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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Anserin</span></h1>
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<div id="mw-content-text" class="mw-body-content mw-content-ltr" lang="de" dir="ltr"><div class="mw-content-ltr mw-parser-output" lang="de" dir="ltr"><table class="wikitable infobox float-right" id="Vorlage_Infobox_Chemikalie" style="font-size:90%; margin-top:0; width:350px;" summary="Infobox Chemikalie">
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
</th></tr>
<tr>
<td colspan="2" class="hintergrundfarbe-basis skin-invert-image" style="text-align:center;"><span typeof="mw:File"></span>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
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<td style="width:33%;">Name
</td>
<td><small>L</small>-Anserin
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>β-Alanyl-<i>N</i>-methyl-<small>L</small>-histidin</li>
<li>β-Alanyl-3-methyl-<small>L</small>-histidin</li>
<li>(2<i>S</i>)-2-(3-Aminopropanoylamino)-3-(3-methylimidazol-4-yl)propansäure</li>
<li>(<i>S</i>)-2-(3-Aminopropanoylamino)-3-(3-methylimidazol-4-yl)propionsäure</li>
<li><small>ANSERINE</small> (<a href="Internationale_Nomenklatur_f%C3%BCr_kosmetische_Inhaltsstoffe" title="Internationale Nomenklatur für kosmetische Inhaltsstoffe">INCI</a>)<sup id="cite_ref-CosIng_1-0" class="reference"><a href="#cite_note-CosIng-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><span class="editoronly" style="display:none;"></span></li></ul>
</td></tr>
<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>10</sub>H<sub>16</sub>N<sub>4</sub>O<sub>3</sub>
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>weißer Feststoff<sup id="cite_ref-TRC_2-0" class="reference"><a href="#cite_note-TRC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Externe Identifikatoren/Datenbanken
</th></tr>
<tr>
<td colspan="2" style="padding:0;">
<table class="mw-collapsible mw-collapsed wikitable" data-expandtext="+" data-collapsetext="−" style="border-top:none; margin:-1px; width:calc(100% + 2px);">
<tbody><tr>
<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=584-85-0">584-85-0</a><span class="editoronly" style="display:none;"></span>
</td>
<td style="background:#FFDEAD; color:#202122; border-top:1px solid #FFDEAD; padding:0.2em 0; vertical-align:bottom; width:5%;">
</td></tr>
<tr>
<td><a href="EG-Nummer" title="EG-Nummer">EG-Nummer</a>
</td>
<td colspan="2">209-545-0
</td></tr>
<tr>
<td><a href="Europ%C3%A4ische_Chemikalienagentur" title="Europäische Chemikalienagentur">ECHA</a>-InfoCard
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.echa.europa.eu/de/substance-information/-/substanceinfo/100.008.679">100.008.679</a>
</td></tr>
<tr>
<td><a href="PubChem" title="PubChem">PubChem</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/112072">112072</a>
</td></tr>
<tr>
<td><a href="ChemSpider" title="ChemSpider">ChemSpider</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.100482.html">100482</a>
</td></tr>
<tr>
<td style="border-right:1px solid #a2a9b1;"><a href="Wikidata" title="Wikidata">Wikidata</a>
</td>
<td colspan="2"><a href="https://www.wikidata.org/wiki/Q415335" class="extiw external" title="d:Q415335">Q415335</a>
</td></tr></tbody></table>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften
</th></tr>
<tr>
<td><a href="Molare_Masse" title="Molare Masse">Molare Masse</a>
</td>
<td>240,26 g·mol<sup>−1</sup>
</td></tr>
<tr>
<td><a href="Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a>
</td>
<td>
<p>fest<sup id="cite_ref-TRC_2-1" class="reference"><a href="#cite_note-TRC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<ul><li>226–229 °C<sup id="cite_ref-TRC_2-2" class="reference"><a href="#cite_note-TRC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li>
<li>240–242 °C (Zersetzung)<sup id="cite_ref-Römpp_3-0" class="reference"><a href="#cite_note-Römpp-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></li></ul>
</td></tr>
<tr>
<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<ul><li>löslich in Wasser<sup id="cite_ref-Römpp_3-1" class="reference"><a href="#cite_note-Römpp-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></li>
<li>wenig löslich in <a href="Ethanol" title="Ethanol">Ethanol</a><sup id="cite_ref-Römpp_3-2" class="reference"><a href="#cite_note-Römpp-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></li></ul>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Sicherheitshinweise
</th></tr>
<tr>
<td colspan="2">
<table cellspacing="0" cellpadding="2" style="width:100%;">
<tbody><tr>
<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><sup id="cite_ref-TRC_2-3" class="reference"><a href="#cite_note-TRC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
<table class="hintergrundfarbe-neutral" style="text-align:center; margin-left:auto; margin-right:auto; display:flex; justify-content:center;">
<tbody><tr>
<td><i>keine GHS-Piktogramme</i>
</td></tr></tbody></table>
<p>
</p>
</td></tr>
<tr>
<td rowspan="2" width="33%" style="border-top:1px #A7A7A7 dashed; border-right:1px #A7A7A7 dashed;"><a href="H-_und_P-S%C3%A4tze" title="H- und P-Sätze">H- und P-Sätze</a>
</td>
<td style="border-top:1px #A7A7A7 dashed;">H: <span title="Untervorlage eingebunden: H-Sätze"></span><i>keine H-Sätze</i>
</td></tr>
<tr>
<td style="border-top:1px #A7A7A7 dashed;">P: <span title="Untervorlage eingebunden: P-Sätze"></span><i>keine P-Sätze</i><sup id="cite_ref-TRC_2-4" class="reference"><a href="#cite_note-TRC-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</td></tr>
</tbody></table>
</td></tr>
<tr>
<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>Anserin</b> (β-Alanyl-<i>N</i>-methyl-<small>L</small>-histidin) ist ein <a href="Dipeptid" class="mw-redirect" title="Dipeptid">Dipeptid</a>. Entdeckt wurde es in der <a href="Skelettmuskulatur" class="mw-redirect" title="Skelettmuskulatur">Skelettmuskulatur</a> und im <a href="Gehirn" title="Gehirn">Gehirn</a> von <a href="S%C3%A4ugetier" class="mw-redirect" title="Säugetier">Säugetieren</a>. Es wirkt antioxidativ und schützt vor Ermüdung.
</p><p>Der <a href="S%C3%A4urekonstante" title="Säurekonstante"><i>p</i>K<sub>a</sub></a>-Wert des <a href="Imidazol" title="Imidazol">Imidazols</a> im <a href="Histidin" title="Histidin">Histidin</a>-Rest liegt hier bei 7,04. Es ist also ein effektiver <a href="Puffer_(Chemie)" title="Puffer (Chemie)">Puffer</a> im physiologischen pH-Bereich.<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><p><a href="L-Carnosin" title="L-Carnosin"><small>L</small>-Carnosin</a> ist dessen nichtmethyliertes Derivat.
</p>
<div class="mw-heading mw-heading2"><h2 id="Literatur">Literatur</h2></div>
<ul><li>Zapp, J.A. & Wilson, D.W. (1938): <i>Quantitative studies of carnoside and anserine in mammalian muscle.</i> In: <i><a href="Journal_of_Biological_Chemistry" title="Journal of Biological Chemistry">Journal of Biological Chemistry</a>.</i> Bd. 26, S. 19–26 (<a rel="nofollow" class="external text" href="https://www.jbc.org/content/126/1/19.full.pdf">PDF</a>).</li></ul>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-CosIng-1"><span class="mw-cite-backlink"><a href="#cite_ref-CosIng_1-0">↑</a></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://ec.europa.eu/growth/tools-databases/cosing/details/54484"><i><small>ANSERINE</small></i></a> in der <a href="CosIng-Datenbank" title="CosIng-Datenbank">CosIng-Datenbank</a> der EU-Kommission, abgerufen am 25. September 2021.</span>
</li>
<li id="cite_note-TRC-2"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-TRC_2-0">a</a></sup> <sup><a href="#cite_ref-TRC_2-1">b</a></sup> <sup><a href="#cite_ref-TRC_2-2">c</a></sup> <sup><a href="#cite_ref-TRC_2-3">d</a></sup> <sup><a href="#cite_ref-TRC_2-4">e</a></sup></span> <span class="reference-text">Eintrag zu <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.trc-canada.com/product-detail/?A678253">L-Anserine</a></span> bei <i>Toronto Research Chemicals</i>, abgerufen am 15. Januar 2022 (<a rel="nofollow" class="external text" href="https://www.trc-canada.com/prod-img/MSDS/A678253MSDS.pdf">PDF</a>).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Römpp-3"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Römpp_3-0">a</a></sup> <sup><a href="#cite_ref-Römpp_3-1">b</a></sup> <sup><a href="#cite_ref-Römpp_3-2">c</a></sup></span> <span class="reference-text">Burkhard Fugmann: <cite style="font-style:italic">RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997</cite>. Georg Thieme Verlag, 2014, ISBN 978-3-13-179291-4, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>42</span> (<a rel="nofollow" class="external text" href="https://books.google.com/books?id=w4uZAwAAQBAJ&newbks=0&printsec=frontcover&pg=PA42&dq=584-85-0&hl=de">books.google.com</a>).<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:Anserin&rft.au=Burkhard+Fugmann&rft.btitle=R%C3%96MPP+Lexikon+Naturstoffe%2C+1.+Auflage%2C+1997&rft.date=2014&rft.genre=book&rft.isbn=9783131792914&rft.pages=42&rft.pub=Georg+Thieme+Verlag" 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"> Garrett und Grisham: <i>Biochemistry.</i> 2. Auflage, Saunders College Publishing 1999, ISBN 0-03-031837-8.</span>
</li>
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