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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Lexitropsine</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"><p>Der Bezeichnung <b>Lexitropsine</b> beschreibt eine Gruppe <a href="Desoxyribonukleins%C3%A4ure" title="Desoxyribonukleinsäure">DNA</a>-bindender <a href="Molek%C3%BCl" title="Molekül">Moleküle</a>, die <a href="Analogon_(Chemie)" title="Analogon (Chemie)">Analoga</a> der <a href="Antibiotikum" title="Antibiotikum">Antibiotika</a> <a href="Netropsin" title="Netropsin">Netropsin</a> und <a href="Distamycin" title="Distamycin">Distamycin</a> sind und in der kleinen Furche eines <a href="DNA-Doppelstrang" class="mw-redirect" title="DNA-Doppelstrang">DNA-Doppelstrangs</a> binden können.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Eigenschaften">Eigenschaften</h2></div>
<p>Einige Lexitropsine weisen <a href="Antibakteriell" class="mw-redirect" title="Antibakteriell">antibakterielle</a> Eigenschaften auf.<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> Basierend auf Lexitropsinen wurden sequenzspezifische DNA-<a href="Alkylierung" title="Alkylierung">Alkylierungsmittel</a> erzeugt.<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> Die Alkylierungsmittel besitzen teilweise Anti-<a href="Tumor" title="Tumor">Tumor</a>-Wirkungen.<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> Daher wurde eine Verwendung von Lexitropsinen als <a href="Chemotherapeutikum" title="Chemotherapeutikum">Chemotherapeutika</a> untersucht.<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><p>Je nach Aufbau des Lexitropsins werden unterschiedliche <a href="DNA-Sequenz" class="mw-redirect" title="DNA-Sequenz">DNA-Sequenzen</a> gebunden.<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> Dabei binden sie an einen Bereich von vier bis sechs <a href="Nukleotid" class="mw-redirect" title="Nukleotid">Nukleotiden</a>.<sup id="cite_ref-PMID_14980697_9-0" class="reference"><a href="#cite_note-PMID_14980697-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Manche Lexitropsine binden als <a href="Dimer" title="Dimer">Dimer</a> an die kleine Furche ihrer Ziel-DNA-Sequenz in einer Kopf-Schwanz-Orientierung, d. h. zwei Lexitropsine binden pro doppelsträngiger Zielsequenz.<sup id="cite_ref-PMID_14980697_9-1" class="reference"><a href="#cite_note-PMID_14980697-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Ausgewählte_Vertreter"><span id="Ausgew.C3.A4hlte_Vertreter"></span>Ausgewählte Vertreter</h2></div>
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<td class="hintergrundfarbe6" colspan="8"><b>Lexitropsine</b>
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<td class="hintergrundfarbe5" align="left">Name
</td>
<td>Lexitropsin A</td>
<td>Lexitropsin B</td>
<td>Lexitropsin C</td>
<td>Lexitropsin D</td>
<td>Lexitropsin E</td>
<td>Lexitropsin F</td>
<td>Lexitropsin G
</td></tr>
<tr>
<td class="hintergrundfarbe5" align="left"><a href="Strukturformel" title="Strukturformel">Strukturformel</a>
</td>
<td colspan="4"><span typeof="mw:File"></span></td>
<td colspan="3"><span typeof="mw:File"></span>
</td></tr>
<tr>
<td class="hintergrundfarbe5" align="left">R<sup>1</sup>
</td>
<td>CH</td>
<td>CH</td>
<td>N</td>
<td>N</td>
<td>CH</td>
<td>N</td>
<td>N
</td></tr>
<tr>
<td class="hintergrundfarbe5" align="left">R<sup>2</sup>
</td>
<td>CH</td>
<td>N</td>
<td>CH</td>
<td>N</td>
<td>N</td>
<td>CH</td>
<td>N
</td></tr></tbody></table>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-1"><span class="mw-cite-backlink"><a href="#cite_ref-1">↑</a></span> <span class="reference-text">Sondhi S.M., Praveen Reddy B.S. and Lown J.W.: <cite style="font-style:italic">Lexitropsin conjugates : Action on DNA targets</cite>. In: <cite style="font-style:italic"><a href="Current_Medicinal_Chemistry" title="Current Medicinal Chemistry">Current Medicinal Chemistry</a></cite>. 4. Jahrgang, 1997, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>313–358</span>.<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:Lexitropsine&rft.atitle=Lexitropsin+conjugates+%3A+Action+on+DNA+targets&rft.au=Sondhi+S.M.%2C+Praveen+Reddy+B.S.+and+Lown+J.W.&rft.btitle=Current+Medicinal+Chemistry&rft.date=1997&rft.genre=book&rft.pages=313-358&rft.volume=4.+Jahrgang" style="display:none"> </span></span>
</li>
<li id="cite_note-2"><span class="mw-cite-backlink"><a href="#cite_ref-2">↑</a></span> <span class="reference-text">Goodsell D.S., Ng H.L., Kopka M.L., Lown J.W., Dickerson R.E.: <cite style="font-style:italic">Structure of a dicationic monoimidazole lexitropsin bound to DNA</cite>. In: <cite style="font-style:italic"><a href="Biochemistry" title="Biochemistry">Biochemistry</a></cite>. 34. Jahrgang, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>51</span>, 1995, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>16654–61</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/10.1021/bi00051a013">10.1021/bi00051a013</a></span>, <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/8527438?dopt=Abstract">PMID 8527438</a>.<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:Lexitropsine&rft.atitle=Structure+of+a+dicationic+monoimidazole+lexitropsin+bound+to+DNA&rft.au=Goodsell+D.S.%2C+Ng+H.L.%2C+Kopka+M.L.%2C+...&rft.date=1995&rft.doi=10.1021%2Fbi00051a013&rft.genre=journal&rft.issue=51&rft.jtitle=Biochemistry&rft.pages=16654-61&rft.pmid=8527438&rft.volume=34.+Jahrgang" style="display:none"> </span></span>
</li>
<li id="cite_note-3"><span class="mw-cite-backlink"><a href="#cite_ref-3">↑</a></span> <span class="reference-text">N. G. Anthony, D. Breen, J. Clarke, G. Donoghue, A. J. Drummond, E. M. Ellis, C. G. Gemmell, J. J. Helesbeux, I. S. Hunter, A. I. Khalaf, S. P. Mackay, J. A. Parkinson, C. J. Suckling, R. D. Waigh: <i>Antimicrobial lexitropsins containing amide, amidine, and alkene linking groups.</i> In: <i>J Med Chem.</i> (2007), Band 50, Ausgabe 24, S. 6116–6125. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/17960927?dopt=Abstract">PMID 17960927</a>.</span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">W. A. Denny: <i>DNA minor groove alkylating agents.</i> In: <i>Curr Med Chem.</i> (2001), Band 8, Ausgabe 5, S. 533–544. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/11281840?dopt=Abstract">PMID 11281840</a>.</span>
</li>
<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">M. S. Bobola, S. Varadarajan, N. W. Smith, R. D. Goff, D. D. Kolstoe, A. Blank, B. Gold, J. R. Silber: <i>Human glioma cell sensitivity to the sequence-specific alkylating agent methyl-lexitropsin.</i> In: <i><a href="Clinical_Cancer_Research" title="Clinical Cancer Research">Clinical Cancer Research</a>.</i> Band 13, Nummer 2 Pt 1, Januar 2007, S. 612–620, <span class="-print"><a href="Internationale_Standardnummer_f%C3%BCr_fortlaufende_Sammelwerke" title="Internationale Standardnummer für fortlaufende Sammelwerke">ISSN</a> <span style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://zdb-katalog.de/list.xhtml?t=iss%3D%221078-0432%22&key=cql">1078-0432</a></span></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/10.1158/1078-0432.CCR-06-1127">10.1158/1078-0432.CCR-06-1127</a></span>. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/17255284?dopt=Abstract">PMID 17255284</a>. <a rel="nofollow" class="external text" href="http://clincancerres.aacrjournals.org/content/13/2/612.full.pdf+html">PDF</a>.</span>
</li>
<li id="cite_note-6"><span class="mw-cite-backlink"><a href="#cite_ref-6">↑</a></span> <span class="reference-text">B. S. Reddy, S. K. Sharma, J. W. Lown: <i>Recent developments in sequence selective minor groove DNA effectors.</i> In: <i>Current medicinal chemistry.</i> Band 8, Nummer 5, April 2001, S. 475–508, <span class="-print"><a href="Internationale_Standardnummer_f%C3%BCr_fortlaufende_Sammelwerke" title="Internationale Standardnummer für fortlaufende Sammelwerke">ISSN</a> <span style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://zdb-katalog.de/list.xhtml?t=iss%3D%220929-8673%22&key=cql">0929-8673</a></span></span>. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/11281837?dopt=Abstract">PMID 11281837</a>.</span>
</li>
<li id="cite_note-7"><span class="mw-cite-backlink"><a href="#cite_ref-7">↑</a></span> <span class="reference-text">X. Han, C. Li, M. D. Mosher, K. C. Rider, P. Zhou, R. L. Crawford, W. Fusco, A. Paszczynski, N. R. Natale: <i>Design, synthesis and biological evaluation of a novel class of anticancer agents: anthracenylisoxazole lexitropsin conjugates.</i> In: <i><a href="Bioorganic_%26_Medicinal_Chemistry" title="Bioorganic & Medicinal Chemistry">Bioorganic & Medicinal Chemistry</a>.</i> Band 17, Nummer 4, Februar 2009, S. 1671–1680, <span class="-print"><a href="Internationale_Standardnummer_f%C3%BCr_fortlaufende_Sammelwerke" title="Internationale Standardnummer für fortlaufende Sammelwerke">ISSN</a> <span style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://zdb-katalog.de/list.xhtml?t=iss%3D%221464-3391%22&key=cql">1464-3391</a></span></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.bmc.2008.12.056">10.1016/j.bmc.2008.12.056</a></span>. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/19167892?dopt=Abstract">PMID 19167892</a>. <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2978248/">PMC 2978248</a> (freier Volltext).</span>
</li>
<li id="cite_note-8"><span class="mw-cite-backlink"><a href="#cite_ref-8">↑</a></span> <span class="reference-text">Goodsell D.S.: <cite style="font-style:italic">Sequence recognition of DNA by lexitropsins</cite>. In: <cite style="font-style:italic">Curr Med Chem</cite>. 8. Jahrgang, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>5</span>, 2001, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>509–16</span>, <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/11281838?dopt=Abstract">PMID 11281838</a>.<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:Lexitropsine&rft.atitle=Sequence+recognition+of+DNA+by+lexitropsins&rft.au=Goodsell+D.S.&rft.date=2001&rft.genre=journal&rft.issue=5&rft.jtitle=Curr+Med+Chem&rft.pages=509-16&rft.pmid=11281838&rft.volume=8.+Jahrgang" style="display:none"> </span></span>
</li>
<li id="cite_note-PMID_14980697-9"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-PMID_14980697_9-0">a</a></sup> <sup><a href="#cite_ref-PMID_14980697_9-1">b</a></sup></span> <span class="reference-text">N. G. Anthony, K. R. Fox, B. F. Johnston, A. I. Khalaf, S. P. Mackay, I. S. McGroarty, J. A. Parkinson, G. G. Skellern, C. J. Suckling, R. D. Waigh: <i>DNA binding of a short lexitropsin.</i> In: <i>Bioorg Med Chem Lett.</i> (2004), Band 14, Ausgabe 5, S. 1353–1356. <a class="external mw-magiclink-pmid" rel="nofollow" href="https://www.ncbi.nlm.nih.gov/pubmed/14980697?dopt=Abstract">PMID 14980697</a>.</span>
</li>
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