Mesoscale DNA Structural Changes on Binding and Photoreaction with Ru[(TAP)2PHEHAT]2
We used scanning force microscopy (SFM) to study the binding and excited state reactions of the intercalating photoreagent Ru[(TAP)2PHEHAT]2+ (TAP = 1,4,5,8-tetraazaphenanthrene; PHEHAT = 1,10-phenanthrolino[5,6-b]1,4,5,8,9,12-hexaazatriphenylene) with DNA. In the ground state, this ruthenium comple...
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| Veröffentlicht in: | Journal of the American Chemical Society 2012-06, Vol.134 (24), p.10214-10221 |
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| container_title | Journal of the American Chemical Society |
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| creator | Vanderlinden, Willem Blunt, Matthew David, Charlotte C Moucheron, Cécile Kirsch-De Mesmaeker, Andrée De Feyter, Steven |
| description | We used scanning force microscopy (SFM) to study the binding and excited state reactions of the intercalating photoreagent Ru[(TAP)2PHEHAT]2+ (TAP = 1,4,5,8-tetraazaphenanthrene; PHEHAT = 1,10-phenanthrolino[5,6-b]1,4,5,8,9,12-hexaazatriphenylene) with DNA. In the ground state, this ruthenium complex combines a strong intercalative binding mode via the PHEHAT ligand, with TAP-mediated hydrogen bonding capabilities. After visible irradiation, SFM imaging of the photoproducts revealed both the structural implications of photocleavages and photoadduct formation. It is found that the rate of photocleaving is strongly increased when the complex can interact with DNA via hydrogen bonding. We demonstrated that the photoadduct increases DNA rigidity, and that the photo-biadduct can crosslink two separate DNA segments in supercoiled DNA. These mechanical and topological effects might have important implications in future therapeutic applications of this type of compounds. |
| doi_str_mv | 10.1021/ja303091q |
| format | Article |
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In the ground state, this ruthenium complex combines a strong intercalative binding mode via the PHEHAT ligand, with TAP-mediated hydrogen bonding capabilities. After visible irradiation, SFM imaging of the photoproducts revealed both the structural implications of photocleavages and photoadduct formation. It is found that the rate of photocleaving is strongly increased when the complex can interact with DNA via hydrogen bonding. We demonstrated that the photoadduct increases DNA rigidity, and that the photo-biadduct can crosslink two separate DNA segments in supercoiled DNA. These mechanical and topological effects might have important implications in future therapeutic applications of this type of compounds.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja303091q</identifier><identifier>PMID: 22667828</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Aza Compounds - chemistry ; Aza Compounds - pharmacology ; Chrysenes - chemistry ; Chrysenes - pharmacology ; DNA - chemistry ; Intercalating Agents - chemistry ; Intercalating Agents - pharmacology ; Light ; Nucleic Acid Conformation - drug effects ; Nucleic Acid Conformation - radiation effects ; Phenanthrenes - chemistry ; Phenanthrenes - pharmacology ; Phenanthrolines - chemistry ; Phenanthrolines - pharmacology ; Photosensitizing Agents - chemistry ; Photosensitizing Agents - pharmacology ; Ruthenium - chemistry ; Ruthenium - pharmacology</subject><ispartof>Journal of the American Chemical Society, 2012-06, Vol.134 (24), p.10214-10221</ispartof><rights>Copyright © 2012 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a245t-ca04fc96d4819665985796860ed09c12ca6f93db64ac2a0d8f6e34888c0c3d793</citedby><cites>FETCH-LOGICAL-a245t-ca04fc96d4819665985796860ed09c12ca6f93db64ac2a0d8f6e34888c0c3d793</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/ja303091q$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja303091q$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22667828$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vanderlinden, Willem</creatorcontrib><creatorcontrib>Blunt, Matthew</creatorcontrib><creatorcontrib>David, Charlotte C</creatorcontrib><creatorcontrib>Moucheron, Cécile</creatorcontrib><creatorcontrib>Kirsch-De Mesmaeker, Andrée</creatorcontrib><creatorcontrib>De Feyter, Steven</creatorcontrib><title>Mesoscale DNA Structural Changes on Binding and Photoreaction with Ru[(TAP)2PHEHAT]2</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>We used scanning force microscopy (SFM) to study the binding and excited state reactions of the intercalating photoreagent Ru[(TAP)2PHEHAT]2+ (TAP = 1,4,5,8-tetraazaphenanthrene; PHEHAT = 1,10-phenanthrolino[5,6-b]1,4,5,8,9,12-hexaazatriphenylene) with DNA. In the ground state, this ruthenium complex combines a strong intercalative binding mode via the PHEHAT ligand, with TAP-mediated hydrogen bonding capabilities. After visible irradiation, SFM imaging of the photoproducts revealed both the structural implications of photocleavages and photoadduct formation. It is found that the rate of photocleaving is strongly increased when the complex can interact with DNA via hydrogen bonding. We demonstrated that the photoadduct increases DNA rigidity, and that the photo-biadduct can crosslink two separate DNA segments in supercoiled DNA. These mechanical and topological effects might have important implications in future therapeutic applications of this type of compounds.</description><subject>Aza Compounds - chemistry</subject><subject>Aza Compounds - pharmacology</subject><subject>Chrysenes - chemistry</subject><subject>Chrysenes - pharmacology</subject><subject>DNA - chemistry</subject><subject>Intercalating Agents - chemistry</subject><subject>Intercalating Agents - pharmacology</subject><subject>Light</subject><subject>Nucleic Acid Conformation - drug effects</subject><subject>Nucleic Acid Conformation - radiation effects</subject><subject>Phenanthrenes - chemistry</subject><subject>Phenanthrenes - pharmacology</subject><subject>Phenanthrolines - chemistry</subject><subject>Phenanthrolines - pharmacology</subject><subject>Photosensitizing Agents - chemistry</subject><subject>Photosensitizing Agents - pharmacology</subject><subject>Ruthenium - chemistry</subject><subject>Ruthenium - pharmacology</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E9PwjAYBvDGaATRg1_A9GICh2n_bF17nIhigkp0noxZStvByFih3WL89k5BTp7evHl_eZL3AeAcoyuMCL5eSoooEnhzALo4IiiIMGGHoIsQIkHMGe2AE--X7RoSjo9BhxDGYk54F6SPxluvZGng7VMCX2vXqLpxsoTDhazmxkNbwZui0kU1h7LScLqwtXVGqrpoL59FvYAvzXs_TaYDMh2Pxkn6QU7BUS5Lb852swfe7kbpcBxMnu8fhskkkCSM6kBJFOZKMB1yLBiLBI9iwThDRiOhMFGS5YLqGQulIhJpnjNDQ865QorqWNAe6G9z185uGuPrbFV4ZcpSVsY2PvspJ4xQRGlLB1uqnPXemTxbu2Il3VeLfl22L7G1F7vYZrYyei__WmvB5RZI5bOlbVzVfvlP0Dcf33XK</recordid><startdate>20120620</startdate><enddate>20120620</enddate><creator>Vanderlinden, Willem</creator><creator>Blunt, Matthew</creator><creator>David, Charlotte C</creator><creator>Moucheron, Cécile</creator><creator>Kirsch-De Mesmaeker, Andrée</creator><creator>De Feyter, Steven</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>20120620</creationdate><title>Mesoscale DNA Structural Changes on Binding and Photoreaction with Ru[(TAP)2PHEHAT]2</title><author>Vanderlinden, Willem ; Blunt, Matthew ; David, Charlotte C ; Moucheron, Cécile ; Kirsch-De Mesmaeker, Andrée ; De Feyter, Steven</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a245t-ca04fc96d4819665985796860ed09c12ca6f93db64ac2a0d8f6e34888c0c3d793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Aza Compounds - chemistry</topic><topic>Aza Compounds - pharmacology</topic><topic>Chrysenes - chemistry</topic><topic>Chrysenes - pharmacology</topic><topic>DNA - chemistry</topic><topic>Intercalating Agents - chemistry</topic><topic>Intercalating Agents - pharmacology</topic><topic>Light</topic><topic>Nucleic Acid Conformation - drug effects</topic><topic>Nucleic Acid Conformation - radiation effects</topic><topic>Phenanthrenes - chemistry</topic><topic>Phenanthrenes - pharmacology</topic><topic>Phenanthrolines - chemistry</topic><topic>Phenanthrolines - pharmacology</topic><topic>Photosensitizing Agents - chemistry</topic><topic>Photosensitizing Agents - pharmacology</topic><topic>Ruthenium - chemistry</topic><topic>Ruthenium - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vanderlinden, Willem</creatorcontrib><creatorcontrib>Blunt, Matthew</creatorcontrib><creatorcontrib>David, Charlotte C</creatorcontrib><creatorcontrib>Moucheron, Cécile</creatorcontrib><creatorcontrib>Kirsch-De Mesmaeker, Andrée</creatorcontrib><creatorcontrib>De Feyter, Steven</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>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vanderlinden, Willem</au><au>Blunt, Matthew</au><au>David, Charlotte C</au><au>Moucheron, Cécile</au><au>Kirsch-De Mesmaeker, Andrée</au><au>De Feyter, Steven</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mesoscale DNA Structural Changes on Binding and Photoreaction with Ru[(TAP)2PHEHAT]2</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2012-06-20</date><risdate>2012</risdate><volume>134</volume><issue>24</issue><spage>10214</spage><epage>10221</epage><pages>10214-10221</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>We used scanning force microscopy (SFM) to study the binding and excited state reactions of the intercalating photoreagent Ru[(TAP)2PHEHAT]2+ (TAP = 1,4,5,8-tetraazaphenanthrene; PHEHAT = 1,10-phenanthrolino[5,6-b]1,4,5,8,9,12-hexaazatriphenylene) with DNA. In the ground state, this ruthenium complex combines a strong intercalative binding mode via the PHEHAT ligand, with TAP-mediated hydrogen bonding capabilities. After visible irradiation, SFM imaging of the photoproducts revealed both the structural implications of photocleavages and photoadduct formation. It is found that the rate of photocleaving is strongly increased when the complex can interact with DNA via hydrogen bonding. We demonstrated that the photoadduct increases DNA rigidity, and that the photo-biadduct can crosslink two separate DNA segments in supercoiled DNA. These mechanical and topological effects might have important implications in future therapeutic applications of this type of compounds.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>22667828</pmid><doi>10.1021/ja303091q</doi><tpages>8</tpages></addata></record> |
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| subjects | Aza Compounds - chemistry Aza Compounds - pharmacology Chrysenes - chemistry Chrysenes - pharmacology DNA - chemistry Intercalating Agents - chemistry Intercalating Agents - pharmacology Light Nucleic Acid Conformation - drug effects Nucleic Acid Conformation - radiation effects Phenanthrenes - chemistry Phenanthrenes - pharmacology Phenanthrolines - chemistry Phenanthrolines - pharmacology Photosensitizing Agents - chemistry Photosensitizing Agents - pharmacology Ruthenium - chemistry Ruthenium - pharmacology |
| title | Mesoscale DNA Structural Changes on Binding and Photoreaction with Ru[(TAP)2PHEHAT]2 |
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