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mw-first-heading"><span class="mw-page-title-main">Thioflavin</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 8 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-8" 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">8 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%AA%DB%8C%D9%88%D9%81%D9%84%D8%A7%D9%88%DB%8C%D9%86" title="تیوفلاوین – South Azerbaijani" lang="azb" hreflang="azb" data-title="تیوفلاوین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Thioflavin" title="Thioflavin – German" lang="de" hreflang="de" data-title="Thioflavin" 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%AA%DB%8C%D9%88%D9%81%D9%84%D8%A7%D9%88%DB%8C%D9%86" title="تیوفلاوین – Persian" lang="fa" hreflang="fa" data-title="تیوفلاوین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Tioflavine" title="Tioflavine – Italian" lang="it" hreflang="it" data-title="Tioflavine" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A2%D0%B8%D0%BE%D1%84%D0%BB%D0%B0%D0%B2%D0%B8%D0%BD_T" title="Тиофлавин T – Russian" lang="ru" hreflang="ru" data-title="Тиофлавин T" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Tioflavin" title="Tioflavin – Serbian" lang="sr" hreflang="sr" data-title="Tioflavin" 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/Tioflavin" title="Tioflavin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Tioflavin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Tioflavin" title="Tioflavin – Swedish" lang="sv" hreflang="sv" data-title="Tioflavin" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q2033625#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected 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<div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> In other projects </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="wb-otherproject-link wb-otherproject-commons mw-list-item"><a href="https://commons.wikimedia.org/wiki/Category:Thioflavin_T" hreflang="en"><span>Wikimedia Commons</span></a></li><li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q2033625" title="Structured data on this page hosted by Wikidata [g]" accesskey="g"><span>Wikidata item</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <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"><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>Thioflavin T </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Thioflavin_T.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Thioflavin_T.svg/220px-Thioflavin_T.svg.png" decoding="async" width="220" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Thioflavin_T.svg/330px-Thioflavin_T.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/Thioflavin_T.svg/440px-Thioflavin_T.svg.png 2x" data-file-width="460" data-file-height="168" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Thioflavin-T-3D-balls.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/76/Thioflavin-T-3D-balls.png/200px-Thioflavin-T-3D-balls.png" decoding="async" width="200" height="104" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/76/Thioflavin-T-3D-balls.png/300px-Thioflavin-T-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/76/Thioflavin-T-3D-balls.png/400px-Thioflavin-T-3D-balls.png 2x" data-file-width="1050" data-file-height="545" /></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/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred 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;">2-[4-(Dimethylamino)phenyl]-3,6-dimethyl-1,3-benzothiazol-3-ium chloride</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=2390-54-7">2390-54-7</a></span><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></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=%5BCl-%5D.s2c1cc%28ccc1%5Bn%2B%5D%28c2c3ccc%28N%28C%29C%29cc3%29C%29C">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=88013">CHEBI:88013</a></span><sup> <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/ChEMBL" title="ChEMBL">ChEMBL</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/chembl/explore/compound/ChEMBL224392">ChEMBL224392</a></span><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></sup></li><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL224392">ChEMBL224392</a></span><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></sup></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.16062.html">16062</a></span><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></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/100.017.482">100.017.482</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2033625#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/16953">16953</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/CAX9SG0II0">CAX9SG0II0</a></span><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></sup></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/DTXSID10883841">DTXSID10883841</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2033625#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/C17H19N2S.ClH/c1-12-5-10-15-16(11-12)20-17(19(15)4)13-6-8-14(9-7-13)18(2)3;/h5-11H,1-4H3;1H/q+1;/p-1<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></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: JADVWWSKYZXRGX-UHFFFAOYSA-M<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></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/C17H19N2S.ClH/c1-12-5-10-15-16(11-12)20-17(19(15)4)13-6-8-14(9-7-13)18(2)3;/h5-11H,1-4H3;1H/q+1;/p-1</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: JADVWWSKYZXRGX-REWHXWOFAC</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%;">[Cl-].s2c1cc(ccc1[n+](c2c3ccc(N(C)C)cc3)C)C</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>C<sub>17</sub>H<sub>19</sub>ClN<sub>2</sub>S  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>318.86 g/mol    </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 °C [77 °F], 100 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> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=477863380&page2=Thioflavin">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <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> ?) </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>Thioflavins</b> are <a href="/wiki/Fluorescent_dye" class="mw-redirect" title="Fluorescent dye">fluorescent dyes</a> that are available as at least two compounds, namely <b>Thioflavin T</b> and <b>Thioflavin S</b>. Both are used for <a href="/wiki/Histology" title="Histology">histology</a> staining and <a href="/wiki/Biophysics" title="Biophysics">biophysical</a> studies of protein aggregation.<sup id="cite_ref-Review_1-0" class="reference"><a href="#cite_note-Review-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> In particular, these dyes have been used since 1989 to investigate amyloid formation.<sup id="cite_ref-gade_2-0" class="reference"><a href="#cite_note-gade-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> They are also used in biophysical studies of the electrophysiology of bacteria.<sup id="cite_ref-bacteria_3-0" class="reference"><a href="#cite_note-bacteria-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Thioflavins are <a href="/wiki/Corrosive" class="mw-redirect" title="Corrosive">corrosive</a>, <a href="/wiki/Irritation" title="Irritation">irritant</a>, and acutely toxic, causing serious eye damage.<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> Thioflavin T has been used in research into <a href="/wiki/Alzheimer%27s_disease" title="Alzheimer's disease">Alzheimer's disease</a> and other <a href="/wiki/Neurodegenerative_diseases" class="mw-redirect" title="Neurodegenerative diseases">neurodegenerative diseases</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Thioflavin_T">Thioflavin T</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Thioflavin&action=edit&section=1" title="Edit section: Thioflavin T"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Thioflavin T (Basic Yellow 1, Methylene yellow, CI 49005, or ThT) is a <a href="/wiki/Benzothiazole" title="Benzothiazole">benzothiazole</a> salt obtained by the methylation of <a href="/w/index.php?title=Dehydrothiotoluidine&action=edit&redlink=1" class="new" title="Dehydrothiotoluidine (page does not exist)">dehydrothiotoluidine</a> with <a href="/wiki/Methanol" title="Methanol">methanol</a> in the presence of <a href="/wiki/Hydrochloric_acid" title="Hydrochloric acid">hydrochloric acid</a>. The dye is widely used to visualize and quantify the presence of misfolded <a href="/wiki/Protein" title="Protein">protein</a> aggregates called <a href="/wiki/Amyloid" title="Amyloid">amyloid</a>, both <i><a href="/wiki/In_vitro" title="In vitro">in vitro</a></i> and <i><a href="/wiki/In_vivo" title="In vivo">in vivo</a></i> (e.g., <a href="/wiki/Senile_plaques" class="mw-redirect" title="Senile plaques">plaques</a> composed of <a href="/wiki/Amyloid_beta" title="Amyloid beta">amyloid beta</a> found in the brains of <a href="/wiki/Alzheimer%27s_disease" title="Alzheimer's disease">Alzheimer's disease</a> patients).<sup id="cite_ref-Review_1-1" class="reference"><a href="#cite_note-Review-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>When it binds to <a href="/wiki/Beta_sheet" title="Beta sheet">beta sheet</a>-rich structures, such as those in amyloid aggregates, the dye displays enhanced <a href="/wiki/Fluorescence" title="Fluorescence">fluorescence</a> and a characteristic <a href="/wiki/Red_shift" class="mw-redirect" title="Red shift">red shift</a> of its <a href="/wiki/Emission_spectrum" title="Emission spectrum">emission spectrum</a>.<sup id="cite_ref-methods_5-0" class="reference"><a href="#cite_note-methods-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Minna_6-0" class="reference"><a href="#cite_note-Minna-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Additional studies also consider <a href="/wiki/Fluorescence" title="Fluorescence">fluorescence</a> changes as result of the interaction with double stranded DNA.<sup id="cite_ref-DNA_7-0" class="reference"><a href="#cite_note-DNA-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> This change in fluorescent behavior can be caused by many factors that affect the <a href="/wiki/Excited_state" title="Excited state">excited state</a> <a href="/wiki/Electron_density" title="Electron density">charge distribution</a> of thioflavin T, including binding to a rigid, highly-ordered nanopocket, and specific chemical interactions between thioflavin T and the nanopocket.<sup id="cite_ref-wolfe_8-0" class="reference"><a href="#cite_note-wolfe-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IJQC_9-0" class="reference"><a href="#cite_note-IJQC-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p><p>Prior to binding to an amyloid fibril, thioflavin T emits weakly around 427 nm. Quenching effects of the nearby excitation peak at 450 nm is suspected to play a role in minimizing emissions. </p><p>When excited at 450 nm, thioflavin T produces a strong fluorescence signal at approximately 482 nm upon binding to amyloids. Thioflavin T molecule consists of a benzylamine and a benzothiazole ring connected through a carbon-carbon bond. These two rings can rotate freely when the molecule is in solution. The free rotation of these rings results in quenching of any excited state generated by photon excitation. However, when thioflavin T binds to amyloid fibrils, the two rotational planes of the two rings become immobilized and therefore, this molecule can maintain its excited state.<sup id="cite_ref-Review_1-2" class="reference"><a href="#cite_note-Review-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Thioflavin T fluorescence is often used as a diagnostic of amyloid structure, but it is not perfectly specific for amyloid. Depending on the particular protein and experimental conditions, thioflavin T may<sup id="cite_ref-wolfe_8-1" class="reference"><a href="#cite_note-wolfe-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> or may not<sup id="cite_ref-pmid8453378_10-0" class="reference"><a href="#cite_note-pmid8453378-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> undergo a spectroscopic change upon binding to precursor monomers, small oligomers, unaggregated material with a high <a href="/wiki/Beta_sheet" title="Beta sheet">beta sheet</a> content, or even <a href="/wiki/Alpha_helix" title="Alpha helix">alpha helix</a>-rich proteins. Conversely, some amyloid fibers do not affect thioflavin T fluorescence,<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> raising the prospect of <a href="/wiki/False_negative" class="mw-redirect" title="False negative">false negative</a> results. </p> <div class="thumb tnone" style="margin-left:auto;margin-right:auto;overflow:hidden;width:auto;max-width:728px"><div class="thumbinner"><div class="noresize" style="overflow:auto"><span typeof="mw:File"><a href="/wiki/File:Thioflavin_T_bound_to_amyloid-like_oligomer.png" class="mw-file-description" title="Structure of thioflavin T bound to an amyloid-like oligomer of β2 microglobulin (in gray), in a complex that displays enhanced and red shifted fluorescence. Many factors that shift the excited state charge from the dimethylaminobenzyl portion of thioflavin T (in blue) to the benzothiazole portion (in red), including binding to rigid, highly-ordered amyloid aggregates, can produce this 'positive' thioflavin T signal."><img alt="X-ray crystal structure of thioflavin T bound to an amyloid-like oligomer of β2 microglobulin" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Thioflavin_T_bound_to_amyloid-like_oligomer.png/720px-Thioflavin_T_bound_to_amyloid-like_oligomer.png" decoding="async" width="720" height="411" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Thioflavin_T_bound_to_amyloid-like_oligomer.png/1080px-Thioflavin_T_bound_to_amyloid-like_oligomer.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Thioflavin_T_bound_to_amyloid-like_oligomer.png/1440px-Thioflavin_T_bound_to_amyloid-like_oligomer.png 2x" data-file-width="1675" data-file-height="957" /></a></span></div><div class="thumbcaption"><div class="magnify"><a href="/wiki/File:Thioflavin_T_bound_to_amyloid-like_oligomer.png" title="File:Thioflavin T bound to amyloid-like oligomer.png"> </a></div>Structure of thioflavin T bound to an <a href="/wiki/Amyloid" title="Amyloid">amyloid</a>-like oligomer of <a href="/wiki/Beta-2_microglobulin" title="Beta-2 microglobulin">β2 microglobulin</a> (in gray), in a complex that displays enhanced and <a href="/wiki/Red_shift" class="mw-redirect" title="Red shift">red shifted</a> fluorescence. Many factors that shift the <a href="/wiki/Excited_state" title="Excited state">excited state</a> charge from the dimethylaminobenzyl portion of thioflavin T (in blue) to the benzothiazole portion (in red), including binding to rigid, highly-ordered amyloid aggregates, can produce this 'positive' thioflavin T signal.<sup id="cite_ref-wolfe_8-2" class="reference"><a href="#cite_note-wolfe-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup></div></div></div><p><br /></p><div class="thumb tnone" style="margin-left:auto;margin-right:auto;overflow:hidden;width:auto;max-width:728px"><div class="thumbinner"><div class="noresize" style="overflow:auto"><span typeof="mw:File"><a href="/wiki/File:Merge-Thio-Ab9-2%2Btext_copy.jpg" class="mw-file-description" title="Thioflavin S stain (left in green) and amyloid-Beta antibody immunocytochemistry (right) on adjacent sections of the hippocampus of a patient suffering from Alzheimer's disease. Thioflavin S binds both senile plaques (SP) and neurofibrillary tangles (NFT), the two characteristic cortical lesions of Alzheimer's. Amyloid beta is a peptide derived from the amyloid precursor protein which is only found in senile plaques, and so only plaques are visible in the right hand image. The left image also has a red signal which exactly superimposes the green signal in lipofuscin granules (LP), which are autofluorescent inclusions derived from lysosomes which accumulate in the human brain during normal aging."><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/Merge-Thio-Ab9-2%2Btext_copy.jpg/720px-Merge-Thio-Ab9-2%2Btext_copy.jpg" decoding="async" width="720" height="358" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/Merge-Thio-Ab9-2%2Btext_copy.jpg/1080px-Merge-Thio-Ab9-2%2Btext_copy.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/53/Merge-Thio-Ab9-2%2Btext_copy.jpg/1440px-Merge-Thio-Ab9-2%2Btext_copy.jpg 2x" data-file-width="3200" data-file-height="1593" /></a></span></div><div class="thumbcaption"><div class="magnify"><a href="/wiki/File:Merge-Thio-Ab9-2%2Btext_copy.jpg" title="File:Merge-Thio-Ab9-2+text copy.jpg"> </a></div>Thioflavin S stain (left in green) and <a href="/wiki/Amyloid-Beta" class="mw-redirect" title="Amyloid-Beta">amyloid-Beta</a> antibody immunocytochemistry (right) on adjacent sections of the hippocampus of a patient suffering from <a href="/wiki/Alzheimer%27s_disease" title="Alzheimer's disease">Alzheimer's disease</a>. Thioflavin S binds both <a href="/wiki/Senile_plaques" class="mw-redirect" title="Senile plaques">senile plaques</a> (SP) and <a href="/wiki/Neurofibrillary_tangles" class="mw-redirect" title="Neurofibrillary tangles">neurofibrillary tangles</a> (NFT), the two characteristic cortical lesions of Alzheimer's. Amyloid beta is a peptide derived from the <a href="/wiki/Amyloid_precursor_protein" class="mw-redirect" title="Amyloid precursor protein">amyloid precursor protein</a> which is only found in senile plaques, and so only plaques are visible in the right hand image. The left image also has a red signal which exactly superimposes the green signal in <a href="/wiki/Lipofuscin" title="Lipofuscin">lipofuscin</a> granules (LP), which are autofluorescent inclusions derived from <a href="/wiki/Lysosomes" class="mw-redirect" title="Lysosomes">lysosomes</a> which accumulate in the human brain during normal aging.</div></div></div> <p>In adult <i>C. elegans</i>, exposure to thioflavin T results "in a profoundly extended lifespan and slowed aging" at some levels, but decreased lifespan at higher levels.<sup id="cite_ref-pmid21451522_12-0" class="reference"><a href="#cite_note-pmid21451522-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Thioflavin_S">Thioflavin S</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Thioflavin&action=edit&section=2" title="Edit section: Thioflavin S"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Thioflavin S is a homogenous mixture of compounds that results from the methylation of dehydrothiotoluidine with <a href="/wiki/Sulfonic_acid" title="Sulfonic acid">sulfonic acid</a>. It is also used to stain amyloid plaques. Like thioflavin T it binds to <a href="/wiki/Amyloid_fibril" class="mw-redirect" title="Amyloid fibril">amyloid fibrils</a> but not monomers and gives a distinct increase in fluorescence emission. However unlike thioflavin T, it does not produce a characteristic shift in the excitation or emission spectra.<sup id="cite_ref-methods_5-1" class="reference"><a href="#cite_note-methods-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> This latter characteristic of thioflavin S results in high background fluorescence, making it unable to be used in quantitative measurements of fibril solutions.<sup id="cite_ref-methods_5-2" class="reference"><a href="#cite_note-methods-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Another dye that is used to identify amyloid structure is <a href="/wiki/Congo_Red" class="mw-redirect" title="Congo Red">Congo red</a>. </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=Thioflavin&action=edit&section=3" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Congo_red" title="Congo red">Congo red</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=Thioflavin&action=edit&section=4" 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 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href="/wiki/Template:Stains" title="Template:Stains"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Stains" title="Template talk:Stains"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Stains" title="Special:EditPage/Template:Stains"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Microbial_and_histological_stains" style="font-size:114%;margin:0 4em"><a href="/wiki/Staining" title="Staining">Microbial and histological stains</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Iron" title="Iron">Iron</a>/<a href="/wiki/Hemosiderin" title="Hemosiderin">hemosiderin</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/Perls_Prussian_blue" title="Perls Prussian blue">Perls Prussian blue</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Lipid" title="Lipid">Lipids</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/Sudan_stain" title="Sudan stain">Sudan stain</a> <ul><li><a href="/wiki/Sudan_II" title="Sudan II">Sudan II</a></li> <li><a href="/wiki/Sudan_III" title="Sudan III">Sudan III</a></li> <li><a href="/wiki/Sudan_IV" title="Sudan IV">Sudan IV</a></li> <li><a href="/wiki/Oil_Red_O" title="Oil Red O">Oil Red O</a></li> <li><a href="/wiki/Sudan_Black_B" class="mw-redirect" title="Sudan Black B">Sudan Black B</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Carbohydrate" title="Carbohydrate">Carbohydrates</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/Alcian_blue_stain" title="Alcian blue stain">Alcian blue</a></li> <li><a href="/wiki/Mucicarmine_stain" title="Mucicarmine stain">Mucicarmine</a></li> <li><a href="/wiki/Periodic_acid%E2%80%93Schiff_stain" title="Periodic acid–Schiff stain">Periodic acid–Schiff stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Amyloid" title="Amyloid">Amyloid</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/Congo_red" title="Congo red">Congo red</a></li> <li><a class="mw-selflink selflink">Thioflavin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Bacteria" title="Bacteria">Bacteria</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/Gram_stain" title="Gram stain">Gram stain</a> <ul><li><a href="/wiki/Methyl_violet" title="Methyl violet">Methyl violet</a>/<a href="/wiki/Crystal_violet" title="Crystal violet">Gentian violet</a></li> <li><a href="/wiki/Safranin" title="Safranin">Safranin</a></li></ul></li> <li><a href="/wiki/Acid-fastness" title="Acid-fastness">Acid-fast</a> <ul><li><a href="/wiki/Ziehl%E2%80%93Neelsen_stain" title="Ziehl–Neelsen stain">Ziehl–Neelsen stain</a>/<a href="/wiki/Kinyoun_stain" title="Kinyoun stain">Kinyoun stain</a> <ul><li><a href="/wiki/Carbol_fuchsin" title="Carbol fuchsin">Carbol fuchsin</a>/<a href="/wiki/Fuchsine" title="Fuchsine">Fuchsine</a></li> <li><a href="/wiki/Methylene_blue" title="Methylene blue">Methylene blue</a></li></ul></li> <li><a href="/wiki/Auramine%E2%80%93rhodamine_stain" title="Auramine–rhodamine stain">Auramine–rhodamine stain</a> <ul><li><a href="/wiki/Auramine_O" title="Auramine O">Auramine O</a></li> <li><a href="/wiki/Rhodamine_B" title="Rhodamine B">Rhodamine B</a></li></ul></li> <li><a href="/wiki/Auramine_phenol_stain" title="Auramine phenol stain">Auramine phenol stain</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Connective_tissue" title="Connective tissue">Connective tissue</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/Trichrome_stain" class="mw-redirect" title="Trichrome stain">trichrome stain</a>: <a href="/wiki/Masson%27s_trichrome_stain" title="Masson's trichrome stain">Masson's trichrome stain</a>/<a href="/wiki/Lillie%27s_trichrome" title="Lillie's trichrome">Lillie's trichrome</a> <ul><li><a href="/wiki/Light_Green_SF_yellowish" class="mw-redirect" title="Light Green SF yellowish">Light Green SF yellowish</a></li> <li><a href="/wiki/Biebrich_scarlet" title="Biebrich scarlet">Biebrich scarlet</a></li> <li><a href="/wiki/Phosphomolybdic_acid" title="Phosphomolybdic acid">Phosphomolybdic acid</a></li> <li><a href="/wiki/Fast_Green_FCF" title="Fast Green FCF">Fast Green FCF</a></li> <li><a href="/wiki/Sirius_Red" title="Sirius Red">Sirius Red</a></li></ul></li></ul> <ul><li><a href="/wiki/Van_Gieson%27s_stain" title="Van Gieson's stain">Van Gieson's stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</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/Cresyl_violet" title="Cresyl violet">Cresyl violet</a></li> <li><a href="/wiki/Cyanine" title="Cyanine">Cyanine</a></li> <li><a href="/wiki/Jaswant_Singh%E2%80%93Bhattacharji_(JSB)_stain" class="mw-redirect" title="Jaswant Singh–Bhattacharji (JSB) stain">Jaswant Singh–Bhattacharji (JSB) stain</a></li> <li><a href="/wiki/H%26E_stain" title="H&E stain">H&E stain</a> <ul><li><a href="/wiki/Haematoxylin" title="Haematoxylin">Haematoxylin</a></li> <li><a href="/wiki/Eosin_Y" title="Eosin Y">Eosin Y</a></li></ul></li> <li><a href="/wiki/Janus_Green_B" title="Janus Green B">Janus Green B</a></li> <li><a href="/wiki/Giemsa_stain" title="Giemsa stain">Giemsa stain</a></li> <li><a href="/wiki/G%C3%B6m%C3%B6ri_trichrome_stain" title="Gömöri trichrome stain">Gömöri trichrome stain</a></li> <li><a href="/wiki/Luxol_fast_blue_stain" title="Luxol fast blue stain">Luxol fast blue stain</a></li> <li><a href="/wiki/Methyl_blue" title="Methyl blue">Methyl blue</a></li> <li><a href="/wiki/Moeller_stain" title="Moeller stain">Moeller stain</a></li> <li><a href="/wiki/Movat%27s_stain" title="Movat's stain">Movat's stain</a></li> <li><a href="/wiki/Neutral_red" title="Neutral red">Neutral red</a></li> <li><a href="/wiki/Schaeffer%E2%80%93Fulton_stain" title="Schaeffer–Fulton stain">Schaeffer–Fulton stain</a></li> <li><a href="/wiki/Silver_stain" class="mw-redirect" title="Silver stain">Silver stain</a> <ul><li><a href="/wiki/Bielschowsky_stain" title="Bielschowsky stain">Bielschowsky stain</a></li> <li><a href="/wiki/Grocott%27s_methenamine_silver_stain" title="Grocott's methenamine silver stain">Grocott's methenamine silver stain</a></li> <li><a href="/wiki/Warthin%E2%80%93Starry_stain" title="Warthin–Starry stain">Warthin–Starry stain</a></li></ul></li> <li><a href="/wiki/Wright%27s_stain" title="Wright's stain">Wright's stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Tissue stainability</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/Acidophile_(histology)" title="Acidophile (histology)">Acidophilic</a></li> <li><a href="/wiki/Basophilic" title="Basophilic">Basophilic</a></li> <li><a href="/wiki/Chromophobe" class="mw-redirect" title="Chromophobe">Chromophobic</a></li></ul> </div></td></tr></tbody></table></div>    </div><noscript><img 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