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Deoxycytidine triphosphate - Wikipedia

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Available in 15 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-15" 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">15 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AF%D8%A6%D9%88%DA%A9%D8%B3%DB%8C%E2%80%8C%D8%B3%DB%8C%D8%AA%DB%8C%D8%AF%DB%8C%D9%86_%D8%AA%D8%B1%DB%8C%D9%81%D9%88%D8%B3%D9%81%D8%A7%D8%AA" title="دئوکسی‌سیتیدین تریفوسفات – South Azerbaijani" lang="azb" hreflang="azb" data-title="دئوکسی‌سیتیدین تریفوسفات" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Trifosfat_de_desoxicitidina" title="Trifosfat de desoxicitidina – Catalan" lang="ca" hreflang="ca" data-title="Trifosfat de desoxicitidina" data-language-autonym="Català" data-language-local-name="Catalan" 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/Deoxycytidintrifosf%C3%A1t" title="Deoxycytidintrifosfát – Czech" lang="cs" hreflang="cs" data-title="Deoxycytidintrifosfát" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Desoxycytidintriphosphat" title="Desoxycytidintriphosphat – German" lang="de" hreflang="de" data-title="Desoxycytidintriphosphat" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AF%D8%A6%D9%88%DA%A9%D8%B3%DB%8C%E2%80%8C%D8%B3%DB%8C%D8%AA%DB%8C%D8%AF%DB%8C%D9%86_%D8%AA%D8%B1%DB%8C%E2%80%8C%D9%81%D8%B3%D9%81%D8%A7%D8%AA" title="دئوکسی‌سیتیدین تری‌فسفات – Persian" lang="fa" hreflang="fa" data-title="دئوکسی‌سیتیدین تری‌فسفات" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/D%C3%A9soxycytidine_triphosphate" title="Désoxycytidine triphosphate – French" lang="fr" hreflang="fr" data-title="Désoxycytidine triphosphate" 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/Desoxicitidina_trifosfato" title="Desoxicitidina trifosfato – Galician" lang="gl" hreflang="gl" data-title="Desoxicitidina trifosfato" 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%94%94%EC%98%A5%EC%8B%9C%EC%82%AC%EC%9D%B4%ED%8B%B0%EB%94%98_%EC%82%BC%EC%9D%B8%EC%82%B0" title="디옥시사이티딘 삼인산 – Korean" lang="ko" hreflang="ko" data-title="디옥시사이티딘 삼인산" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Desoxycytidinetrifosfaat" title="Desoxycytidinetrifosfaat – Dutch" lang="nl" hreflang="nl" data-title="Desoxycytidinetrifosfaat" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%87%E3%82%AA%E3%82%AD%E3%82%B7%E3%82%B7%E3%83%81%E3%82%B8%E3%83%B3%E4%B8%89%E3%83%AA%E3%83%B3%E9%85%B8" title="デオキシシチジン三リン酸 – Japanese" lang="ja" hreflang="ja" data-title="デオキシシチジン三リン酸" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Desoxicitidina_trifosfato" title="Desoxicitidina trifosfato – Portuguese" lang="pt" hreflang="pt" data-title="Desoxicitidina trifosfato" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Deoxycytid%C3%ADntrifosf%C3%A1t" title="Deoxycytidíntrifosfát – Slovak" lang="sk" hreflang="sk" data-title="Deoxycytidíntrifosfát" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Dezoksicitidin-trifosfat" title="Dezoksicitidin-trifosfat – Serbian" lang="sr" hreflang="sr" data-title="Dezoksicitidin-trifosfat" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Dezoksicitidin-trifosfat" title="Dezoksicitidin-trifosfat – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Dezoksicitidin-trifosfat" data-language-autonym="Srpskohrvatski / српскохрватски" 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Unsourced material may be challenged and removed.<br /><small><span class="plainlinks"><i>Find sources:</i>&#160;<a rel="nofollow" class="external text" href="https://www.google.com/search?as_eq=wikipedia&amp;q=%22Deoxycytidine+triphosphate%22">"Deoxycytidine triphosphate"</a>&#160;–&#160;<a rel="nofollow" class="external text" href="https://www.google.com/search?tbm=nws&amp;q=%22Deoxycytidine+triphosphate%22+-wikipedia&amp;tbs=ar:1">news</a>&#160;<b>·</b> <a rel="nofollow" class="external text" href="https://www.google.com/search?&amp;q=%22Deoxycytidine+triphosphate%22&amp;tbs=bkt:s&amp;tbm=bks">newspapers</a>&#160;<b>·</b> <a rel="nofollow" class="external text" href="https://www.google.com/search?tbs=bks:1&amp;q=%22Deoxycytidine+triphosphate%22+-wikipedia">books</a>&#160;<b>·</b> <a rel="nofollow" class="external text" href="https://scholar.google.com/scholar?q=%22Deoxycytidine+triphosphate%22">scholar</a>&#160;<b>·</b> <a rel="nofollow" class="external text" href="https://www.jstor.org/action/doBasicSearch?Query=%22Deoxycytidine+triphosphate%22&amp;acc=on&amp;wc=on">JSTOR</a></span></small></span> <span class="date-container"><i>(<span class="date">September 2014</span>)</i></span><span class="hide-when-compact"><i> (<small><a href="/wiki/Help:Maintenance_template_removal" title="Help:Maintenance template removal">Learn how and when to remove this message</a></small>)</i></span></div></td></tr></tbody></table> <style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Deoxycytidine triphosphate </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Desoxycytidintriphosphat_protoniert.svg" class="mw-file-description"><img alt="Skeletal formula of deoxycytidine triphosphate" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Desoxycytidintriphosphat_protoniert.svg/240px-Desoxycytidintriphosphat_protoniert.svg.png" decoding="async" width="240" height="130" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Desoxycytidintriphosphat_protoniert.svg/360px-Desoxycytidintriphosphat_protoniert.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Desoxycytidintriphosphat_protoniert.svg/480px-Desoxycytidintriphosphat_protoniert.svg.png 2x" data-file-width="477" data-file-height="258" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Deoxycytidine_triphosphate_anion_3D_spacefill.png" class="mw-file-description"><img alt="Space-filling model of the deoxycytidine triphosphate molecule as an anion (4- charge)" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/34/Deoxycytidine_triphosphate_anion_3D_spacefill.png/220px-Deoxycytidine_triphosphate_anion_3D_spacefill.png" decoding="async" width="220" height="107" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/34/Deoxycytidine_triphosphate_anion_3D_spacefill.png/330px-Deoxycytidine_triphosphate_anion_3D_spacefill.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/34/Deoxycytidine_triphosphate_anion_3D_spacefill.png/440px-Deoxycytidine_triphosphate_anion_3D_spacefill.png 2x" data-file-width="2057" data-file-height="1000" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">2′-Deoxycytidine 5′-(tetrahydrogen triphosphate)</div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;"><i>O</i><sup>1</sup>-{[(2<i>R</i>,3<i>S</i>,5<i>R</i>)-5-(4-Amino-2-oxopyrimidin-1(2<i>H</i>)-yl)-3-hydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate</div></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=2056-98-6">2056-98-6</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=C1%5BC%40%40H%5D%28%5BC%40H%5D%28O%5BC%40H%5D1N2C%3DCC%28%3DNC2%3DO%29N%29CO%5BP%40%40%5D%28%3DO%29%28O%29O%5BP%40%40%5D%28%3DO%29%28O%29OP%28%3DO%29%28O%29O%29O">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=16311">CHEBI:16311</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.58601.html">58601</a></span><sup>&#160;<span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.016.504">100.016.504</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q424680#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/65091">65091</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID50908042,">DTXSID60942755 DTXSID50908042, DTXSID60942755</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q424680#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1<sup>&#160;<span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key:&#160;RGWHQCVHVJXOKC-SHYZEUOFSA-N<sup>&#160;<span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key:&#160;RGWHQCVHVJXOKC-SHYZEUOFBW</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO[P@@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>9</sub><span title="Hydrogen">H</span><sub>16</sub><span title="Nitrogen">N</span><sub>3</sub><span title="Oxygen">O</span><sub>13</sub><span title="Phosphorus">P</span><sub>3</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002467156000000000♠"></span>467.156</span>&#160;g·mol<sup>−1</sup> &#x20; </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25&#160;°C [77&#160;°F], 100&#160;kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/12px-X_mark.svg.png" decoding="async" width="12" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/18px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/24px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span>&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=447271417&amp;page2=Deoxycytidine+triphosphate">verify</a></span>&#160;(<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a>&#160;<sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup>&#160;?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Deoxycytidine triphosphate</b> (<b>dCTP</b>) is a <a href="/wiki/Nucleoside_triphosphate" title="Nucleoside triphosphate">nucleoside triphosphate</a> that contains the <a href="/wiki/Pyrimidine" title="Pyrimidine">pyrimidine</a> base <a href="/wiki/Cytosine" title="Cytosine">cytosine</a>. The triphosphate group contains high-energy phosphoanhydride bonds, which liberate energy when <a href="/wiki/Hydrolysis" title="Hydrolysis">hydrolized</a>. </p><p><a href="/wiki/DNA_polymerase" title="DNA polymerase">DNA polymerase</a> enzymes use this energy to incorporate <a href="/wiki/Deoxycytidine" title="Deoxycytidine">deoxycytidine</a> into a newly synthesized strand of <a href="/wiki/DNA" title="DNA">DNA</a>. A <a href="/wiki/Chemical_equation" title="Chemical equation">chemical equation</a> can be written that represents the process: </p> <dl><dd>(DNA)<sub>n</sub> + dCTP ↔ (DNA)<sub>n</sub>-C + PP<sub>i</sub></dd></dl> <p>That is, dCTP has the PP<sub>i</sub> (<a href="/wiki/Pyrophosphate" title="Pyrophosphate">pyrophosphate</a>) cleaved off and the <a href="/wiki/Deoxycytidine_monophosphate" title="Deoxycytidine monophosphate">dCMP</a> is incorporated into the DNA strand at the 3' end. Subsequent hydrolysis of the PP<sub>i</sub> drives the equilibrium of the reaction toward the right side, i.e. incorporation of the nucleotide in the growing DNA chain. </p><p>Like other nucleoside triphosphates, manufacturers recommend that dCTP be stored in aqueous solution at −20&#160;°C.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Deoxycytidine_triphosphate&amp;action=edit&amp;section=1" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/DNA_replication" title="DNA replication">DNA replication</a></li></ul> <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=Deoxycytidine_triphosphate&amp;action=edit&amp;section=2" 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"> <div class="mw-references-wrap"><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 class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.bioline.com/media/pdf/dNTP_GBLV2.pdf">"Definitive Guide to dNTPs"</a> <span class="cs1-format">(PDF)</span><span class="reference-accessdate">. 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style="font-size:114%;margin:0 4em"><a href="/wiki/Nucleic_acid" title="Nucleic acid">Nucleic acid</a> constituents</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nucleobase" class="mw-redirect" title="Nucleobase">Nucleobase</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/Purine" title="Purine">Purine</a> <ul><li><a href="/wiki/Adenine" title="Adenine">Adenine</a></li> <li><a href="/wiki/Guanine" title="Guanine">Guanine</a></li> <li><a href="/wiki/Hypoxanthine" title="Hypoxanthine">Hypoxanthine</a></li> <li><a href="/wiki/Xanthine" title="Xanthine">Xanthine</a></li> <li><a href="/wiki/Purine_analogue" title="Purine analogue">Purine analogue</a></li></ul></li> <li><a href="/wiki/Pyrimidine" title="Pyrimidine">Pyrimidine</a> <ul><li><a href="/wiki/Uracil" title="Uracil">Uracil</a></li> <li><a href="/wiki/Thymine" title="Thymine">Thymine</a></li> <li><a href="/wiki/Cytosine" title="Cytosine">Cytosine</a></li> <li><a href="/wiki/Pyrimidine_analogue" title="Pyrimidine analogue">Pyrimidine analogue</a></li></ul></li> <li><a href="/wiki/Base_pair#Unnatural_base_pair_(UBP)" title="Base pair">Unnatural base pair (UBP)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nucleoside" title="Nucleoside">Nucleoside</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%"><a href="/wiki/Ribonucleoside" title="Ribonucleoside">Ribonucleoside</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/Adenosine" title="Adenosine">Adenosine</a></li> <li><a href="/wiki/Guanosine" title="Guanosine">Guanosine</a></li> <li><a href="/wiki/5-Methyluridine" title="5-Methyluridine">5-Methyluridine</a></li> <li><a href="/wiki/Uridine" title="Uridine">Uridine</a></li> <li><a href="/wiki/5-Methylcytidine" title="5-Methylcytidine">5-Methylcytidine</a></li> <li><a href="/wiki/Cytidine" title="Cytidine">Cytidine</a></li> <li><a href="/wiki/Pseudouridine" title="Pseudouridine">Pseudouridine</a></li> <li><a href="/wiki/Inosine" title="Inosine">Inosine</a></li> <li><a href="/wiki/N6-Methyladenosine" title="N6-Methyladenosine"><i>N</i><sup>6</sup>-Methyladenosine</a></li> <li><a href="/wiki/Xanthosine" title="Xanthosine">Xanthosine</a></li> <li><a href="/wiki/Wybutosine" title="Wybutosine">Wybutosine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Deoxyribonucleoside" class="mw-redirect" title="Deoxyribonucleoside">Deoxyribonucleoside</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/Deoxyadenosine" title="Deoxyadenosine">Deoxyadenosine</a></li> <li><a href="/wiki/Deoxyguanosine" title="Deoxyguanosine">Deoxyguanosine</a></li> <li><a href="/wiki/Thymidine" title="Thymidine">Thymidine</a></li> <li><a href="/wiki/Deoxyuridine" title="Deoxyuridine">Deoxyuridine</a></li> <li><a href="/wiki/Deoxycytidine" title="Deoxycytidine">Deoxycytidine</a></li> <li><a href="/w/index.php?title=Deoxyinosine&amp;action=edit&amp;redlink=1" class="new" title="Deoxyinosine (page does not exist)">Deoxyinosine</a></li> <li><a href="/w/index.php?title=Deoxyxanthosine&amp;action=edit&amp;redlink=1" class="new" title="Deoxyxanthosine (page does not exist)">Deoxyxanthosine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nucleotide" title="Nucleotide">Nucleotide</a><br />(Nucleoside monophosphate)</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%"><a href="/wiki/Ribonucleotide" title="Ribonucleotide">Ribonucleotide</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/Adenosine_monophosphate" title="Adenosine monophosphate">AMP</a></li> <li><a href="/wiki/Guanosine_monophosphate" title="Guanosine monophosphate">GMP</a></li> <li><a href="/w/index.php?title=5-Methyluridine_monophosphate&amp;action=edit&amp;redlink=1" class="new" title="5-Methyluridine monophosphate (page does not exist)">m<sup>5</sup>UMP</a></li> <li><a href="/wiki/Uridine_monophosphate" title="Uridine monophosphate">UMP</a></li> <li><a href="/wiki/Cytidine_monophosphate" title="Cytidine monophosphate">CMP</a></li> <li><a href="/wiki/Inosinic_acid" title="Inosinic acid">IMP</a></li> <li><a href="/wiki/Xanthosine_monophosphate" title="Xanthosine monophosphate">XMP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Deoxyribonucleotide" title="Deoxyribonucleotide">Deoxyribonucleotide</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/Deoxyadenosine_monophosphate" title="Deoxyadenosine monophosphate">dAMP</a></li> <li><a href="/wiki/Deoxyguanosine_monophosphate" title="Deoxyguanosine monophosphate">dGMP</a></li> <li><a href="/wiki/Thymidine_monophosphate" title="Thymidine monophosphate">dTMP</a></li> <li><a href="/wiki/Deoxyuridine_monophosphate" title="Deoxyuridine monophosphate">dUMP</a></li> <li><a href="/wiki/Deoxycytidine_monophosphate" title="Deoxycytidine monophosphate">dCMP</a></li> <li><a href="/wiki/Deoxyinosine_monophosphate" title="Deoxyinosine monophosphate">dIMP</a></li> <li><a href="/w/index.php?title=Deoxyxanthosine_monophosphate&amp;action=edit&amp;redlink=1" class="new" title="Deoxyxanthosine monophosphate (page does not exist)">dXMP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Cyclic_nucleotide" title="Cyclic nucleotide">Cyclic nucleotide</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/Cyclic_adenosine_monophosphate" title="Cyclic adenosine monophosphate">cAMP</a></li> <li><a href="/wiki/Cyclic_guanosine_monophosphate" title="Cyclic guanosine monophosphate">cGMP</a></li> <li><a href="/wiki/Cyclic_di-GMP" title="Cyclic di-GMP">c-di-GMP</a></li> <li><a href="/wiki/Cyclic_di-AMP" title="Cyclic di-AMP">c-di-AMP</a></li> <li><a href="/wiki/Cyclic_ADP-ribose" title="Cyclic ADP-ribose">cADPR</a></li> <li><a href="/wiki/Cyclic_guanosine_monophosphate%E2%80%93adenosine_monophosphate" title="Cyclic guanosine monophosphate–adenosine monophosphate">cGAMP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nucleoside diphosphate</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-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adenosine_diphosphate" title="Adenosine diphosphate">ADP</a></li> <li><a href="/wiki/Guanosine_diphosphate" title="Guanosine diphosphate">GDP</a></li> <li><a href="/w/index.php?title=5-Methyluridine_diphosphate&amp;action=edit&amp;redlink=1" class="new" title="5-Methyluridine diphosphate (page does not exist)">m<sup>5</sup>UDP</a></li> <li><a href="/wiki/Uridine_diphosphate" title="Uridine diphosphate">UDP</a></li> <li><a href="/wiki/Cytidine_diphosphate" title="Cytidine diphosphate">CDP</a></li> <li><a href="/w/index.php?title=Xanthosine_diphosphate&amp;action=edit&amp;redlink=1" class="new" title="Xanthosine diphosphate (page does not exist)">Xanthosine diphosphate</a></li></ul> </div></td></tr><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/Deoxyadenosine_diphosphate" title="Deoxyadenosine diphosphate">dADP</a></li> <li><a href="/wiki/Deoxyguanosine_diphosphate" title="Deoxyguanosine diphosphate">dGDP</a></li> <li><a href="/wiki/Thymidine_diphosphate" title="Thymidine diphosphate">dTDP</a></li> <li><a href="/w/index.php?title=Deoxyuridine_diphosphate&amp;action=edit&amp;redlink=1" class="new" title="Deoxyuridine diphosphate (page does not exist)">dUDP</a></li> <li><a href="/wiki/Deoxycytidine_diphosphate" title="Deoxycytidine diphosphate">dCDP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nucleoside_triphosphate" title="Nucleoside triphosphate">Nucleoside triphosphate</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-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adenosine_triphosphate" title="Adenosine triphosphate">ATP</a></li> <li><a href="/wiki/Guanosine_triphosphate" title="Guanosine triphosphate">GTP</a></li> <li><a href="/wiki/5-Methyluridine_triphosphate" title="5-Methyluridine triphosphate">m<sup>5</sup>UTP</a></li> <li><a href="/wiki/Uridine_triphosphate" title="Uridine triphosphate">UTP</a></li> <li><a href="/wiki/Cytidine_triphosphate" title="Cytidine triphosphate">CTP</a></li> <li><a href="/wiki/Inosine_triphosphate" title="Inosine triphosphate">ITP</a></li> <li><a href="/wiki/Xanthosine_triphosphate" title="Xanthosine triphosphate">XTP</a></li></ul> </div></td></tr><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/Deoxyadenosine_triphosphate" title="Deoxyadenosine triphosphate">dATP</a></li> <li><a href="/wiki/Deoxyguanosine_triphosphate" title="Deoxyguanosine triphosphate">dGTP</a></li> <li><a href="/wiki/Thymidine_triphosphate" title="Thymidine triphosphate">dTTP</a></li> <li><a href="/w/index.php?title=Deoxyuridine_triphosphate&amp;action=edit&amp;redlink=1" class="new" title="Deoxyuridine triphosphate (page does not exist)">dUTP</a></li> <li><a class="mw-selflink selflink">dCTP</a></li> <li><a href="/w/index.php?title=Deoxyinosine_triphosphate&amp;action=edit&amp;redlink=1" class="new" title="Deoxyinosine triphosphate (page does not exist)">dITP</a></li> <li><a href="/w/index.php?title=Deoxyxanthosine_triphosphate&amp;action=edit&amp;redlink=1" class="new" title="Deoxyxanthosine triphosphate (page does not exist)">dXTP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐5dc468848‐wxnm6 Cached time: 20241122153623 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1] CPU time usage: 0.627 seconds Real time usage: 1.051 seconds Preprocessor visited node count: 6439/1000000 Post‐expand include size: 111073/2097152 bytes Template argument size: 25783/2097152 bytes Highest expansion depth: 25/100 Expensive parser function count: 3/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 16287/5000000 bytes Lua time usage: 0.363/10.000 seconds Lua memory usage: 6949031/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 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