{"id":"https://openalex.org/W2072030277","doi":"https://doi.org/10.1016/j.bmc.2004.12.024","title":"Stereochemical influence on lipase-mediated hydrolysis and biological activity of stampidine and other stavudine phosphoramidates","display_name":"Stereochemical influence on lipase-mediated hydrolysis and biological activity of stampidine and other stavudine phosphoramidates","publication_year":2005,"publication_date":"2005-01-25","ids":{"openalex":"https://openalex.org/W2072030277","doi":"https://doi.org/10.1016/j.bmc.2004.12.024","mag":"2072030277","pmid":"https://pubmed.ncbi.nlm.nih.gov/15698793"},"language":"en","primary_location":{"id":"doi:10.1016/j.bmc.2004.12.024","doi":"https://doi.org/10.1016/j.bmc.2004.12.024","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.bmc.2004.12.024","pdf_url":null,"source":{"id":"https://openalex.org/S10422866","display_name":"Bioorganic & Medicinal Chemistry","issn_l":"0968-0896","issn":["0968-0896","1464-3391"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-70","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":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioorganic & Medicinal Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5048956276","display_name":"Taracad K. Venkatachalam","orcid":"https://orcid.org/0000-0001-9747-1105","observed_orcids":["https://orcid.org/0000-0001-9747-1105"]},"institutions":[{"id":"https://openalex.org/I4210120419","display_name":"Paradigm Pharmaceuticals (United States)","ror":"https://ror.org/02krbtc48","country_code":"US","type":"company","lineage":["https://openalex.org/I4210120419"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"T.K. Venkatachalam","raw_affiliation_strings":["Department of Chemistry, Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA","Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA","institution_ids":["https://openalex.org/I4210120419"]},{"raw_affiliation_string":"Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA","institution_ids":["https://openalex.org/I4210120419"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5024388897","display_name":"Peter Samuel","orcid":"https://orcid.org/0000-0003-2569-8401","observed_orcids":["https://orcid.org/0000-0003-2569-8401"]},"institutions":[{"id":"https://openalex.org/I4210120419","display_name":"Paradigm Pharmaceuticals (United States)","ror":"https://ror.org/02krbtc48","country_code":"US","type":"company","lineage":["https://openalex.org/I4210120419"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"P. Samuel","raw_affiliation_strings":["Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA","institution_ids":["https://openalex.org/I4210120419"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5091381226","display_name":"Fatih Mehmet Uckun","orcid":"https://orcid.org/0000-0001-9334-183X","observed_orcids":["https://orcid.org/0000-0001-9334-183X"]},"institutions":[{"id":"https://openalex.org/I4210120419","display_name":"Paradigm Pharmaceuticals (United States)","ror":"https://ror.org/02krbtc48","country_code":"US","type":"company","lineage":["https://openalex.org/I4210120419"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"F.M. Uckun","raw_affiliation_strings":["Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Department of Structural Biology, Department of Pharmaceutical Sciences and Paradigm Pharmaceuticals, LLC, 2685 Patton Road, St. Paul, MN 55113, USA","institution_ids":["https://openalex.org/I4210120419"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I4210120419"],"apc_list":{"value":3960,"currency":"USD","value_usd":3960},"apc_paid":null,"fwci":0.8545,"has_fulltext":false,"cited_by_count":17,"citation_normalized_percentile":{"value":0.73835835,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"13","issue":"5","first_page":"1763","last_page":"1773"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.8452000021934509,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10526","display_name":"HIV/AIDS drug development and treatment","score":0.8452000021934509,"subfield":{"id":"https://openalex.org/subfields/2725","display_name":"Infectious Diseases"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T12191","display_name":"Physical Organic Chemistry and Reaction Kinetics","score":0.047200001776218414,"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/T10404","display_name":"Enzyme Catalysis and Immobilization","score":0.015799999237060547,"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/stereochemistry","display_name":"stereochemistry","score":0.8399999737739563},{"id":"https://openalex.org/keywords/anti-hiv-activity","display_name":"anti-HIV activity","score":0.9509999752044678},{"id":"https://openalex.org/keywords/molecular-modeling","display_name":"molecular modeling","score":0.574999988079071}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9051529169082642},{"id":"https://openalex.org/C2779697368","wikidata":"https://www.wikidata.org/wiki/Q380967","display_name":"Lipase","level":3,"score":0.8162921667098999},{"id":"https://openalex.org/C94412978","wikidata":"https://www.wikidata.org/wiki/Q103135","display_name":"Hydrolysis","level":2,"score":0.7711939215660095},{"id":"https://openalex.org/C2779889181","wikidata":"https://www.wikidata.org/wiki/Q423984","display_name":"Stavudine","level":5,"score":0.575136661529541},{"id":"https://openalex.org/C2780786110","wikidata":"https://www.wikidata.org/wiki/Q7839871","display_name":"Triacylglycerol lipase","level":4,"score":0.4479231834411621},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4435924291610718},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.432531476020813},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.4036295413970947},{"id":"https://openalex.org/C3013748606","wikidata":"https://www.wikidata.org/wiki/Q15787","display_name":"Human immunodeficiency virus (HIV)","level":2,"score":0.1497371792793274},{"id":"https://openalex.org/C512399662","wikidata":"https://www.wikidata.org/wiki/Q3505712","display_name":"Family medicine","level":1,"score":0.0},{"id":"https://openalex.org/C2780727368","wikidata":"https://www.wikidata.org/wiki/Q1928978","display_name":"Viral disease","level":3,"score":0.0},{"id":"https://openalex.org/C2780216070","wikidata":"https://www.wikidata.org/wiki/Q198504","display_name":"Zidovudine","level":4,"score":0.0},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0}],"mesh":[{"descriptor_ui":"D000577","descriptor_name":"Amides","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D000577","descriptor_name":"Amides","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D002851","descriptor_name":"Chromatography, High Pressure Liquid","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006801","descriptor_name":"Humans","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006868","descriptor_name":"Hydrolysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D008049","descriptor_name":"Lipase","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":true},{"descriptor_ui":"D008958","descriptor_name":"Models, Molecular","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010756","descriptor_name":"Phosphoric Acids","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D010756","descriptor_name":"Phosphoric Acids","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013056","descriptor_name":"Spectrophotometry, Ultraviolet","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":"D013601","descriptor_name":"T-Lymphocytes","qualifier_ui":"Q000187","qualifier_name":"drug effects","is_major_topic":false},{"descriptor_ui":"D013938","descriptor_name":"Thymidine Monophosphate","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D013938","descriptor_name":"Thymidine Monophosphate","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D013938","descriptor_name":"Thymidine Monophosphate","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D013938","descriptor_name":"Thymidine Monophosphate","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D018119","descriptor_name":"Stavudine","qualifier_ui":"Q000031","qualifier_name":"analogs & derivatives","is_major_topic":true},{"descriptor_ui":"D018119","descriptor_name":"Stavudine","qualifier_ui":"Q000378","qualifier_name":"metabolism","is_major_topic":false},{"descriptor_ui":"D018119","descriptor_name":"Stavudine","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D018119","descriptor_name":"Stavudine","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D018894","descriptor_name":"Reverse Transcriptase Inhibitors","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true},{"descriptor_ui":"D018894","descriptor_name":"Reverse Transcriptase Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D054306","descriptor_name":"Dideoxynucleotides","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D066298","descriptor_name":"In Vitro Techniques","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1016/j.bmc.2004.12.024","doi":"https://doi.org/10.1016/j.bmc.2004.12.024","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.bmc.2004.12.024","pdf_url":null,"source":{"id":"https://openalex.org/S10422866","display_name":"Bioorganic & Medicinal Chemistry","issn_l":"0968-0896","issn":["0968-0896","1464-3391"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-c","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-70","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":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioorganic & Medicinal Chemistry","raw_type":"journal-article"},{"id":"pmid:15698793","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/15698793","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":"Bioorganic & medicinal chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":47,"referenced_works":["https://openalex.org/W1538019486","https://openalex.org/W1548955637","https://openalex.org/W1964600139","https://openalex.org/W1983794056","https://openalex.org/W1983862006","https://openalex.org/W1987300689","https://openalex.org/W1992134901","https://openalex.org/W1996587882","https://openalex.org/W2002383127","https://openalex.org/W2007858594","https://openalex.org/W2012721536","https://openalex.org/W2016343105","https://openalex.org/W2016747496","https://openalex.org/W2017943307","https://openalex.org/W2017967027","https://openalex.org/W2019790462","https://openalex.org/W2020361084","https://openalex.org/W2023042597","https://openalex.org/W2036003892","https://openalex.org/W2038184770","https://openalex.org/W2046653072","https://openalex.org/W2050554681","https://openalex.org/W2056206669","https://openalex.org/W2059892704","https://openalex.org/W2073517737","https://openalex.org/W2075800347","https://openalex.org/W2083354976","https://openalex.org/W2098768441","https://openalex.org/W2101963388","https://openalex.org/W2117123118","https://openalex.org/W2117784959","https://openalex.org/W2135045438","https://openalex.org/W2142501641","https://openalex.org/W2143058200","https://openalex.org/W2143811592","https://openalex.org/W2152834564","https://openalex.org/W2156527147","https://openalex.org/W2163676940","https://openalex.org/W2165611390","https://openalex.org/W2166715893","https://openalex.org/W2257425921","https://openalex.org/W2305199251","https://openalex.org/W2322224643","https://openalex.org/W2413890367","https://openalex.org/W2417685408","https://openalex.org/W2418695499","https://openalex.org/W2502579852"],"related_works":["https://openalex.org/W2050554681","https://openalex.org/W2326081346","https://openalex.org/W1967458524","https://openalex.org/W2078986280","https://openalex.org/W2087053094","https://openalex.org/W2071410206","https://openalex.org/W2283560210","https://openalex.org/W2078247260","https://openalex.org/W2165789078","https://openalex.org/W2079556707"],"abstract_inverted_index":null,"counts_by_year":[{"year":2022,"cited_by_count":1},{"year":2018,"cited_by_count":3},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}