{"id":"https://openalex.org/W2069980751","doi":"https://doi.org/10.1016/s0968-0896(02)00024-x","title":"A simple method for the preparation of (5Z,8Z,11Z,14Z)-16-Hydroxyeicosa-5,8,11,14-tetraenoic acid enantiomers and the corresponding 14,15-Dehydro analogues: role of the 16-Hydroxy group for the lipoxygenase reaction","display_name":"A simple method for the preparation of (5Z,8Z,11Z,14Z)-16-Hydroxyeicosa-5,8,11,14-tetraenoic acid enantiomers and the corresponding 14,15-Dehydro analogues: role of the 16-Hydroxy group for the lipoxygenase reaction","publication_year":2002,"publication_date":"2002-07-01","ids":{"openalex":"https://openalex.org/W2069980751","doi":"https://doi.org/10.1016/s0968-0896(02)00024-x","mag":"2069980751","pmid":"https://pubmed.ncbi.nlm.nih.gov/11983531"},"language":"en","primary_location":{"id":"doi:10.1016/s0968-0896(02)00024-x","doi":"https://doi.org/10.1016/s0968-0896(02)00024-x","is_oa":false,"landing_page_url":"https://doi.org/10.1016/s0968-0896(02)00024-x","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/A5076747528","display_name":"Igor Ivanov","orcid":"https://orcid.org/0000-0003-0543-2067","observed_orcids":["https://orcid.org/0000-0003-0543-2067"]},"institutions":[{"id":"https://openalex.org/I208875869","display_name":"Moscow State University of Fine Chemical Technologies","ror":"https://ror.org/04aty2659","country_code":"RU","type":"education","lineage":["https://openalex.org/I208875869"]},{"id":"https://openalex.org/I39343248","display_name":"Humboldt-Universit\u00e4t zu Berlin","ror":"https://ror.org/01hcx6992","country_code":"DE","type":"education","lineage":["https://openalex.org/I39343248"]},{"id":"https://openalex.org/I7877124","display_name":"Charit\u00e9 \u2013 Universit\u00e4tsmedizin Berlin","ror":"https://ror.org/001w7jn25","country_code":"DE","type":"healthcare","lineage":["https://openalex.org/I7877124"]}],"countries":["DE","RU"],"is_corresponding":false,"raw_author_name":"Igor V Ivanov","raw_affiliation_strings":["M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation","Institute of Biochemistry, University Clinics Charit\u00e9, Humboldt University, D-10115 Berlin, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation","institution_ids":["https://openalex.org/I208875869"]},{"raw_affiliation_string":"Institute of Biochemistry, University Clinics Charit\u00e9, Humboldt University, D-10115 Berlin, Germany","institution_ids":["https://openalex.org/I39343248","https://openalex.org/I7877124"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103853554","display_name":"Stepan G. Romanov","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I208875869","display_name":"Moscow State University of Fine Chemical Technologies","ror":"https://ror.org/04aty2659","country_code":"RU","type":"education","lineage":["https://openalex.org/I208875869"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Stepan G Romanov","raw_affiliation_strings":["M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation","institution_ids":["https://openalex.org/I208875869"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5024819496","display_name":"Nataliya V. Groza","orcid":"https://orcid.org/0000-0002-6699-5907","observed_orcids":["https://orcid.org/0000-0002-6699-5907"]},"institutions":[{"id":"https://openalex.org/I208875869","display_name":"Moscow State University of Fine Chemical Technologies","ror":"https://ror.org/04aty2659","country_code":"RU","type":"education","lineage":["https://openalex.org/I208875869"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Nataliya V Groza","raw_affiliation_strings":["M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation","institution_ids":["https://openalex.org/I208875869"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5108412485","display_name":"Santosh Nigam","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I75951250","display_name":"Freie Universit\u00e4t Berlin","ror":"https://ror.org/046ak2485","country_code":"DE","type":"education","lineage":["https://openalex.org/I75951250"]}],"countries":["DE"],"is_corresponding":false,"raw_author_name":"Santosh Nigam","raw_affiliation_strings":["Eicosanoid Research Division, Department of Gynecology, University Medical Centre Benjamin Franklin, Free University Berlin, D-12200 Berlin, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Eicosanoid Research Division, Department of Gynecology, University Medical Centre Benjamin Franklin, Free University Berlin, D-12200 Berlin, Germany","institution_ids":["https://openalex.org/I75951250"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5064301762","display_name":"Hartmut K\u00fchn","orcid":"https://orcid.org/0000-0001-8142-3192","observed_orcids":["https://orcid.org/0000-0001-8142-3192"]},"institutions":[{"id":"https://openalex.org/I39343248","display_name":"Humboldt-Universit\u00e4t zu Berlin","ror":"https://ror.org/01hcx6992","country_code":"DE","type":"education","lineage":["https://openalex.org/I39343248"]},{"id":"https://openalex.org/I7877124","display_name":"Charit\u00e9 \u2013 Universit\u00e4tsmedizin Berlin","ror":"https://ror.org/001w7jn25","country_code":"DE","type":"healthcare","lineage":["https://openalex.org/I7877124"]}],"countries":["DE"],"is_corresponding":true,"raw_author_name":"Hartmut Kuhn","raw_affiliation_strings":["Institute of Biochemistry, University Clinics Charit\u00e9, Humboldt University, D-10115 Berlin, Germany"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Biochemistry, University Clinics Charit\u00e9, Humboldt University, D-10115 Berlin, Germany","institution_ids":["https://openalex.org/I39343248","https://openalex.org/I7877124"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5015387803","display_name":"Galina I. Myagkova","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I208875869","display_name":"Moscow State University of Fine Chemical Technologies","ror":"https://ror.org/04aty2659","country_code":"RU","type":"education","lineage":["https://openalex.org/I208875869"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Galina I Myagkova","raw_affiliation_strings":["M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"M.V. Lomonosov State Academy of Fine Chemical Technology, 117571 Pr. Vernadskogo 86, Moscow, Russian Federation","institution_ids":["https://openalex.org/I208875869"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":4,"corresponding_author_ids":["https://openalex.org/A5064301762"],"corresponding_institution_ids":["https://openalex.org/I39343248","https://openalex.org/I7877124"],"apc_list":{"value":3960,"currency":"USD","value_usd":3960},"apc_paid":null,"fwci":0.6951,"has_fulltext":false,"cited_by_count":12,"citation_normalized_percentile":{"value":0.59333165,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"10","issue":"7","first_page":"2335","last_page":"2343"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12910","display_name":"Eicosanoids and Hypertension Pharmacology","score":0.9657999873161316,"subfield":{"id":"https://openalex.org/subfields/1303","display_name":"Biochemistry"},"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/T12910","display_name":"Eicosanoids and Hypertension Pharmacology","score":0.9657999873161316,"subfield":{"id":"https://openalex.org/subfields/1303","display_name":"Biochemistry"},"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/T10678","display_name":"Inflammatory mediators and NSAID effects","score":0.01510000042617321,"subfield":{"id":"https://openalex.org/subfields/2736","display_name":"Pharmacology (medical)"},"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.003100000089034438,"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/15-hydroxyeicosatetraenoic-acid","display_name":"15-hydroxyeicosatetraenoic acid","score":0.9240000247955322},{"id":"https://openalex.org/keywords/15-lipoxygenase","display_name":"15-lipoxygenase","score":0.8880000114440918},{"id":"https://openalex.org/keywords/5-lipoxygenase","display_name":"5-lipoxygenase","score":0.9959999918937683},{"id":"https://openalex.org/keywords/stereospecific-hydrogenation","display_name":"stereospecific hydrogenation","score":0.7260000109672546},{"id":"https://openalex.org/keywords/enantiomeric-separation","display_name":"enantiomer separation","score":0.8489999771118164},{"id":"https://openalex.org/keywords/eicosanoid-biosynthesis","display_name":"eicosanoid biosynthesis","score":0.6439999938011169}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.96131831407547},{"id":"https://openalex.org/C187921627","wikidata":"https://www.wikidata.org/wiki/Q2469470","display_name":"Stereospecificity","level":3,"score":0.8249875903129578},{"id":"https://openalex.org/C2780857362","wikidata":"https://www.wikidata.org/wiki/Q1827455","display_name":"Lipoxygenase","level":3,"score":0.7823890447616577},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.7271239757537842},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.7114447951316833},{"id":"https://openalex.org/C2777289219","wikidata":"https://www.wikidata.org/wiki/Q7632154","display_name":"Substrate (aquarium)","level":2,"score":0.6187102198600769},{"id":"https://openalex.org/C2778078955","wikidata":"https://www.wikidata.org/wiki/Q407699","display_name":"Arachidonic acid","level":3,"score":0.6111634969711304},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.5118845701217651},{"id":"https://openalex.org/C3141732","wikidata":"https://www.wikidata.org/wiki/Q568761","display_name":"Enantiomeric excess","level":4,"score":0.45692017674446106},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.30761998891830444},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.1855955421924591},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.14879000186920166},{"id":"https://openalex.org/C127313418","wikidata":"https://www.wikidata.org/wiki/Q1069","display_name":"Geology","level":0,"score":0.0},{"id":"https://openalex.org/C111368507","wikidata":"https://www.wikidata.org/wiki/Q43518","display_name":"Oceanography","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D002851","descriptor_name":"Chromatography, High Pressure Liquid","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D006893","descriptor_name":"Hydroxyeicosatetraenoic Acids","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D006893","descriptor_name":"Hydroxyeicosatetraenoic Acids","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D006893","descriptor_name":"Hydroxyeicosatetraenoic Acids","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D008084","descriptor_name":"Lipoxygenase","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013057","descriptor_name":"Spectrum Analysis","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":"D016859","descriptor_name":"Lipoxygenase Inhibitors","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D016859","descriptor_name":"Lipoxygenase Inhibitors","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":false},{"descriptor_ui":"D016859","descriptor_name":"Lipoxygenase Inhibitors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":2,"locations":[{"id":"doi:10.1016/s0968-0896(02)00024-x","doi":"https://doi.org/10.1016/s0968-0896(02)00024-x","is_oa":false,"landing_page_url":"https://doi.org/10.1016/s0968-0896(02)00024-x","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:11983531","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11983531","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":[{"id":"https://openalex.org/F4320320875","display_name":"Deutscher Akademischer Austauschdienst","ror":"https://ror.org/039djdh30"},{"id":"https://openalex.org/F4320324521","display_name":"Freie Universit\u00e4t Berlin","ror":null}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":24,"referenced_works":["https://openalex.org/W1537966043","https://openalex.org/W1840783721","https://openalex.org/W1976974617","https://openalex.org/W1993670933","https://openalex.org/W2019478224","https://openalex.org/W2024297591","https://openalex.org/W2029545839","https://openalex.org/W2030771414","https://openalex.org/W2034280066","https://openalex.org/W2043429821","https://openalex.org/W2050082370","https://openalex.org/W2073998165","https://openalex.org/W2076327501","https://openalex.org/W2090217538","https://openalex.org/W2090805356","https://openalex.org/W2106153387","https://openalex.org/W2345065012","https://openalex.org/W2950118772","https://openalex.org/W2951258947","https://openalex.org/W2951790825","https://openalex.org/W2952217519","https://openalex.org/W2952840537","https://openalex.org/W4318972114","https://openalex.org/W4403308260"],"related_works":["https://openalex.org/W1970112727","https://openalex.org/W2066132151","https://openalex.org/W7100679087","https://openalex.org/W2030771414","https://openalex.org/W2024463810","https://openalex.org/W26268896","https://openalex.org/W2342987928","https://openalex.org/W2335750349","https://openalex.org/W1989204823","https://openalex.org/W2472937303"],"abstract_inverted_index":null,"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-11-04T10:54:05.112534","created_date":"2016-06-24T00:00:00"}