{"id":"https://openalex.org/W2036833384","doi":"https://doi.org/10.1039/c3cc48087a","title":"Total synthesis of sulfolipid-1","display_name":"Total synthesis of sulfolipid-1","publication_year":2014,"publication_date":"2014-01-01","ids":{"openalex":"https://openalex.org/W2036833384","doi":"https://doi.org/10.1039/c3cc48087a","mag":"2036833384","pmid":"https://pubmed.ncbi.nlm.nih.gov/24441014"},"language":"en","primary_location":{"id":"doi:10.1039/c3cc48087a","doi":"https://doi.org/10.1039/c3cc48087a","is_oa":true,"landing_page_url":"https://doi.org/10.1039/c3cc48087a","pdf_url":"https://pubs.rsc.org/en/content/articlepdf/2014/cc/c3cc48087a","source":{"id":"https://openalex.org/S152760256","display_name":"Chemical Communications","issn_l":"1359-7345","issn":["1359-7345","1364-548X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-2","ki-jl-1","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chem. Commun.","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"hybrid","oa_url":"https://pubs.rsc.org/en/content/articlepdf/2014/cc/c3cc48087a","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5056346454","display_name":"Danny Geerdink","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I169381384","display_name":"University of Groningen","ror":"https://ror.org/012p63287","country_code":"NL","type":"education","lineage":["https://openalex.org/I169381384"]}],"countries":["NL"],"is_corresponding":false,"raw_author_name":"Danny Geerdink","raw_affiliation_strings":["NL-9747 AG Groningen, The Netherlands","Stratingh Institute for Chemistry","University of Groningen","Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 7, NL-9747 AG Groningen, The Netherlands"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"NL-9747 AG Groningen, The Netherlands","institution_ids":[]},{"raw_affiliation_string":"Stratingh Institute for Chemistry","institution_ids":[]},{"raw_affiliation_string":"University of Groningen","institution_ids":["https://openalex.org/I169381384"]},{"raw_affiliation_string":"Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 7, NL-9747 AG Groningen, The Netherlands","institution_ids":["https://openalex.org/I169381384"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5051792983","display_name":"Adriaan J. Minnaard","orcid":"https://orcid.org/0000-0002-5966-1300","observed_orcids":["https://orcid.org/0000-0002-5966-1300"]},"institutions":[{"id":"https://openalex.org/I169381384","display_name":"University of Groningen","ror":"https://ror.org/012p63287","country_code":"NL","type":"education","lineage":["https://openalex.org/I169381384"]}],"countries":["NL"],"is_corresponding":true,"raw_author_name":"Adriaan J. Minnaard","raw_affiliation_strings":["NL-9747 AG Groningen, The Netherlands","Stratingh Institute for Chemistry","University of Groningen","Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 7, NL-9747 AG Groningen, The Netherlands"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"NL-9747 AG Groningen, The Netherlands","institution_ids":[]},{"raw_affiliation_string":"Stratingh Institute for Chemistry","institution_ids":[]},{"raw_affiliation_string":"University of Groningen","institution_ids":["https://openalex.org/I169381384"]},{"raw_affiliation_string":"Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 7, NL-9747 AG Groningen, The Netherlands","institution_ids":["https://openalex.org/I169381384"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5051792983"],"corresponding_institution_ids":["https://openalex.org/I169381384"],"apc_list":null,"apc_paid":null,"fwci":1.4656,"has_fulltext":true,"cited_by_count":31,"citation_normalized_percentile":{"value":0.79206679,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"50","issue":"18","first_page":"2286","last_page":"2288"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.5297999978065491,"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/T10835","display_name":"Carbohydrate Chemistry and Synthesis","score":0.5297999978065491,"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":0.17409999668598175,"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/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.06080000102519989,"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/total-synthesis","display_name":"total synthesis","score":0.9169999957084656},{"id":"https://openalex.org/keywords/mycobacterium-tuberculosis","display_name":"Mycobacterium tuberculosis","score":0.8700000047683716},{"id":"https://openalex.org/keywords/mycomembrane","display_name":"mycomembrane","score":0.7670000195503235},{"id":"https://openalex.org/keywords/methylmagnesium-bromide","display_name":"methylmagnesium bromide","score":0.9800000190734863},{"id":"https://openalex.org/keywords/regioselective-ring-opening","display_name":"regioselective ring opening","score":0.796999990940094},{"id":"https://openalex.org/keywords/deprotection","display_name":"deprotection","score":0.6899999976158142}],"concepts":[{"id":"https://openalex.org/C59759590","wikidata":"https://www.wikidata.org/wiki/Q2275927","display_name":"Regioselectivity","level":3,"score":0.7919485569000244},{"id":"https://openalex.org/C2776300020","wikidata":"https://www.wikidata.org/wiki/Q422423","display_name":"Bromide","level":2,"score":0.6201018691062927},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5937560200691223},{"id":"https://openalex.org/C197336794","wikidata":"https://www.wikidata.org/wiki/Q5161150","display_name":"Conjugate","level":2,"score":0.5272333025932312},{"id":"https://openalex.org/C204921945","wikidata":"https://www.wikidata.org/wiki/Q899689","display_name":"Side chain","level":3,"score":0.516205370426178},{"id":"https://openalex.org/C35753019","wikidata":"https://www.wikidata.org/wiki/Q644785","display_name":"Total synthesis","level":2,"score":0.49495404958724976},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.4889713525772095},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.4863220155239105},{"id":"https://openalex.org/C2777975735","wikidata":"https://www.wikidata.org/wiki/Q130971","display_name":"Mycobacterium tuberculosis","level":3,"score":0.4508481025695801},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4500654935836792},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.4214325547218323},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.22224515676498413},{"id":"https://openalex.org/C2781069245","wikidata":"https://www.wikidata.org/wiki/Q12204","display_name":"Tuberculosis","level":2,"score":0.13262784481048584},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.0},{"id":"https://openalex.org/C142724271","wikidata":"https://www.wikidata.org/wiki/Q7208","display_name":"Pathology","level":1,"score":0.0},{"id":"https://openalex.org/C134306372","wikidata":"https://www.wikidata.org/wiki/Q7754","display_name":"Mathematical analysis","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D006017","descriptor_name":"Glycolipids","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D006017","descriptor_name":"Glycolipids","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D008968","descriptor_name":"Molecular Conformation","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D009169","descriptor_name":"Mycobacterium tuberculosis","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D037521","descriptor_name":"Virulence Factors","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D037521","descriptor_name":"Virulence Factors","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false}],"locations_count":4,"locations":[{"id":"doi:10.1039/c3cc48087a","doi":"https://doi.org/10.1039/c3cc48087a","is_oa":true,"landing_page_url":"https://doi.org/10.1039/c3cc48087a","pdf_url":"https://pubs.rsc.org/en/content/articlepdf/2014/cc/c3cc48087a","source":{"id":"https://openalex.org/S152760256","display_name":"Chemical Communications","issn_l":"1359-7345","issn":["1359-7345","1364-548X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-2","ki-jl-1","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chem. Commun.","raw_type":"journal-article"},{"id":"pmid:24441014","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/24441014","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":"Chemical communications (Cambridge, England)","raw_type":"Journal Article"},{"id":"pmh:oai:pure.rug.nl:openaire/49f92c35-4de5-4680-bb81-a0c99fa2b6b5","doi":null,"is_oa":true,"landing_page_url":"https://research.rug.nl/en/publications/49f92c35-4de5-4680-bb81-a0c99fa2b6b5","pdf_url":null,"source":{"id":"https://openalex.org/S4306400420","display_name":"University of Groningen research database (University of Groningen / Centre for Information Technology)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I169381384","host_organization_name":"University of Groningen","host_organization_lineage":["https://openalex.org/I169381384"],"host_organization_lineage_names":[],"type":"repository"},"license":"other-oa","license_id":"https://openalex.org/licenses/other-oa","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Geerdink, D & Minnaard, A J 2014, 'Total synthesis of sulfolipid-1', Chemical Communications, vol. 50, no. 18, pp. 2286-2288. https://doi.org/10.1039/c3cc48087a","raw_type":"info:eu-repo/semantics/article"},{"id":"pmh:rug:oai:pure.rug.nl:publications/49f92c35-4de5-4680-bb81-a0c99fa2b6b5","doi":null,"is_oa":false,"landing_page_url":"https://research.rug.nl/en/publications/49f92c35-4de5-4680-bb81-a0c99fa2b6b5","pdf_url":null,"source":{"id":"https://openalex.org/S4306400420","display_name":"University of Groningen research database (University of Groningen / Centre for Information Technology)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I169381384","host_organization_name":"University of Groningen","host_organization_lineage":["https://openalex.org/I169381384"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Chemical Communications, 50(18), 2286 - 2288. ROYAL SOC CHEMISTRY","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":{"id":"doi:10.1039/c3cc48087a","doi":"https://doi.org/10.1039/c3cc48087a","is_oa":true,"landing_page_url":"https://doi.org/10.1039/c3cc48087a","pdf_url":"https://pubs.rsc.org/en/content/articlepdf/2014/cc/c3cc48087a","source":{"id":"https://openalex.org/S152760256","display_name":"Chemical Communications","issn_l":"1359-7345","issn":["1359-7345","1364-548X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-2","ki-jl-1","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chem. Commun.","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2036833384.pdf","grobid_xml":"https://content.openalex.org/works/W2036833384.grobid-xml"},"referenced_works_count":25,"referenced_works":["https://openalex.org/W30656619","https://openalex.org/W197096261","https://openalex.org/W1965925590","https://openalex.org/W1979166393","https://openalex.org/W1982535263","https://openalex.org/W1989118552","https://openalex.org/W2009735406","https://openalex.org/W2012586787","https://openalex.org/W2026091821","https://openalex.org/W2045214607","https://openalex.org/W2053367932","https://openalex.org/W2075385714","https://openalex.org/W2098453900","https://openalex.org/W2098751515","https://openalex.org/W2106659722","https://openalex.org/W2140856741","https://openalex.org/W2158023121","https://openalex.org/W2169339649","https://openalex.org/W2329797866","https://openalex.org/W2417424384","https://openalex.org/W2949763349","https://openalex.org/W2951028023","https://openalex.org/W2951069469","https://openalex.org/W2951986859","https://openalex.org/W4237342534"],"related_works":["https://openalex.org/W2951028023","https://openalex.org/W2026091821","https://openalex.org/W2319979428","https://openalex.org/W2414900846","https://openalex.org/W2329797866","https://openalex.org/W1989118552","https://openalex.org/W2076180852","https://openalex.org/W2114560760","https://openalex.org/W1971511191","https://openalex.org/W2040293706"],"abstract_inverted_index":{"Sulfolipid-1,":[0],"a":[1,14,68,74],"tetra-acylated":[2],"sulfotrehalose":[3],"from":[4],"Mycobacterium":[5],"tuberculosis,":[6,22],"was":[7],"isolated":[8],"over":[9],"40":[10],"years":[11],"ago.":[12],"Being":[13],"main":[15],"component":[16],"of":[17,20,36,54,60],"the":[18,33,58,61,78],"mycomembrane":[19],"M.":[21],"its":[23],"biosynthesis":[24],"and":[25,63,73],"function":[26],"have":[27],"been":[28,40],"studied":[29],"in":[30,77],"depth,":[31],"but":[32],"chemical":[34],"synthesis":[35,43],"sulfolipid-1":[37],"has":[38],"not":[39],"reported.":[41],"The":[42],"presented":[44],"here":[45],"is":[46],"based":[47],"on":[48],"iterative":[49],"catalytic":[50],"asymmetric":[51],"conjugate":[52],"additions":[53],"methylmagnesium":[55],"bromide":[56],"for":[57],"preparation":[59],"phthioceranic":[62],"hydroxyphthioceranic":[64],"acid":[65],"side":[66],"chains,":[67],"double":[69],"regioselective":[70],"reductive":[71],"ring-opening":[72],"fivefold":[75],"deprotection":[76],"final":[79],"step.":[80]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":3},{"year":2021,"cited_by_count":2},{"year":2020,"cited_by_count":5},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":3},{"year":2017,"cited_by_count":2},{"year":2015,"cited_by_count":4},{"year":2014,"cited_by_count":4}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}