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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Sinalbin</span></h1>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
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<td style="width:33%;">Name
</td>
<td>Sinalbin
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<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>30</sub>H<sub>42</sub>N<sub>2</sub>O<sub>15</sub>S<sub>2</sub>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Externe Identifikatoren/Datenbanken
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<table class="mw-collapsible mw-collapsed wikitable" data-expandtext="+" data-collapsetext="−" style="border-top:none; margin:-1px; width:calc(100% + 2px);">
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<td style="width:33%;"><a href="CAS-Nummer" title="CAS-Nummer">CAS-Nummer</a>
</td>
<td><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=20196-67-2">20196-67-2</a><span class="editoronly" style="display:none;"></span>
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<td><a href="EG-Nummer" title="EG-Nummer">EG-Nummer</a>
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<td colspan="2">243-582-3
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<td><a href="Europ%C3%A4ische_Chemikalienagentur" title="Europäische Chemikalienagentur">ECHA</a>-InfoCard
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<td colspan="2"><a rel="nofollow" class="external text" href="https://www.echa.europa.eu/de/substance-information/-/substanceinfo/100.039.606">100.039.606</a>
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<td><a href="PubChem" title="PubChem">PubChem</a>
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<td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/656567">656567</a>
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<td><a href="ChemSpider" title="ChemSpider">ChemSpider</a>
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<td colspan="2"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.2298805.html">2298805</a>
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<td style="border-right:1px solid #a2a9b1;"><a href="Wikidata" title="Wikidata">Wikidata</a>
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<td colspan="2"><a href="https://www.wikidata.org/wiki/Q64017479" class="extiw external" title="d:Q64017479">Q64017479</a>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften
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<td><a href="Molare_Masse" title="Molare Masse">Molare Masse</a>
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<td>734,83 <a href="Gramm" title="Gramm">g</a>·<a href="Mol" title="Mol">mol</a><sup>−1</sup>
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<td><a href="Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a>
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<p>fest
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<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
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<ul><li>83–84 <a href="Grad_Celsius" title="Grad Celsius">°C</a> (<a href="Kristallwasser" title="Kristallwasser">Pentahydrat</a>)<sup id="cite_ref-roempp_1-0" class="reference"><a href="#cite_note-roempp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li>
<li>139 °C (wasserfrei)<sup id="cite_ref-roempp_1-1" class="reference"><a href="#cite_note-roempp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li></ul>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Sicherheitshinweise
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<td colspan="2" style="text-align:center"><b><a href="Global_harmonisiertes_System_zur_Einstufung_und_Kennzeichnung_von_Chemikalien" title="Global harmonisiertes System zur Einstufung und Kennzeichnung von Chemikalien">GHS-Gefahrstoffkennzeichnung</a></b><br><i>keine Einstufung verfügbar</i><sup id="cite_ref-NV_2-0" class="reference"><a href="#cite_note-NV-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
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<td colspan="2" style="background:#FFDEAD; color:#202122; font-size:80%; text-align:center; line-height:150%; padding:.25em;">Wenn nicht anders vermerkt, gelten die angegebenen Daten bei <a href="Standardbedingungen" title="Standardbedingungen">Standardbedingungen</a> (0 °C, 1000 hPa).
</td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span>
</p><p><b>Sinalbin</b> ist ein <a href="Senf%C3%B6lglycoside" title="Senfölglycoside">Senfölglycosid</a>, das unter anderem im <a href="Wei%C3%9Fer_Senf" title="Weißer Senf">Weißen Senf</a> enthalten ist. Es handelt sich dabei um das Salz von <a href="Glucosinalbin" title="Glucosinalbin">Glucosinalbin</a> mit <a href="Sinapin" title="Sinapin">Sinapin</a>.<sup id="cite_ref-roempp_1-2" class="reference"><a href="#cite_note-roempp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Sinapin ist wiederum ein Ester der <a href="Sinapins%C3%A4ure" title="Sinapinsäure">Sinapinsäure</a> mit <a href="Cholin" title="Cholin">Cholin</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Sinalbin ist die Hauptaromakomponente des Weißen Senfs.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Es wurde 1831 zum ersten Mal aus der Pflanze isoliert.<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>
</p><div class="mw-heading mw-heading2"><h2 id="Eigenschaften">Eigenschaften</h2></div>
<p>Aus dem Kation des Sinalbins, <a href="Glucosinalbin" title="Glucosinalbin">Glucosinalbin</a>, wird durch Einwirkung des <a href="Enzym" title="Enzym">Enzyms</a> <a href="Myrosinase" title="Myrosinase">Myrosinase</a>, das in der <a href="Zelle_(Biologie)" title="Zelle (Biologie)">Zelle</a> der Pflanze an anderer Stelle gespeichert ist, unter Abspaltung der <a href="Glucose" title="Glucose">Glucose</a> das <a href="Senf%C3%B6l" title="Senföl">Senföl</a> <a href="4-Hydroxybenzylisothiocyanat" title="4-Hydroxybenzylisothiocyanat">4-Hydroxybenzylisothiocyanat</a> freigesetzt.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><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> Dieses erzeugt den typisch <a href="Geschmackliche_Sch%C3%A4rfe" title="Geschmackliche Schärfe">scharfen Geschmack</a> des Senfs.<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>
</p>
<div class="mw-heading mw-heading2"><h2 id="Nachweis">Nachweis</h2></div>
<p>Die wichtigsten Inhaltsstoffe des Weißen Senfs können durch Einsatz der <a href="Hochleistungsfl%C3%BCssigkeitschromatographie" title="Hochleistungsflüssigkeitschromatographie">Hochleistungsflüssigkeitschromatographie</a> in Kopplung mit der <a href="Massenspektrometrie" title="Massenspektrometrie">Massenspektrometrie</a> qualitativ und quantitativ nachgewiesen werden.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Quellen">Quellen</h2></div>
<ol class="references">
<li id="cite_note-roempp-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-roempp_1-0">a</a></sup> <sup><a href="#cite_ref-roempp_1-1">b</a></sup> <sup><a href="#cite_ref-roempp_1-2">c</a></sup></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://roempp.thieme.de/lexicon/RD-07-01393"><i>Glucosinolate</i></a>. In: <i><a href="R%C3%B6mpp_Online" class="mw-redirect" title="Römpp Online">Römpp Online</a>.</i> Georg Thieme Verlag, abgerufen am 16. Juni 2013.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-NV-2"><span class="mw-cite-backlink"><a href="#cite_ref-NV_2-0">↑</a></span> <span class="reference-text">Dieser Stoff wurde in Bezug auf seine Gefährlichkeit entweder noch nicht eingestuft oder eine verlässliche und zitierfähige Quelle hierzu wurde noch nicht gefunden.</span>
</li>
<li id="cite_note-3"><span class="mw-cite-backlink"><a href="#cite_ref-3">↑</a></span> <span class="reference-text">Maria Butzenlechner, Susanne Thimet, Klaus Kempe, Hugo Kexel, Hanns-Ludwig Schmidt: <cite style="font-style:italic">Inter- and intramolecular isotopic correlations in some cyanogenic glycosides and glucosinolates and their practical importance</cite>. In: <cite style="font-style:italic">Phytochemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>43</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>3</span>, Oktober 1996, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>585–592</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/0031-9422%2896%2900290-7">10.1016/0031-9422(96)00290-7</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Sinalbin&rft.atitle=Inter-+and+intramolecular+isotopic+correlations+in+some+cyanogenic+glycosides+and+glucosinolates+and+their+practical+importance&rft.au=Maria+Butzenlechner%2C+Susanne+Thimet%2C+Klaus+Kempe%2C+...&rft.date=1996-10&rft.doi=10.1016%2F0031-9422%2896%2900290-7&rft.genre=journal&rft.issue=3&rft.jtitle=Phytochemistry&rft.pages=585-592&rft.volume=43" style="display:none"> </span></span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">M. H. Benn: <cite style="font-style:italic">THE SYNTHESIS OF GLUCOSINALBIN AND GLUCOAUBRIETIN</cite>. In: <cite style="font-style:italic">Canadian Journal of Chemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>43</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>1</span>, 1. Januar 1965, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1–5</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1139/v65-001">10.1139/v65-001</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Sinalbin&rft.atitle=THE+SYNTHESIS+OF+GLUCOSINALBIN+AND+GLUCOAUBRIETIN&rft.au=M.+H.+Benn&rft.date=1965-01-01&rft.doi=10.1139%2Fv65-001&rft.genre=journal&rft.issue=1&rft.jtitle=Canadian+Journal+of+Chemistry&rft.pages=1-5&rft.volume=43" style="display:none"> </span></span>
</li>
<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">Niels Agerbirk, Carl Erik Olsen, Henrik Bak Topbjerg, Jens Christian Sørensen: <cite style="font-style:italic">Host plant-dependent metabolism of 4-hydroxybenzylglucosinolate in Pieris rapae: Substrate specificity and effects of genetic modification and plant nitrile hydratase</cite>. In: <cite style="font-style:italic">Insect Biochemistry and Molecular Biology</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>37</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>11</span>, November 2007, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1119–1130</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/j.ibmb.2007.06.009">10.1016/j.ibmb.2007.06.009</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Sinalbin&rft.atitle=Host+plant-dependent+metabolism+of+4-hydroxybenzylglucosinolate+in+Pieris+rapae%3A+Substrate+specificity+and+effects+of+genetic+modification+and+plant+nitrile+hydratase&rft.au=Niels+Agerbirk%2C+Carl+Erik+Olsen%2C+Henrik+Bak+Topbjerg%2C+...&rft.date=2007-11&rft.doi=10.1016%2Fj.ibmb.2007.06.009&rft.genre=journal&rft.issue=11&rft.jtitle=Insect+Biochemistry+and+Molecular+Biology&rft.pages=1119-1130&rft.volume=37" style="display:none"> </span></span>
</li>
<li id="cite_note-6"><span class="mw-cite-backlink"><a href="#cite_ref-6">↑</a></span> <span class="reference-text">Shunro Kawakishi, Keiichiro Muramatsu: <cite style="font-style:italic">Studies on the Decomposition of Sinalbin: Part I. The Decomposition Products of Sinalbin</cite>. In: <cite style="font-style:italic">Agricultural and Biological Chemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>30</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>7</span>, Juli 1966, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>688–692</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1080/00021369.1966.10858663">10.1080/00021369.1966.10858663</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Sinalbin&rft.atitle=Studies+on+the+Decomposition+of+Sinalbin%3A+Part+I.+The+Decomposition+Products+of+Sinalbin&rft.au=Shunro+Kawakishi%2C+Keiichiro+Muramatsu&rft.date=1966-07&rft.doi=10.1080%2F00021369.1966.10858663&rft.genre=journal&rft.issue=7&rft.jtitle=Agricultural+and+Biological+Chemistry&rft.pages=688-692&rft.volume=30" style="display:none"> </span></span>
</li>
<li id="cite_note-7"><span class="mw-cite-backlink"><a href="#cite_ref-7">↑</a></span> <span class="reference-text">Luke Bell, Omobolanle O. Oloyede, Stella Lignou, Carol Wagstaff, Lisa Methven: <cite style="font-style:italic">Taste and Flavor Perceptions of Glucosinolates, Isothiocyanates, and Related Compounds</cite>. In: <cite style="font-style:italic">Molecular Nutrition & Food Research</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>62</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>18</span>, September 2018, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1002/mnfr.201700990">10.1002/mnfr.201700990</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Sinalbin&rft.atitle=Taste+and+Flavor+Perceptions+of+Glucosinolates%2C+Isothiocyanates%2C+and+Related+Compounds&rft.au=Luke+Bell%2C+Omobolanle+O.+Oloyede%2C+Stella+Lignou%2C+...&rft.date=2018-09&rft.doi=10.1002%2Fmnfr.201700990&rft.genre=journal&rft.issue=18&rft.jtitle=Molecular+Nutrition+%26+Food+Research&rft.volume=62" style="display:none"> </span></span>
</li>
<li id="cite_note-8"><span class="mw-cite-backlink"><a href="#cite_ref-8">↑</a></span> <span class="reference-text">Andini S, Araya-Cloutier C, Sanders M, Vincken JP: <i>Simultaneous Analysis of Glucosinolates and Isothiocyanates by Reversed-Phase Ultra-High-Performance Liquid Chromatography-Electron Spray Ionization-Tandem Mass Spectrometry.</i>, J Agric Food Chem. 2020 Mar 11;68(10):3121-3131, <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/32053364?dopt=Abstract">PMID 32053364</a>.</span>
</li>
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