{"id":"https://openalex.org/W1703370321","doi":"https://doi.org/10.1021/jacs.5b03160","title":"A Remarkably Complex Supramolecular Hydrogen-Bonded Decameric Capsule Formed from an Enantiopure C2-Symmetric Monomer by Solvent-Responsive Aggregation","display_name":"A Remarkably Complex Supramolecular Hydrogen-Bonded Decameric Capsule Formed from an Enantiopure C2-Symmetric Monomer by Solvent-Responsive Aggregation","publication_year":2015,"publication_date":"2015-05-07","ids":{"openalex":"https://openalex.org/W1703370321","doi":"https://doi.org/10.1021/jacs.5b03160","mag":"1703370321","pmid":"https://pubmed.ncbi.nlm.nih.gov/25950402"},"language":"en","primary_location":{"id":"doi:10.1021/jacs.5b03160","doi":"https://doi.org/10.1021/jacs.5b03160","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.5b03160","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","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/A5113730524","display_name":"Dovil\u0117 Ra\u010dkauskait\u0117","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I173212132","display_name":"Vilnius University","ror":"https://ror.org/03nadee84","country_code":"LT","type":"education","lineage":["https://openalex.org/I173212132"]}],"countries":["LT"],"is_corresponding":false,"raw_author_name":"Dovil\u0117 Ra\u010dkauskait\u0117","raw_affiliation_strings":["Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania","institution_ids":["https://openalex.org/I173212132"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5051326717","display_name":"Karl\u2010Erik Bergquist","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I187531555","display_name":"Lund University","ror":"https://ror.org/012a77v79","country_code":"SE","type":"education","lineage":["https://openalex.org/I187531555"]}],"countries":["SE"],"is_corresponding":false,"raw_author_name":"Karl-Erik Bergquist","raw_affiliation_strings":["Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden","institution_ids":["https://openalex.org/I187531555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5040738509","display_name":"Qixun Shi","orcid":"https://orcid.org/0000-0002-4924-831X","observed_orcids":["https://orcid.org/0000-0002-4924-831X"]},"institutions":[{"id":"https://openalex.org/I187531555","display_name":"Lund University","ror":"https://ror.org/012a77v79","country_code":"SE","type":"education","lineage":["https://openalex.org/I187531555"]}],"countries":["SE"],"is_corresponding":false,"raw_author_name":"Qixun Shi","raw_affiliation_strings":["Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden","institution_ids":["https://openalex.org/I187531555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5087600237","display_name":"Anders Sundin","orcid":"https://orcid.org/0000-0001-6615-2419","observed_orcids":["https://orcid.org/0000-0001-6615-2419"]},"institutions":[{"id":"https://openalex.org/I187531555","display_name":"Lund University","ror":"https://ror.org/012a77v79","country_code":"SE","type":"education","lineage":["https://openalex.org/I187531555"]}],"countries":["SE"],"is_corresponding":false,"raw_author_name":"Anders Sundin","raw_affiliation_strings":["Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden","institution_ids":["https://openalex.org/I187531555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5108719550","display_name":"Eugenijus Butkus","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I173212132","display_name":"Vilnius University","ror":"https://ror.org/03nadee84","country_code":"LT","type":"education","lineage":["https://openalex.org/I173212132"]}],"countries":["LT"],"is_corresponding":false,"raw_author_name":"Eugenijus Butkus","raw_affiliation_strings":["Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania","institution_ids":["https://openalex.org/I173212132"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5030163534","display_name":"Kenneth W\u00e4rnmark","orcid":"https://orcid.org/0000-0002-9022-3165","observed_orcids":["https://orcid.org/0000-0002-9022-3165"]},"institutions":[{"id":"https://openalex.org/I187531555","display_name":"Lund University","ror":"https://ror.org/012a77v79","country_code":"SE","type":"education","lineage":["https://openalex.org/I187531555"]}],"countries":["SE"],"is_corresponding":true,"raw_author_name":"Kenneth W\u00e4rnmark","raw_affiliation_strings":["Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Center for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, SE-22100, Lund, Sweden","institution_ids":["https://openalex.org/I187531555"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5013040344","display_name":"Edvinas Orentas","orcid":"https://orcid.org/0000-0002-7257-5634","observed_orcids":["https://orcid.org/0000-0002-7257-5634"]},"institutions":[{"id":"https://openalex.org/I173212132","display_name":"Vilnius University","ror":"https://ror.org/03nadee84","country_code":"LT","type":"education","lineage":["https://openalex.org/I173212132"]}],"countries":["LT"],"is_corresponding":true,"raw_author_name":"Edvinas Orentas","raw_affiliation_strings":["Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Organic Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania","institution_ids":["https://openalex.org/I173212132"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5013040344","https://openalex.org/A5030163534"],"corresponding_institution_ids":["https://openalex.org/I173212132","https://openalex.org/I187531555"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":1.2714,"has_fulltext":false,"cited_by_count":23,"citation_normalized_percentile":{"value":0.75540456,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":87,"max":97},"biblio":{"volume":"137","issue":"33","first_page":"10536","last_page":"10546"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10578","display_name":"Supramolecular Chemistry and Complexes","score":0.9467999935150146,"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/T10578","display_name":"Supramolecular Chemistry and Complexes","score":0.9467999935150146,"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/T11419","display_name":"Supramolecular Self-Assembly in Materials","score":0.046300001442432404,"subfield":{"id":"https://openalex.org/subfields/2502","display_name":"Biomaterials"},"field":{"id":"https://openalex.org/fields/25","display_name":"Materials Science"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12285","display_name":"Surface Chemistry and Catalysis","score":0.0027000000700354576,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/supramolecular-capsules","display_name":"supramolecular capsules","score":0.8339999914169312},{"id":"https://openalex.org/keywords/hydrogen-bonding","display_name":"hydrogen bonding","score":0.7680000066757202},{"id":"https://openalex.org/keywords/isocytosine","display_name":"isocytosine","score":0.7770000100135803},{"id":"https://openalex.org/keywords/symmetry-breaking","display_name":"symmetry breaking","score":0.7860000133514404},{"id":"https://openalex.org/keywords/tautomerism","display_name":"tautomerism","score":0.8169999718666077},{"id":"https://openalex.org/keywords/carbon-disulfide","display_name":"carbon disulfide","score":0.9639999866485596},{"id":"https://openalex.org/keywords/chiral-cavity","display_name":"chiral cavity","score":0.43700000643730164},{"id":"https://openalex.org/keywords/molecular-dynamics-simulation","display_name":"molecular dynamics simulation","score":0.38600000739097595}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8831429481506348},{"id":"https://openalex.org/C166940927","wikidata":"https://www.wikidata.org/wiki/Q178827","display_name":"Monomer","level":3,"score":0.7166852951049805},{"id":"https://openalex.org/C93237805","wikidata":"https://www.wikidata.org/wiki/Q5375227","display_name":"Enantiopure drug","level":4,"score":0.6416249871253967},{"id":"https://openalex.org/C112887158","wikidata":"https://www.wikidata.org/wiki/Q169324","display_name":"Hydrogen bond","level":3,"score":0.6184768676757812},{"id":"https://openalex.org/C93275456","wikidata":"https://www.wikidata.org/wiki/Q756449","display_name":"Supramolecular chemistry","level":3,"score":0.5702514052391052},{"id":"https://openalex.org/C2780471494","wikidata":"https://www.wikidata.org/wiki/Q146505","display_name":"Solvent","level":2,"score":0.5501096248626709},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.44105082750320435},{"id":"https://openalex.org/C184720557","wikidata":"https://www.wikidata.org/wiki/Q7825049","display_name":"Topology (electrical circuits)","level":2,"score":0.35033607482910156},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.20131471753120422},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.16993066668510437},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.15680760145187378},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.1514148712158203},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.0},{"id":"https://openalex.org/C114614502","wikidata":"https://www.wikidata.org/wiki/Q76592","display_name":"Combinatorics","level":1,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/jacs.5b03160","doi":"https://doi.org/10.1021/jacs.5b03160","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jacs.5b03160","pdf_url":null,"source":{"id":"https://openalex.org/S111155417","display_name":"Journal of the American Chemical Society","issn_l":"0002-7863","issn":["0002-7863","1520-5126","1943-2984"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-3","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the American Chemical Society","raw_type":"journal-article"},{"id":"pmid:25950402","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/25950402","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":"Journal of the American Chemical Society","raw_type":"Journal Article"},{"id":"pmh:oai:lup.lub.lu.se:ea0b02d2-6c3e-4b4c-ab0f-555846f273bc","doi":null,"is_oa":false,"landing_page_url":"https://lup.lub.lu.se/record/5456742","pdf_url":null,"source":{"id":"https://openalex.org/S4306400536","display_name":"Lund University Publications (Lund University)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I187531555","host_organization_name":"Lund University","host_organization_lineage":["https://openalex.org/I187531555"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"ISSN: 1520-5126","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G8144591618","display_name":null,"funder_award_id":"VP1-3.1-\u0160MM-07-K-03-007","funder_id":"https://openalex.org/F4320338080","funder_display_name":"European Social Fund"}],"funders":[{"id":"https://openalex.org/F4320306550","display_name":"Wenner-Gren Foundation","ror":"https://ror.org/04qvvhf62"},{"id":"https://openalex.org/F4320320006","display_name":"Royal Society","ror":"https://ror.org/03wnrjx87"},{"id":"https://openalex.org/F4320321761","display_name":"Crafoordska Stiftelsen","ror":"https://ror.org/02hwwbr17"},{"id":"https://openalex.org/F4320322581","display_name":"Vetenskapsr\u00e5det","ror":"https://ror.org/03zttf063"},{"id":"https://openalex.org/F4320323415","display_name":"Kungliga Fysiografiska S\u00e4llskapet i Lund","ror":"https://ror.org/05rnj0j91"},{"id":"https://openalex.org/F4320338080","display_name":"European Social Fund","ror":"https://ror.org/00k4n6c32"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":67,"referenced_works":["https://openalex.org/W625272620","https://openalex.org/W1632788751","https://openalex.org/W1967552344","https://openalex.org/W1967556854","https://openalex.org/W1972074240","https://openalex.org/W1974022426","https://openalex.org/W1976217304","https://openalex.org/W1977890967","https://openalex.org/W1980834739","https://openalex.org/W1995715002","https://openalex.org/W2004969153","https://openalex.org/W2006733217","https://openalex.org/W2007434121","https://openalex.org/W2008735071","https://openalex.org/W2010868305","https://openalex.org/W2013405550","https://openalex.org/W2018076002","https://openalex.org/W2019153572","https://openalex.org/W2021582109","https://openalex.org/W2026313962","https://openalex.org/W2032054382","https://openalex.org/W2032673316","https://openalex.org/W2033404688","https://openalex.org/W2034257989","https://openalex.org/W2034793276","https://openalex.org/W2039985930","https://openalex.org/W2044432937","https://openalex.org/W2046655321","https://openalex.org/W2048740371","https://openalex.org/W2050088472","https://openalex.org/W2055631557","https://openalex.org/W2058090403","https://openalex.org/W2061996969","https://openalex.org/W2069215137","https://openalex.org/W2074210926","https://openalex.org/W2076267830","https://openalex.org/W2083969970","https://openalex.org/W2084998672","https://openalex.org/W2086359315","https://openalex.org/W2086709179","https://openalex.org/W2090651701","https://openalex.org/W2090809268","https://openalex.org/W2091390628","https://openalex.org/W2094342137","https://openalex.org/W2096087853","https://openalex.org/W2098376669","https://openalex.org/W2107181097","https://openalex.org/W2110345607","https://openalex.org/W2112354694","https://openalex.org/W2116958739","https://openalex.org/W2121093349","https://openalex.org/W2122320069","https://openalex.org/W2125769560","https://openalex.org/W2133013220","https://openalex.org/W2135166675","https://openalex.org/W2136842416","https://openalex.org/W2142721038","https://openalex.org/W2148059566","https://openalex.org/W2158631939","https://openalex.org/W2164859654","https://openalex.org/W2168002589","https://openalex.org/W2170348191","https://openalex.org/W2320865199","https://openalex.org/W2950630380","https://openalex.org/W2952407481","https://openalex.org/W3207379743","https://openalex.org/W4211264006"],"related_works":["https://openalex.org/W2605607990","https://openalex.org/W4211041959","https://openalex.org/W4243677523","https://openalex.org/W2079393334","https://openalex.org/W7213981484","https://openalex.org/W2613403087","https://openalex.org/W3117141162","https://openalex.org/W2015369085","https://openalex.org/W2326205838","https://openalex.org/W1994014392"],"abstract_inverted_index":{"The":[0,33,116,143],"formation":[1],"of":[2,15,39,51,60,89,92,136,154,158],"an":[3,26],"unprecedented":[4],"decameric":[5,85],"capsule":[6],"in":[7,25,68,80,97,139],"carbon":[8,81],"disulfide,":[9],"held":[10],"together":[11],"by":[12,47,169],"the":[13,40,52,58,61,66,70,83,93,133,137,140,148,152],"combination":[14],"double":[16],"and":[17,128],"triple":[18],"hydrogen":[19,99],"bonds":[20],"between":[21],"isocytosine":[22],"units":[23],"embedded":[24],"enantiomerically":[27],"pure":[28],"bicyclic":[29],"framework":[30],"is":[31,63,104],"reported.":[32],"aggregation":[34],"occurs":[35],"via":[36],"symmetry":[37],"breaking":[38],"enantiopure":[41],"intrinsically":[42],"C2-symmetric":[43,114],"monomer":[44],"brought":[45],"about":[46],"solvent,":[48],"induced":[49],"tautomerization":[50],"hydrogen-bonding":[53],"unit.":[54],"We":[55],"show":[56],"that":[57,79],"topology":[59],"aggregate":[62,87],"responsive":[64],"to":[65,101],"solvent":[67,138],"which":[69],"assembly":[71],"takes":[72],"place.":[73],"In":[74],"this":[75],"study":[76],"we":[77],"demonstrate":[78],"disulfide":[82],"chiral":[84],"cavity":[86,119],"consisting":[88],"three":[90],"forms":[91],"same":[94],"monomer,":[95],"differing":[96],"their":[98],"bonding":[100],"each":[102],"other":[103],"selectively":[105,121],"formed,":[106],"representing":[107],"a":[108,155],"tube-like":[109],"structure":[110],"capped":[111],"with":[112],"two":[113],"monomers.":[115],"large":[117],"cylindrical":[118],"produced":[120],"accommodates":[122],"one":[123,164],"partially":[124],"solvated":[125],"C60":[126],"molecule,":[127],"molecular":[129],"dynamic":[130],"simulations":[131],"revealed":[132],"special":[134],"role":[135],"inclusion":[141],"mechanism.":[142],"strategy":[144],"described":[145],"herein":[146],"represents":[147],"first":[149],"step":[150],"toward":[151],"creation":[153],"new":[156],"class":[157],"hydrogen-bonded":[159],"tubular":[160],"objects":[161],"from":[162],"only":[163],"small":[165],"symmetric":[166],"building":[167],"block":[168],"solvent-responsive":[170],"aggregation.":[171]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2025,"cited_by_count":4},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":3},{"year":2016,"cited_by_count":2},{"year":2015,"cited_by_count":2}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}
