Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate

Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate

A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5‘-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2006-09, Vol.8 (19), p.4191-4194
Hauptverfasser: Wagner, Clemens, Wagenknecht, Hans-Achim
Format: Artikel
Sprache:eng
Schlagworte:
Base Sequence
Coloring Agents - chemistry
DNA - chemistry
Imides - chemistry
Perylene - analogs & derivatives
Perylene - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4194
container_issue 19
container_start_page 4191
container_title Organic letters
container_volume 8
creator Wagner, Clemens
Wagenknecht, Hans-Achim
description A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5‘-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows strong interactions with the DNA base stack; the 5‘-terminally attached perylene bisimide is able to induce dimerization of two whole DNA duplexes.
doi_str_mv 10.1021/ol061246x
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68839206</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68839206</sourcerecordid><originalsourceid>FETCH-LOGICAL-a379t-5c7c4bdaaa57067b1c65a68b69d659a97c5b2dbebd3768fb7066e08373cd0a33</originalsourceid><addsrcrecordid>eNpt0F1LwzAUBuAgitPphX9AcqMgrJo0Tdp4121-wVDBgZflJE0lox8zaWH991Y25o1XOYSHl3NehC4ouaUkpHdNSQQNI7E5QCeUhyyICQ8P97MgI3Tq_YoQOvzIYzSiQnJBk-gEfb4b15emNgGbRPdyQknQmtaBBqeaTV9ajVNtczy13lY2N3jeGwweQ41T19rCagslnr-meAre4I_OueYLWnOGjgoovTnfvWO0fHxYzp6DxdvTyyxdBMBi2QZcxzpSOQDwYc9YUS04iEQJmQsuQcaaqzBXRuUsFkmhBiQMSVjMdE6AsTG63sauXfPdGd9mlfXalCXUpul8JpKEyZCIAd5soXaN984U2drZClyfUZL9lpjtSxzs5S60U5XJ_-SutQFcbQFon62aztXDif8E_QC8QHcH</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68839206</pqid></control><display><type>article</type><title>Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate</title><source>MEDLINE</source><source>ACS Publications</source><creator>Wagner, Clemens ; Wagenknecht, Hans-Achim</creator><creatorcontrib>Wagner, Clemens ; Wagenknecht, Hans-Achim</creatorcontrib><description>A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5‘-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows strong interactions with the DNA base stack; the 5‘-terminally attached perylene bisimide is able to induce dimerization of two whole DNA duplexes.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol061246x</identifier><identifier>PMID: 16956184</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Base Sequence ; Coloring Agents - chemistry ; DNA - chemistry ; Imides - chemistry ; Perylene - analogs &amp; derivatives ; Perylene - chemistry</subject><ispartof>Organic letters, 2006-09, Vol.8 (19), p.4191-4194</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-5c7c4bdaaa57067b1c65a68b69d659a97c5b2dbebd3768fb7066e08373cd0a33</citedby><cites>FETCH-LOGICAL-a379t-5c7c4bdaaa57067b1c65a68b69d659a97c5b2dbebd3768fb7066e08373cd0a33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol061246x$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol061246x$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,778,782,2754,27063,27911,27912,56725,56775</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16956184$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wagner, Clemens</creatorcontrib><creatorcontrib>Wagenknecht, Hans-Achim</creatorcontrib><title>Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5‘-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows strong interactions with the DNA base stack; the 5‘-terminally attached perylene bisimide is able to induce dimerization of two whole DNA duplexes.</description><subject>Base Sequence</subject><subject>Coloring Agents - chemistry</subject><subject>DNA - chemistry</subject><subject>Imides - chemistry</subject><subject>Perylene - analogs &amp; derivatives</subject><subject>Perylene - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0F1LwzAUBuAgitPphX9AcqMgrJo0Tdp4121-wVDBgZflJE0lox8zaWH991Y25o1XOYSHl3NehC4ouaUkpHdNSQQNI7E5QCeUhyyICQ8P97MgI3Tq_YoQOvzIYzSiQnJBk-gEfb4b15emNgGbRPdyQknQmtaBBqeaTV9ajVNtczy13lY2N3jeGwweQ41T19rCagslnr-meAre4I_OueYLWnOGjgoovTnfvWO0fHxYzp6DxdvTyyxdBMBi2QZcxzpSOQDwYc9YUS04iEQJmQsuQcaaqzBXRuUsFkmhBiQMSVjMdE6AsTG63sauXfPdGd9mlfXalCXUpul8JpKEyZCIAd5soXaN984U2drZClyfUZL9lpjtSxzs5S60U5XJ_-SutQFcbQFon62aztXDif8E_QC8QHcH</recordid><startdate>20060914</startdate><enddate>20060914</enddate><creator>Wagner, Clemens</creator><creator>Wagenknecht, Hans-Achim</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060914</creationdate><title>Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate</title><author>Wagner, Clemens ; Wagenknecht, Hans-Achim</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-5c7c4bdaaa57067b1c65a68b69d659a97c5b2dbebd3768fb7066e08373cd0a33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Base Sequence</topic><topic>Coloring Agents - chemistry</topic><topic>DNA - chemistry</topic><topic>Imides - chemistry</topic><topic>Perylene - analogs &amp; derivatives</topic><topic>Perylene - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wagner, Clemens</creatorcontrib><creatorcontrib>Wagenknecht, Hans-Achim</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wagner, Clemens</au><au>Wagenknecht, Hans-Achim</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2006-09-14</date><risdate>2006</risdate><volume>8</volume><issue>19</issue><spage>4191</spage><epage>4194</epage><pages>4191-4194</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A phosphoramidite of the perylene bisimide dye was synthesized as a DNA building block that allows incorporation of this chromophore as an artificial nucleoside surrogate either at the 5‘-terminus or at internal positions of duplex DNA. The internally incorporated perylene bisimide chromophore shows strong interactions with the DNA base stack; the 5‘-terminally attached perylene bisimide is able to induce dimerization of two whole DNA duplexes.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16956184</pmid><doi>10.1021/ol061246x</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2006-09, Vol.8 (19), p.4191-4194
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_68839206
source MEDLINE; ACS Publications
subjects Base Sequence
Coloring Agents - chemistry
DNA - chemistry
Imides - chemistry
Perylene - analogs & derivatives
Perylene - chemistry
title Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-16T04%3A02%3A54IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Perylene-3,4:9,10-tetracarboxylic%20Acid%20Bisimide%20Dye%20as%20an%20Artificial%20DNA%20Base%20Surrogate&rft.jtitle=Organic%20letters&rft.au=Wagner,%20Clemens&rft.date=2006-09-14&rft.volume=8&rft.issue=19&rft.spage=4191&rft.epage=4194&rft.pages=4191-4194&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol061246x&rft_dat=%3Cproquest_cross%3E68839206%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=68839206&rft_id=info:pmid/16956184&rfr_iscdi=true