{"id":"https://openalex.org/W1973440293","doi":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","title":"Total Synthesis of the Marine Natural Product 7-Deoxy-okadaic Acid: A Potent Inhibitor of Serine/Threonine-Specific Protein Phosphatases","display_name":"Total Synthesis of the Marine Natural Product 7-Deoxy-okadaic Acid: A Potent Inhibitor of Serine/Threonine-Specific Protein Phosphatases","publication_year":1999,"publication_date":"1999-07-28","ids":{"openalex":"https://openalex.org/W1973440293","doi":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","mag":"1973440293","pmid":"https://pubmed.ncbi.nlm.nih.gov/10425503"},"language":"en","primary_location":{"id":"doi:10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","doi":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","is_oa":false,"landing_page_url":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},"volume":null,"type":"article","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/A5051543310","display_name":"Amy B. Dounay","orcid":"https://orcid.org/0000-0003-0451-5549","observed_orcids":["https://orcid.org/0000-0003-0451-5549"]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Amy B. Dounay","raw_affiliation_strings":["Department of Chemistry, University of Minnesota, Minneapolis, MN 55455 (USA), Fax: (+1)\u2009612\u2010626\u20107541"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis, MN 55455 (USA), Fax: (+1)\u2009612\u2010626\u20107541","institution_ids":["https://openalex.org/I130238516"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001570077","display_name":"Rebecca A. Urbanek","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210150756","display_name":"AstraZeneca (United States)","ror":"https://ror.org/043cec594","country_code":"US","type":"company","lineage":["https://openalex.org/I105036370","https://openalex.org/I4210150756"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Rebecca A. Urbanek","raw_affiliation_strings":["AstraZeneca Pharmaceuticals, 1800 Concord Pike, Wilmington, DE 19850 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"AstraZeneca Pharmaceuticals, 1800 Concord Pike, Wilmington, DE 19850 (USA)","institution_ids":["https://openalex.org/I4210150756"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5069030913","display_name":"Steven F. Sabes","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Steven F. Sabes","raw_affiliation_strings":["Shionogi BioResearch Corp., 45 Hartwell Ave., Lexington, MA 02173 (USA)"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Shionogi BioResearch Corp., 45 Hartwell Ave., Lexington, MA 02173 (USA)","institution_ids":[]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5053073891","display_name":"Craig J. Forsyth","orcid":"https://orcid.org/0000-0003-0836-8187","observed_orcids":["https://orcid.org/0000-0003-0836-8187"]},"institutions":[{"id":"https://openalex.org/I130238516","display_name":"University of Minnesota","ror":"https://ror.org/017zqws13","country_code":"US","type":"education","lineage":["https://openalex.org/I130238516"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Craig J. Forsyth","raw_affiliation_strings":["Department of Chemistry, University of Minnesota, Minneapolis, MN 55455 (USA), Fax: (+1)\u2009612\u2010626\u20107541"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Minnesota, Minneapolis, MN 55455 (USA), Fax: (+1)\u2009612\u2010626\u20107541","institution_ids":["https://openalex.org/I130238516"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5053073891"],"corresponding_institution_ids":["https://openalex.org/I130238516"],"apc_list":{"value":5510,"currency":"USD","value_usd":5510},"apc_paid":null,"fwci":3.0697,"has_fulltext":false,"cited_by_count":38,"citation_normalized_percentile":{"value":0.90385677,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":89,"max":97},"biblio":{"volume":"38","issue":"15","first_page":"2258","last_page":"2262"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.5214999914169312,"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"}},"topics":[{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.5214999914169312,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.19840000569820404,"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/T13971","display_name":"Synthesis and Biological Activity","score":0.12290000170469284,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/okadaic-acid","display_name":"okadaic acid","score":0.9430000185966492},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.9929999709129333},{"id":"https://openalex.org/keywords/marine-natural-products","display_name":"marine natural products","score":0.9470000267028809},{"id":"https://openalex.org/keywords/protein-phosphatase-inhibitors","display_name":"protein phosphatase inhibitors","score":0.921999990940094},{"id":"https://openalex.org/keywords/conformational-analysis","display_name":"conformational analysis","score":0.6230000257492065},{"id":"https://openalex.org/keywords/structure-activity-relationship","display_name":"structure-activity relationship","score":0.7789999842643738}],"concepts":[{"id":"https://openalex.org/C2776953658","wikidata":"https://www.wikidata.org/wiki/Q414042","display_name":"Okadaic acid","level":4,"score":0.9713344573974609},{"id":"https://openalex.org/C2775880066","wikidata":"https://www.wikidata.org/wiki/Q186521","display_name":"Threonine","level":4,"score":0.8779773712158203},{"id":"https://openalex.org/C2776414213","wikidata":"https://www.wikidata.org/wiki/Q183290","display_name":"Serine","level":3,"score":0.7572693824768066},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7018886804580688},{"id":"https://openalex.org/C2779396153","wikidata":"https://www.wikidata.org/wiki/Q901227","display_name":"Natural product","level":2,"score":0.6803261041641235},{"id":"https://openalex.org/C178666793","wikidata":"https://www.wikidata.org/wiki/Q422476","display_name":"Phosphatase","level":3,"score":0.6399955749511719},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.5779627561569214},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.5760971903800964},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4836205542087555},{"id":"https://openalex.org/C11960822","wikidata":"https://www.wikidata.org/wiki/Q242736","display_name":"Phosphorylation","level":2,"score":0.462630957365036}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","doi":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","is_oa":false,"landing_page_url":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.0.co;2-#","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},{"id":"doi:10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.3.co;2-r","doi":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.3.co;2-r","is_oa":false,"landing_page_url":"https://doi.org/10.1002/(sici)1521-3773(19990802)38:15<2258::aid-anie2258>3.3.co;2-r","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Angewandte Chemie International Edition","raw_type":"journal-article"},{"id":"pmid:10425503","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/10425503","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":"Angewandte Chemie (International ed. in English)","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[{"score":0.8899999856948853,"display_name":"Life below water","id":"https://metadata.un.org/sdg/14"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W2952935023","https://openalex.org/W1970232007","https://openalex.org/W2012338495","https://openalex.org/W2022838600","https://openalex.org/W103450340","https://openalex.org/W2034938450","https://openalex.org/W2023435806","https://openalex.org/W2052025883","https://openalex.org/W2099090219","https://openalex.org/W2127925534"],"abstract_inverted_index":{"A":[0],"small":[1],"change":[2],"to":[3,51],"the":[4,10,13,21,26,56,60],"structure":[5],"of":[6,12,25,33,40],"okadaic":[7],"acid":[8,29],"(1),":[9],"omission":[11],"single":[14],"hydroxy":[15],"group":[16],"at":[17],"C7,":[18],"facilitated":[19],"substantially":[20],"first":[22],"total":[23],"synthesis":[24],"derivative":[27],"7-deoxyokadaic":[28],"(2).":[30],"The":[31],"conformation":[32],"2":[34],"is":[35],"in":[36],"agreement":[37],"with":[38],"that":[39],"1":[41],"and":[42,65],"this":[43],"minimal":[44],"structural":[45],"variation":[46],"has":[47],"been":[48],"reported":[49],"previously":[50],"have":[52],"little":[53],"effect":[54],"on":[55],"inhibitory":[57],"activity":[58],"towards":[59],"serine/threonine-specific":[61],"protein":[62],"phosphatases":[63],"PP-1":[64],"PP-2A.":[66]},"counts_by_year":[{"year":2024,"cited_by_count":1},{"year":2021,"cited_by_count":3},{"year":2019,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":3},{"year":2012,"cited_by_count":1}],"updated_date":"2026-10-12T09:40:04.860316","created_date":"2016-06-24T00:00:00"}