{"id":"https://openalex.org/W7204473400","doi":"https://doi.org/10.3762/bjoc.22.132","title":"Sulfated prism[6]arene binds one guest internally and one guest externally","display_name":"Sulfated prism[6]arene binds one guest internally and one guest externally","publication_year":2026,"publication_date":"2026-11-11","ids":{"openalex":"https://openalex.org/W7204473400","doi":"https://doi.org/10.3762/bjoc.22.132"},"language":"en","primary_location":{"id":"doi:10.3762/bjoc.22.132","doi":"https://doi.org/10.3762/bjoc.22.132","is_oa":true,"landing_page_url":"https://doi.org/10.3762/bjoc.22.132","pdf_url":"https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-22-132.pdf","source":{"id":"https://openalex.org/S13215905","display_name":"Beilstein Journal of Organic Chemistry","issn_l":"1860-5397","issn":["1860-5397","2195-951X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","ddh","doaj","dongbi-d","jufo-1","ki-jl-1","norway-1","oarl","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320289","host_organization_name":"Beilstein Institute for the Advancement of Chemical Sciences","host_organization_lineage":["https://openalex.org/P4310320289"],"host_organization_lineage_names":["Beilstein Institute for the Advancement of Chemical Sciences"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Beilstein Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","doaj"],"open_access":{"is_oa":true,"oa_status":"diamond","oa_url":"https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-22-132.pdf","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5094267683","display_name":"Emmanuel A. Bazan-Bergamino","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I66946132","display_name":"University of Maryland, College Park","ror":"https://ror.org/047s2c258","country_code":"US","type":"education","lineage":["https://openalex.org/I66946132"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Emmanuel A. Bazan-Bergamino","raw_affiliation_strings":["Department of Chemistry and Biochemistry","University of Maryland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry","institution_ids":[]},{"raw_affiliation_string":"University of Maryland","institution_ids":["https://openalex.org/I66946132"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5062078479","display_name":"Steven Ayoub","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I2803209242","display_name":"University of California System","ror":"https://ror.org/00pjdza24","country_code":"US","type":"education","lineage":["https://openalex.org/I2803209242"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven Ayoub","raw_affiliation_strings":["Department of Pharmaceutical Sciences and Department of Chemistry","University of California"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences and Department of Chemistry","institution_ids":[]},{"raw_affiliation_string":"University of California","institution_ids":["https://openalex.org/I2803209242"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5007496868","display_name":"David L. Mobley","orcid":"https://orcid.org/0000-0002-1083-5533","observed_orcids":["https://orcid.org/0000-0002-1083-5533"]},"institutions":[{"id":"https://openalex.org/I2803209242","display_name":"University of California System","ror":"https://ror.org/00pjdza24","country_code":"US","type":"education","lineage":["https://openalex.org/I2803209242"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"David L. Mobley","raw_affiliation_strings":["Department of Pharmaceutical Sciences and Department of Chemistry","University of California"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Pharmaceutical Sciences and Department of Chemistry","institution_ids":[]},{"raw_affiliation_string":"University of California","institution_ids":["https://openalex.org/I2803209242"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5068678304","display_name":"Lyle Isaacs","orcid":"https://orcid.org/0000-0002-4079-332X","observed_orcids":["https://orcid.org/0000-0002-4079-332X"]},"institutions":[{"id":"https://openalex.org/I66946132","display_name":"University of Maryland, College Park","ror":"https://ror.org/047s2c258","country_code":"US","type":"education","lineage":["https://openalex.org/I66946132"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Lyle Isaacs","raw_affiliation_strings":["Department of Chemistry and Biochemistry","University of Maryland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry","institution_ids":[]},{"raw_affiliation_string":"University of Maryland","institution_ids":["https://openalex.org/I66946132"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5068678304","display_name":"Lyle Isaacs","orcid":"https://orcid.org/0000-0002-4079-332X","observed_orcids":["https://orcid.org/0000-0002-4079-332X"]},"institutions":[{"id":"https://openalex.org/I66946132","display_name":"University of Maryland, College Park","ror":"https://ror.org/047s2c258","country_code":"US","type":"education","lineage":["https://openalex.org/I66946132"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Lyle D. Isaacs","raw_affiliation_strings":["Department of Chemistry and Biochemistry","University of Maryland"],"raw_orcid":"https://orcid.org/0000-0002-4079-332X","affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry","institution_ids":[]},{"raw_affiliation_string":"University of Maryland","institution_ids":["https://openalex.org/I66946132"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":0.0,"has_fulltext":true,"cited_by_count":0,"citation_normalized_percentile":{"value":0.0,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"22","issue":null,"first_page":"1635","last_page":"1648"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10578","display_name":"Supramolecular Chemistry and Complexes","score":0.9994999766349792,"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":0.9994999766349792,"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":9.999999747378752e-05,"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/T10721","display_name":"Surfactants and Colloidal Systems","score":0.0,"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/host-guest-chemistry","display_name":"host-guest chemistry","score":0.6700000166893005},{"id":"https://openalex.org/keywords/ternary-complex","display_name":"ternary complex","score":0.6679999828338623},{"id":"https://openalex.org/keywords/water-solubility","display_name":"water solubility","score":0.6240000128746033}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8544999957084656},{"id":"https://openalex.org/C156911925","wikidata":"https://www.wikidata.org/wiki/Q643384","display_name":"Isothermal titration calorimetry","level":2,"score":0.7261999845504761},{"id":"https://openalex.org/C155138218","wikidata":"https://www.wikidata.org/wiki/Q994559","display_name":"Sulfation","level":2,"score":0.5812000036239624},{"id":"https://openalex.org/C103319777","wikidata":"https://www.wikidata.org/wiki/Q1979695","display_name":"Proton NMR","level":2,"score":0.5012000203132629},{"id":"https://openalex.org/C184866935","wikidata":"https://www.wikidata.org/wiki/Q191010","display_name":"Titration","level":2,"score":0.4869000017642975},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.4641999900341034},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.4471000134944916},{"id":"https://openalex.org/C2182769","wikidata":"https://www.wikidata.org/wiki/Q62500","display_name":"Ionic bonding","level":3,"score":0.4059999883174896},{"id":"https://openalex.org/C2780925461","wikidata":"https://www.wikidata.org/wiki/Q191831","display_name":"Ammonium sulfate","level":2,"score":0.39800000190734863},{"id":"https://openalex.org/C64452783","wikidata":"https://www.wikidata.org/wiki/Q1524945","display_name":"Ternary operation","level":2,"score":0.3978999853134155},{"id":"https://openalex.org/C59593255","wikidata":"https://www.wikidata.org/wiki/Q901663","display_name":"Molecular dynamics","level":2,"score":0.37400001287460327},{"id":"https://openalex.org/C155574463","wikidata":"https://www.wikidata.org/wiki/Q170731","display_name":"Solubility","level":2,"score":0.3643999993801117},{"id":"https://openalex.org/C66974803","wikidata":"https://www.wikidata.org/wiki/Q10359898","display_name":"Nuclear magnetic resonance spectroscopy","level":2,"score":0.34769999980926514},{"id":"https://openalex.org/C92381491","wikidata":"https://www.wikidata.org/wiki/Q5747409","display_name":"Heteronuclear molecule","level":3,"score":0.34459999203681946},{"id":"https://openalex.org/C179104552","wikidata":"https://www.wikidata.org/wiki/Q11165","display_name":"Inorganic chemistry","level":1,"score":0.34279999136924744},{"id":"https://openalex.org/C2778343803","wikidata":"https://www.wikidata.org/wiki/Q172290","display_name":"Sulfate","level":2,"score":0.33559998869895935},{"id":"https://openalex.org/C202270520","wikidata":"https://www.wikidata.org/wiki/Q634314","display_name":"Calorimetry","level":2,"score":0.32510000467300415},{"id":"https://openalex.org/C184651966","wikidata":"https://www.wikidata.org/wiki/Q906356","display_name":"Aqueous solution","level":2,"score":0.3249000012874603},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.31630000472068787},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.30140000581741333},{"id":"https://openalex.org/C2779255514","wikidata":"https://www.wikidata.org/wiki/Q179724","display_name":"Naphthalene","level":2,"score":0.2921999990940094},{"id":"https://openalex.org/C2779870022","wikidata":"https://www.wikidata.org/wiki/Q190901","display_name":"Ammonium","level":2,"score":0.28760001063346863},{"id":"https://openalex.org/C96618451","wikidata":"https://www.wikidata.org/wiki/Q3028008","display_name":"Dilution","level":2,"score":0.2736999988555908},{"id":"https://openalex.org/C2777132085","wikidata":"https://www.wikidata.org/wiki/Q46220103","display_name":"Phosphate","level":2,"score":0.2734000086784363},{"id":"https://openalex.org/C86756495","wikidata":"https://www.wikidata.org/wiki/Q7702931","display_name":"Ternary complex","level":3,"score":0.26429998874664307},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.257099986076355},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.2556999921798706}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.3762/bjoc.22.132","doi":"https://doi.org/10.3762/bjoc.22.132","is_oa":true,"landing_page_url":"https://doi.org/10.3762/bjoc.22.132","pdf_url":"https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-22-132.pdf","source":{"id":"https://openalex.org/S13215905","display_name":"Beilstein Journal of Organic Chemistry","issn_l":"1860-5397","issn":["1860-5397","2195-951X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","ddh","doaj","dongbi-d","jufo-1","ki-jl-1","norway-1","oarl","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320289","host_organization_name":"Beilstein Institute for the Advancement of Chemical Sciences","host_organization_lineage":["https://openalex.org/P4310320289"],"host_organization_lineage_names":["Beilstein Institute for the Advancement of Chemical Sciences"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Beilstein Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"doi:10.26434/chemrxiv.15007937/v1","doi":"https://doi.org/10.26434/chemrxiv.15007937/v1","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv.15007937/v1","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15007937/v1","source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"}],"best_oa_location":{"id":"doi:10.3762/bjoc.22.132","doi":"https://doi.org/10.3762/bjoc.22.132","is_oa":true,"landing_page_url":"https://doi.org/10.3762/bjoc.22.132","pdf_url":"https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-22-132.pdf","source":{"id":"https://openalex.org/S13215905","display_name":"Beilstein Journal of Organic Chemistry","issn_l":"1860-5397","issn":["1860-5397","2195-951X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","ddh","doaj","dongbi-d","jufo-1","ki-jl-1","norway-1","oarl","poland-70","russia-white-list-2","vabb-shw"],"host_organization":"https://openalex.org/P4310320289","host_organization_name":"Beilstein Institute for the Advancement of Chemical Sciences","host_organization_lineage":["https://openalex.org/P4310320289"],"host_organization_lineage_names":["Beilstein Institute for the Advancement of Chemical Sciences"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Beilstein Journal of Organic Chemistry","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1905566628","display_name":"Pillararene Sulfates: Understanding and Using their Ultratight Binding","funder_award_id":"2105857","funder_id":"https://openalex.org/F4320306076","funder_display_name":"National Science Foundation"},{"id":"https://openalex.org/G4806369717","display_name":null,"funder_award_id":"CHE-2105857","funder_id":"https://openalex.org/F4320337393","funder_display_name":"Division of Chemistry"}],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320332161","display_name":"National Institutes of Health","ror":"https://ror.org/01cwqze88"},{"id":"https://openalex.org/F4320337393","display_name":"Division of Chemistry","ror":"https://ror.org/01ar8dr59"}],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W7204473400.pdf","grobid_xml":"https://content.openalex.org/works/W7204473400.grobid-xml"},"referenced_works_count":72,"referenced_works":["https://openalex.org/W1608460191","https://openalex.org/W1976499671","https://openalex.org/W1978713499","https://openalex.org/W1981225934","https://openalex.org/W2002433816","https://openalex.org/W2027685691","https://openalex.org/W2032133327","https://openalex.org/W2037535298","https://openalex.org/W2039104539","https://openalex.org/W2043672286","https://openalex.org/W2048400679","https://openalex.org/W2048631643","https://openalex.org/W2050564345","https://openalex.org/W2066407335","https://openalex.org/W2072683434","https://openalex.org/W2099607532","https://openalex.org/W2099677859","https://openalex.org/W2117508948","https://openalex.org/W2130277649","https://openalex.org/W2146114891","https://openalex.org/W2147988069","https://openalex.org/W2152380893","https://openalex.org/W2154063883","https://openalex.org/W2156874451","https://openalex.org/W2161030462","https://openalex.org/W2317136863","https://openalex.org/W2462928535","https://openalex.org/W2588987678","https://openalex.org/W2597984557","https://openalex.org/W2606723378","https://openalex.org/W2624514819","https://openalex.org/W2748417965","https://openalex.org/W2806689119","https://openalex.org/W2898021236","https://openalex.org/W2979342525","https://openalex.org/W2997874760","https://openalex.org/W3024930516","https://openalex.org/W3168095555","https://openalex.org/W3174327266","https://openalex.org/W3174806465","https://openalex.org/W3205274411","https://openalex.org/W4224059382","https://openalex.org/W4243838097","https://openalex.org/W4246589927","https://openalex.org/W4280512265","https://openalex.org/W4283836310","https://openalex.org/W4295509748","https://openalex.org/W4311768558","https://openalex.org/W4366602047","https://openalex.org/W4376226284","https://openalex.org/W4388870365","https://openalex.org/W4389546156","https://openalex.org/W4389777817","https://openalex.org/W4390920947","https://openalex.org/W4393259855","https://openalex.org/W4399084745","https://openalex.org/W4399461524","https://openalex.org/W4400956427","https://openalex.org/W4401584065","https://openalex.org/W4401892066","https://openalex.org/W4404874726","https://openalex.org/W4405037215","https://openalex.org/W4409560718","https://openalex.org/W4410958706","https://openalex.org/W4411012784","https://openalex.org/W4413833478","https://openalex.org/W4413932043","https://openalex.org/W4415880541","https://openalex.org/W7162650989","https://openalex.org/W7164408536","https://openalex.org/W7164995687","https://openalex.org/W7167627071"],"related_works":["https://openalex.org/W7131362449","https://openalex.org/W7162650989","https://openalex.org/W4224059382","https://openalex.org/W4283836310","https://openalex.org/W2093733932","https://openalex.org/W4404874726","https://openalex.org/W2125308840","https://openalex.org/W2192511971","https://openalex.org/W2073875702","https://openalex.org/W1499041165"],"abstract_inverted_index":{"We":[0],"report":[1],"the":[2,133,142,166,177,185,192,213,222],"synthesis":[3],"of":[4,10,136,165,176,184,194,215,224],"sulfated":[5],"prism[6]arene":[6],"(Pr[6]AS)":[7],"by":[8],"reaction":[9],"(HO)":[11],"12":[12],"Pr[6]":[13],"with":[14,60,76,84],"SO":[15],"3":[16],"\u00b7pyridine":[17],"in":[18,26,80,138,174],"35%":[19],"yield.":[20],"Pr[6]AS":[21,69,108,137,148,216],"has":[22],"very":[23],"good":[24],"solubility":[25],"water":[27],"(>30":[28],"mM)":[29],"and":[30,54,122,156,168,181,198],"does":[31],"not":[32],"undergo":[33],"self-association":[34],"according":[35],"to":[36,95,141],"1":[37,43],"H":[38,44,153,187],"NMR":[39,45],"dilution":[40],"experiments.":[41],"Qualitative":[42],"investigations":[46],"show":[47,67,106],"that":[48,68,107,202],"guest":[49,112,125,209],"resonances":[50],"shift":[51],"dramatically":[52],"upfield":[53],"become":[55],"significantly":[56],"broadened":[57],"upon":[58],"complexation":[59],"Pr[6]AS.":[61],"Isothermal":[62],"titration":[63],"calorimetry":[64],"(ITC)":[65],"experiments":[66],"forms":[70],"ternary":[71],"complexes":[72,172],"(Pr[6]AS\u00b7guest":[73],"2":[74,154,188],")":[75,92],"hydrophobic":[77],"ammonium":[78],"ions":[79],"phosphate":[81],"buffered":[82],"saline":[83],"\u03b2-values":[85],"(":[86,113,126],"K":[87,90],"a1":[88],"\u00d7":[89,97],"a2":[91],"values":[93],"up":[94],"6.84":[96],"10":[98],"13":[99],"M":[100],"\u22122":[101],".":[102],"Molecular":[103],"dynamics":[104],"simulations":[105],"firmly":[109],"binds":[110],"one":[111,157],"6q":[114,127,171],",":[115,128],"Me":[116,129],"4":[117,130],"Bipip)":[118,131],"within":[119,161],"its":[120,162],"cavity":[121],"a":[123,207,219],"second":[124],"on":[132,212],"convex":[134],"region":[135],"close":[139],"proximity":[140],"externally":[143],"directed":[144],"sulfate":[145,199],"substituents.":[146],"Uncomplexed":[147],"holds":[149],"7.6":[150],"\u00b1":[151],"1.9":[152],"O":[155,189],"Na":[158,178],"+":[159,179],"ion":[160,180],"cavity.":[163],"Formation":[164],"1:1":[167],"1:2":[169],"Pr[6]AS\u2013":[170],"results":[173],"expulsion":[175],"approximately":[182],"five":[183],"solvating":[186],"molecules.":[190],"Intriguingly,":[191],"combination":[193],"larger":[195],"naphthalene":[196],"walls":[197],"ionic":[200],"groups":[201],"are":[203],"conformationally":[204],"restricted":[205],"creates":[206],"secondary":[208],"binding":[210],"site":[211],"exterior":[214],"which":[217],"suggests":[218],"route":[220],"toward":[221],"design":[223],"high":[225],"molecularity":[226],"complexes.":[227]},"counts_by_year":[],"updated_date":"2026-11-12T12:28:57.059296","created_date":"2026-08-28T00:00:00"}
