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Available in 10 languages" > <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-10" 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">10 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Methylerythritolphosphatweg" title="Methylerythritolphosphatweg – German" lang="de" hreflang="de" data-title="Methylerythritolphosphatweg" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/V%C3%ADa_del_metileritritol_fosfato" title="Vía del metileritritol fosfato – Spanish" lang="es" hreflang="es" data-title="Vía del metileritritol fosfato" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Voie_du_m%C3%A9thyl%C3%A9rythritol_phosphate" title="Voie du méthylérythritol phosphate – French" lang="fr" hreflang="fr" data-title="Voie du méthylérythritol phosphate" data-language-autonym="Français" data-language-local-name="French" 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/V%C3%ADa_do_metileritritol_fosfato" title="Vía do metileritritol fosfato – Galician" lang="gl" hreflang="gl" data-title="Vía do metileritritol fosfato" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EB%B9%84%EB%A9%94%EB%B0%9C%EB%A1%A0%EC%82%B0_%EA%B2%BD%EB%A1%9C" title="비메발론산 경로 – Korean" lang="ko" hreflang="ko" data-title="비메발론산 경로" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Lintasan_nonmevalonat" title="Lintasan nonmevalonat – Indonesian" lang="id" hreflang="id" data-title="Lintasan nonmevalonat" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Via_metabolica_del_metileritritolo_fosfato" title="Via metabolica del 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<nav class="vector-appearance-landmark" aria-label="Appearance"> <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">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</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">From Wikipedia, the free encyclopedia</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="en" dir="ltr"><p>The <b>non-mevalonate pathway</b>—also appearing as the <b>mevalonate-independent pathway</b> and the <b>2-<i>C</i>-methyl-<small>D</small>-erythritol 4-phosphate/1-deoxy-<small>D</small>-xylulose 5-phosphate</b> (<b>MEP/DOXP</b>) <b>pathway</b>—is an alternative metabolic pathway for the <a href="/wiki/Biosynthesis" title="Biosynthesis">biosynthesis</a> of the isoprenoid precursors <a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">isopentenyl pyrophosphate</a> (IPP) and <a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">dimethylallyl pyrophosphate</a> (DMAPP).<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><sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-HunterJBC07_3-0" class="reference"><a href="#cite_note-HunterJBC07-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> The currently preferred name for this pathway is the <b>MEP pathway</b>, since <a href="/wiki/2-C-Methylerythritol_4-phosphate" title="2-C-Methylerythritol 4-phosphate">MEP</a> is the first committed metabolite on the route to <a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">IPP</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Isoprenoid_precursor_biosynthesis">Isoprenoid precursor biosynthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Non-mevalonate_pathway&action=edit&section=1" title="Edit section: Isoprenoid precursor biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Mevalonate_pathway" title="Mevalonate pathway">mevalonate pathway</a> (MVA pathway or <a href="/wiki/HMG-CoA_reductase" title="HMG-CoA reductase">HMG-CoA reductase</a> pathway) and the MEP pathway are metabolic pathways for the biosynthesis of isoprenoid precursors: IPP and DMAPP. Whereas plants use both MVA and MEP pathway, most organisms only use one of the pathways for the biosynthesis of isoprenoid precursors. In plant cells IPP/DMAPP biosynthesis via the MEP pathway takes place in <a href="/wiki/Plastid" title="Plastid">plastid</a> organelles, while the biosynthesis via the MVA pathway takes place in the cytoplasm.<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> Most gram-negative bacteria, the photosynthetic cyanobacteria and green algae use only the MEP pathway.<sup id="cite_ref-Vranová_665–700_5-0" class="reference"><a href="#cite_note-Vranová_665–700-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Bacteria that use the MEP pathway include important pathogens such <i><a href="/wiki/Mycobacterium_tuberculosis" title="Mycobacterium tuberculosis">Mycobacterium tuberculosis</a></i>.<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>IPP and DMAPP serve as precursors for the biosynthesis of <a href="/wiki/Terpenoid" title="Terpenoid">isoprenoid (terpenoid)</a> molecules used in processes as diverse as protein <a href="/wiki/Prenylation" title="Prenylation">prenylation</a>, <a href="/wiki/Cell_membrane" title="Cell membrane">cell membrane</a> maintenance, the synthesis of <a href="/wiki/Hormone" title="Hormone">hormones</a>, <a href="/wiki/Lipid_anchored_protein" class="mw-redirect" title="Lipid anchored protein">protein anchoring</a> and <a href="/wiki/Glycosylation" title="Glycosylation"><i>N</i>-glycosylation</a> in all three domains of life.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (March 2017)">citation needed</span></a></i>]</sup> In photosynthetic organisms MEP-derived precursors are used for the biosynthesis of photosynthetic pigments, such as the carotenoids and the phytol chain of chlorophyll and light harvesting pigments.<sup id="cite_ref-Vranová_665–700_5-1" class="reference"><a href="#cite_note-Vranová_665–700-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p><p>Bacteria such as <i><a href="/wiki/Escherichia_coli" title="Escherichia coli">Escherichia coli</a></i> have been engineered for co-expressing biosynthesis genes of both the MEP and the <a href="/wiki/Mevalonate_pathway" title="Mevalonate pathway">MVA pathway</a>.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Distribution of the metabolic fluxes between the MEP and the MVA pathway can be studied using <sup>13</sup>C-glucose <a href="/wiki/Isotopomers" class="mw-redirect" title="Isotopomers">isotopomers</a>.<sup id="cite_ref-13C_8-0" class="reference"><a href="#cite_note-13C-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:Non-mevalonate_pathway.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Non-mevalonate_pathway.svg/600px-Non-mevalonate_pathway.svg.png" decoding="async" width="600" height="400" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Non-mevalonate_pathway.svg/900px-Non-mevalonate_pathway.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/df/Non-mevalonate_pathway.svg/1200px-Non-mevalonate_pathway.svg.png 2x" data-file-width="920" data-file-height="613" /></a><figcaption><b>Non-mevalonate pathway reactions in the biosynthesis of isoprenoids.</b> Redrawn verbatim from the scheme of Qidwai and coworkers [Fig. 2.].<sup id="cite_ref-QidwaiBRI14_9-0" class="reference"><a href="#cite_note-QidwaiBRI14-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Note, the enzyme abbreviations in this figure are non-standard (cf. Eisenreich et al.<sup id="cite_ref-EisenreichMLS04_10-0" class="reference"><a href="#cite_note-EisenreichMLS04-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup>), but are presented here and reproduced in the table to allow the two sets of data to be used together.</figcaption></figure> <div class="mw-heading mw-heading2"><h2 id="Reactions">Reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Non-mevalonate_pathway&action=edit&section=2" title="Edit section: Reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The reactions of the MEP pathway are as follows, taken primarily from Eisenreich and co-workers, except where the bold labels are additional local abbreviations to assist in connecting the table to the scheme above:<sup id="cite_ref-EisenreichMLS04_10-1" class="reference"><a href="#cite_note-EisenreichMLS04-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-QidwaiBRI14_9-1" class="reference"><a href="#cite_note-QidwaiBRI14-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable"> <tbody><tr> <th>Reactants</th> <th>Enzyme</th> <th>Product </th></tr> <tr> <td><a href="/wiki/Pyruvate" class="mw-redirect" title="Pyruvate">Pyruvate</a> (<b>Pyr</b>) and <a href="/wiki/Glyceraldehyde_3-phosphate" title="Glyceraldehyde 3-phosphate">glyceraldehyde 3-phosphate</a> (<b>G3P</b>)</td> <td><a href="/wiki/DOXP_synthase" class="mw-redirect" title="DOXP synthase">DOXP synthase</a> (Dxs; <b>DXP</b>)</td> <td><a href="/wiki/1-Deoxy-D-xylulose_5-phosphate" title="1-Deoxy-D-xylulose 5-phosphate">1-Deoxy-D-xylulose 5-phosphate</a> (DOXP; <b>DXP</b>)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:DOXP.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/DOXP.png/200px-DOXP.png" decoding="async" width="200" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/DOXP.png/300px-DOXP.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/DOXP.png/400px-DOXP.png 2x" data-file-width="505" data-file-height="222" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>DOXP (<b>DXP</b>)</td> <td><a href="/wiki/DXP_reductoisomerase" title="DXP reductoisomerase">DXP reductoisomerase</a> (Dxr, IspC; <b>DXR</b>)</td> <td><a href="/wiki/2-C-methylerythritol_4-phosphate" class="mw-redirect" title="2-C-methylerythritol 4-phosphate">2-C-methylerythritol 4-phosphate</a> (MEP)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:MEP.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/MEP.png/200px-MEP.png" decoding="async" width="200" height="79" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/MEP.png/300px-MEP.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0e/MEP.png/400px-MEP.png 2x" data-file-width="561" data-file-height="222" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>MEP</td> <td><a href="/wiki/2-C-methyl-D-erythritol_4-phosphate_cytidylyltransferase" title="2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase">2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase</a> (YgbP, IspD; <b>CMS</b>)</td> <td><a href="/wiki/4-diphosphocytidyl-2-C-methylerythritol" class="mw-redirect" title="4-diphosphocytidyl-2-C-methylerythritol">4-diphosphocytidyl-2-C-methylerythritol</a> (CDP-ME)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:4-diphosphocytidyl-2-C-methylerythritol.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/4-diphosphocytidyl-2-C-methylerythritol.png/200px-4-diphosphocytidyl-2-C-methylerythritol.png" decoding="async" width="200" height="55" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/4-diphosphocytidyl-2-C-methylerythritol.png/300px-4-diphosphocytidyl-2-C-methylerythritol.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b7/4-diphosphocytidyl-2-C-methylerythritol.png/400px-4-diphosphocytidyl-2-C-methylerythritol.png 2x" data-file-width="1152" data-file-height="316" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>CDP-ME</td> <td><a href="/wiki/4-diphosphocytidyl-2-C-methyl-D-erythritol_kinase" class="mw-redirect" title="4-diphosphocytidyl-2-C-methyl-D-erythritol kinase">4-diphosphocytidyl-2-C-methyl-D-erythritol kinase</a> (YchB, IspE; <b>CMK</b>)</td> <td><a href="/wiki/4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate" class="mw-redirect" title="4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate">4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate</a> (CDP-MEP)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png/200px-4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png" decoding="async" width="200" height="49" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png/300px-4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e6/4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png/400px-4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate.png 2x" data-file-width="1277" data-file-height="316" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>CDP-MEP</td> <td><a href="/wiki/2-C-methyl-D-erythritol_2,4-cyclodiphosphate_synthase" title="2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase">2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase</a> (<a href="/wiki/YgbB_N_terminal_protein_domain" title="YgbB N terminal protein domain">YgbB</a>, IspF; <b>MCS</b>)</td> <td><a href="/wiki/2-C-methyl-D-erythritol_2,4-cyclopyrophosphate" class="mw-redirect" title="2-C-methyl-D-erythritol 2,4-cyclopyrophosphate">2-C-methyl-D-erythritol 2,4-cyclodiphosphate</a> (MEcPP)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:2-C-Methyl-D-erythritol-2,4-cyclopyrophosphate.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png/150px-2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png" decoding="async" width="150" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png/225px-2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5e/2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png/300px-2-C-Methyl-D-erythritol-2%2C4-cyclopyrophosphate.png 2x" data-file-width="1119" data-file-height="746" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>MEcPP</td> <td><a href="/wiki/HMB-PP_synthase" class="mw-redirect" title="HMB-PP synthase">HMB-PP synthase</a> (GcpE, IspG; <b>HDS</b>)</td> <td><a href="/wiki/(E)-4-Hydroxy-3-methyl-but-2-enyl_pyrophosphate" title="(E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate">(E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate</a> (HMB-PP)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:HMB-PP.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/HMB-PP.svg/200px-HMB-PP.svg.png" decoding="async" width="200" height="132" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/HMB-PP.svg/300px-HMB-PP.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/HMB-PP.svg/400px-HMB-PP.svg.png 2x" data-file-width="426" data-file-height="282" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td>HMB-PP</td> <td><a href="/wiki/HMB-PP_reductase" class="mw-redirect" title="HMB-PP reductase">HMB-PP reductase</a> (LytB, IspH; <b>HDR</b>)</td> <td><a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">Isopentenyl pyrophosphate</a> (IPP) and <a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">Dimethylallyl pyrophosphate</a> (DMAPP)</td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Isopentenylpyrophosphate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ef/Isopentenylpyrophosphate.svg/200px-Isopentenylpyrophosphate.svg.png" decoding="async" width="200" height="75" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ef/Isopentenylpyrophosphate.svg/300px-Isopentenylpyrophosphate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ef/Isopentenylpyrophosphate.svg/400px-Isopentenylpyrophosphate.svg.png 2x" data-file-width="570" data-file-height="215" /></a><figcaption></figcaption></figure><br /><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dimethylallylpyrophosphate.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/52/Dimethylallylpyrophosphate.svg/200px-Dimethylallylpyrophosphate.svg.png" decoding="async" width="200" height="75" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/52/Dimethylallylpyrophosphate.svg/300px-Dimethylallylpyrophosphate.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/52/Dimethylallylpyrophosphate.svg/400px-Dimethylallylpyrophosphate.svg.png 2x" data-file-width="570" data-file-height="215" /></a><figcaption></figcaption></figure> </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Inhibition_and_other_pathway_research">Inhibition and other pathway research</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Non-mevalonate_pathway&action=edit&section=3" title="Edit section: Inhibition and other pathway research"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Dxs, the first enzyme of the pathway, is <a href="/wiki/Feedback_inhibition" class="mw-redirect" title="Feedback inhibition">feedback inhibited</a> by the products IPP and DMAPP. Dxs is active as a homo-<a href="/wiki/Dimerization_(chemistry)" class="mw-redirect" title="Dimerization (chemistry)">dimer</a> and the precise mechanism of enzyme inhibition has been debated in the field. It has been proposed that IPP/DMAPP are competing the <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">co-factor</a> TPP.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> A more recent study suggested that IPP/DMAPP trigger monomerisation and subsequent degradation of the enzyme, via interaction with a monomer interaction site that differs from the <a href="/wiki/Active_site" title="Active site">active site</a> of the <a href="/wiki/Enzyme" title="Enzyme">enzyme</a>.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p><p><a href="/wiki/DXP_reductoisomerase" title="DXP reductoisomerase">DXP reductoisomerase</a> (also known as: DXR, DOXP reductoisomerase, IspC, MEP synthase), is a key enzyme in the MEP pathway. It can be inhibited by the <a href="/wiki/Natural_product" title="Natural product">natural product</a> <a href="/wiki/Fosmidomycin" title="Fosmidomycin">fosmidomycin</a>, which is under study as a starting point to develop a candidate antibacterial or antimalarial drug.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p><p>The intermediate, <a href="/wiki/HMB-PP" class="mw-redirect" title="HMB-PP">HMB-PP</a>, is a natural activator of human <a href="/wiki/Gamma/delta_T_cells" class="mw-redirect" title="Gamma/delta T cells">Vγ9/Vδ2 T cells</a>, the major γδ T cell population in peripheral blood, and cells that "play a crucial role in the immune response to microbial pathogens".<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p> <ul><li>IspH inhibitors: non-mevalonate Metabolic pathway that is essential for most bacteria but absent in humans, making it an ideal target for antibiotic development. This pathway, called methyl-D-erythritol phosphate (MEP) or non-mevalonate pathway, is responsible for biosynthesis of isoprenoids—molecules required for cell survival in most pathogenic bacteria and hence will be helpful in most usually antibacterial resistant bacteria.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup></li></ul> <div class="mw-heading mw-heading2"><h2 id="Metabolic_engineering_of_the_MEP/Non-mevalonate_pathway"><span id="Metabolic_engineering_of_the_MEP.2FNon-mevalonate_pathway"></span>Metabolic engineering of the MEP/Non-mevalonate pathway</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Non-mevalonate_pathway&action=edit&section=4" title="Edit section: Metabolic engineering of the MEP/Non-mevalonate pathway"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The MEP pathway has been extensively studied and engineered <i><a href="/wiki/Escherichia_coli" title="Escherichia coli">Escherichia coli</a>,</i> a commonly used microbial species for laboratory research and application.<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> IPP and DMAPP, the products of the MEP pathway can be used as substrates for the heterologous production of terpenoids with high value for application in the pharmaceutical and chemical industry. Upon expression of <a href="/wiki/Heterologous_expression" title="Heterologous expression">heterologous</a> genes from different organisms, production of terpenoids like <a href="/wiki/Limonene" title="Limonene">limonene</a>, <a href="/wiki/Bisabolene" title="Bisabolene">bisabolene</a> and <a href="/wiki/Isoprene" title="Isoprene">isoprene</a> could be achieved in different microbial chassis.<sup id="cite_ref-:0_19-0" class="reference"><a href="#cite_note-:0-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:1_20-0" class="reference"><a href="#cite_note-:1-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:2_21-0" class="reference"><a href="#cite_note-:2-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:3_22-0" class="reference"><a href="#cite_note-:3-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> Studies overexpressing different biosynthesis genes of the pathway revealed that expression of Dxs and Idi, catalyzing the first step and last step of the MEP pathway could significantly increase the yield of MEP derived terpenoids.<sup id="cite_ref-:0_19-1" class="reference"><a href="#cite_note-:0-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:3_22-1" class="reference"><a href="#cite_note-:3-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> Dxs as the first enzyme of the pathway represents a bottleneck for the flux of carbon that enters the pathway. Idi which interconverts IPP to DMAPP and vice versa seems to be important for providing the respective substrate that is needed upon introduction of a heterologous carbon sink in engineered strains. A lot of metabolic engineering work on the MEP pathway has been done in <a href="/wiki/Cyanobacteria" title="Cyanobacteria">cyanobacteria</a>, <a href="/wiki/Photoautotrophism" class="mw-redirect" title="Photoautotrophism">photo-autotrophic</a> microbes that can assimilate <a href="/wiki/Carbon_dioxide" title="Carbon dioxide">carbon dioxide</a> from the atmosphere into various carbon containing metabolites, including terpenoids.<sup id="cite_ref-:1_20-1" class="reference"><a href="#cite_note-:1-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:0_19-2" class="reference"><a href="#cite_note-:0-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:2_21-1" class="reference"><a href="#cite_note-:2-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> For biotechnology, <a href="/wiki/Cyanobacteria" title="Cyanobacteria">cyanobacteria</a> are, thus, an attractive platform for the sustainable production of high-value compounds. </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Non-mevalonate_pathway&action=edit&section=5" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width" style="column-width: 30em;"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFRohmer_MRohmer1999" class="citation journal cs1">Rohmer M; Rohmer, Michel (1999). 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title="Pentose phosphate pathway"><span style="color:#bc00bc;">Pentose<br />phosphate<br />pathway</span></a></i> </span></div> <div id="annotation_215x340" style="position:absolute; left:215px; top:340px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Citric_acid_cycle" title="Citric acid cycle"><span style="color:#edb500;">Citric<br />acid cycle</span></a></i> </span></div> <div id="annotation_365x505" style="position:absolute; left:365px; top:505px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Glyoxylate_cycle" title="Glyoxylate cycle"><span style="color:#edb500;">Glyoxylate<br />cycle</span></a></i> </span></div> <div id="annotation_125x398" style="position:absolute; left:125px; top:398px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Urea_cycle" title="Urea cycle"><span style="color:#89dd00;">Urea<br />cycle</span></a></i> </span></div> <div id="annotation_495x260" style="position:absolute; left:495px; top:260px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Fatty_acid_synthesis" title="Fatty acid synthesis"><span style="color:#00d300;">Fatty<br />acid<br />synthesis</span></a></i> </span></div> <div id="annotation_495x335" style="position:absolute; left:495px; top:335px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Fatty_acid_synthesis" title="Fatty acid synthesis"><span style="color:#00d300;">Fatty<br />acid<br />elongation</span></a></i> </span></div> <div id="annotation_497x425" style="position:absolute; left:497px; top:425px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Beta_oxidation" title="Beta oxidation"><span style="color:#ff66cc;">Beta<br />oxidation</span></a></i> </span></div> <div id="annotation_495x495" style="position:absolute; left:495px; top:495px; font-size:12px; font-size:12; line-height:14px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Beta_oxidation#Peroxisomal_beta-oxidation" title="Beta oxidation"><span style="color:#ff66cc;">Peroxisomal</span></a></i> </span></div> <div id="annotation_497x510" style="position:absolute; left:497px; top:510px; font-size:15px; font-size:15; line-height:17px;"><span style="background-color:; color:inherit;"> <i><a href="/wiki/Beta_oxidation#Peroxisomal_beta-oxidation" title="Beta oxidation"><span style="color:#ff66cc;">beta<br />oxidation</span></a></i> </span></div> <p><br /> </p> <div id="annotation_295x42" style="position:absolute; left:295px; top:42px; font-size:9px; font-size:9; line-height:11px; text-align:right;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Glycogenolysis" title="Glycogenolysis"><span style="color:#8a2c2c;">Glyco-<br />genolysis</span></a></b></i> </span></div> <div id="annotation_280x80" style="position:absolute; left:280px; top:80px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Glycogenesis" title="Glycogenesis"><span style="color:#2e427e;">Glyco-<br />genesis</span></a></b></i> </span></div> <div id="annotation_360x160" style="position:absolute; left:360px; top:160px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Glycolysis" title="Glycolysis"><span style="color:#ea0000;">Glyco-<br />lysis</span></a></b></i> </span></div> <div id="annotation_300x160" style="position:absolute; left:300px; top:160px; font-size:9px; font-size:9; line-height:11px; text-align:right;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Gluconeogenesis" title="Gluconeogenesis"><span style="color:#0033cc;">Gluconeo-<br />genesis</span></a></b></i> </span></div> <div id="annotation_310x332" style="position:absolute; left:310px; top:332px; font-size:9px; font-size:9; line-height:11px; text-align:right;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Pyruvate_dehydrogenase" title="Pyruvate dehydrogenase"><span style="color:#ea6000;">Pyruvate<br />decarb-<br />oxylation</span></a></b></i> </span></div> <div id="annotation_365x335" style="position:absolute; left:365px; top:335px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Lactic_acid_fermentation" title="Lactic acid fermentation"><span style="color:#d47ff0;">Fermentation</span></a></b></i> </span></div> <div id="annotation_325x430" style="position:absolute; left:325px; top:430px; font-size:9px; font-size:9; line-height:11px; text-align:right;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Ketone_bodies" title="Ketone bodies"><span style="color:#e06c1f;">Keto-<br />lysis</span></a></b></i> </span></div> <div id="annotation_365x430" style="position:absolute; left:365px; top:430px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Ketogenesis" title="Ketogenesis"><span style="color:#5f8216;">Keto-<br />genesis</span></a></b></i> </span></div> <div id="annotation_195x470" style="position:absolute; left:195px; top:470px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Gluconeogenesis" title="Gluconeogenesis"><span style="color:#0033cc;">feeders to<br />gluconeo-<br />genesis</span></a></b></i> </span></div> <div id="annotation_225x230" style="position:absolute; left:225px; top:230px; font-size:9px; font-size:9; line-height:11px; text-align:right;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Carbon_fixation#Carbon_concentrating_mechanisms" class="mw-redirect" title="Carbon fixation"><span style="color:#9373d3;">Direct / C4 / CAM<br />carbon intake</span></a></b></i> </span></div> <div id="annotation_125x143" style="position:absolute; left:125px; top:143px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Light-dependent_reactions" title="Light-dependent reactions"><span style="color:#9373d3;">Light reaction</span></a></b></i> </span></div> <div id="annotation_115x355" style="position:absolute; left:115px; top:355px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Oxidative_phosphorylation" title="Oxidative phosphorylation"><span style="color:#c34747;">Oxidative<br />phosphorylation</span></a></b></i> </span></div> <div id="annotation_25x415" style="position:absolute; left:25px; top:415px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Deamination" title="Deamination"><span style="color:#4999c2;">Amino acid<br />deamination</span></a></b></i> </span></div> <div id="annotation_315x288" style="position:absolute; left:315px; top:288px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Fatty_acid_synthesis#Glycolytic_end_products_are_used_in_the_conversion_of_carbohydrates_into_fatty_acids" title="Fatty acid synthesis"><span style="color:#00d300;">Citrate<br />shuttle</span></a></b></i> </span></div> <div id="annotation_590x415" style="position:absolute; left:590px; top:415px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Lipogenesis" title="Lipogenesis"><span style="color:#00d300;">Lipogenesis</span></a></b></i> </span></div> <div id="annotation_590x455" style="position:absolute; left:590px; top:455px; font-size:9px; font-size:9; line-height:11px; text-align:left;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Lipolysis" title="Lipolysis"><span style="color:#ff66cc;">Lipolysis</span></a></b></i> </span></div> <div id="annotation_585x260" style="position:absolute; left:585px; top:260px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Steroid#Steroidogenesis" title="Steroid"><span style="color:#0099cc;">Steroidogenesis</span></a></b></i> </span></div> <div id="annotation_470x235" style="position:absolute; left:470px; top:235px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Mevalonate_pathway" title="Mevalonate pathway"><span style="color:#0099cc;">MVA pathway</span></a></b></i> </span></div> <div id="annotation_460x210" style="position:absolute; left:460px; top:210px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a class="mw-selflink selflink"><span style="color:#af753a;">MEP pathway</span></a></b></i> </span></div> <div id="annotation_487x153" style="position:absolute; left:487px; top:153px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Shikimate_pathway" title="Shikimate pathway"><span style="color:#00cc99;">Shikimate<br />pathway</span></a></b></i> </span></div> <div id="annotation_555x105" style="position:absolute; left:555px; top:105px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Transcription_(genetics)" class="mw-redirect" title="Transcription (genetics)"><span style="color:#79793d;">Transcription &</span></a><br /><a href="/wiki/DNA_replication" title="DNA replication"><span style="color:#79793d;">replication</span></a></b></i> </span></div> <div id="annotation_600x83" style="position:absolute; left:600px; top:83px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Translation_(biology)" title="Translation (biology)"><span style="color:#79793d;">Translation</span></a></b></i> </span></div> <div id="annotation_600x57" style="position:absolute; left:600px; top:57px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Proteolysis" title="Proteolysis"><span style="color:#6666cc;">Proteolysis</span></a></b></i> </span></div> <div id="annotation_687x55" style="position:absolute; left:687px; top:55px; font-size:9px; font-size:9; line-height:11px;"><span style="background-color:; color:inherit;"> <i><b><a href="/wiki/Glycosylation" title="Glycosylation"><span style="color:#79793d;">Glycosyl-<br />ation</span></a></b></i> </span></div> <p><br /> </p> <div id="annotation_210x38" style="position:absolute; left:210px; top:38px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Sugar_acid" title="Sugar acid">Sugar<br />acids</a> </span></div> <div id="annotation_240x38" style="position:absolute; left:240px; top:38px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Disaccharide" title="Disaccharide">Double</a>/<a href="/wiki/Polysaccharide" title="Polysaccharide">multiple<br />sugars</a> & <a href="/wiki/Glycan" title="Glycan">glycans</a> </span></div> <div id="annotation_340x38" style="position:absolute; left:340px; top:38px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Monosaccharide" title="Monosaccharide">Simple<br />sugars</a> </span></div> <div id="annotation_380x45" style="position:absolute; left:380px; top:45px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Inositol_phosphate" title="Inositol phosphate">Inositol-P</a> </span></div> <div id="annotation_160x90" style="position:absolute; left:160px; top:90px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Amino_sugar" title="Amino sugar">Amino sugars</a><br />& <a href="/wiki/Sialic_acid" title="Sialic acid">sialic acids</a> </span></div> <div id="annotation_245x120" style="position:absolute; left:245px; top:120px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Nucleotide_sugar" title="Nucleotide sugar">Nucleotide sugars</a> </span></div> <div id="annotation_365x105" style="position:absolute; left:365px; top:105px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glucose_6-phosphate" title="Glucose 6-phosphate">Hexose-P</a> </span></div> <div id="annotation_315x180" style="position:absolute; left:315px; top:180px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glyceraldehyde_3-phosphate" title="Glyceraldehyde 3-phosphate">Triose-P</a> </span></div> <div id="annotation_305x240" style="position:absolute; left:305px; top:240px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glycerol" title="Glycerol">Glycerol</a> </span></div> <div id="annotation_300x260" style="position:absolute; left:300px; top:260px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Phosphoglycerate" title="Phosphoglycerate">P-glycerates</a> </span></div> <div id="annotation_425x110" style="position:absolute; left:425px; top:110px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Ribose_5-phosphate" title="Ribose 5-phosphate">Pentose-P</a> </span></div> <div id="annotation_470x190" style="position:absolute; left:470px; top:190px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Erythrose_4-phosphate" title="Erythrose 4-phosphate">Tetrose-P</a> </span></div> <div id="annotation_410x440" style="position:absolute; left:410px; top:440px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Propionyl-CoA" title="Propionyl-CoA">Propionyl<br />-CoA</a> </span></div> <div id="annotation_310x495" style="position:absolute; left:310px; top:495px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Succinic_acid" title="Succinic acid">Succinate</a> </span></div> <div id="annotation_455x530" style="position:absolute; left:455px; top:530px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Acetyl-CoA" title="Acetyl-CoA">Acetyl<br />-CoA</a> </span></div> <div id="annotation_150x155" style="position:absolute; left:150px; top:155px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Ribose_5-phosphate" title="Ribose 5-phosphate">Pentose-P</a> </span></div> <div id="annotation_230x210" style="position:absolute; left:230px; top:210px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Phosphoglycerate" title="Phosphoglycerate">P-glycerates</a> </span></div> <div id="annotation_85x180" style="position:absolute; left:85px; top:180px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glyoxylic_acid" title="Glyoxylic acid">Glyoxylate</a> </span></div> <div id="annotation_65x152" style="position:absolute; left:65px; top:152px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Photosystem" title="Photosystem">Photosystems</a> </span></div> <div id="annotation_320x310" style="position:absolute; left:320px; top:310px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Pyruvic_acid" title="Pyruvic acid">Pyruvate</a> </span></div> <div id="annotation_410x308" style="position:absolute; left:410px; top:308px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Lactic_acid" title="Lactic acid">Lactate</a> </span></div> <div id="annotation_365x345" style="position:absolute; left:365px; top:345px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Acetyl-CoA" title="Acetyl-CoA">Acetyl<br />-CoA</a> </span></div> <div id="annotation_295x380" style="position:absolute; left:295px; top:380px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Citric_acid" title="Citric acid">Citrate</a> </span></div> <div id="annotation_270x300" style="position:absolute; left:270px; top:300px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Oxaloacetic_acid" title="Oxaloacetic acid">Oxalo-<br />acetate</a> </span></div> <div id="annotation_200x310" style="position:absolute; left:200px; top:310px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Malic_acid" title="Malic acid">Malate</a> </span></div> <div id="annotation_195x405" style="position:absolute; left:195px; top:405px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Succinyl-CoA" title="Succinyl-CoA">Succinyl<br />-CoA</a> </span></div> <div id="annotation_275x405" style="position:absolute; left:275px; top:405px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Alpha-Ketoglutaric_acid" class="mw-redirect" title="Alpha-Ketoglutaric acid">α-Keto-<br />glutarate</a> </span></div> <div id="annotation_370x455" style="position:absolute; left:370px; top:455px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Ketone_bodies" title="Ketone bodies">Ketone<br />bodies</a> </span></div> <div id="annotation_70x365" style="position:absolute; left:70px; top:365px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Electron_transport_chain" title="Electron transport chain">Respiratory<br />chain</a> </span></div> <div id="annotation_370x265" style="position:absolute; left:370px; top:265px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Serine" title="Serine">Serine group</a> </span></div> <div id="annotation_395x290" style="position:absolute; left:395px; top:290px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Alanine" title="Alanine">Alanine</a> </span></div> <div id="annotation_415x345" style="position:absolute; left:415px; top:345px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Branched-chain_amino_acid" title="Branched-chain amino acid">Branched-chain<br />amino acids</a> </span></div> <div id="annotation_275x275" style="position:absolute; left:275px; top:275px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Aspartic_acid" title="Aspartic acid">Aspartate<br />group</a> </span></div> <div id="annotation_180x250" style="position:absolute; left:180px; top:250px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Homoserine" title="Homoserine">Homoserine<br />group</a><br />& <a href="/wiki/Lysine" title="Lysine">lysine</a> </span></div> <div id="annotation_280x445" style="position:absolute; left:280px; top:445px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate<br />group</a><br />& <a href="/wiki/Proline" title="Proline">proline</a> </span></div> <div id="annotation_105x465" style="position:absolute; left:105px; top:465px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Arginine" title="Arginine">Arginine</a> </span></div> <div id="annotation_40x465" style="position:absolute; left:40px; top:465px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Creatine" title="Creatine">Creatine</a><br />& <a href="/wiki/Polyamine" title="Polyamine">polyamines</a> </span></div> <div id="annotation_415x385" style="position:absolute; left:415px; top:385px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Ketogenic_amino_acid" title="Ketogenic amino acid">Ketogenic</a> &<br /><a href="/wiki/Glucogenic_amino_acid" title="Glucogenic amino acid">glucogenic<br />amino acids</a> </span></div> <div id="annotation_550x85" style="position:absolute; left:550px; top:85px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Amino_acid" title="Amino acid">Amino acids</a> </span></div> <div id="annotation_520x190" style="position:absolute; left:520px; top:190px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Shikimic_acid" title="Shikimic acid">Shikimate</a> </span></div> <div id="annotation_635x165" style="position:absolute; left:635px; top:165px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Aromatic_amino_acid" title="Aromatic amino acid">Aromatic amino<br />acids</a> & <a href="/wiki/Histidine" title="Histidine">histidine</a> </span></div> <div id="annotation_158x38" style="position:absolute; left:158px; top:38px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Ascorbate" class="mw-redirect" title="Ascorbate">Ascorbate</a><br />(<a href="/wiki/Vitamin_C" title="Vitamin C">vitamin C</a>) </span></div> <div id="annotation_275x490" style="position:absolute; left:275px; top:490px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Aminolevulinic_acid" title="Aminolevulinic acid">δ-ALA</a> </span></div> <div id="annotation_155x510" style="position:absolute; left:155px; top:510px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Bile_pigment" class="mw-redirect" title="Bile pigment">Bile<br />pigments</a> </span></div> <div id="annotation_210x520" style="position:absolute; left:210px; top:520px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Heme" title="Heme">Hemes</a> </span></div> <div id="annotation_245x585" style="position:absolute; left:245px; top:585px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Cobalamin" class="mw-redirect" title="Cobalamin">Cobalamins</a> (<a href="/wiki/Vitamin_B" class="mw-redirect" title="Vitamin B">vitamin B<sub>12</sub></a>) </span></div> <div id="annotation_425x45" style="position:absolute; left:425px; top:45px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Vitamin_B" class="mw-redirect" title="Vitamin B">Various<br />vitamin Bs</a> </span></div> <div id="annotation_625x300" style="position:absolute; left:625px; top:300px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Calciferol" class="mw-redirect" title="Calciferol">Calciferols</a><br />(<a href="/wiki/Vitamin_D" title="Vitamin D">vitamin D</a>) </span></div> <div id="annotation_725x235" style="position:absolute; left:725px; top:235px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Retinoid" title="Retinoid">Retinoids</a><br />(<a href="/wiki/Vitamin_A" title="Vitamin A">vitamin A</a>) </span></div> <div id="annotation_590x190" style="position:absolute; left:590px; top:190px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Quinone" title="Quinone">Quinones</a> (<a href="/wiki/Vitamin_K" title="Vitamin K">vitamin K</a>)<br />& <a href="/wiki/Tocopherol" title="Tocopherol">tocopherols</a> (<a href="/wiki/Vitamin_E" title="Vitamin E">vitamin E</a>) </span></div> <div id="annotation_665x140" style="position:absolute; left:665px; top:140px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">Cofactors</a> </span></div> <div id="annotation_745x140" style="position:absolute; left:745px; top:140px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Vitamin" title="Vitamin">Vitamins</a><br />& <a href="/wiki/Metalloprotein" title="Metalloprotein">minerals</a> </span></div> <div id="annotation_720x185" style="position:absolute; left:720px; top:185px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Antioxidant" title="Antioxidant">Antioxidants</a> </span></div> <div id="annotation_490x140" style="position:absolute; left:490px; top:140px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Phosphoribosyl_pyrophosphate" title="Phosphoribosyl pyrophosphate">PRPP</a> </span></div> <div id="annotation_535x140" style="position:absolute; left:535px; top:140px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Nucleotide" title="Nucleotide">Nucleotides</a> </span></div> <div id="annotation_610x140" style="position:absolute; left:610px; top:140px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Nucleic_acid" title="Nucleic acid">Nucleic<br />acids</a> </span></div> <div id="annotation_665x87" style="position:absolute; left:665px; top:87px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Protein" title="Protein">Proteins</a> </span></div> <div id="annotation_710x87" style="position:absolute; left:710px; top:87px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glycoprotein" title="Glycoprotein">Glycoproteins</a><br />& <a href="/wiki/Proteoglycan" title="Proteoglycan">proteoglycans</a> </span></div> <div id="annotation_280x520" style="position:absolute; left:280px; top:520px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Chlorophyll" title="Chlorophyll">Chlorophylls</a> </span></div> <div id="annotation_410x235" style="position:absolute; left:410px; top:235px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Methylerythritol_phosphate" class="mw-redirect" title="Methylerythritol phosphate">MEP</a> </span></div> <div id="annotation_420x245" style="position:absolute; left:420px; top:245px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Mevalonic_acid" title="Mevalonic acid">MVA</a> </span></div> <div id="annotation_420x260" style="position:absolute; left:420px; top:260px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Acetyl-CoA" title="Acetyl-CoA">Acetyl<br />-CoA</a> </span></div> <div id="annotation_440x330" style="position:absolute; left:440px; top:330px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Polyketide" title="Polyketide">Polyketides</a> </span></div> <div id="annotation_555x230" style="position:absolute; left:555px; top:230px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">Terpenoid<br />backbones</a> </span></div> <div id="annotation_625x235" style="position:absolute; left:625px; top:235px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a><br />& <a href="/wiki/Carotenoid" title="Carotenoid">carotenoids</a> (<a href="/wiki/Vitamin_A" title="Vitamin A">vitamin A</a>) </span></div> <div id="annotation_640x287" style="position:absolute; left:640px; top:287px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a> </span></div> <div id="annotation_720x287" style="position:absolute; left:720px; top:287px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Bile_acid" title="Bile acid">Bile acids</a> </span></div> <div id="annotation_640x330" style="position:absolute; left:640px; top:330px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glycerophospholipid" title="Glycerophospholipid">Glycero-<br />phospholipids</a> </span></div> <div id="annotation_600x397" style="position:absolute; left:600px; top:397px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glycerolipid" class="mw-redirect" title="Glycerolipid">Glycerolipids</a> </span></div> <div id="annotation_620x430" style="position:absolute; left:620px; top:430px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Acyl-CoA" title="Acyl-CoA">Acyl-CoA</a> </span></div> <div id="annotation_630x500" style="position:absolute; left:630px; top:500px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Fatty_acid" title="Fatty acid">Fatty<br />acids</a> </span></div> <div id="annotation_720x350" style="position:absolute; left:720px; top:350px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Glycosphingolipid" title="Glycosphingolipid">Glyco-<br />sphingolipids</a> </span></div> <div id="annotation_720x397" style="position:absolute; left:720px; top:397px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Sphingolipid" title="Sphingolipid">Sphingolipids</a> </span></div> <div id="annotation_720x440" style="position:absolute; left:720px; top:440px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Wax" title="Wax">Waxes</a> </span></div> <div id="annotation_680x497" style="position:absolute; left:680px; top:497px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Polyunsaturated_fatty_acid" class="mw-redirect" title="Polyunsaturated fatty acid">Polyunsaturated<br />fatty acids</a> </span></div> <div id="annotation_470x45" style="position:absolute; left:470px; top:45px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Neurotransmitters" class="mw-redirect" title="Neurotransmitters">Neurotransmitters</a><br />& <a href="/wiki/Thyroid_hormone" class="mw-redirect" title="Thyroid hormone">thyroid hormones</a> </span></div> <div id="annotation_705x305" style="position:absolute; left:705px; top:305px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Steroid" title="Steroid">Steroids</a> </span></div> <div id="annotation_587x330" style="position:absolute; left:587px; top:330px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Endocannabinoid_system" title="Endocannabinoid system">Endo-<br />cannabinoids</a> </span></div> <div id="annotation_735x465" style="position:absolute; left:735px; top:465px; line-height:110%;"><span style="background-color:transparent; color:inherit;"> <a href="/wiki/Eicosanoid" title="Eicosanoid">Eicosanoids</a> </span></div></div> </div> </div> </div> </div> </td></tr></tbody></table></div><div class="thumbcaption"><div style="float:left;margin-right:0.5em"><span typeof="mw:File"><span title="The image above contains clickable links"><img alt="The image above contains clickable links" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/18px-Interactive_icon.svg.png" decoding="async" width="18" height="27" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/27px-Interactive_icon.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e6/Interactive_icon.svg/36px-Interactive_icon.svg.png 2x" data-file-width="133" data-file-height="200" /></span></span></div> Major <a href="/wiki/Metabolic_pathway" title="Metabolic pathway">metabolic pathways</a> in <a href="/wiki/Transit_map" title="Transit map">metro-style map</a>. Click any text (name of pathway or metabolites) to link to the corresponding article.<br />Single lines: pathways common to most lifeforms. Double lines: pathways not in humans (occurs in e.g. plants, fungi, prokaryotes). <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Metabolic_metro_orange.svg/15px-Metabolic_metro_orange.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Metabolic_metro_orange.svg/23px-Metabolic_metro_orange.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Metabolic_metro_orange.svg/30px-Metabolic_metro_orange.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Orange nodes: <a href="/wiki/Carbohydrate_metabolism" title="Carbohydrate metabolism">carbohydrate metabolism</a>.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Metabolic_metro_purple.svg/15px-Metabolic_metro_purple.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Metabolic_metro_purple.svg/23px-Metabolic_metro_purple.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Metabolic_metro_purple.svg/30px-Metabolic_metro_purple.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Violet nodes: <a href="/wiki/Photosynthesis" title="Photosynthesis">photosynthesis</a>.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Metabolic_metro_red.svg/15px-Metabolic_metro_red.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Metabolic_metro_red.svg/23px-Metabolic_metro_red.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Metabolic_metro_red.svg/30px-Metabolic_metro_red.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Red nodes: <a href="/wiki/Cellular_respiration" title="Cellular respiration">cellular respiration</a>.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/Metabolic_metro_pink.svg/15px-Metabolic_metro_pink.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/Metabolic_metro_pink.svg/23px-Metabolic_metro_pink.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/db/Metabolic_metro_pink.svg/30px-Metabolic_metro_pink.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Pink nodes: <a href="/wiki/Cell_signaling" title="Cell signaling">cell signaling</a>.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Metabolic_metro_blue.svg/15px-Metabolic_metro_blue.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Metabolic_metro_blue.svg/23px-Metabolic_metro_blue.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1b/Metabolic_metro_blue.svg/30px-Metabolic_metro_blue.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Blue nodes: <a href="/wiki/Amino_acid_metabolism" class="mw-redirect" title="Amino acid metabolism">amino acid metabolism</a>.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c8/Metabolic_metro_grey.svg/15px-Metabolic_metro_grey.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c8/Metabolic_metro_grey.svg/23px-Metabolic_metro_grey.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c8/Metabolic_metro_grey.svg/30px-Metabolic_metro_grey.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Grey nodes: <a href="/wiki/Vitamin" title="Vitamin">vitamin</a> and <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">cofactor</a> metabolism.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Metabolic_metro_brown.svg/15px-Metabolic_metro_brown.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Metabolic_metro_brown.svg/23px-Metabolic_metro_brown.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/99/Metabolic_metro_brown.svg/30px-Metabolic_metro_brown.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Brown nodes: <a href="/wiki/Nucleic_acid_metabolism" title="Nucleic acid metabolism">nucleotide</a> and <a href="/wiki/Protein_metabolism" title="Protein metabolism">protein</a> metabolism.</span> <span class="nowrap"><span typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/Metabolic_metro_green.svg/15px-Metabolic_metro_green.svg.png" decoding="async" width="15" height="17" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/Metabolic_metro_green.svg/23px-Metabolic_metro_green.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/97/Metabolic_metro_green.svg/30px-Metabolic_metro_green.svg.png 2x" data-file-width="30" data-file-height="34" /></span></span> Green nodes: <a href="/wiki/Lipid_metabolism" title="Lipid metabolism">lipid metabolism</a>.</span></div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Cholesterol_and_steroid_metabolic_intermediates" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Cholesterol_and_steroid_intermediates" title="Template:Cholesterol and steroid intermediates"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cholesterol_and_steroid_intermediates" title="Template talk:Cholesterol and steroid intermediates"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cholesterol_and_steroid_intermediates" title="Special:EditPage/Template:Cholesterol and steroid intermediates"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Cholesterol_and_steroid_metabolic_intermediates" style="font-size:114%;margin:0 4em"><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a> and <a href="/wiki/Steroid" title="Steroid">steroid</a> <a href="/wiki/Metabolic_intermediate" title="Metabolic intermediate">metabolic intermediates</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Mevalonate_pathway" title="Mevalonate pathway">Mevalonate pathway</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">to <a href="/wiki/HMG-CoA" title="HMG-CoA">HMG-CoA</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetyl-CoA" title="Acetyl-CoA">Acetyl-CoA</a></li> <li><a href="/wiki/Acetoacetyl-CoA" title="Acetoacetyl-CoA">Acetoacetyl-CoA</a></li> <li><a href="/wiki/Beta-Hydroxy_beta-methylbutyric_acid" class="mw-redirect" title="Beta-Hydroxy beta-methylbutyric acid">HMB</a></li> <li><a href="/wiki/Beta-Hydroxy_beta-methylbutyryl-CoA" class="mw-redirect" title="Beta-Hydroxy beta-methylbutyryl-CoA">HMB-CoA</a></li> <li><a href="/wiki/HMG-CoA" title="HMG-CoA">HMG-CoA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ketone_bodies" title="Ketone bodies">Ketone bodies</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Acetoacetic_acid" title="Acetoacetic acid">Acetoacetic acid</a></li> <li><a href="/wiki/Beta-Hydroxybutyric_acid" class="mw-redirect" title="Beta-Hydroxybutyric acid">β-Hydroxybutyric acid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">to <a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">DMAPP</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Mevalonic_acid" title="Mevalonic acid">Mevalonic acid</a></li> <li><a href="/wiki/Phosphomevalonic_acid" title="Phosphomevalonic acid">Phosphomevalonic acid</a></li> <li><a href="/wiki/5-Diphosphomevalonic_acid" title="5-Diphosphomevalonic acid">5-Diphosphomevalonic acid</a></li> <li><a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">Isopentenyl pyrophosphate</a></li> <li><a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">Dimethylallyl pyrophosphate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Geranyl-</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Geranyl_pyrophosphate" title="Geranyl pyrophosphate">Geranyl pyrophosphate</a></li> <li><a href="/wiki/Geranylgeranyl_pyrophosphate" title="Geranylgeranyl pyrophosphate">Geranylgeranyl pyrophosphate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Carotenoid" title="Carotenoid">Carotenoid</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Prephytoene_diphosphate" title="Prephytoene diphosphate">Prephytoene diphosphate</a></li> <li><a href="/wiki/Phytoene" title="Phytoene">Phytoene</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a class="mw-selflink selflink">Non-mevalonate pathway</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1-Deoxy-D-xylulose_5-phosphate" title="1-Deoxy-D-xylulose 5-phosphate">DOXP</a></li> <li><a href="/wiki/2-C-methylerythritol_4-phosphate" class="mw-redirect" title="2-C-methylerythritol 4-phosphate">MEP</a></li> <li><a href="/wiki/4-diphosphocytidyl-2-C-methylerythritol" class="mw-redirect" title="4-diphosphocytidyl-2-C-methylerythritol">CDP-ME</a></li> <li><a href="/wiki/4-diphosphocytidyl-2-C-methyl-D-erythritol_2-phosphate" class="mw-redirect" title="4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate">CDP-MEP</a></li> <li><a href="/wiki/2-C-methyl-D-erythritol_2,4-cyclopyrophosphate" class="mw-redirect" title="2-C-methyl-D-erythritol 2,4-cyclopyrophosphate">MEcPP</a></li> <li><a href="/wiki/(E)-4-Hydroxy-3-methyl-but-2-enyl_pyrophosphate" title="(E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate">HMB-PP</a></li> <li><a href="/wiki/Isopentenyl_pyrophosphate" title="Isopentenyl pyrophosphate">IPP</a></li> <li><a href="/wiki/Dimethylallyl_pyrophosphate" title="Dimethylallyl pyrophosphate">DMAPP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">To <a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Farnesyl_pyrophosphate" title="Farnesyl pyrophosphate">Farnesyl pyrophosphate</a></li> <li><a href="/wiki/Squalene" title="Squalene">Squalene</a></li> <li><a href="/wiki/2,3-Oxidosqualene" title="2,3-Oxidosqualene">2,3-Oxidosqualene</a></li> <li><a href="/wiki/Lanosterol" title="Lanosterol">Lanosterol</a></li></ul> <ul><li><a href="/wiki/Lanosterol" title="Lanosterol">Lanosterol</a></li> <li><a href="/w/index.php?title=14-demethyllanosterol&action=edit&redlink=1" class="new" title="14-demethyllanosterol (page does not exist)">14-demethyllanosterol</a></li> <li><a href="/w/index.php?title=4alpha-Methylzymosterol&action=edit&redlink=1" class="new" title="4alpha-Methylzymosterol (page does not exist)">4alpha-Methylzymosterol</a></li> <li><a href="/w/index.php?title=Zymosterone&action=edit&redlink=1" class="new" title="Zymosterone (page does not exist)">Zymosterone</a></li> <li><a href="/wiki/Zymosterol" title="Zymosterol">Zymosterol</a></li></ul> <ul><li><a href="/wiki/Zymosterol" title="Zymosterol">Zymosterol</a></li> <li><a href="/w/index.php?title=Zymostenol&action=edit&redlink=1" class="new" title="Zymostenol (page does not exist)">Zymostenol</a></li> <li><a href="/wiki/Lathosterol" title="Lathosterol">Lathosterol</a></li> <li><a href="/wiki/7-Dehydrocholesterol" title="7-Dehydrocholesterol">7-Dehydrocholesterol</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li></ul> <ul><li><a href="/wiki/Zymosterol" title="Zymosterol">Zymosterol</a></li> <li><a href="/w/index.php?title=Cholesta-7,24-dien-3-ol&action=edit&redlink=1" class="new" title="Cholesta-7,24-dien-3-ol (page does not exist)">Cholesta-7,24-dien-3-ol</a></li> <li><a href="/wiki/7-Dehydrodesmosterol" title="7-Dehydrodesmosterol">7-Dehydrodesmosterol</a></li> <li><a href="/wiki/Desmosterol" title="Desmosterol">Desmosterol</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">From <a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a> <br />to <a href="/wiki/Steroid" title="Steroid">Steroid hormones</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/22R-Hydroxycholesterol" title="22R-Hydroxycholesterol">22<i>R</i>-Hydroxycholesterol</a></li> <li><a href="/wiki/20%CE%B1,22R-Dihydroxycholesterol" title="20α,22R-Dihydroxycholesterol">20α,22<i>R</i>-Dihydroxycholesterol</a></li> <li>See <a href="/wiki/Template:Steroid_hormones" title="Template:Steroid hormones">here</a> instead.</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nonhuman</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">To <a href="/wiki/Sitosterol" class="mw-redirect" title="Sitosterol">Sitosterol</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cycloartenol" title="Cycloartenol">Cycloartenol</a></li> <li><a href="/w/index.php?title=Cycloeucalenol&action=edit&redlink=1" class="new" title="Cycloeucalenol (page does not exist)">Cycloeucalenol</a></li> <li><a href="/wiki/Obtusifoliol" title="Obtusifoliol">Obtusifoliol</a></li> <li><a href="/wiki/4%CE%B1-methylfecosterol" class="mw-redirect" title="4α-methylfecosterol">4α-methylfecosterol</a></li> <li><a href="/wiki/Isofucosterol" title="Isofucosterol">Isofucosterol</a></li> <li><a href="/wiki/24-Methylenelophenol" title="24-Methylenelophenol">24-Methylenelophenol</a></li> <li><a href="/wiki/Sitosterol" class="mw-redirect" title="Sitosterol">Sitosterol</a></li> <li>More <a href="/wiki/Phytosterol" title="Phytosterol">Phytosterols</a> see <a href="/wiki/Template:Steroid_hormones" title="Template:Steroid hormones">here</a> instead.</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">To <a href="/wiki/Ergocalciferol" title="Ergocalciferol">Ergocalciferol</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Fecosterol" title="Fecosterol">Fecosterol</a></li> <li><a href="/wiki/Episterol" title="Episterol">Episterol</a></li> <li><a href="/wiki/Ergostatrienol" class="mw-redirect" title="Ergostatrienol">Ergostatrienol</a></li> <li><a href="/w/index.php?title=Ergostatetraenol&action=edit&redlink=1" class="new" title="Ergostatetraenol (page does not exist)">Ergostatetraenol</a></li> <li><a href="/wiki/Ergosterol" title="Ergosterol">Ergosterol</a></li> <li><a href="/wiki/Ergocalciferol" title="Ergocalciferol">Ergocalciferol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" 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