Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies
Identifieur interne : 001C71 ( Istex/Corpus ); précédent : 001C70; suivant : 001C72Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies
Auteurs : Pierre Murat ; Romaric Bonnet ; Angéline Van Er Eyden ; Nicolas Spinelli ; Pierre Labbé ; David Monchaud ; Marie-Paule Teulade-Fichou ; Pascal Dumy ; Eric DefrancqSource :
- Chemistry – A European Journal [ 0947-6539 ] ; 2010-05-25.
English descriptors
Abstract
A new biomolecular device for investigating the interactions of ligands with constrained DNA quadruplex topologies, using surface plasmon resonance (SPR), is reported. Biomolecular systems containing an intermolecular‐like G‐quadruplex motif 1 (parallel G‐quadruplex conformation), an intramolecular G‐quadruplex 2, and a duplex DNA 3 have been designed and developed. The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), whereby quadruplex DNA structures are assembled on a template that allows precise control of the parallel G‐quadruplex conformation. Various known G‐quadruplex ligands have been used to investigate the affinities of ligands for intermolecular 1 and intramolecular 2 DNA quadruplexes. As anticipated, ligands displaying a π‐stacking binding mode showed a higher binding affinity for intermolecular‐like G‐quadruplexes 1, whereas ligands with other binding modes (groove and/or loop binding) showed no significant difference in their binding affinities for the two quadruplexes 1 or 2. In addition, the present method has also provided information about the selectivity of ligands for G‐quadruplex DNA over the duplex DNA. A numerical parameter, termed the G‐quadruplex binding mode index (G4‐BMI), has been introduced to express the difference in the affinities of ligands for intermolecular G‐quadruplex 1 against intramolecular G‐quadruplex 2. The G‐quadruplex binding mode index (G4‐BMI) of a ligand is defined as follows: G4‐BMI=KDintra/KDinter, where KDintra is the dissociation constant for intramolecular G‐quadruplex 2 and KDinter is the dissociation constant for intermolecular G‐quadruplex 1. In summary, the present work has demonstrated that the use of parallel‐constrained quadruplex topology provides more precise information about the binding modes of ligands.
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DOI: 10.1002/chem.200903456
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<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title xml:lang="en">Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title><author><name sortKey="Murat, Pierre" sort="Murat, Pierre" uniqKey="Murat P" first="Pierre" last="Murat">Pierre Murat</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Bonnet, Romaric" sort="Bonnet, Romaric" uniqKey="Bonnet R" first="Romaric" last="Bonnet">Romaric Bonnet</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Van Er Eyden, Angeline" sort="Van Er Eyden, Angeline" uniqKey="Van Er Eyden A" first="Angéline" last="Van Er Eyden">Angéline Van Er Eyden</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Spinelli, Nicolas" sort="Spinelli, Nicolas" uniqKey="Spinelli N" first="Nicolas" last="Spinelli">Nicolas Spinelli</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Labbe, Pierre" sort="Labbe, Pierre" uniqKey="Labbe P" first="Pierre" last="Labbé">Pierre Labbé</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Monchaud, David" sort="Monchaud, David" uniqKey="Monchaud D" first="David" last="Monchaud">David Monchaud</name><affiliation><mods:affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</mods:affiliation></affiliation><affiliation><mods:affiliation>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</mods:affiliation></affiliation></author><author><name sortKey="Teulade Ichou, Marie Aule" sort="Teulade Ichou, Marie Aule" uniqKey="Teulade Ichou M" first="Marie-Paule" last="Teulade-Fichou">Marie-Paule Teulade-Fichou</name><affiliation><mods:affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</mods:affiliation></affiliation></author><author><name sortKey="Dumy, Pascal" sort="Dumy, Pascal" uniqKey="Dumy P" first="Pascal" last="Dumy">Pascal 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Bonnet</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Van Er Eyden, Angeline" sort="Van Er Eyden, Angeline" uniqKey="Van Er Eyden A" first="Angéline" last="Van Er Eyden">Angéline Van Er Eyden</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Spinelli, Nicolas" sort="Spinelli, Nicolas" uniqKey="Spinelli N" first="Nicolas" last="Spinelli">Nicolas Spinelli</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Labbe, Pierre" sort="Labbe, Pierre" uniqKey="Labbe P" first="Pierre" last="Labbé">Pierre Labbé</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Monchaud, David" sort="Monchaud, David" uniqKey="Monchaud D" first="David" last="Monchaud">David Monchaud</name><affiliation><mods:affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</mods:affiliation></affiliation><affiliation><mods:affiliation>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</mods:affiliation></affiliation></author><author><name sortKey="Teulade Ichou, Marie Aule" sort="Teulade Ichou, Marie Aule" uniqKey="Teulade Ichou M" first="Marie-Paule" last="Teulade-Fichou">Marie-Paule Teulade-Fichou</name><affiliation><mods:affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</mods:affiliation></affiliation></author><author><name sortKey="Dumy, Pascal" sort="Dumy, Pascal" uniqKey="Dumy P" first="Pascal" last="Dumy">Pascal Dumy</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation></author><author><name sortKey="Defrancq, Eric" sort="Defrancq, Eric" uniqKey="Defrancq E" first="Eric" last="Defrancq">Eric Defrancq</name><affiliation><mods:affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: Eric.Defrancq@ujf‐grenoble.fr</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j">Chemistry – A European Journal</title><title level="j" type="abbrev">Chemistry – A European Journal</title><idno type="ISSN">0947-6539</idno><idno type="eISSN">1521-3765</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2010-05-25">2010-05-25</date><biblScope unit="volume">16</biblScope><biblScope unit="issue">20</biblScope><biblScope unit="page" from="6106">6106</biblScope><biblScope unit="page" to="6114">6114</biblScope></imprint><idno type="ISSN">0947-6539</idno></series><idno type="istex">78C181816C70A97B7E3F071E8A69245F28ECF106</idno><idno type="DOI">10.1002/chem.200903456</idno><idno type="ArticleID">CHEM200903456</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0947-6539</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>DNA</term><term>quadruplex</term><term>recognition</term><term>surface plasmon resonance</term><term>template assembly</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract">A new biomolecular device for investigating the interactions of ligands with constrained DNA quadruplex topologies, using surface plasmon resonance (SPR), is reported. Biomolecular systems containing an intermolecular‐like G‐quadruplex motif 1 (parallel G‐quadruplex conformation), an intramolecular G‐quadruplex 2, and a duplex DNA 3 have been designed and developed. The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), whereby quadruplex DNA structures are assembled on a template that allows precise control of the parallel G‐quadruplex conformation. Various known G‐quadruplex ligands have been used to investigate the affinities of ligands for intermolecular 1 and intramolecular 2 DNA quadruplexes. As anticipated, ligands displaying a π‐stacking binding mode showed a higher binding affinity for intermolecular‐like G‐quadruplexes 1, whereas ligands with other binding modes (groove and/or loop binding) showed no significant difference in their binding affinities for the two quadruplexes 1 or 2. In addition, the present method has also provided information about the selectivity of ligands for G‐quadruplex DNA over the duplex DNA. A numerical parameter, termed the G‐quadruplex binding mode index (G4‐BMI), has been introduced to express the difference in the affinities of ligands for intermolecular G‐quadruplex 1 against intramolecular G‐quadruplex 2. The G‐quadruplex binding mode index (G4‐BMI) of a ligand is defined as follows: G4‐BMI=KDintra/KDinter, where KDintra is the dissociation constant for intramolecular G‐quadruplex 2 and KDinter is the dissociation constant for intermolecular G‐quadruplex 1. In summary, the present work has demonstrated that the use of parallel‐constrained quadruplex topology provides more precise information about the binding modes of ligands.</div></front></TEI><istex><corpusName>wiley</corpusName><author><json:item><name>Pierre Murat</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>Romaric Bonnet</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>Angéline Van der Heyden Dr.</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>Nicolas Spinelli Dr.</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>Pierre Labbé Prof. Dr.</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>David Monchaud Dr.</name><affiliations><json:string>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</json:string><json:string>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</json:string></affiliations></json:item><json:item><name>Marie‐Paule Teulade‐Fichou Dr.</name><affiliations><json:string>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</json:string></affiliations></json:item><json:item><name>Pascal Dumy Prof. Dr.</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string></affiliations></json:item><json:item><name>Eric Defrancq Prof. Dr.</name><affiliations><json:string>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</json:string><json:string>E-mail: Eric.Defrancq@ujf‐grenoble.fr</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>DNA</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>quadruplex</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>recognition</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>surface plasmon resonance</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>template assembly</value></json:item></subject><articleId><json:string>CHEM200903456</json:string></articleId><language><json:string>eng</json:string></language><originalGenre><json:string>article</json:string></originalGenre><qualityIndicators><score>7.988</score><pdfVersion>1.3</pdfVersion><pdfPageSize>595.276 x 841.89 pts (A4)</pdfPageSize><refBibsNative>true</refBibsNative><abstractCharCount>1831</abstractCharCount><pdfWordCount>7040</pdfWordCount><pdfCharCount>41716</pdfCharCount><pdfPageCount>9</pdfPageCount><abstractWordCount>249</abstractWordCount></qualityIndicators><title>Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title><refBibs><json:item><host><author></author></host></json:item><json:item><host><volume>2</volume><pages><last>200</last><first>188</first></pages><author></author><title>Nat. 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Soc.</title></host></json:item></refBibs><genre><json:string>article</json:string></genre><host><volume>16</volume><publisherId><json:string>CHEM</json:string></publisherId><pages><total>9</total><last>6114</last><first>6106</first></pages><issn><json:string>0947-6539</json:string></issn><issue>20</issue><subject><json:item><value>Full Paper</value></json:item></subject><genre><json:string>journal</json:string></genre><language><json:string>unknown</json:string></language><eissn><json:string>1521-3765</json:string></eissn><title>Chemistry – A European Journal</title><doi><json:string>10.1002/(ISSN)1521-3765</json:string></doi></host><categories><wos><json:string>science</json:string><json:string>chemistry, multidisciplinary</json:string></wos><scienceMetrix><json:string>natural sciences</json:string><json:string>chemistry</json:string><json:string>general chemistry</json:string></scienceMetrix></categories><publicationDate>2010</publicationDate><copyrightDate>2010</copyrightDate><doi><json:string>10.1002/chem.200903456</json:string></doi><id>78C181816C70A97B7E3F071E8A69245F28ECF106</id><score>0.15595444</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/78C181816C70A97B7E3F071E8A69245F28ECF106/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/78C181816C70A97B7E3F071E8A69245F28ECF106/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/78C181816C70A97B7E3F071E8A69245F28ECF106/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a" type="main" xml:lang="en">Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><availability><p>Copyright © 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</p></availability><date>2010</date></publicationStmt><notesStmt><note>Centre National de la Recherche Scientifique (CNRS)</note><note>Ministère de la Recherche</note><note>Cluster de Recherche Chimie de la Région Rhône‐Alpes</note></notesStmt><sourceDesc><biblStruct type="inbook"><analytic><title level="a" type="main" xml:lang="en">Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title><author xml:id="author-1"><persName><forename type="first">Pierre</forename><surname>Murat</surname></persName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-2"><persName><forename type="first">Romaric</forename><surname>Bonnet</surname></persName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-3"><persName><forename type="first">Angéline</forename><surname>Van der Heyden</surname></persName><roleName type="degree">Dr.</roleName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-4"><persName><forename type="first">Nicolas</forename><surname>Spinelli</surname></persName><roleName type="degree">Dr.</roleName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-5"><persName><forename type="first">Pierre</forename><surname>Labbé</surname></persName><roleName type="degree">Prof. Dr.</roleName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-6"><persName><forename type="first">David</forename><surname>Monchaud</surname></persName><roleName type="degree">Dr.</roleName><affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</affiliation><affiliation>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</affiliation></author><author xml:id="author-7"><persName><forename type="first">Marie‐Paule</forename><surname>Teulade‐Fichou</surname></persName><roleName type="degree">Dr.</roleName><affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</affiliation></author><author xml:id="author-8"><persName><forename type="first">Pascal</forename><surname>Dumy</surname></persName><roleName type="degree">Prof. Dr.</roleName><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author><author xml:id="author-9"><persName><forename type="first">Eric</forename><surname>Defrancq</surname></persName><roleName type="degree">Prof. Dr.</roleName><email>Eric.Defrancq@ujf‐grenoble.fr</email><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation></author></analytic><monogr><title level="j">Chemistry – A European Journal</title><title level="j" type="abbrev">Chemistry – A European Journal</title><idno type="pISSN">0947-6539</idno><idno type="eISSN">1521-3765</idno><idno type="DOI">10.1002/(ISSN)1521-3765</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2010-05-25"></date><biblScope unit="volume">16</biblScope><biblScope unit="issue">20</biblScope><biblScope unit="page" from="6106">6106</biblScope><biblScope unit="page" to="6114">6114</biblScope></imprint></monogr><idno type="istex">78C181816C70A97B7E3F071E8A69245F28ECF106</idno><idno type="DOI">10.1002/chem.200903456</idno><idno type="ArticleID">CHEM200903456</idno></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>2010</date></creation><langUsage><language ident="en">en</language></langUsage><abstract><p>A new biomolecular device for investigating the interactions of ligands with constrained DNA quadruplex topologies, using surface plasmon resonance (SPR), is reported. Biomolecular systems containing an intermolecular‐like G‐quadruplex motif 1 (parallel G‐quadruplex conformation), an intramolecular G‐quadruplex 2, and a duplex DNA 3 have been designed and developed. The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), whereby quadruplex DNA structures are assembled on a template that allows precise control of the parallel G‐quadruplex conformation. Various known G‐quadruplex ligands have been used to investigate the affinities of ligands for intermolecular 1 and intramolecular 2 DNA quadruplexes. As anticipated, ligands displaying a π‐stacking binding mode showed a higher binding affinity for intermolecular‐like G‐quadruplexes 1, whereas ligands with other binding modes (groove and/or loop binding) showed no significant difference in their binding affinities for the two quadruplexes 1 or 2. In addition, the present method has also provided information about the selectivity of ligands for G‐quadruplex DNA over the duplex DNA. A numerical parameter, termed the G‐quadruplex binding mode index (G4‐BMI), has been introduced to express the difference in the affinities of ligands for intermolecular G‐quadruplex 1 against intramolecular G‐quadruplex 2. The G‐quadruplex binding mode index (G4‐BMI) of a ligand is defined as follows: G4‐BMI=KDintra/KDinter, where KDintra is the dissociation constant for intramolecular G‐quadruplex 2 and KDinter is the dissociation constant for intermolecular G‐quadruplex 1. In summary, the present work has demonstrated that the use of parallel‐constrained quadruplex topology provides more precise information about the binding modes of ligands.</p></abstract><abstract><p>New biomolecular tool: A new biomolecular system for investigating the interactions of ligands with G‐quadruplex conformations of DNA, using surface plasmon resonance (SPR), is described (see graphic). The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), which allows precise control of the parallel G‐quadruplex conformation.</p></abstract><textClass xml:lang="en"><keywords scheme="keyword"><list><head>keywords</head><item><term>DNA</term></item><item><term>quadruplex</term></item><item><term>recognition</term></item><item><term>surface plasmon resonance</term></item><item><term>template assembly</term></item></list></keywords></textClass><textClass><keywords scheme="Journal Subject"><list><head>article-category</head><item><term>Full Paper</term></item></list></keywords></textClass></profileDesc><revisionDesc><change when="2009-12-17">Received</change><change when="2010-05-25">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/document/78C181816C70A97B7E3F071E8A69245F28ECF106/fulltext/txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Wiley, elements deleted: body"><istex:xmlDeclaration>version="1.0" encoding="UTF-8" standalone="yes"</istex:xmlDeclaration><istex:document><component version="2.0" type="serialArticle" xml:lang="en"><header><publicationMeta level="product"><publisherInfo><publisherName>WILEY‐VCH Verlag</publisherName><publisherLoc>Weinheim</publisherLoc></publisherInfo><doi registered="yes">10.1002/(ISSN)1521-3765</doi><issn type="print">0947-6539</issn><issn type="electronic">1521-3765</issn><idGroup><id type="product" value="CHEM"></id></idGroup><titleGroup><title type="main" xml:lang="en">Chemistry – A European Journal</title><title type="short">Chemistry – A European Journal</title></titleGroup></publicationMeta><publicationMeta level="part" position="200"><doi origin="wiley" registered="yes">10.1002/chem.v16:20</doi><numberingGroup><numbering type="journalVolume" number="16">16</numbering><numbering type="journalIssue">20</numbering></numberingGroup><coverDate startDate="2010-05-25">May 25, 2010</coverDate></publicationMeta><publicationMeta level="unit" type="article" position="37" status="forIssue"><doi origin="wiley" registered="yes">10.1002/chem.200903456</doi><idGroup><id type="unit" value="CHEM200903456"></id></idGroup><countGroup><count type="pageTotal" number="9"></count></countGroup><titleGroup><title type="articleCategory">Full Paper</title><title type="tocHeading1">Full Papers</title><title type="tocHeading2">DNA Ligation</title></titleGroup><copyright ownership="publisher">Copyright © 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</copyright><eventGroup><event type="manuscriptReceived" date="2009-12-17"></event><event type="manuscriptRevised" date="2010-02-23"></event><event type="firstOnline" date="2010-04-15"></event><event type="publishedOnlineFinalForm" date="2010-05-14"></event><event type="xmlConverted" agent="Converter:JWSART34_TO_WML3G version:2.3.6 mode:FullText source:FullText result:FullText" date="2010-05-17"></event><event type="xmlConverted" agent="Converter:WILEY_ML3G_TO_WILEY_ML3GV2 version:3.8.8" date="2014-01-09"></event><event type="xmlConverted" agent="Converter:WML3G_To_WML3G version:4.1.7 mode:FullText,remove_FC" date="2014-10-15"></event></eventGroup><numberingGroup><numbering type="pageFirst">6106</numbering><numbering type="pageLast">6114</numbering></numberingGroup><linkGroup><link type="toTypesetVersion" href="file:CHEM.CHEM200903456.pdf"></link></linkGroup></publicationMeta><contentMeta><countGroup><count type="figureTotal" number="5"></count><count type="tableTotal" number="2"></count><count type="referenceTotal" number="99"></count></countGroup><titleGroup><title type="main" xml:lang="en">Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title></titleGroup><creators><creator xml:id="au1" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Pierre</givenNames><familyName>Murat</familyName></personName></creator><creator xml:id="au2" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Romaric</givenNames><familyName>Bonnet</familyName></personName></creator><creator xml:id="au3" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Angéline</givenNames><familyName>Van der Heyden</familyName><degrees>Dr.</degrees></personName></creator><creator xml:id="au4" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Nicolas</givenNames><familyName>Spinelli</familyName><degrees>Dr.</degrees></personName></creator><creator xml:id="au5" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Pierre</givenNames><familyName>Labbé</familyName><degrees>Prof. Dr.</degrees></personName></creator><creator xml:id="au6" creatorRole="author" affiliationRef="#ab #ac"><personName><givenNames>David</givenNames><familyName>Monchaud</familyName><degrees>Dr.</degrees></personName></creator><creator xml:id="au7" creatorRole="author" affiliationRef="#ab"><personName><givenNames>Marie‐Paule</givenNames><familyName>Teulade‐Fichou</familyName><degrees>Dr.</degrees></personName></creator><creator xml:id="au8" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Pascal</givenNames><familyName>Dumy</familyName><degrees>Prof. Dr.</degrees></personName></creator><creator xml:id="au9" creatorRole="author" affiliationRef="#aa"><personName><givenNames>Eric</givenNames><familyName>Defrancq</familyName><degrees>Prof. Dr.</degrees></personName><contactDetails><email normalForm="Eric.Defrancq@ujf-grenoble.fr">Eric.Defrancq@ujf‐grenoble.fr</email></contactDetails></creator></creators><affiliationGroup><affiliation xml:id="aa" countryCode="FR" type="organization"><unparsedAffiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</unparsedAffiliation></affiliation><affiliation xml:id="ab" countryCode="FR" type="organization"><unparsedAffiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</unparsedAffiliation></affiliation><affiliation xml:id="ac" countryCode="FR" type="organization"><unparsedAffiliation>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</unparsedAffiliation></affiliation></affiliationGroup><keywordGroup xml:lang="en" type="author"><keyword xml:id="kwd1">DNA</keyword><keyword xml:id="kwd2">quadruplex</keyword><keyword xml:id="kwd3">recognition</keyword><keyword xml:id="kwd4">surface plasmon resonance</keyword><keyword xml:id="kwd5">template assembly</keyword></keywordGroup><fundingInfo><fundingAgency>Centre National de la Recherche Scientifique (CNRS)</fundingAgency></fundingInfo><fundingInfo><fundingAgency>Ministère de la Recherche</fundingAgency></fundingInfo><fundingInfo><fundingAgency>Cluster de Recherche Chimie de la Région Rhône‐Alpes</fundingAgency></fundingInfo><supportingInformation><p>Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer‐reviewed, but not copy‐edited or typeset. They are made available as submitted by the authors. </p><supportingInfoItem><mediaResource alt="supporting information" href="urn-x:wiley:09476539:media:chem200903456:chem_200903456_sm_miscellaneous_information"></mediaResource><caption>miscellaneous_information</caption></supportingInfoItem></supportingInformation><abstractGroup><abstract type="main" xml:lang="en"><title type="main">Abstract</title><p>A new biomolecular device for investigating the interactions of ligands with constrained DNA quadruplex topologies, using surface plasmon resonance (SPR), is reported. Biomolecular systems containing an intermolecular‐like G‐quadruplex motif <b>1</b> (parallel G‐quadruplex conformation), an intramolecular G‐quadruplex <b>2</b>, and a duplex DNA <b>3</b> have been designed and developed. The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), whereby quadruplex DNA structures are assembled on a template that allows precise control of the parallel G‐quadruplex conformation. Various known G‐quadruplex ligands have been used to investigate the affinities of ligands for intermolecular <b>1</b> and intramolecular <b>2</b> DNA quadruplexes. As anticipated, ligands displaying a π‐stacking binding mode showed a higher binding affinity for intermolecular‐like G‐quadruplexes <b>1</b>, whereas ligands with other binding modes (groove and/or loop binding) showed no significant difference in their binding affinities for the two quadruplexes <b>1</b> or <b>2</b>. In addition, the present method has also provided information about the selectivity of ligands for G‐quadruplex DNA over the duplex DNA. A numerical parameter, termed the G‐quadruplex binding mode index (G4‐BMI), has been introduced to express the difference in the affinities of ligands for intermolecular G‐quadruplex <b>1</b> against intramolecular G‐quadruplex <b>2</b>. The G‐quadruplex binding mode index (G4‐BMI) of a ligand is defined as follows: G4‐BMI=<i>K</i><sub>D</sub><sup>intra</sup>/<i>K</i><sub>D</sub><sup>inter</sup>, where <i>K</i><sub>D</sub><sup>intra</sup> is the dissociation constant for intramolecular G‐quadruplex <b>2</b> and <i>K</i><sub>D</sub><sup>inter</sup> is the dissociation constant for intermolecular G‐quadruplex <b>1</b>. In summary, the present work has demonstrated that the use of parallel‐constrained quadruplex topology provides more precise information about the binding modes of ligands.</p></abstract><abstract type="graphical" xml:lang="en"><p><b>New biomolecular tool</b>: A new biomolecular system for investigating the interactions of ligands with G‐quadruplex conformations of DNA, using surface plasmon resonance (SPR), is described (see graphic). The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), which allows precise control of the parallel G‐quadruplex conformation.<blockFixed type="graphic"><mediaResourceGroup><mediaResource alt="image" eRights="yes" copyright="WILEY-VCH" href="urn:x-wiley:09476539:media:CHEM200903456:content"></mediaResource><mediaResource alt="thumbnail image" rendition="webLoRes" mimeType="image/gif" href=""></mediaResource><mediaResource alt="original image" rendition="webOriginal" mimeType="image/gif" href=""></mediaResource><mediaResource alt="magnified image" rendition="webHiRes" mimeType="image/gif" href=""></mediaResource></mediaResourceGroup></blockFixed></p></abstract></abstractGroup></contentMeta></header></component></istex:document></istex:metadataXml><mods version="3.6"><titleInfo lang="en"><title>Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title></titleInfo><titleInfo type="alternative" contentType="CDATA" lang="en"><title>Template‐Assembled Synthetic G‐Quadruplex (TASQ): A Useful System for Investigating the Interactions of Ligands with Constrained Quadruplex Topologies</title></titleInfo><name type="personal"><namePart type="given">Pierre</namePart><namePart type="family">Murat</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Romaric</namePart><namePart type="family">Bonnet</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Angéline</namePart><namePart type="family">Van der Heyden</namePart><namePart type="termsOfAddress">Dr.</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Nicolas</namePart><namePart type="family">Spinelli</namePart><namePart type="termsOfAddress">Dr.</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Pierre</namePart><namePart type="family">Labbé</namePart><namePart type="termsOfAddress">Prof. Dr.</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">David</namePart><namePart type="family">Monchaud</namePart><namePart type="termsOfAddress">Dr.</namePart><affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</affiliation><affiliation>Current address: Institut de Chimie Moléculaire, CNRS UMR 5260, Université de Bourgogne, 21000 Dijon (France)</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Marie‐Paule</namePart><namePart type="family">Teulade‐Fichou</namePart><namePart type="termsOfAddress">Dr.</namePart><affiliation>Institut Curie, CNRS, UMR 176, Centre Universitaire Paris XI, 91405 Orsay (France)</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Pascal</namePart><namePart type="family">Dumy</namePart><namePart type="termsOfAddress">Prof. Dr.</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Eric</namePart><namePart type="family">Defrancq</namePart><namePart type="termsOfAddress">Prof. Dr.</namePart><affiliation>Département de Chimie Moléculaire, UMR CNRS 5250, Université Joseph Fourier, BP 53, 38041 Grenoble cedex 9 (France), Fax: (+33) 476‐51‐49‐46</affiliation><affiliation>E-mail: Eric.Defrancq@ujf‐grenoble.fr</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="article" displayLabel="article"></genre><originInfo><publisher>WILEY‐VCH Verlag</publisher><place><placeTerm type="text">Weinheim</placeTerm></place><dateIssued encoding="w3cdtf">2010-05-25</dateIssued><dateCaptured encoding="w3cdtf">2009-12-17</dateCaptured><copyrightDate encoding="w3cdtf">2010</copyrightDate></originInfo><language><languageTerm type="code" authority="rfc3066">en</languageTerm><languageTerm type="code" authority="iso639-2b">eng</languageTerm></language><physicalDescription><internetMediaType>text/html</internetMediaType><extent unit="figures">5</extent><extent unit="tables">2</extent><extent unit="references">99</extent></physicalDescription><abstract>A new biomolecular device for investigating the interactions of ligands with constrained DNA quadruplex topologies, using surface plasmon resonance (SPR), is reported. Biomolecular systems containing an intermolecular‐like G‐quadruplex motif 1 (parallel G‐quadruplex conformation), an intramolecular G‐quadruplex 2, and a duplex DNA 3 have been designed and developed. The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), whereby quadruplex DNA structures are assembled on a template that allows precise control of the parallel G‐quadruplex conformation. Various known G‐quadruplex ligands have been used to investigate the affinities of ligands for intermolecular 1 and intramolecular 2 DNA quadruplexes. As anticipated, ligands displaying a π‐stacking binding mode showed a higher binding affinity for intermolecular‐like G‐quadruplexes 1, whereas ligands with other binding modes (groove and/or loop binding) showed no significant difference in their binding affinities for the two quadruplexes 1 or 2. In addition, the present method has also provided information about the selectivity of ligands for G‐quadruplex DNA over the duplex DNA. A numerical parameter, termed the G‐quadruplex binding mode index (G4‐BMI), has been introduced to express the difference in the affinities of ligands for intermolecular G‐quadruplex 1 against intramolecular G‐quadruplex 2. The G‐quadruplex binding mode index (G4‐BMI) of a ligand is defined as follows: G4‐BMI=KDintra/KDinter, where KDintra is the dissociation constant for intramolecular G‐quadruplex 2 and KDinter is the dissociation constant for intermolecular G‐quadruplex 1. In summary, the present work has demonstrated that the use of parallel‐constrained quadruplex topology provides more precise information about the binding modes of ligands.</abstract><abstract>New biomolecular tool: A new biomolecular system for investigating the interactions of ligands with G‐quadruplex conformations of DNA, using surface plasmon resonance (SPR), is described (see graphic). The method is based on the concept of template‐assembled synthetic G‐quadruplex (TASQ), which allows precise control of the parallel G‐quadruplex conformation.</abstract><note type="funding">Centre National de la Recherche Scientifique (CNRS)</note><note type="funding">Ministère de la Recherche</note><note type="funding">Cluster de Recherche Chimie de la Région Rhône‐Alpes</note><subject lang="en"><genre>keywords</genre><topic>DNA</topic><topic>quadruplex</topic><topic>recognition</topic><topic>surface plasmon resonance</topic><topic>template assembly</topic></subject><relatedItem type="host"><titleInfo><title>Chemistry – A European Journal</title></titleInfo><titleInfo type="abbreviated"><title>Chemistry – A European Journal</title></titleInfo><genre type="journal">journal</genre><note type="content"> Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer‐reviewed, but not copy‐edited or typeset. They are made available as submitted by the authors.Supporting Info Item: miscellaneous_information - </note><subject><genre>article-category</genre><topic>Full Paper</topic></subject><identifier type="ISSN">0947-6539</identifier><identifier type="eISSN">1521-3765</identifier><identifier type="DOI">10.1002/(ISSN)1521-3765</identifier><identifier type="PublisherID">CHEM</identifier><part><date>2010</date><detail type="volume"><caption>vol.</caption><number>16</number></detail><detail type="issue"><caption>no.</caption><number>20</number></detail><extent unit="pages"><start>6106</start><end>6114</end><total>9</total></extent></part></relatedItem><identifier type="istex">78C181816C70A97B7E3F071E8A69245F28ECF106</identifier><identifier type="DOI">10.1002/chem.200903456</identifier><identifier type="ArticleID">CHEM200903456</identifier><accessCondition type="use and reproduction" contentType="copyright">Copyright © 2010 WILEY‐VCH Verlag GmbH & Co. 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