Cationic porphyrins as probes of DNA structure
The DNA binding specificity of a group of cationic manganese porphyrin complexes has been examined using DNase I footprinting methodology and by observing the sites of porphyrin-induced DNA strand scission in the presence of potassium superoxide. The compounds, which possess systematic changes in to...
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Veröffentlicht in: | Nucleic acids research 1986-11, Vol.14 (22), p.9133-9148 |
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description | The DNA binding specificity of a group of cationic manganese porphyrin complexes has been examined using DNase I footprinting methodology and by observing the sites of porphyrin-induced DNA strand scission in the presence of potassium superoxide. The compounds, which possess systematic changes in total charge, its distribution on the periphery on the macrocycle and ligand shape, bind in the minor groove of AT rich regions of DNA. While changes in total charge and charge arrangement do not significantly influence specificity, a shape change which blocks close ligand contact with the minor groove relaxes the original AT specificity causing the compound to cleave at both AT and GC sites. The observed changes in binding sequence specificity were interpreted in terms of electrostatic and steric factors associated with both the compounds and DNA. |
doi_str_mv | 10.1093/nar/14.22.9133 |
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The compounds, which possess systematic changes in total charge, its distribution on the periphery on the macrocycle and ligand shape, bind in the minor groove of AT rich regions of DNA. While changes in total charge and charge arrangement do not significantly influence specificity, a shape change which blocks close ligand contact with the minor groove relaxes the original AT specificity causing the compound to cleave at both AT and GC sites. The observed changes in binding sequence specificity were interpreted in terms of electrostatic and steric factors associated with both the compounds and DNA.</description><identifier>ISSN: 0305-1048</identifier><identifier>EISSN: 1362-4962</identifier><identifier>DOI: 10.1093/nar/14.22.9133</identifier><identifier>PMID: 3786148</identifier><identifier>CODEN: NARHAD</identifier><language>eng</language><publisher>Oxford: Oxford University Press</publisher><subject>Applied sciences ; Base Sequence ; Chemical Phenomena ; Chemistry ; Deoxyribonuclease I ; DNA ; Exact sciences and technology ; Other techniques and industries ; Porphyrins ; Structure-Activity Relationship</subject><ispartof>Nucleic acids research, 1986-11, Vol.14 (22), p.9133-9148</ispartof><rights>1987 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c579t-27aa5937ede2b9e6b7f7f566db666a1a29cd0f142fe072fa68f0619668948ca63</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC311934/pdf/$$EPDF$$P50$$Gpubmedcentral$$H</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC311934/$$EHTML$$P50$$Gpubmedcentral$$H</linktohtml><link.rule.ids>230,314,723,776,780,881,27903,27904,53769,53771</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=8365880$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/3786148$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bromley, Susan D.</creatorcontrib><creatorcontrib>Ward, Brian W.</creatorcontrib><creatorcontrib>Dabrowiak, James C.</creatorcontrib><title>Cationic porphyrins as probes of DNA structure</title><title>Nucleic acids research</title><addtitle>Nucleic Acids Res</addtitle><description>The DNA binding specificity of a group of cationic manganese porphyrin complexes has been examined using DNase I footprinting methodology and by observing the sites of porphyrin-induced DNA strand scission in the presence of potassium superoxide. The compounds, which possess systematic changes in total charge, its distribution on the periphery on the macrocycle and ligand shape, bind in the minor groove of AT rich regions of DNA. While changes in total charge and charge arrangement do not significantly influence specificity, a shape change which blocks close ligand contact with the minor groove relaxes the original AT specificity causing the compound to cleave at both AT and GC sites. The observed changes in binding sequence specificity were interpreted in terms of electrostatic and steric factors associated with both the compounds and DNA.</description><subject>Applied sciences</subject><subject>Base Sequence</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Deoxyribonuclease I</subject><subject>DNA</subject><subject>Exact sciences and technology</subject><subject>Other techniques and industries</subject><subject>Porphyrins</subject><subject>Structure-Activity Relationship</subject><issn>0305-1048</issn><issn>1362-4962</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1986</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUtv1DAUhS0EKtPClh1SFohdUr9ybS9YVFPKIFVUrYpUdWPdeGxqyCSpnSD678loRiNYdXUX5zv3dQh5x2jFqBGnHaZTJivOK8OEeEEWTAAvpQH-kiyooHXJqNSvyXHOPyllktXyiBwJpYFJvSDVEsfYd9EVQ5-Gh6cUu1xgLobUNz4XfSjOv50VeUyTG6fk35BXAdvs3-7rCfl-8fl2uSovr758XZ5dlq5WZiy5QqyNUH7teWM8NCqoUAOsGwBAhty4NQ1M8uCp4gFBBwrMAGgjtUMQJ-TTru8wNRu_dr4bE7Z2SHGD6cn2GO3_Shcf7I_-txWMGSFn_8e9P_WPk8-j3cTsfNti5_spW6WYMVzQZ8G5G4Di7HlQmvm19XZ0tQNd6nNOPhy2ZtRuI7NzZDNuObfbyGbD-39vPeD7jGb9w17H7LANCTsX8wHTAmqtt5eUOyzm0f85yJh-WVBC1XZ1d2_p6vzm9vqGWhB_Aficras</recordid><startdate>19861125</startdate><enddate>19861125</enddate><creator>Bromley, Susan D.</creator><creator>Ward, Brian W.</creator><creator>Dabrowiak, James C.</creator><general>Oxford University Press</general><scope>BSCLL</scope><scope>IQODW</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>7TM</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>19861125</creationdate><title>Cationic porphyrins as probes of DNA structure</title><author>Bromley, Susan D. ; Ward, Brian W. ; Dabrowiak, James C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c579t-27aa5937ede2b9e6b7f7f566db666a1a29cd0f142fe072fa68f0619668948ca63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1986</creationdate><topic>Applied sciences</topic><topic>Base Sequence</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Deoxyribonuclease I</topic><topic>DNA</topic><topic>Exact sciences and technology</topic><topic>Other techniques and industries</topic><topic>Porphyrins</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bromley, Susan D.</creatorcontrib><creatorcontrib>Ward, Brian W.</creatorcontrib><creatorcontrib>Dabrowiak, James C.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Nucleic acids research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bromley, Susan D.</au><au>Ward, Brian W.</au><au>Dabrowiak, James C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cationic porphyrins as probes of DNA structure</atitle><jtitle>Nucleic acids research</jtitle><addtitle>Nucleic Acids Res</addtitle><date>1986-11-25</date><risdate>1986</risdate><volume>14</volume><issue>22</issue><spage>9133</spage><epage>9148</epage><pages>9133-9148</pages><issn>0305-1048</issn><eissn>1362-4962</eissn><coden>NARHAD</coden><abstract>The DNA binding specificity of a group of cationic manganese porphyrin complexes has been examined using DNase I footprinting methodology and by observing the sites of porphyrin-induced DNA strand scission in the presence of potassium superoxide. The compounds, which possess systematic changes in total charge, its distribution on the periphery on the macrocycle and ligand shape, bind in the minor groove of AT rich regions of DNA. While changes in total charge and charge arrangement do not significantly influence specificity, a shape change which blocks close ligand contact with the minor groove relaxes the original AT specificity causing the compound to cleave at both AT and GC sites. The observed changes in binding sequence specificity were interpreted in terms of electrostatic and steric factors associated with both the compounds and DNA.</abstract><cop>Oxford</cop><pub>Oxford University Press</pub><pmid>3786148</pmid><doi>10.1093/nar/14.22.9133</doi><tpages>16</tpages><oa>free_for_read</oa></addata></record> |
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source | Oxford University Press Journals Digital Archive legacy; MEDLINE; PubMed Central |
subjects | Applied sciences Base Sequence Chemical Phenomena Chemistry Deoxyribonuclease I DNA Exact sciences and technology Other techniques and industries Porphyrins Structure-Activity Relationship |
title | Cationic porphyrins as probes of DNA structure |
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