpski" data-language-local-name="serbo" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Terpen" title="Terpen - svedese" lang="sv" hreflang="sv" data-title="Terpen" data-language-autonym="Svenska" data-language-local-name="svedese" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%80%E0%B8%97%E0%B8%AD%E0%B8%A3%E0%B9%8C%E0%B8%9E%E0%B8%B5%E0%B8%99" title="เทอร์พีน - thailandese" lang="th" hreflang="th" data-title="เทอร์พีน" data-language-autonym="ไทย" data-language-local-name="thailandese" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Terpen" title="Terpen - turco" lang="tr" hreflang="tr" data-title="Terpen" data-language-autonym="Türkçe" data-language-local-name="turco" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A2%D0%B5%D1%80%D0%BF%D0%B5%D0%BD%D0%B8" title="Терпени - ucraino" lang="uk" hreflang="uk" data-title="Терпени" data-language-autonym="Українська" data-language-local-name="ucraino" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Terpenlar" title="Terpenlar - uzbeco" lang="uz" hreflang="uz" data-title="Terpenlar" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="uzbeco" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E8%90%9C%E7%83%AF" title="萜烯 - cinese" lang="zh" hreflang="zh" data-title="萜烯" data-language-autonym="中文" data-language-local-name="cinese" 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/Q212364#sitelinks-wikipedia" title="Modifica collegamenti interlinguistici" class="wbc-editpage">Modifica collegamenti</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="Namespace"> <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/Terpeni" title="Vedi la voce [c]" accesskey="c"><span>Voce</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Discussione:Terpeni" rel="discussion" title="Vedi le discussioni relative a questa pagina [t]" accesskey="t"><span>Discussione</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" 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data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Strumenti" > <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">Strumenti</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">Strumenti</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">nascondi</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Altre opzioni" > <div class="vector-menu-heading"> Azioni </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/Terpeni"><span>Leggi</span></a></li><li id="ca-more-ve-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Terpeni&veaction=edit" title="Modifica questa pagina [v]" accesskey="v"><span>Modifica</span></a></li><li id="ca-more-edit" class="collapsible vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Terpeni&action=edit" title="Modifica il wikitesto di questa pagina [e]" accesskey="e"><span>Modifica wikitesto</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Terpeni&action=history"><span>Cronologia</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> Generale </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Speciale:PuntanoQui/Terpeni" title="Elenco di tutte le pagine che sono collegate a questa [j]" accesskey="j"><span>Puntano qui</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Speciale:ModificheCorrelate/Terpeni" rel="nofollow" title="Elenco delle ultime modifiche alle pagine collegate a questa [k]" accesskey="k"><span>Modifiche correlate</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Speciale:PagineSpeciali" title="Elenco di tutte le pagine speciali [q]" accesskey="q"><span>Pagine speciali</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Terpeni&oldid=135625187" title="Collegamento permanente a questa versione di questa pagina"><span>Link permanente</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Terpeni&action=info" title="Ulteriori informazioni su questa pagina"><span>Informazioni pagina</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Speciale:Cita&page=Terpeni&id=135625187&wpFormIdentifier=titleform" title="Informazioni su come citare questa pagina"><span>Cita questa voce</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Speciale:UrlShortener&url=https%3A%2F%2Fit.wikipedia.org%2Fw%2Findex.php%3Ftitle%3DTerpeni%26section%3D5%26veaction%3Dedit"><span>Ottieni URL breve</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Speciale:QrCode&url=https%3A%2F%2Fit.wikipedia.org%2Fw%2Findex.php%3Ftitle%3DTerpeni%26section%3D5%26veaction%3Dedit"><span>Scarica codice QR</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"> Stampa/esporta </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=Speciale:Libro&bookcmd=book_creator&referer=Terpeni"><span>Crea un libro</span></a></li><li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Speciale:DownloadAsPdf&page=Terpeni&action=show-download-screen"><span>Scarica come PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Terpeni&printable=yes" title="Versione stampabile di questa pagina [p]" accesskey="p"><span>Versione stampabile</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"> In altri progetti </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:Terpenes" 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/Q212364" title="Collegamento all'elemento connesso dell'archivio dati [g]" accesskey="g"><span>Elemento 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="Strumenti pagine"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Aspetto"> <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">Aspetto</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">nascondi</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">Da Wikipedia, l'enciclopedia libera.</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="it" dir="ltr"><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:R%C3%A9sine.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/R%C3%A9sine.jpg/220px-R%C3%A9sine.jpg" decoding="async" width="220" height="340" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/R%C3%A9sine.jpg/330px-R%C3%A9sine.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6a/R%C3%A9sine.jpg/440px-R%C3%A9sine.jpg 2x" data-file-width="530" data-file-height="820" /></a><figcaption>I terpeni sono i costituenti principali delle resine di molte piante.</figcaption></figure> <p>I <b>terpeni</b> sono <a href="/wiki/Biomolecola" title="Biomolecola">biomolecole</a> costituite da multipli dell'<a href="/wiki/Unit%C3%A0_isoprenica" class="mw-redirect" title="Unità isoprenica">unità isoprenica</a>,<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> ottenuti nei sistemi biologici dalla reazione di più unità di IPP (<a href="/wiki/Isopentenil_pirofosfato" title="Isopentenil pirofosfato">isopentenil pirofosfato</a>) e di DMAPP (<a href="/wiki/Dimetilallil_pirofosfato" title="Dimetilallil pirofosfato">dimetilallil pirofosfato</a>). Possono avere struttura lineare, ciclica o mista lineare e ciclica. Quando i terpeni sono modificati con reazioni tali da portare alla formazione di <a href="/wiki/Gruppi_funzionali" class="mw-redirect" title="Gruppi funzionali">gruppi funzionali</a> contenenti atomi diversi dal <a href="/wiki/Carbonio" title="Carbonio">carbonio</a>, come gruppi <a href="/wiki/Ione_idrossido" class="mw-redirect" title="Ione idrossido">idrossilici</a>, <a href="/wiki/Carbonile" title="Carbonile">carbonilici</a> o contenenti <a href="/wiki/Azoto" title="Azoto">azoto</a>, vengono chiamati <b>terpenoidi</b>. Alcuni autori<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> con il termine terpene indicano anche i vari terpenoidi. </p><p>Vengono prodotti da molte <a href="/wiki/Piante" class="mw-redirect" title="Piante">piante</a>, soprattutto <a href="/wiki/Conifere" class="mw-redirect" title="Conifere">conifere</a> e da alcuni <a href="/wiki/Insetti" class="mw-redirect" title="Insetti">insetti</a>, sono i componenti principali delle resine e degli <a href="/wiki/Olio_essenziale" title="Olio essenziale">oli essenziali</a> delle <a href="/wiki/Piante" class="mw-redirect" title="Piante">piante</a>, miscele di sostanze che conferiscono a ogni <a href="/wiki/Fiore" title="Fiore">fiore</a> o <a href="/wiki/Plantae" title="Plantae">pianta</a> un caratteristico <a href="/wiki/Odore" title="Odore">odore</a> o <a href="/wiki/Aroma" title="Aroma">aroma</a>. Si possono ottenere sia per riscaldamento blando che per distillazione in corrente di vapore di composti organici di piante.<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> Rappresentano anche i precursori biosintetici degli <a href="/wiki/Steroidi" class="mw-redirect" title="Steroidi">steroidi</a> e dei <a href="/wiki/Carotenoidi" title="Carotenoidi">carotenoidi</a>. Molti aromi usati nei cibi o nei profumi sono derivati da terpeni o terpenoidi naturali. </p><p>Sono terpeni il <a href="/wiki/Geraniolo" title="Geraniolo">geraniolo</a>, il <a href="/wiki/Mentolo" title="Mentolo">mentolo</a>, il <a href="/wiki/Mircene" title="Mircene">mircene</a>, la <a href="/wiki/Canfora" title="Canfora">canfora</a>, il <a href="/wiki/Limonene" title="Limonene">limonene</a>, l'<a href="/wiki/Isoprenolo" title="Isoprenolo">isoprenolo</a>, il <a href="/wiki/Fitoene" title="Fitoene">fitoene</a> e lo <a href="/wiki/Squalene" title="Squalene">squalene</a>. Quest'ultimo si trova libero in quantità elevate (90%) nell'<a href="/w/index.php?title=Olio_di_fegato&action=edit&redlink=1" class="new" title="Olio di fegato (la pagina non esiste)">olio di fegato</a> di <a href="/wiki/Squalo" class="mw-redirect" title="Squalo">squalo</a> e in tracce (0,1-0,7%) nell'<a href="/wiki/Olio_di_oliva" title="Olio di oliva">olio di oliva</a>, nel <a href="/wiki/Lievito" title="Lievito">lievito</a>, nel <a href="/wiki/Sebo" title="Sebo">sebo</a> umano e nel <a href="/wiki/Cerume" title="Cerume">cerume</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Struttura">Struttura</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=1" title="Modifica la sezione Struttura" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=1" title="Edit section's source code: Struttura"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Come detto sono formati dall'unione di una molecola di DMAPP e una di IPP, il legame avviene quasi sempre testa-coda, ossia il legame si crea attraverso la reazione della coda del DMAPP e la testa dell'IPP, da questa reazione si libera una molecola di pirofosfato. Questa condizione è nota come "regola isoprenica" o "regola di <a href="/wiki/Lavoslav_Ru%C5%BEi%C4%8Dka" title="Lavoslav Ružička">Ružička</a>". Due importanti eccezioni sono lo squalene e il <a href="/wiki/Fitoene" title="Fitoene">fitoene</a> che vengono considerati dimeri coda-coda rispettivamente di un sesquiterpene e un diterpene aciclici. </p><p>I terpeni possono contenere unità isopreniche, più o meno modificate, contenenti elementi diversi da carbonio e idrogeno (<a href="/wiki/Terpenoidi" class="mw-redirect" title="Terpenoidi">terpenoidi</a>); fra questi ci sono composti che assumono una rilevanza particolare: le <a href="/wiki/Vitamine" title="Vitamine">vitamine</a> <a href="/wiki/Liposolubilit%C3%A0" title="Liposolubilità">liposolubili</a> <a href="/wiki/Vitamina_A" class="mw-redirect" title="Vitamina A">A</a>, <a href="/wiki/Vitamina_D" title="Vitamina D">D</a>, <a href="/wiki/Vitamina_E" class="mw-redirect" title="Vitamina E">E</a>, <a href="/wiki/Vitamina_K" title="Vitamina K">K</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Classificazione_dei_terpeni">Classificazione dei terpeni</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=2" title="Modifica la sezione Classificazione dei terpeni" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=2" title="Edit section's source code: Classificazione dei terpeni"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Isoprene-BS.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/72/Isoprene-BS.jpg/150px-Isoprene-BS.jpg" decoding="async" width="150" height="131" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/72/Isoprene-BS.jpg/225px-Isoprene-BS.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/72/Isoprene-BS.jpg/300px-Isoprene-BS.jpg 2x" data-file-width="487" data-file-height="425" /></a><figcaption>Struttura dell'<a href="/wiki/Isoprene" title="Isoprene">isoprene</a></figcaption></figure> <p>In base al numero di unità isopreniche contenute (C<sub>5</sub>H<sub>8</sub>), si ha la seguente classificazione: </p> <table class="wikitable" style="width:60%; text-align:center"> <tbody><tr> <th>Classificazione</th> <th>Unità isopreniche</th> <th>Atomi di carbonio </th></tr> <tr> <td><a href="/w/index.php?title=Emiterpeni&action=edit&redlink=1" class="new" title="Emiterpeni (la pagina non esiste)">emiterpeni</a></td> <td>1</td> <td>5 </td></tr> <tr> <td><a href="/wiki/Monoterpene" title="Monoterpene">monoterpeni</a></td> <td>2</td> <td>10 </td></tr> <tr> <td><a href="/wiki/Sesquiterpene" title="Sesquiterpene">sesquiterpeni</a></td> <td>3</td> <td>15 </td></tr> <tr> <td><a href="/wiki/Diterpeni" title="Diterpeni">diterpeni</a></td> <td>4</td> <td>20 </td></tr> <tr> <td><a href="/w/index.php?title=Sesterpeni&action=edit&redlink=1" class="new" title="Sesterpeni (la pagina non esiste)">sesterterpeni</a></td> <td>5</td> <td>25 </td></tr> <tr> <td><a href="/wiki/Triterpeni" title="Triterpeni">triterpeni</a></td> <td>6</td> <td>30 </td></tr> <tr> <td><a href="/w/index.php?title=Tetraterpeni&action=edit&redlink=1" class="new" title="Tetraterpeni (la pagina non esiste)">tetraterpeni</a></td> <td>8</td> <td>40 </td></tr> <tr> <td><a href="/w/index.php?title=Politerpeni&action=edit&redlink=1" class="new" title="Politerpeni (la pagina non esiste)">politerpeni</a></td> <td>>8</td> <td>>40 </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Biosintesi">Biosintesi</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=3" title="Modifica la sezione Biosintesi" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=3" title="Edit section's source code: Biosintesi"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Anche se strutturalmente possono sembrare sintetizzati per polimerizzazione dell'<a href="/wiki/Isoprene" title="Isoprene">isoprene</a>, i terpeni sono biosintetizzati dagli organismi da gruppi acetilici dell'<a href="/wiki/Acetil-CoA" class="mw-redirect" title="Acetil-CoA">acetil-coenzima A</a> (acetil-CoA) attraverso la <a href="/wiki/Via_metabolica" title="Via metabolica">via metabolica</a> dell'<a href="/wiki/Idrossimetilglutaril-CoA_reduttasi" title="Idrossimetilglutaril-CoA reduttasi">HMG-CoA reduttasi</a>. Intermedi nella biosintesi sono l'<a href="/wiki/Acido_mevalonico" title="Acido mevalonico">acido mevalonico</a> ed i suoi esteri fosforici e pirofosforici, l'<a href="/wiki/Isopentenil_pirofosfato" title="Isopentenil pirofosfato">isopentenil pirofosfato</a> e il <a href="/wiki/Dimetilallil_pirofosfato" title="Dimetilallil pirofosfato">dimetilallil pirofosfato</a>. </p><p>Piante e <a href="/wiki/Protozoa" title="Protozoa">protozoi</a> appartenenti al <i><a href="/wiki/Subphylum" title="Subphylum">subphylum</a></i> <a href="/wiki/Apicomplexa" title="Apicomplexa">Apicomplexa</a> come il parassita della malaria <i><a href="/wiki/Plasmodium_falciparum" title="Plasmodium falciparum">Plasmodium falciparum</a></i>, hanno la capacità di produrre i loro isoprenoidi utilizzando una via alternativa, detta genericamente percorso del non-mevalonato, o <a href="/wiki/Via_metabolica_del_metileritritolo_fosfato" title="Via metabolica del metileritritolo fosfato">via metabolica del metileritritolo fosfato</a> che si svolge nei <a href="/wiki/Plastidio" title="Plastidio">plastidi</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> Inoltre, la maggior parte dei batteri, compresi importanti patogeni quali <i><a href="/wiki/Mycobacterium_tuberculosis" title="Mycobacterium tuberculosis">Mycobacterium tuberculosis</a></i>, possono sintetizzare IPP e DMAPP attraverso questa via metabolica alternativa. </p> <div class="mw-heading mw-heading3"><h3 id="Via_del_mevalonato">Via del mevalonato</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=4" title="Modifica la sezione Via del mevalonato" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=4" title="Edit section's source code: Via del mevalonato"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r130657691">body:not(.skin-minerva) .mw-parser-output .vedi-anche{font-size:95%}</style><style data-mw-deduplicate="TemplateStyles:r139142988">.mw-parser-output .hatnote-content{align-items:center;display:flex}.mw-parser-output .hatnote-icon{flex-shrink:0}.mw-parser-output .hatnote-icon img{display:flex}.mw-parser-output .hatnote-text{font-style:italic}body:not(.skin-minerva) .mw-parser-output .hatnote{border:1px solid #CCC;display:flex;margin:.5em 0;padding:.2em .5em}body:not(.skin-minerva) .mw-parser-output .hatnote-text{padding-left:.5em}body.skin-minerva .mw-parser-output .hatnote-icon{padding-right:8px}body.skin-minerva .mw-parser-output .hatnote-icon img{height:auto;width:16px}body.skin--responsive .mw-parser-output .hatnote a.new{color:#d73333}body.skin--responsive .mw-parser-output .hatnote a.new:visited{color:#a55858}</style> <div class="hatnote noprint vedi-anche"> <div class="hatnote-content"><span class="noviewer hatnote-icon" typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Magnifying_glass_icon_mgx2.svg/18px-Magnifying_glass_icon_mgx2.svg.png" decoding="async" width="18" height="18" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Magnifying_glass_icon_mgx2.svg/27px-Magnifying_glass_icon_mgx2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/87/Magnifying_glass_icon_mgx2.svg/36px-Magnifying_glass_icon_mgx2.svg.png 2x" data-file-width="286" data-file-height="280" /></span></span> <span class="hatnote-text">Lo stesso argomento in dettaglio: <b><a href="/wiki/Via_metabolica_dell%27acido_mevalonico" title="Via metabolica dell'acido mevalonico">Via metabolica dell'acido mevalonico</a></b>.</span></div> </div> <p>Inizialmente il mevalonato viene trasformato in 5-pirofosfomevalonato e successivamente nei due composti chiave: <a href="/wiki/Isopentenil_pirofosfato" title="Isopentenil pirofosfato">isopentenil pirofosfato</a> (IPP) e <a href="/wiki/Dimetilallil_pirofosfato" title="Dimetilallil pirofosfato">dimetilallil pirofosfato</a> (DMAPP). Gli emiterpeni si formano direttamente dal DMAPP per la perdita del <a href="/wiki/Pirofosfato" title="Pirofosfato">pirofosfato</a>, mentre gli altri hanno origine dai composti formati per successive aggiunte di IPP al DMAPP: </p> <ul><li><a href="/wiki/Geranil_pirofosfato" title="Geranil pirofosfato">geranil pirofosfato</a> C<sub>10</sub> da cui derivano i monoterpeni</li> <li><a href="/wiki/Farnesil_pirofosfato" title="Farnesil pirofosfato">farnesil pirofosfato</a> C<sub>15</sub> da cui derivano i sesquiterpeni e quindi gli steroidi a partire dallo <a href="/wiki/Squalene" title="Squalene">squalene</a></li> <li><a href="/wiki/Geranilgeranil_pirofosfato" title="Geranilgeranil pirofosfato">geranilgeranil pirofosfato</a> C<sub>20</sub> da cui derivano i diterpeni e quindi i carotenoidi a partire dal <a href="/wiki/Fitoene" title="Fitoene">fitoene</a></li> <li><a href="/wiki/Geranilfarnesil_pirofosfato" title="Geranilfarnesil pirofosfato">geranilfarnesil pirofosfato</a> C<sub>25</sub></li></ul> <p>Il dimero coda-coda del farnesil OPP dà lo squalene che è il precursore dei triterpeni (C<sub>30</sub>) e quindi degli steroli. In pratica si ha che il DMAPP inizia la catena e l'IPP la allunga. </p> <div class="mw-heading mw-heading2"><h2 id="Note">Note</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=5" title="Modifica la sezione Note" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=5" title="Edit section's source code: Note"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><a href="#cite_ref-1"><b>^</b></a> <span class="reference-text">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) <a rel="nofollow" class="external text" href="http://goldbook.iupac.org/T06278.html">IUPAC Gold Book, "terpenes"</a></span> </li> <li id="cite_note-2"><a href="#cite_ref-2"><b>^</b></a> <span class="reference-text"><cite class="citation pubblicazione" style="font-style:normal">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) J. R. Barnett, <a rel="nofollow" class="external text" href="https://academic.oup.com/aob/article-lookup/doi/10.1093/aob/mch103"><span style="font-style:italic;">Langenheim, J.H. Plant resins: chemistry, evolution, ecology and ethnobotany.</span></a>, in <span style="font-style:italic;">Annals of Botany</span>, vol. 93, n. 6, 1º giugno 2004, pp. 784–785, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1093%2Faob%2Fmch103">10.1093/aob/mch103</a>. <small>URL consultato il 16 febbraio 2023</small>.</cite></span> </li> <li id="cite_note-3"><a href="#cite_ref-3"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> G. Ortaggi e D. Misiti, <a rel="nofollow" class="external text" href="https://www.worldcat.org/oclc/848559087"><span style="font-style:italic;">Chimica organica</span></a>, 2 ed. italiana, Grasso, 1988, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/88-7055-060-5" title="Speciale:RicercaISBN/88-7055-060-5">88-7055-060-5</a>, <a href="/wiki/Online_Computer_Library_Center" title="Online Computer Library Center">OCLC</a> <a rel="nofollow" class="external text" href="//www.worldcat.org/oclc/848559087">848559087</a>. <small>URL consultato il 3 maggio 2023</small>.</cite></span> </li> <li id="cite_note-4"><a href="#cite_ref-4"><b>^</b></a> <span class="reference-text">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) <cite class="citation pubblicazione" style="font-style:normal"> Lichtenthaler H, <a rel="nofollow" class="external text" href="https://oadoi.org/10.1146/annurev.arplant.50.1.47"><span style="font-style:italic;">The 1-Deoxy-D-xylulose-5-phosphate pathway of isoprenoid biosynthesis in plants</span></a>, in <span style="font-style:italic;">Annu Rev Plant Physiol Plant Mol Biol</span>, vol. 50, 1999, pp. 47–65, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1146%2Fannurev.arplant.50.1.47">10.1146/annurev.arplant.50.1.47</a>, <a href="/wiki/PMID" title="PMID">PMID</a> <a rel="nofollow" class="external text" href="//www.ncbi.nlm.nih.gov/pubmed/15012203">15012203</a>.</cite></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="Bibliografia">Bibliografia</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=6" title="Modifica la sezione Bibliografia" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=6" title="Edit section's source code: Bibliografia"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><cite class="citation pubblicazione" style="font-style:normal">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) J. Degenhardt, T. G. Köllner, J. Gershenzon, <a rel="nofollow" class="external text" href="https://oadoi.org/10.1016/j.phytochem.2009.07.030"><span style="font-style:italic;"><small>Review</small> Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants</span></a>, in <span style="font-style:italic;">Phytochemistry</span>, vol. 90, n. 15-16, 2009, pp. 1621–1637, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016%2Fj.phytochem.2009.07.030">10.1016/j.phytochem.2009.07.030</a>.</cite> <a rel="nofollow" class="external text" href="http://www.medicinalgenomics.com/wp-content/uploads/2011/12/Monoterpene-and-sesquiterpene-synthases-and-the-origin-of-terpene-skeletal.pdf">PDF</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20140701021719/http://www.medicinalgenomics.com/wp-content/uploads/2011/12/Monoterpene-and-sesquiterpene-synthases-and-the-origin-of-terpene-skeletal.pdf">Archiviato</a> il 1º luglio 2014 in <a href="/wiki/Internet_Archive" title="Internet Archive">Internet Archive</a>.</li> <li>L. Scarponi (a cura di), <i>Biochimica agraria</i>, Patron, 2003</li></ul> <div class="mw-heading mw-heading2"><h2 id="Voci_correlate">Voci correlate</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=7" title="Modifica la sezione Voci correlate" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=7" title="Edit section's source code: Voci correlate"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Composti_organici_volatili" title="Composti organici volatili">Composti organici volatili</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="Altri_progetti">Altri progetti</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=8" title="Modifica la sezione Altri progetti" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=8" title="Edit section's source code: Altri progetti"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <div id="interProject" class="toccolours" style="display: none; clear: both; margin-top: 2em"><p id="sisterProjects" style="background-color: #efefef; color: black; font-weight: bold; margin: 0"><span>Altri progetti</span></p><ul title="Collegamenti verso gli altri progetti Wikimedia"> <li class="" title=""><span class="plainlinks" title="commons:Category:Terpenes"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Terpenes?uselang=it">Wikimedia Commons</a></span></li></ul></div> <ul><li><span typeof="mw:File"><a href="https://commons.wikimedia.org/wiki/?uselang=it" title="Collabora a Wikimedia Commons"><img alt="Collabora a Wikimedia Commons" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/18px-Commons-logo.svg.png" decoding="async" width="18" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/27px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/36px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span> <span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/?uselang=it">Wikimedia Commons</a></span> contiene immagini o altri file su <b><span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Terpenes?uselang=it">terpeni</a></span></b></li></ul> <div class="mw-heading mw-heading2"><h2 id="Collegamenti_esterni">Collegamenti esterni</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Terpeni&veaction=edit&section=9" title="Modifica la sezione Collegamenti esterni" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Terpeni&action=edit&section=9" title="Edit section's source code: Collegamenti esterni"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li class="mw-empty-elt"></li> <li><cite id="CITEREFBritannica.com" class="citation web" style="font-style:normal">(<span style="font-weight:bolder; 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padding:0; font-size:xx-small; color:var(--color-base, #000000); white-space:nowrap;"><a href="/wiki/Template:Sistematica_organica" title="Template:Sistematica organica"><span title="Vai alla pagina del template">V</span></a> · <a href="/w/index.php?title=Discussioni_template:Sistematica_organica&action=edit&redlink=1" class="new" title="Discussioni template:Sistematica organica (la pagina non esiste)"><span title="Discuti del template">D</span></a> · <a class="external text" href="https://it.wikipedia.org/w/index.php?title=Template:Sistematica_organica&action=edit"><span title="Modifica il template. Usa l'anteprima prima di salvare">M</span></a></div></div><span class="navbox_title"><a href="/wiki/Sistematica_organica" title="Sistematica organica">Sistematica organica</a></span></th></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Composti_alifatici" title="Composti alifatici">Composti alifatici</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Acetali" title="Acetali">Acetali</a> · <a href="/wiki/Acidi_carbossilici" title="Acidi carbossilici">Acidi carbossilici</a> · <a href="/wiki/Alcani" title="Alcani">Alcani</a> · <a href="/wiki/Alcheni" title="Alcheni">Alcheni</a> · <a href="/wiki/Alchini" title="Alchini">Alchini</a> · <a href="/wiki/Alcoli" title="Alcoli">Alcoli</a> · <a href="/wiki/Aldeidi" title="Aldeidi">Aldeidi</a> · <a href="/wiki/Anidride" title="Anidride">Anidridi</a> · <a href="/wiki/Annuleni" title="Annuleni">Annuleni</a> · <a href="/wiki/Chetali" title="Chetali">Chetali</a> · <a href="/wiki/Chetoni" title="Chetoni">Chetoni</a> · <a href="/wiki/Cicloalcani" title="Cicloalcani">Cicloalcani</a> · <a href="/wiki/Cicloalcheni" title="Cicloalcheni">Cicloalcheni</a> · <a href="/wiki/Dioli" title="Dioli">Dioli</a> · <a href="/wiki/Enoli" title="Enoli">Enoli</a> · <a href="/wiki/Epossidi" title="Epossidi">Epossidi</a> · <a href="/wiki/Esteri" title="Esteri">Esteri</a> · <a href="/wiki/Eteri" title="Eteri">Eteri</a> · <a href="/wiki/Eteri_corona" title="Eteri corona">Eteri corona</a> · <a href="/wiki/Lattoni" title="Lattoni">Lattoni</a> · <a href="/wiki/Lattoli" title="Lattoli">Lattoli</a> · <a href="/wiki/Perossidi" title="Perossidi">Perossidi</a> · <a href="/wiki/Perossiacido" title="Perossiacido">Perossiacidi</a> · <a href="/wiki/Polieni" title="Polieni">Polieni</a> · <a href="/wiki/Polioli" title="Polioli">Polioli</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Composti_aromatici" title="Composti aromatici">Composti aromatici</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/w/index.php?title=Arini_(chimica)&action=edit&redlink=1" class="new" title="Arini (chimica) (la pagina non esiste)">Arini</a> · <a href="/wiki/Ciclofani" title="Ciclofani">Ciclofani</a> · <a href="/wiki/Benzene" title="Benzene">Benzene</a> · <a href="/wiki/Fenoli" title="Fenoli">Fenoli</a> · <a href="/w/index.php?title=Eterocicli_aromatici&action=edit&redlink=1" class="new" title="Eterocicli aromatici (la pagina non esiste)">Eterocicli aromatici</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Azoto#Composti_dell'azoto" title="Azoto">Contenenti azoto</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alcaloidi" title="Alcaloidi">Alcaloidi</a> · <a href="/wiki/Ammonio" title="Ammonio">Ammonio</a> · <a href="/wiki/Ammidi" title="Ammidi">Ammidi</a> · <a href="/wiki/Ammine" title="Ammine">Ammine</a> · <a href="/wiki/Amminali" title="Amminali">Amminali</a> · <a href="/wiki/Azine" title="Azine">Azine</a> · <a href="/wiki/Azoturo" title="Azoturo">Azidi</a> · <a href="/wiki/Azocomposti" title="Azocomposti">Azocomposti</a> · <a href="/wiki/Azoli" title="Azoli">Azoli</a> · <a href="/wiki/Carbammati" title="Carbammati">Carbammati</a> · <a href="/wiki/Cianidrine" title="Cianidrine">Cianidrine</a> · <a href="/wiki/Diazocomposti" title="Diazocomposti">Diazocomposti</a> · <a href="/wiki/Idrazoni" title="Idrazoni">Idrazoni</a> · <a href="/wiki/Immidi" title="Immidi">Immidi</a> · <a href="/wiki/Immine" title="Immine">Immine</a> · <a href="/wiki/Isocianati" title="Isocianati">Isocianati</a> · <a href="/wiki/Isocianuri" title="Isocianuri">Isocianuri</a> · <a href="/wiki/Isotiocianati" title="Isotiocianati">Isotiocianati</a> · <a href="/wiki/Lattami" title="Lattami">Lattami</a> · <a href="/wiki/Nitrili" title="Nitrili">Nitrili</a> · <a href="/wiki/Nitroderivati" title="Nitroderivati">Nitrocomposti</a> · <a href="/wiki/Nitrosocomposti" class="mw-redirect" title="Nitrosocomposti">Nitrosocomposti</a> · <a href="/wiki/Osazoni" title="Osazoni">Osazoni</a> · <a href="/wiki/Ossima" title="Ossima">Ossime</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Zolfo#Composti_dello_zolfo" title="Zolfo">Contenenti zolfo</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Acidi_solfonici" title="Acidi solfonici">Acidi solfonici</a> · <a href="/wiki/Ditiani" title="Ditiani">Ditiani</a> · <a href="/wiki/Isotiocianati" title="Isotiocianati">Isotiocianati</a> · <a href="/wiki/Solfoni" title="Solfoni">Solfoni</a> · <a href="/wiki/Solfossidi" title="Solfossidi">Solfossidi</a> · <a href="/wiki/Tioesteri" title="Tioesteri">Tioesteri</a> · <a href="/wiki/Tioeteri" title="Tioeteri">Tioeteri</a> · <a href="/wiki/Tioli" title="Tioli">Tioli</a> · <a href="/wiki/Tioacetali" title="Tioacetali">Tioacetali</a> · <a href="/wiki/Tiochetali" title="Tiochetali">Tiochetali</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Alogenuro" title="Alogenuro">Contenenti alogeni</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alogenuri_acilici" title="Alogenuri acilici">Alogenuri acilici</a> · <a href="/wiki/Alogenuri_alchilici" title="Alogenuri alchilici">Alogenuri alchilici</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Silicio#Composti" title="Silicio">Contenenti silicio</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Silani" title="Silani">Silani</a> · <a href="/w/index.php?title=Sililalchini&action=edit&redlink=1" class="new" title="Sililalchini (la pagina non esiste)">Sililalchini</a> · <a href="/w/index.php?title=Sililalogenuri&action=edit&redlink=1" class="new" title="Sililalogenuri (la pagina non esiste)">Sililalogenuri</a> · <a href="/w/index.php?title=Sililidruri&action=edit&redlink=1" class="new" title="Sililidruri (la pagina non esiste)">Sililidruri</a> · <a href="/w/index.php?title=Silanoli&action=edit&redlink=1" class="new" title="Silanoli (la pagina non esiste)">Silanoli</a> · <a href="/wiki/Alcossisilani" title="Alcossisilani">Alcossisilani</a> · <a href="/wiki/Silossani" title="Silossani">Silossani</a> · <a href="/w/index.php?title=Silazani&action=edit&redlink=1" class="new" title="Silazani (la pagina non esiste)">Silazani</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;">Altro</th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alcossido" title="Alcossido">Alcossidi</a> · <a href="/wiki/Idrocarburi" title="Idrocarburi">Idrocarburi</a> · <a href="/wiki/Stannani" title="Stannani">Stannani</a> · <a class="mw-selflink selflink">Terpeni</a></td></tr><tr><th colspan="2" class="navbox_abovebelow">Vedi pure <i><a href="/wiki/Nomenclatura_IUPAC_dei_composti_organici" title="Nomenclatura IUPAC dei composti organici">Nomenclatura IUPAC dei composti organici</a></i></th></tr></tbody></table> <style data-mw-deduplicate="TemplateStyles:r140554510">.mw-parser-output .CdA{border:1px solid #aaa;width:100%;margin:auto;font-size:90%;padding:2px}.mw-parser-output .CdA th{background-color:#f2f2f2;font-weight:bold;width:20%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .CdA{border-color:#54595D}html.skin-theme-clientpref-night .mw-parser-output .CdA th{background-color:#202122}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .CdA{border-color:#54595D}html.skin-theme-clientpref-os .mw-parser-output .CdA th{background-color:#202122}}</style><table class="CdA"><tbody><tr><th><a href="/wiki/Aiuto:Controllo_di_autorit%C3%A0" title="Aiuto:Controllo di autorità">Controllo di autorità</a></th><td><a href="/wiki/Nuovo_soggettario" title="Nuovo soggettario">Thesaurus BNCF</a> <span class="uid"><a rel="nofollow" class="external text" href="https://thes.bncf.firenze.sbn.it/termine.php?id=38666">38666</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Library_of_Congress_Control_Number" title="Library of Congress Control Number">LCCN</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) <a rel="nofollow" class="external text" href="http://id.loc.gov/authorities/subjects/sh85134045">sh85134045</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Gemeinsame_Normdatei" title="Gemeinsame Normdatei">GND</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="tedesco">DE</abbr></span>) <a rel="nofollow" class="external text" href="https://d-nb.info/gnd/4184779-9">4184779-9</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Biblioteca_nazionale_di_Francia" title="Biblioteca nazionale di Francia">BNF</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="francese">FR</abbr></span>) <a rel="nofollow" class="external text" href="https://catalogue.bnf.fr/ark:/12148/cb11979079r">cb11979079r</a> <a rel="nofollow" class="external text" href="https://data.bnf.fr/ark:/12148/cb11979079r">(data)</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Biblioteca_nazionale_di_Israele" title="Biblioteca nazionale di Israele">J9U</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr>, <abbr title="ebraico">HE</abbr></span>) <a rel="nofollow" class="external text" href="http://olduli.nli.org.il/F/?func=find-b&local_base=NLX10&find_code=UID&request=987007529779805171">987007529779805171</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Biblioteca_della_Dieta_nazionale_del_Giappone" title="Biblioteca della Dieta nazionale del Giappone">NDL</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr>, <abbr title="giapponese">JA</abbr></span>) <a rel="nofollow" class="external text" href="https://id.ndl.go.jp/auth/ndlna/00572906">00572906</a></span></td></tr></tbody></table> <div class="noprint" style="width:100%; padding: 3px 0; display: flex; flex-wrap: wrap; row-gap: 4px; column-gap: 8px; box-sizing: border-box;"><div style="flex-grow: 1"><style data-mw-deduplicate="TemplateStyles:r140555418">.mw-parser-output .itwiki-template-occhiello{width:100%;line-height:25px;border:1px solid #CCF;background-color:#F0EEFF;box-sizing:border-box}.mw-parser-output .itwiki-template-occhiello-progetto{background-color:#FAFAFA}@media screen{html.skin-theme-clientpref-night .mw-parser-output .itwiki-template-occhiello{background-color:#202122;border-color:#54595D}html.skin-theme-clientpref-night .mw-parser-output .itwiki-template-occhiello-progetto{background-color:#282929}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .itwiki-template-occhiello{background-color:#202122;border-color:#54595D}html.skin-theme-clientpref-os .mw-parser-output .itwiki-template-occhiello-progetto{background-color:#282929}}</style><div class="itwiki-template-occhiello"><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Gnome-applications-science.svg" class="mw-file-description" title="Chimica"><img alt=" " src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/25px-Gnome-applications-science.svg.png" decoding="async" width="25" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/38px-Gnome-applications-science.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/50px-Gnome-applications-science.svg.png 2x" data-file-width="48" data-file-height="48" /></a></span> <b><a href="/wiki/Portale:Chimica" title="Portale:Chimica">Portale Chimica</a></b>: il portale della 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