Structural limitations on the bifunctional intercalation of diacridines into DNA
An homologous series of diacridines containing two 9-aminoacridine chromophores linked via a simple methylene chain has been studied in order to investigate the minimum interchromophore separation required to permit bifunctional intercalation. Viscometric, sedimentation, and electric dichroism exper...
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Veröffentlicht in: | Biochemistry (Easton) 1978-11, Vol.17 (23), p.5057-5063 |
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creator | Wakelin, L. P. G Romanos, M Chen, T. K Glaubiger, D Canellakis, E. S Waring, M. J |
description | An homologous series of diacridines containing two 9-aminoacridine chromophores linked via a simple methylene chain has been studied in order to investigate the minimum interchromophore separation required to permit bifunctional intercalation. Viscometric, sedimentation, and electric dichroism experiments show that compounds having one to four methylene groups in the linker are restricted to monofunctional intercalation, whereas the interaction becomes bifunctional when the chain length is increased to six carbons or more. The results indicate that bifunctional reaction occurs with an interchromophore distance not exceeding 8.8 A, implying that intercalation by these compounds is not subject to neighbor exclusion if the mode of binding is of the classical intercalation type. |
doi_str_mv | 10.1021/bi00616a031 |
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P. G ; Romanos, M ; Chen, T. K ; Glaubiger, D ; Canellakis, E. S ; Waring, M. J</creator><creatorcontrib>Wakelin, L. P. G ; Romanos, M ; Chen, T. K ; Glaubiger, D ; Canellakis, E. S ; Waring, M. J</creatorcontrib><description>An homologous series of diacridines containing two 9-aminoacridine chromophores linked via a simple methylene chain has been studied in order to investigate the minimum interchromophore separation required to permit bifunctional intercalation. Viscometric, sedimentation, and electric dichroism experiments show that compounds having one to four methylene groups in the linker are restricted to monofunctional intercalation, whereas the interaction becomes bifunctional when the chain length is increased to six carbons or more. The results indicate that bifunctional reaction occurs with an interchromophore distance not exceeding 8.8 A, implying that intercalation by these compounds is not subject to neighbor exclusion if the mode of binding is of the classical intercalation type.</description><identifier>ISSN: 0006-2960</identifier><identifier>EISSN: 1520-4995</identifier><identifier>DOI: 10.1021/bi00616a031</identifier><identifier>PMID: 568937</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Acridines ; Animals ; Cattle ; Chemical Phenomena ; Chemistry ; DNA ; DNA, Circular ; Molecular Conformation ; Nucleic Acid Conformation ; Structure-Activity Relationship ; Thymus Gland ; Viscosity</subject><ispartof>Biochemistry (Easton), 1978-11, Vol.17 (23), p.5057-5063</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a353t-bc449a3c4cb55842a560834417bb7d398faeb3373747147e6114b0b5c6c553b43</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/bi00616a031$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/bi00616a031$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/568937$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wakelin, L. 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The results indicate that bifunctional reaction occurs with an interchromophore distance not exceeding 8.8 A, implying that intercalation by these compounds is not subject to neighbor exclusion if the mode of binding is of the classical intercalation type.</description><subject>Acridines</subject><subject>Animals</subject><subject>Cattle</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>DNA</subject><subject>DNA, Circular</subject><subject>Molecular Conformation</subject><subject>Nucleic Acid Conformation</subject><subject>Structure-Activity Relationship</subject><subject>Thymus Gland</subject><subject>Viscosity</subject><issn>0006-2960</issn><issn>1520-4995</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkDtPwzAURi3EqxQmVoZMMKCAHb-SsZRnVQqCMlu24wiXNAHbkeDf4xJUMTBZ1-fou1cfAIcIniGYoXNlIWSISYjRBhggmsGUFAXdBAMYQZoVDO6CPe8XcSSQkx2wTVleYD4Aj8_BdTp0TtZJbZc2yGDbxidtk4RXkyhbdY1efUVum2CclvWPkrRVUlqpnS1tY_wKtsnlbLQPtipZe3Pw-w7By_XVfHybTh9u7sajaSoxxSFVmpBCYk20ojQnmaQM5pgQxJXiJS7yShqFMceccES4YQgRBRXVTFOKFcFDcNznvrv2ozM-iKX12tS1bEzbecFJxrI8Zg7BaS9q13rvTCXenV1K9yUQFKv6xJ_6on30G9uppSnXbt9XxGmPrQ_mc02lexMs3krF_PFZTGbj-4unyVxMon_S-1J7sWg7F3v0_y7-BqmYhaY</recordid><startdate>19781101</startdate><enddate>19781101</enddate><creator>Wakelin, L. P. G</creator><creator>Romanos, M</creator><creator>Chen, T. K</creator><creator>Glaubiger, D</creator><creator>Canellakis, E. S</creator><creator>Waring, M. J</creator><general>American Chemical Society</general><scope>BSCLL</scope><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>19781101</creationdate><title>Structural limitations on the bifunctional intercalation of diacridines into DNA</title><author>Wakelin, L. P. G ; Romanos, M ; Chen, T. K ; Glaubiger, D ; Canellakis, E. S ; Waring, M. 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J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structural limitations on the bifunctional intercalation of diacridines into DNA</atitle><jtitle>Biochemistry (Easton)</jtitle><addtitle>Biochemistry</addtitle><date>1978-11-01</date><risdate>1978</risdate><volume>17</volume><issue>23</issue><spage>5057</spage><epage>5063</epage><pages>5057-5063</pages><issn>0006-2960</issn><eissn>1520-4995</eissn><abstract>An homologous series of diacridines containing two 9-aminoacridine chromophores linked via a simple methylene chain has been studied in order to investigate the minimum interchromophore separation required to permit bifunctional intercalation. Viscometric, sedimentation, and electric dichroism experiments show that compounds having one to four methylene groups in the linker are restricted to monofunctional intercalation, whereas the interaction becomes bifunctional when the chain length is increased to six carbons or more. The results indicate that bifunctional reaction occurs with an interchromophore distance not exceeding 8.8 A, implying that intercalation by these compounds is not subject to neighbor exclusion if the mode of binding is of the classical intercalation type.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>568937</pmid><doi>10.1021/bi00616a031</doi><tpages>7</tpages></addata></record> |
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subjects | Acridines Animals Cattle Chemical Phenomena Chemistry DNA DNA, Circular Molecular Conformation Nucleic Acid Conformation Structure-Activity Relationship Thymus Gland Viscosity |
title | Structural limitations on the bifunctional intercalation of diacridines into DNA |
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