{"id":"https://openalex.org/W2091619282","doi":"https://doi.org/10.1016/0009-2797(88)90046-4","title":"Reactions of stereoisomeric and structurally related bay region diol epoxide derivatives of benz[a]anthracene with DNA. Conformations of non-covalent complexes and covalent carcinogen-DNA adducts","display_name":"Reactions of stereoisomeric and structurally related bay region diol epoxide derivatives of benz[a]anthracene with DNA. Conformations of non-covalent complexes and covalent carcinogen-DNA adducts","publication_year":1988,"publication_date":"1988-01-01","ids":{"openalex":"https://openalex.org/W2091619282","doi":"https://doi.org/10.1016/0009-2797(88)90046-4","mag":"2091619282","pmid":"https://pubmed.ncbi.nlm.nih.gov/3383284"},"language":"en","primary_location":{"id":"doi:10.1016/0009-2797(88)90046-4","doi":"https://doi.org/10.1016/0009-2797(88)90046-4","is_oa":true,"landing_page_url":"https://doi.org/10.1016/0009-2797(88)90046-4","pdf_url":null,"source":{"id":"https://openalex.org/S34460812","display_name":"Chemico-Biological Interactions","issn_l":"0009-2797","issn":["0009-2797","1872-7786"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemico-Biological Interactions","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://doi.org/10.1016/0009-2797(88)90046-4","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5072313679","display_name":"Susan E. Carberry","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I57206974","display_name":"New York University","ror":"https://ror.org/0190ak572","country_code":"US","type":"education","lineage":["https://openalex.org/I57206974"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Susan E. Carberry","raw_affiliation_strings":["Chemistry Department, New York University, NY 10003","Chemistry Department and Radiation and Solid State Laboratory, New York University, New York, NY 10003. U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Chemistry Department, New York University, NY 10003","institution_ids":["https://openalex.org/I57206974"]},{"raw_affiliation_string":"Chemistry Department and Radiation and Solid State Laboratory, New York University, New York, NY 10003. U.S.A","institution_ids":["https://openalex.org/I57206974"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5071159007","display_name":"Manouchehr Shahbaz","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I40347166","display_name":"University of Chicago","ror":"https://ror.org/024mw5h28","country_code":"US","type":"education","lineage":["https://openalex.org/I40347166"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Manouchehr Shahbaz","raw_affiliation_strings":["The Ben May Institute, The University of Chicago, Chicago, IL 60637 U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"The Ben May Institute, The University of Chicago, Chicago, IL 60637 U.S.A","institution_ids":["https://openalex.org/I40347166"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5018460703","display_name":"Nicholas E. Geacintov","orcid":"https://orcid.org/0000-0002-7961-2231","observed_orcids":["https://orcid.org/0000-0002-7961-2231"]},"institutions":[{"id":"https://openalex.org/I57206974","display_name":"New York University","ror":"https://ror.org/0190ak572","country_code":"US","type":"education","lineage":["https://openalex.org/I57206974"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Nicholas E. Geacintov","raw_affiliation_strings":["Chemistry Department and Radiation and Solid State Laboratory, New York University, New York, NY 10003 U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Chemistry Department and Radiation and Solid State Laboratory, New York University, New York, NY 10003 U.S.A","institution_ids":["https://openalex.org/I57206974"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5012263259","display_name":"Ronald G. Harvey","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I40347166","display_name":"University of Chicago","ror":"https://ror.org/024mw5h28","country_code":"US","type":"education","lineage":["https://openalex.org/I40347166"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Ronald G. Harvey","raw_affiliation_strings":["The Ben May Institute, The University of Chicago, Chicago, IL 60637 U.S.A"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"The Ben May Institute, The University of Chicago, Chicago, IL 60637 U.S.A","institution_ids":["https://openalex.org/I40347166"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5018460703"],"corresponding_institution_ids":["https://openalex.org/I57206974"],"apc_list":{"value":3540,"currency":"USD","value_usd":3540},"apc_paid":{"value":3540,"currency":"USD","value_usd":3540},"fwci":0.9509,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.73189927,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":94},"biblio":{"volume":"66","issue":"1-2","first_page":"121","last_page":"145"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10433","display_name":"Carcinogens and Genotoxicity Assessment","score":0.4336000084877014,"subfield":{"id":"https://openalex.org/subfields/1306","display_name":"Cancer Research"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},"topics":[{"id":"https://openalex.org/T10433","display_name":"Carcinogens and Genotoxicity Assessment","score":0.4336000084877014,"subfield":{"id":"https://openalex.org/subfields/1306","display_name":"Cancer Research"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T10432","display_name":"DNA and Nucleic Acid Chemistry","score":0.32499998807907104,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}},{"id":"https://openalex.org/T13105","display_name":"Synthesis and pharmacology of benzodiazepine derivatives","score":0.16940000653266907,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/diastereomers","display_name":"diastereomers","score":0.7440000176429749},{"id":"https://openalex.org/keywords/dna-adducts","display_name":"DNA adducts","score":0.7400000095367432},{"id":"https://openalex.org/keywords/carcinogen-dna-adducts","display_name":"carcinogen-DNA adducts","score":0.75},{"id":"https://openalex.org/keywords/dna-intercalation","display_name":"DNA intercalation","score":0.7580000162124634},{"id":"https://openalex.org/keywords/molecular-conformation","display_name":"molecular conformation","score":0.5879999995231628},{"id":"https://openalex.org/keywords/linear-dichroism","display_name":"linear dichroism","score":0.7089999914169312},{"id":"https://openalex.org/keywords/polycyclic-aromatic-hydrocarbons","display_name":"polycyclic aromatic hydrocarbons","score":0.7770000100135803}],"concepts":[{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.8501154184341431},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7834669947624207},{"id":"https://openalex.org/C2779515768","wikidata":"https://www.wikidata.org/wiki/Q421916","display_name":"Diol","level":2,"score":0.7291882634162903},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6502861976623535},{"id":"https://openalex.org/C108204754","wikidata":"https://www.wikidata.org/wiki/Q353392","display_name":"Adduct","level":2,"score":0.6391711831092834},{"id":"https://openalex.org/C2776920199","wikidata":"https://www.wikidata.org/wiki/Q408028","display_name":"Epoxide","level":3,"score":0.6027002334594727},{"id":"https://openalex.org/C180577832","wikidata":"https://www.wikidata.org/wiki/Q127920","display_name":"Covalent bond","level":2,"score":0.5242724418640137},{"id":"https://openalex.org/C552990157","wikidata":"https://www.wikidata.org/wiki/Q7430","display_name":"DNA","level":2,"score":0.5056209564208984},{"id":"https://openalex.org/C2779563022","wikidata":"https://www.wikidata.org/wiki/Q422152","display_name":"Anthracene","level":2,"score":0.43526801466941833},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.42433488368988037},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.1191960871219635},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.06660118699073792},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.06382879614830017}],"mesh":[{"descriptor_ui":"D000465","descriptor_name":"Algorithms","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000818","descriptor_name":"Animals","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D001551","descriptor_name":"Benz(a)Anthracenes","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D002417","descriptor_name":"Cattle","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002460","descriptor_name":"Cell Line","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002942","descriptor_name":"Circular Dichroism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D004247","descriptor_name":"DNA","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D009690","descriptor_name":"Nucleic Acid Conformation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013237","descriptor_name":"Stereoisomerism","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1016/0009-2797(88)90046-4","doi":"https://doi.org/10.1016/0009-2797(88)90046-4","is_oa":true,"landing_page_url":"https://doi.org/10.1016/0009-2797(88)90046-4","pdf_url":null,"source":{"id":"https://openalex.org/S34460812","display_name":"Chemico-Biological Interactions","issn_l":"0009-2797","issn":["0009-2797","1872-7786"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemico-Biological Interactions","raw_type":"journal-article"},{"id":"pmid:3383284","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/3383284","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemico-biological interactions","raw_type":"Journal Article"}],"best_oa_location":{"id":"doi:10.1016/0009-2797(88)90046-4","doi":"https://doi.org/10.1016/0009-2797(88)90046-4","is_oa":true,"landing_page_url":"https://doi.org/10.1016/0009-2797(88)90046-4","pdf_url":null,"source":{"id":"https://openalex.org/S34460812","display_name":"Chemico-Biological Interactions","issn_l":"0009-2797","issn":["0009-2797","1872-7786"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemico-Biological Interactions","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G5943349538","display_name":"STRUCTURE-FUNCTION OF FJORD PAH CANCINOGEN-DNA ADDUCTS.","funder_award_id":"R01CA020851","funder_id":"https://openalex.org/F4320337351","funder_display_name":"National Cancer Institute"}],"funders":[{"id":"https://openalex.org/F4320337351","display_name":"National Cancer Institute","ror":"https://ror.org/040gcmg81"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":59,"referenced_works":["https://openalex.org/W242162978","https://openalex.org/W307860133","https://openalex.org/W1487061712","https://openalex.org/W1510489925","https://openalex.org/W1542868541","https://openalex.org/W1556456745","https://openalex.org/W1581042042","https://openalex.org/W1668019666","https://openalex.org/W1889208305","https://openalex.org/W1926324354","https://openalex.org/W1963799772","https://openalex.org/W1964312739","https://openalex.org/W1968144575","https://openalex.org/W1969405207","https://openalex.org/W1969731913","https://openalex.org/W1974074449","https://openalex.org/W1977479828","https://openalex.org/W1979433141","https://openalex.org/W1982211420","https://openalex.org/W1985747795","https://openalex.org/W1994856819","https://openalex.org/W1997345646","https://openalex.org/W2003083293","https://openalex.org/W2016353039","https://openalex.org/W2016725913","https://openalex.org/W2025672003","https://openalex.org/W2027118247","https://openalex.org/W2028545186","https://openalex.org/W2038399829","https://openalex.org/W2042126147","https://openalex.org/W2056357932","https://openalex.org/W2057128698","https://openalex.org/W2067958391","https://openalex.org/W2074555224","https://openalex.org/W2076662018","https://openalex.org/W2079157836","https://openalex.org/W2094987730","https://openalex.org/W2102957206","https://openalex.org/W2107753038","https://openalex.org/W2128546392","https://openalex.org/W2140649495","https://openalex.org/W2156101444","https://openalex.org/W2161259148","https://openalex.org/W2167420203","https://openalex.org/W2168342276","https://openalex.org/W2246519231","https://openalex.org/W2321972685","https://openalex.org/W2443280162","https://openalex.org/W2501820592","https://openalex.org/W2504052342","https://openalex.org/W2744854196","https://openalex.org/W2773308986","https://openalex.org/W3004447210","https://openalex.org/W3005420656","https://openalex.org/W3005477962","https://openalex.org/W6633307752","https://openalex.org/W6640302186","https://openalex.org/W6675231791","https://openalex.org/W6679200182"],"related_works":["https://openalex.org/W2061110414","https://openalex.org/W242162978","https://openalex.org/W1964312739","https://openalex.org/W2081510059","https://openalex.org/W2053782898","https://openalex.org/W2045130013","https://openalex.org/W2011652107","https://openalex.org/W1967281159","https://openalex.org/W2125235941","https://openalex.org/W1985747795"],"abstract_inverted_index":{"The":[0,30,83,126,166,290],"modes":[1],"of":[2,4,52,97,117,128,152,161,168,177,191,201,237,256,264,272,286,294,297,303,316,331,336,339],"reaction":[3],"the":[5,15,50,53,59,93,98,113,118,123,139,145,149,153,159,162,169,188,192,199,202,230,238,246,254,262,270,273,278,282,287,310,329],"tumorigenic":[6,275,334],"bay":[7,311],"region":[8,312],"diol":[9,32,76,119,292,313],"epoxide":[10,33,120,293,314],"anti-BADE":[11,85,135,208,240],"[+/-)-trans-3,4-diol-anti-1,2-epoxy-1,2,3,4-tetrahydrobenz[a]anthr":[12],"acene)":[13],"and":[14,55,66,86,136,183,209,281,296,305,333],"less":[16,274],"potent":[17],"tumor":[18],"initiating":[19],"diastereomer":[20],"syn-BADE":[21,87],"[+/-)-trans-3,4-diol-syn-1,2-epoxy-1,2,3,4-tetrahydrobenz[a]anthra":[22],"cene)":[23],"with":[24,61,81,229],"native,":[25],"double-stranded":[26],"DNA":[27,163,171,231],"were":[28],"compared.":[29],"bay-region":[31,291],"derived":[34],"from":[35,215],"3-methylcholanthrene":[36,298],"(3-MCDE,":[37],"racemic":[38],"trans-9,10-diol-anti-7,8-epoxy-7,8,9,10-tetrahydromethylcholanthrene+":[39],"++)":[40],"was":[41],"included":[42],"in":[43,46,122,144,175,186,244,249,327],"this":[44,108,337],"study":[45],"order":[47],"to":[48,112,158,198,220],"assess":[49],"effects":[51],"methyl":[54],"methylene":[56],"substituents":[57,248],"on":[58],"reactivity":[60],"DNA.":[62,82],"Utilizing":[63],"linear":[64],"dichroism":[65],"other":[67],"spectroscopic":[68],"methods,":[69],"it":[70],"is":[71,100,110,132,141,155],"shown":[72],"that":[73,319],"all":[74],"three":[75],"epoxides":[77],"forn":[78],"non-covalent":[79,217,279],"complexes":[80,280],"diastereomers":[84],"form":[88],"intercalative":[89,257],"physical":[90,258],"complexes,":[91,259],"but":[92,260],"association":[94],"constant":[95],"K":[96,129],"syn-diastereomer":[99],"about":[101],"6-7":[102],"times":[103],"smaller":[104],"than":[105],"for":[106,134],"anti-BADE;":[107],"effect":[109],"ascribed":[111],"bulky":[114],"quasi-diaxial":[115],"conformation":[116,180,185,225,321],"ring":[121],"syn":[124],"diastereomer.":[125],"value":[127],"(4000":[130],"M-1)":[131],"similar":[133,301],"3-MCDE,":[137,210],"although":[138,233],"latter":[140],"not":[142,251],"intercalated":[143],"classical":[146],"sense":[147],"since":[148],"short":[150],"axis":[151,160,200],"molecule":[154],"tilted":[156,196],"closer":[157,197],"double":[164],"helix.":[165],"conformations":[167,308],"covalent":[170,222,239,267,283,306],"adducts":[172,241,284],"are":[173,195,285],"interpreted":[174],"terms":[176],"a":[178,184,212,216,221,234,300],"quasi-intercalative":[179],"(site":[181,204],"I),":[182],"which":[187],"long":[189],"axes":[190],"polycyclic":[193],"molecules":[194],"helix":[203],"II).":[205],"Both":[206],"tumorigens,":[207],"undergo":[211],"marked":[213],"re-orientation":[214],"site":[218,223,265,288],"I":[219,266],"II":[224],"upon":[226],"binding":[227],"chemically":[228],"bases,":[232],"small":[235],"fraction":[236],"remains":[242],"quasi-intercalated;":[243],"contrast,":[245],"alkyl":[247],"3-MCDE":[250],"only":[252],"prevent":[253],"formation":[255,263],"also":[261],"adducts.":[268],"In":[269],"case":[271],"syn-BADE,":[276],"both":[277],"I-type.":[289],"benz[a]anthracene":[295],"display":[299],"pattern":[302],"reactivities":[304],"adduct":[307,320],"as":[309],"derivatives":[315],"benz[a]pyrene,":[317],"suggesting":[318],"might":[322],"be":[323],"an":[324],"important":[325],"factor":[326],"determining":[328],"levels":[330],"mutagenic":[332],"activities":[335],"class":[338],"compounds.":[340]},"counts_by_year":[{"year":2016,"cited_by_count":1}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2016-06-24T00:00:00"}
