{"id":"https://openalex.org/W1984046854","doi":"https://doi.org/10.1371/journal.pone.0085892","title":"Penam Sulfones and \u03b2-Lactamase Inhibition: SA2-13 and the Importance of the C2 Side Chain Length and Composition","display_name":"Penam Sulfones and \u03b2-Lactamase Inhibition: SA2-13 and the Importance of the C2 Side Chain Length and Composition","publication_year":2014,"publication_date":"2014-01-16","ids":{"openalex":"https://openalex.org/W1984046854","doi":"https://doi.org/10.1371/journal.pone.0085892","mag":"1984046854","pmid":"https://pubmed.ncbi.nlm.nih.gov/24454944"},"language":"en","primary_location":{"id":"doi:10.1371/journal.pone.0085892","doi":"https://doi.org/10.1371/journal.pone.0085892","is_oa":true,"landing_page_url":"https://doi.org/10.1371/journal.pone.0085892","pdf_url":"https://journals.plos.org/plosone/article/file?id=10.1371/journal.pone.0085892&type=printable","source":{"id":"https://openalex.org/S202381698","display_name":"PLoS ONE","issn_l":"1932-6203","issn":["1932-6203"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-class-a","anvur-scientific","cwts-core","doaj","dongbi-c","doyens","erih-plus","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310315706","host_organization_name":"Public Library of Science","host_organization_lineage":["https://openalex.org/P4310315706"],"host_organization_lineage_names":["Public Library of Science"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"PLoS ONE","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","doaj","pubmed"],"open_access":{"is_oa":true,"oa_status":"gold","oa_url":"https://journals.plos.org/plosone/article/file?id=10.1371/journal.pone.0085892&type=printable","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5043872552","display_name":"Elizabeth A. Rodkey","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Elizabeth A. Rodkey","raw_affiliation_strings":["Department of Biochemistry, Case Western Reserve University, Cleveland, Ohio, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Biochemistry, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5061007443","display_name":"Marisa Winkler","orcid":"https://orcid.org/0000-0002-9785-5034","observed_orcids":["https://orcid.org/0000-0002-9785-5034"]},"institutions":[{"id":"https://openalex.org/I4210110978","display_name":"Louis Stokes Cleveland VA Medical Center","ror":"https://ror.org/01vrybr67","country_code":"US","type":"healthcare","lineage":["https://openalex.org/I1322918889","https://openalex.org/I2799886695","https://openalex.org/I4210110978","https://openalex.org/I4210127612"]},{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Marisa L. Winkler","raw_affiliation_strings":["Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America ; Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America","Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America","Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America ; Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I4210110978","https://openalex.org/I58956616"]},{"raw_affiliation_string":"Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]},{"raw_affiliation_string":"Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I4210110978"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5109089268","display_name":"Christopher R. Bethel","orcid":"https://orcid.org/0009-0000-2192-4817","observed_orcids":["https://orcid.org/0009-0000-2192-4817"]},"institutions":[{"id":"https://openalex.org/I4210110978","display_name":"Louis Stokes Cleveland VA Medical Center","ror":"https://ror.org/01vrybr67","country_code":"US","type":"healthcare","lineage":["https://openalex.org/I1322918889","https://openalex.org/I2799886695","https://openalex.org/I4210110978","https://openalex.org/I4210127612"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Christopher R. Bethel","raw_affiliation_strings":["Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I4210110978"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5043171884","display_name":"Sundar Ram Reddy Pagadala","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I178169726","display_name":"Southern Methodist University","ror":"https://ror.org/042tdr378","country_code":"US","type":"education","lineage":["https://openalex.org/I178169726"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Sundar Ram Reddy Pagadala","raw_affiliation_strings":["Department of Chemistry, Southern Methodist University, Dallas, Texas, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Southern Methodist University, Dallas, Texas, United States of America","institution_ids":["https://openalex.org/I178169726"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5010768652","display_name":"John D. Buynak","orcid":"https://orcid.org/0000-0003-1007-791X","observed_orcids":["https://orcid.org/0000-0003-1007-791X"]},"institutions":[{"id":"https://openalex.org/I178169726","display_name":"Southern Methodist University","ror":"https://ror.org/042tdr378","country_code":"US","type":"education","lineage":["https://openalex.org/I178169726"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"John D. Buynak","raw_affiliation_strings":["Department of Chemistry, Southern Methodist University, Dallas, Texas, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Southern Methodist University, Dallas, Texas, United States of America","institution_ids":["https://openalex.org/I178169726"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5000611736","display_name":"Robert A. Bonomo","orcid":"https://orcid.org/0000-0002-3299-894X","observed_orcids":["https://orcid.org/0000-0002-3299-894X"]},"institutions":[{"id":"https://openalex.org/I4210110978","display_name":"Louis Stokes Cleveland VA Medical Center","ror":"https://ror.org/01vrybr67","country_code":"US","type":"healthcare","lineage":["https://openalex.org/I1322918889","https://openalex.org/I2799886695","https://openalex.org/I4210110978","https://openalex.org/I4210127612"]},{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Robert A. Bonomo","raw_affiliation_strings":["Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America ; Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America ; Department of Medicine, Case Western Reserve University, Cleveland, Ohio, United States of America ; Department of Pharmacology, Case Western Reserve University, Cleveland, Ohio, United States of America","Department of Medicine, Case Western Reserve University, Cleveland, Ohio, United States of America","Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America","Department of Pharmacology, Case Western Reserve University, Cleveland, Ohio, United States of America","Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America ; Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America ; Department of Medicine, Case Western Reserve University, Cleveland, Ohio, United States of America ; Department of Pharmacology, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I4210110978","https://openalex.org/I58956616"]},{"raw_affiliation_string":"Department of Medicine, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]},{"raw_affiliation_string":"Department of Molecular Biology and Microbiology, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]},{"raw_affiliation_string":"Department of Pharmacology, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]},{"raw_affiliation_string":"Research Division, Louis Stokes Cleveland Veterans Affairs Medical Center, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I4210110978"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5038424461","display_name":"Focco van den Akker","orcid":"https://orcid.org/0000-0001-9210-3565","observed_orcids":["https://orcid.org/0000-0001-9210-3565"]},"institutions":[{"id":"https://openalex.org/I58956616","display_name":"Case Western Reserve University","ror":"https://ror.org/051fd9666","country_code":"US","type":"education","lineage":["https://openalex.org/I58956616"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Focco van den Akker","raw_affiliation_strings":["Department of Biochemistry, Case Western Reserve University, Cleveland, Ohio, United States of America"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Biochemistry, Case Western Reserve University, Cleveland, Ohio, United States of America","institution_ids":["https://openalex.org/I58956616"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5000611736","https://openalex.org/A5038424461"],"corresponding_institution_ids":["https://openalex.org/I4210110978","https://openalex.org/I58956616"],"apc_list":{"value":2382,"currency":"USD","value_usd":2382},"apc_paid":{"value":2382,"currency":"USD","value_usd":2382},"fwci":0.547,"has_fulltext":true,"cited_by_count":10,"citation_normalized_percentile":{"value":0.60121633,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"9","issue":"1","first_page":"e85892","last_page":"e85892"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10147","display_name":"Antibiotic Resistance in Bacteria","score":0.9179999828338623,"subfield":{"id":"https://openalex.org/subfields/1313","display_name":"Molecular Medicine"},"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/T10147","display_name":"Antibiotic Resistance in Bacteria","score":0.9179999828338623,"subfield":{"id":"https://openalex.org/subfields/1313","display_name":"Molecular Medicine"},"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/T13489","display_name":"Synthesis of \u03b2-Lactam Compounds","score":0.07400000095367432,"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"}},{"id":"https://openalex.org/T12412","display_name":"Enzyme function and inhibition","score":0.002300000051036477,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/beta-lactamase-inhibitors","display_name":"beta-lactamase inhibitors","score":0.9570000171661377},{"id":"https://openalex.org/keywords/shv-1","display_name":"SHV-1","score":0.7329999804496765},{"id":"https://openalex.org/keywords/inhibitor-resistance","display_name":"inhibitor resistance","score":0.6679999828338623},{"id":"https://openalex.org/keywords/enzyme-turnover-number","display_name":"enzyme turnover number","score":0.4259999990463257}],"concepts":[{"id":"https://openalex.org/C2780557392","wikidata":"https://www.wikidata.org/wiki/Q523796","display_name":"Linker","level":2,"score":0.8002208471298218},{"id":"https://openalex.org/C2776378156","wikidata":"https://www.wikidata.org/wiki/Q408018","display_name":"Enamine","level":3,"score":0.7944349646568298},{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.710585355758667},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.6371381878852844},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.628494918346405},{"id":"https://openalex.org/C2778478555","wikidata":"https://www.wikidata.org/wiki/Q423393","display_name":"Sulbactam","level":5,"score":0.4816074073314667},{"id":"https://openalex.org/C2778266534","wikidata":"https://www.wikidata.org/wiki/Q423376","display_name":"Tazobactam","level":5,"score":0.4710783064365387},{"id":"https://openalex.org/C2778439535","wikidata":"https://www.wikidata.org/wiki/Q188777","display_name":"Amide","level":2,"score":0.4151371121406555},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.20232418179512024},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1949794590473175},{"id":"https://openalex.org/C94665300","wikidata":"https://www.wikidata.org/wiki/Q63391344","display_name":"Antibiotic resistance","level":3,"score":0.06911766529083252},{"id":"https://openalex.org/C501593827","wikidata":"https://www.wikidata.org/wiki/Q12187","display_name":"Antibiotics","level":2,"score":0.05991193652153015},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.0},{"id":"https://openalex.org/C111919701","wikidata":"https://www.wikidata.org/wiki/Q9135","display_name":"Operating system","level":1,"score":0.0},{"id":"https://openalex.org/C2779631663","wikidata":"https://www.wikidata.org/wiki/Q425152","display_name":"Imipenem","level":4,"score":0.0}],"mesh":[{"descriptor_ui":"D000078142","descriptor_name":"Tazobactam","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000078142","descriptor_name":"Tazobactam","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000078142","descriptor_name":"Tazobactam","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D000900","descriptor_name":"Anti-Bacterial Agents","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000037","qualifier_name":"antagonists & inhibitors","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001426","descriptor_name":"Bacterial Proteins","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000235","qualifier_name":"genetics","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000235","qualifier_name":"genetics","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000235","qualifier_name":"genetics","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D001618","descriptor_name":"beta-Lactamases","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D006574","descriptor_name":"Heterocyclic Compounds, 2-Ring","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D006574","descriptor_name":"Heterocyclic Compounds, 2-Ring","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D006574","descriptor_name":"Heterocyclic Compounds, 2-Ring","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007700","descriptor_name":"Kinetics","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D010397","descriptor_name":"Penicillanic Acid","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D011485","descriptor_name":"Protein Binding","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011485","descriptor_name":"Protein Binding","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011485","descriptor_name":"Protein Binding","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},{"descriptor_ui":"D013329","descriptor_name":"Structure-Activity Relationship","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},{"descriptor_ui":"D013450","descriptor_name":"Sulfones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013450","descriptor_name":"Sulfones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D013450","descriptor_name":"Sulfones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D018360","descriptor_name":"Crystallography, X-Ray","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018360","descriptor_name":"Crystallography, X-Ray","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018360","descriptor_name":"Crystallography, X-Ray","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018440","descriptor_name":"beta-Lactam Resistance","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018440","descriptor_name":"beta-Lactam Resistance","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D018440","descriptor_name":"beta-Lactam Resistance","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019943","descriptor_name":"Amino Acid Substitution","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019943","descriptor_name":"Amino Acid Substitution","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019943","descriptor_name":"Amino Acid Substitution","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D020134","descriptor_name":"Catalytic Domain","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D020134","descriptor_name":"Catalytic Domain","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D020134","descriptor_name":"Catalytic Domain","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D053778","descriptor_name":"Thiazolidines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D053778","descriptor_name":"Thiazolidines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D053778","descriptor_name":"Thiazolidines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D065093","descriptor_name":"beta-Lactamase Inhibitors","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D065093","descriptor_name":"beta-Lactamase Inhibitors","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true},{"descriptor_ui":"D065093","descriptor_name":"beta-Lactamase Inhibitors","qualifier_ui":null,"qualifier_name":null,"is_major_topic":true}],"locations_count":6,"locations":[{"id":"doi:10.1371/journal.pone.0085892","doi":"https://doi.org/10.1371/journal.pone.0085892","is_oa":true,"landing_page_url":"https://doi.org/10.1371/journal.pone.0085892","pdf_url":"https://journals.plos.org/plosone/article/file?id=10.1371/journal.pone.0085892&type=printable","source":{"id":"https://openalex.org/S202381698","display_name":"PLoS ONE","issn_l":"1932-6203","issn":["1932-6203"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-class-a","anvur-scientific","cwts-core","doaj","dongbi-c","doyens","erih-plus","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310315706","host_organization_name":"Public Library of Science","host_organization_lineage":["https://openalex.org/P4310315706"],"host_organization_lineage_names":["Public Library of Science"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"PLoS ONE","raw_type":"journal-article"},{"id":"pmid:24454944","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/24454944","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":"PloS one","raw_type":"Journal Article"},{"id":"pmh:oai:europepmc.org:2881904","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3894197","pdf_url":null,"source":{"id":"https://openalex.org/S4306400806","display_name":"Europe PMC (PubMed Central)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1303153112","host_organization_name":"European Bioinformatics Institute","host_organization_lineage":["https://openalex.org/I1303153112"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"Text"},{"id":"pmh:oai:pubmedcentral.nih.gov:3894197","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/3894197","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"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":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"PLoS One","raw_type":"Text"},{"id":"pmh:oai:doaj.org/article:5139eb271d3c4f82979a7775b9f9c7a5","doi":null,"is_oa":true,"landing_page_url":"https://doaj.org/article/5139eb271d3c4f82979a7775b9f9c7a5","pdf_url":null,"source":{"id":"https://openalex.org/S4306401280","display_name":"DOAJ (DOAJ: Directory of Open Access Journals)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-sa","license_id":"https://openalex.org/licenses/cc-by-sa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"PLoS ONE, Vol 9, Iss 1, p e85892 (2014)","raw_type":"article"},{"id":"pmh:oai:figshare.com:article/902671","doi":null,"is_oa":true,"landing_page_url":"https://figshare.com/articles/dataset/_Penam_Sulfones_and_946_Lactamase_Inhibition_SA2_13_and_the_Importance_of_the_C2_Side_Chain_Length_and_Composition_/902671","pdf_url":null,"source":{"id":"https://openalex.org/S4377196282","display_name":"Figshare","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4210132348","host_organization_name":"Figshare (United Kingdom)","host_organization_lineage":["https://openalex.org/I4210132348"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Dataset"}],"best_oa_location":{"id":"doi:10.1371/journal.pone.0085892","doi":"https://doi.org/10.1371/journal.pone.0085892","is_oa":true,"landing_page_url":"https://doi.org/10.1371/journal.pone.0085892","pdf_url":"https://journals.plos.org/plosone/article/file?id=10.1371/journal.pone.0085892&type=printable","source":{"id":"https://openalex.org/S202381698","display_name":"PLoS ONE","issn_l":"1932-6203","issn":["1932-6203"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["anvur-class-a","anvur-scientific","cwts-core","doaj","dongbi-c","doyens","erih-plus","jufo-1","ki-jl-1","medline","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310315706","host_organization_name":"Public Library of Science","host_organization_lineage":["https://openalex.org/P4310315706"],"host_organization_lineage_names":["Public Library of Science"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"PLoS ONE","raw_type":"journal-article"},"sustainable_development_goals":[{"id":"https://metadata.un.org/sdg/3","display_name":"Good health and well-being","score":0.504800021648407}],"sustainable_development_goals_aurora":[{"id":"https://metadata.un.org/sdg/6","display_name":"Clean water and sanitation","score":0.6700000166893005}],"study_designs":[],"awards":[{"id":"https://openalex.org/G1003374595","display_name":null,"funder_award_id":"R01AI063517","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G1436032867","display_name":null,"funder_award_id":"T32GM007250","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"},{"id":"https://openalex.org/G1675129129","display_name":null,"funder_award_id":"R01 AI062968","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G8692893584","display_name":null,"funder_award_id":"R15 AI109624","funder_id":"https://openalex.org/F4320337355","funder_display_name":"National Institute of Allergy and Infectious Diseases"},{"id":"https://openalex.org/G9000001819","display_name":null,"funder_award_id":"AI063517","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"},{"id":"https://openalex.org/G9000218179","display_name":null,"funder_award_id":"R01AI063517","funder_id":"https://openalex.org/F4320332161","funder_display_name":"National Institutes of Health"}],"funders":[{"id":"https://openalex.org/F4320306127","display_name":"U.S. Department of Veterans Affairs","ror":"https://ror.org/05rsv9s98"},{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320334047","display_name":"Geriatric Research Education and Clinical Center","ror":"https://ror.org/01nh3sx96"},{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"},{"id":"https://openalex.org/F4320337355","display_name":"National Institute of Allergy and Infectious Diseases","ror":"https://ror.org/043z4tv69"},{"id":"https://openalex.org/F4320337376","display_name":"NIH Clinical Center","ror":"https://ror.org/04vfsmv21"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W1984046854.pdf","grobid_xml":"https://content.openalex.org/works/W1984046854.grobid-xml"},"referenced_works_count":27,"referenced_works":["https://openalex.org/W1498996826","https://openalex.org/W1536681123","https://openalex.org/W1539796472","https://openalex.org/W1812189063","https://openalex.org/W1861263514","https://openalex.org/W1895007034","https://openalex.org/W1907778005","https://openalex.org/W1971600059","https://openalex.org/W1979766792","https://openalex.org/W1992645495","https://openalex.org/W2002328381","https://openalex.org/W2007770311","https://openalex.org/W2023341649","https://openalex.org/W2038840577","https://openalex.org/W2039952979","https://openalex.org/W2044400914","https://openalex.org/W2069644704","https://openalex.org/W2078008929","https://openalex.org/W2078810639","https://openalex.org/W2087831397","https://openalex.org/W2114367386","https://openalex.org/W2119615529","https://openalex.org/W2128510652","https://openalex.org/W2131155009","https://openalex.org/W2136797343","https://openalex.org/W2144081223","https://openalex.org/W2148454405"],"related_works":["https://openalex.org/W2095242177","https://openalex.org/W2361224464","https://openalex.org/W2070990403","https://openalex.org/W2136654843","https://openalex.org/W2068283333","https://openalex.org/W2063916321","https://openalex.org/W2425760945","https://openalex.org/W331151196","https://openalex.org/W2102368355","https://openalex.org/W2130111833"],"abstract_inverted_index":{"\u03b2-Lactamases":[0],"are":[1,19,25,29],"the":[2,76,79,115,138,148,158,166,207,210,216,238,242,252,262,265,275,288],"major":[3],"reason":[4],"\u03b2-lactam":[5],"resistance":[6,15,213],"is":[7],"seen":[8,240],"in":[9,30,129,170,209,219,241],"Gram-negative":[10],"bacteria.":[11],"To":[12],"combat":[13],"this":[14,41,131,176,220,227],"mechanism,":[16],"\u03b2-lactamase":[17],"inhibitors":[18],"currently":[20],"being":[21],"developed.":[22],"Presently,":[23],"there":[24],"only":[26,179],"three":[27,87],"that":[28,51,113,251,274,286],"clinical":[31],"use":[32],"(clavulanate,":[33],"sulbactam":[34],"and":[35,64,83,93,102,156,230,258],"tazobactam).":[36],"In":[37],"order":[38],"to":[39,66,105,215,237],"address":[40],"important":[42],"medical":[43],"need,":[44],"we":[45],"explored":[46],"a":[47,55,68,126,162,183,195,232],"new":[48],"inhibition":[49],"strategy":[50],"takes":[52],"advantage":[53],"of":[54,78,89,125,202,212,264,268,277],"long-lived":[56],"inhibitory":[57,234],"trans-enamine":[58,127,132,168,233,266],"intermediate.":[59],"SA2-13":[60,90,96,193,222,278],"was":[61,142,150,188,223],"previously":[62],"synthesized":[63],"shown":[65],"have":[67],"lower":[69],"k(react)":[70,103],"than":[71],"tazobactam.":[72],"We":[73,107,190,271],"investigated":[74],"here":[75],"importance":[77],"carboxyl":[80,159],"linker":[81,116,140,149,256],"length":[82,117,141,257],"composition":[84,259],"by":[85,118,144,152],"synthesizing":[86],"analogs":[88,97],"(PSR-4-157,":[91],"PSR-4-155,":[92],"PSR-3-226).":[94],"All":[95],"yielded":[98],"higher":[99],"turnover":[100],"numbers":[101],"compared":[104],"SA2-13.":[106],"next":[108],"demonstrated":[109],"using":[110],"protein":[111],"crystallography":[112],"increasing":[114],"one":[119,145],"carbon":[120],"allowed":[121],"for":[122],"better":[123],"capture":[124],"intermediate;":[128],"contrast,":[130],"intermediate":[133,169,177,235,239,267],"did":[134,173],"not":[135,174],"occur":[136],"when":[137,182],"C2":[139,253],"decreased":[143],"carbon.":[146],"If":[147],"altered":[151],"both":[153],"shortening":[154],"it":[155],"changing":[157],"moiety":[160],"into":[161],"neutral":[163],"amide":[164],"moiety,":[165],"stable":[167],"wt":[171,243],"SHV-1":[172,244],"form;":[175],"could":[178],"be":[180],"observed":[181],"deacylation":[184],"deficient":[185],"E166A":[186],"variant":[187,201],"studied.":[189],"subsequently":[191],"studied":[192],"against":[194,282],"relatively":[196],"recently":[197],"discovered":[198],"inhibitor-resistant":[199],"(IR)":[200],"SHV-1,":[203],"SHV":[204,284],"K234R.":[205],"Despite":[206],"alteration":[208],"mechanism":[211],"due":[214],"K\u2192R":[217],"change":[218],"variant,":[221],"effective":[224],"at":[225],"inhibiting":[226],"IR":[228,283],"enzyme":[229],"formed":[231],"similar":[236],"structure.":[245],"Taken":[246],"together,":[247],"our":[248],"data":[249],"reveals":[250],"side":[254],"chain":[255],"profoundly":[260],"affect":[261],"formation":[263],"penam":[269],"sulfones.":[270],"also":[272],"show":[273],"design":[276],"derivatives":[279],"offers":[280],"promise":[281],"\u03b2-lactamases":[285],"possess":[287],"K234R":[289],"substitution.":[290]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2018,"cited_by_count":3},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":2}],"updated_date":"2026-10-16T09:59:22.235173","created_date":"2025-10-10T00:00:00"}