https://m2.mtmt.hu/ hun 2026-09-22 07:51 JournalArticle 33259759 VALIDATED true Department of Pharmacognosy, Semmelweis University, Üllői út 26, Budapest, H-1085, Hungary CycloLab, Cyclodextrin R&D Ltd, Illatos út 7, Budapest, H-1097, Hungary Spectroscopic Research Department, Gedeon Richter Plc, Budapest, H-1475, Hungary Cited By :1 Export Date: 26 April 2023 Correspondence Address: Béni, S.; Department of Pharmacognosy, Üllői út 26, Hungary; email: beni.szabolcs@pharma.semmelweis-univ.hu 0 false 2026-05-22T07:53:52.648+0000 2024-12-19T13:58:54.252+0000 2022-11-21T14:53:42.179+0000 true 10015206 Áncsán Gizella /api/admin/10015206 Admin Áncsán Gizella (SE admin) true 10015206 2025-02-18T10:52:12.410+0000 2025-02-18T10:52:12.410+0000 2024-12-19T13:58:54.689+0000 true 10062724 Olasz Tamás /api/admin/10062724 Admin Olasz Tamás (SE_KK_Admin5_OT, admin) true 10062724 true false true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType Szakcikk (Folyóiratcikk) 101 true 10000059 true 1 /api/category/1 Category Tudományos true 1 Kalydi, Eszter true true /api/journal/10003252 REVIEWED INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES 1661-6596 1422-0067 true false 10003252 false 10003252 true 1661-6596 1422-0067 Journal FOREIGN 23 22 14448 14448 17 2022 Acid-base properties of cyclodextrins (CDs), persubstituted at C-6 by 3-mercaptopropionic acid, sualphadex (Suα-CD), subetadex (Suβ-CD) and sugammadex (Suγ-CD, the antidote of neuromuscular blocking steroids) were studied by 1H NMR-pH titrations. For each CD, the severe overlap in protonation steps prevented the calculation of macroscopic pKa values using the standard data fitting model. Considering the full symmetry of polycarboxylate structures, we reduced the number of unknown NMR parameters in the “Q-fitting” or the novel “equidistant macroscopic” evaluation approaches. These models already provided pKa values, but some of them proved to be physically unrealistic, deceptively suggesting cooperativity in carboxylate protonations. The latter problem could be circumvented by adapting the microscopic site-binding (cluster expansion) model by Borkovec, which applies pairwise interactivity parameters to quantify the mutual basicity-decreasing effect of carboxylate protonations. Surprisingly, only a single averaged interactivity parameter could be calculated reliably besides the carboxylate ‘core’ microconstant for each CD derivative. The speciation of protonation isomers hence could not be resolved, but the optimized microscopic basicity parameters could be converted to the following sets of macroscopic pKa values: 3.84, 4.35, 4.81, 5.31, 5.78, 6.28 for Suα-CD; 3.82, 4.31, 4.73, 5.18, 5.64, 6.06, 6.54 for Suβ-CD and 3.83, 4.28, 4.65, 5.03, 5.43, 5.81, 6.18, 6.64 for Suγ-CD. The pH-dependent charge of these compounds can now be accurately calculated, in support of designing new analytical methods to exploit their charge-dependent molecular recognition such as in cyclodextrin-aided chiral capillary electrophoresis. Funding 2020949 /api/funding/2020949 (ÚNKP-20-5-SE-31) false true Funding 2020950 /api/funding/2020950 (János Bolyai Research Scholarship) false true true 2022 true true true false true false GOLD 2026-05-22 true https://doi.org/10.3390/ijms232214448 9 0 9 6 6 9 9 8 9 9 9 6 6 6 3 0 9 6 9 6 0 18 18 Folyóiratcikk Journal Article 24 9 Könyvrészlet Chapter in Book 25 0 Könyv Book 23 0 Egyéb konferenciaközlemény Conference paper 31 0 Egyéb konferenciakötet Conference proceedings 32 0 Oltalmi formák Protection forms 26 0 Disszertáció Thesis 28 0 Egyéb Miscellaneous 29 0 Alkotás Achievement 22 0 Kutatási adat Research data 33 0 Folyóiratcikk Journal Article 24 0 0 0 Könyvrészlet Chapter in Book 25 0 0 0 Könyv Book 23 0 0 0 Egyéb konferenciaközlemény Conference paper 31 0 0 0 Egyéb konferenciakötet Conference proceedings 32 0 0 0 Oltalmi formák Protection forms 26 0 0 0 Disszertáció Thesis 28 0 0 0 Egyéb Miscellaneous 29 0 0 0 Alkotás Achievement 22 0 0 0 Kutatási adat Research data 33 0 0 0 2023 0 2 2 2 2 2024 0 3 3 3 3 2025 0 3 1 3 1 2026 0 1 0 1 0 D1 false false false false 2022-12-04T11:17:12.247+0000 CycloLab Cyclodextrin Research and Development ...; Farmakognóziai Intézet (SE / GYTK); Richter Gedeon Nyrt. 6 25 3 6 0 true Language 10002 /api/language/10002 Angol Angol English true 2 true PersonAuthorship 104403134 /api/authorship/104403134 Kalydi, Eszter [Kalydi, Eszter (NMR spektroszkópia), szerző] Farmakognóziai Intézet (SE / GYTK) 1 0.167 true false false Author 10070197 /api/author/10070197 Kalydi Eszter (NMR spektroszkópia) Kalydi Eszter true true Kalydi Eszter true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 104403135 /api/authorship/104403135 Malanga, Milo [Malanga, Milo (Kémia), szerző] CycloLab Cyclodextrin Research and Development ... 2 0.167 false false false Author 10039489 /api/author/10039489 Malanga Milo (Kémia) Malanga Milo true 10039489 true Malanga Milo true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 104403136 /api/authorship/104403136 Ujj, Dóra [Ujj, Dóra Viktória (Vegyészmérnök), szerző] CycloLab Cyclodextrin Research and Development ... 3 0.16666667 false false false Author 10087378 /api/author/10087378 Ujj Dóra Viktória (Vegyészmérnök) Ujj Dóra Viktória true true Ujj Dóra true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 104403137 /api/authorship/104403137 Benkovics, Gábor [Benkovics, Gábor (Kémia), szerző] CycloLab Cyclodextrin Research and Development ... 4 0.167 false false false Author 10062673 /api/author/10062673 Benkovics Gábor (Kémia) Benkovics Gábor true 10062673 true Benkovics Gábor true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 104403138 /api/authorship/104403138 Szakács, Zoltán [Szakács, Zoltán (NMR spektroszkópi...), szerző] Richter Gedeon Nyrt. 5 0.16666667 false false false Author 10000686 /api/author/10000686 Szakács Zoltán (NMR spektroszkópia, elválasztástudomány) Szakács Zoltán true 10000686 true Szakács Zoltán true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 104403139 /api/authorship/104403139 Béni, Szabolcs ✉ [Béni, Szabolcs (NMR-spektroszkópi...), szerző] Farmakognóziai Intézet (SE / GYTK) 6 0.167 false true true Author 10001293 /api/author/10001293 Béni Szabolcs (NMR-spektroszkópia, analitikai kémia) Béni Szabolcs true 10001293 true Béni Szabolcs true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PublicationIdentifier 22125941 /api/publicationidentifier/22125941 DOI: 10.3390/ijms232214448 PlainSource 6 /api/publicationsource/6 DOI PublicationSourceType 10001 /api/publicationsourcetype/10001 DOI true true true DOI DOI https://doi.org/@@@ true true 6 true GOLD true IDENTICAL 10.3390/ijms232214448 https://doi.org/10.3390/ijms232214448 false true PublicationIdentifier 22251175 /api/publicationidentifier/22251175 WoS: 000887521700001 PlainSource 1 /api/publicationsource/1 WoS PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true WoS WoS https://www.webofscience.com/wos/woscc/full-record/@@@ true true 1 true IDENTICAL 000887521700001 https://www.webofscience.com/wos/woscc/full-record/000887521700001 true true PublicationIdentifier 22195007 /api/publicationidentifier/22195007 Scopus: 85142621344 PlainSource 3 /api/publicationsource/3 Scopus PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true Scopus Scopus http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-@@@ true true 3 true IDENTICAL 85142621344 http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85142621344 true true PublicationIdentifier 22195008 /api/publicationidentifier/22195008 PubMed: 36430926 PlainSource 17 /api/publicationsource/17 PubMed PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true PubMed PubMed http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=@@@&dopt=Abstract true true 17 true IDENTICAL 36430926 http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=36430926&dopt=Abstract true true SjrRating 11289558 /api/sjrrating/11289558 sjr:D1 (2022) Scopus - Inorganic Chemistry INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES 1661-6596 1422-0067 7 0.1 journal RatingType 10002 /api/ratingtype/10002 sjr sjr true true ClassificationExternal 1604 /api/classificationexternal/1604 Scopus - Inorganic Chemistry true 1604 true D1 DIRECT true true Reference 35933077 /api/reference/35933077 1. 2005: Cyclodextrins in drug delivery., Expert Opin. 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(2022) INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES 1661-6596 1422-0067 23 22<div class="JournalArticle Publication long-list"> <div class="authors"> <img title="Forrásközlemény" style="float: left" src="/frontend/resources/grid/publication-core-icon.png"> <img title="Idézőközlemény" style="float: left" src="/frontend/resources/grid/publication-citation-icon.png"> <div class="autype autype0"> <span class="author-name" mtid="10070197"><a href="/gui2/?type=authors&mode=browse&sel=10070197" target="_blank">Kalydi Eszter (<span class="authorship-author-name">Kalydi Eszter</span> <span class="authorAux-mtmt"> NMR spektroszkópia</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Gyógyszerésztudományi Kar">GYTK</span>/Farmakognóziai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10039489"><a href="/gui2/?type=authors&mode=browse&sel=10039489" target="_blank">Malanga Milo (<span class="authorship-author-name">Malanga Milo</span> <span class="authorAux-mtmt"> Kémia</span>) </a> </span> <span class="author-affil">CycloLab Cyclodextrin Research and Development Laboratory Ltd.</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10087378"><a href="/gui2/?type=authors&mode=browse&sel=10087378" target="_blank">Ujj Dóra (<span class="authorship-author-name">Ujj Dóra Viktória</span> <span class="authorAux-mtmt"> Vegyészmérnök</span>) </a> </span> <span class="author-affil">CycloLab Cyclodextrin Research and Development Laboratory Ltd.</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10062673"><a href="/gui2/?type=authors&mode=browse&sel=10062673" target="_blank">Benkovics Gábor (<span class="authorship-author-name">Benkovics Gábor</span> <span class="authorAux-mtmt"> Kémia</span>) </a> </span> <span class="author-affil">CycloLab Cyclodextrin Research and Development Laboratory Ltd.</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10000686"><a href="/gui2/?type=authors&mode=browse&sel=10000686" target="_blank">Szakács Zoltán (<span class="authorship-author-name">Szakács Zoltán</span> <span class="authorAux-mtmt"> NMR spektroszkópia, elválasztástudomány</span>) </a> </span> <span class="author-affil">Richter Gedeon Nyrt.</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10001293"><a href="/gui2/?type=authors&mode=browse&sel=10001293" target="_blank">Béni Szabolcs ✉ (<span class="authorship-author-name">Béni Szabolcs</span> <span class="authorAux-mtmt"> NMR-spektroszkópia, analitikai kémia</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Gyógyszerésztudományi Kar">GYTK</span>/Farmakognóziai Intézet</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;33259759" target="_blank">Fully Symmetric Cyclodextrin Polycarboxylates: How to Determine Reliable Protonation Constants from NMR Titration Data</a></div> <div> <span class="journal-title">INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES</span> <span class="journal-issn">(<a target="_blank" href="https://portal.issn.org/resource/ISSN/1661-6596">1661-6596</a> <a target="_blank" href="https://portal.issn.org/resource/ISSN/1422-0067">1422-0067</a>)</span>: <span class="journal-volume">23</span> <span class="journal-issue">22</span> <span class="page"> Paper 14448. 17 p. </span> <span class="year">(2022)</span> </div> <div class="pub-footer"> <span class="language" xmlns="http://www.w3.org/1999/html">Nyelv: Angol | </span> <span class="identifiers"> <span class="id identifier oa_GOLD" title=" Gold "> <a style="color:blue" title="10.3390/ijms232214448" target="_blank" href="https://doi.org/10.3390/ijms232214448"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="000887521700001" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/000887521700001"> WoS </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="85142621344" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85142621344"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="36430926" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=36430926&dopt=Abstract"> PubMed </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Folyóirat szakterülete: Scopus - Inorganic Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;D1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Spectroscopy&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;D1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Computer Science Applications&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Medicine (miscellaneous)&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Organic Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Physical and Theoretical Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Catalysis&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Molecular Biology&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> </div></OnlyViewableByAuthor> <div class="publication-citation" style="margin-left: 0.5cm;"> <span title="Nyilvános idézőközlemények összesen, említések nélkül" class="citingPub-count">Nyilvános idéző összesen: 9</span> | Független: 6 | Függő: 3 | Nem jelölt: 0 | WoS jelölt: 8 | Scopus jelölt:&nbsp;9 | WoS/Scopus jelölt:&nbsp;9 | DOI jelölt:&nbsp;9 </div> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;33259759&sort=publishedYear,desc&sort=title"> Idézett közlemények száma: 18 </a> </div> <div class="mtid"><span class="long-pub-mtid">Közlemény: 33259759</span> | <span class="status-data status-VALIDATED"> Egyeztetett </span> Forrás Idéző | <span class="type-subtype">Folyóiratcikk ( Szakcikk ) </span> | <span class="pub-category">Tudományos</span> | <span class="publication-sourceOfData">kézi felvitel</span> </div> <div class="funder"> (ÚNKP-20-5-SE-31), (János Bolyai Research Scholarship) </div> <div class="lastModified">Utolsó módosítás: 2024.12.19. 14:58 Olasz Tamás (SE_KK_Admin5_OT, admin) </div> <pre class="comment" style="margin-top: 0; margin-bottom: 0;"><u>Megjegyzés</u>: Department of Pharmacognosy, Semmelweis University, Üllői út 26, Budapest, H-1085, Hungary CycloLab, Cyclodextrin R&D Ltd, Illatos út 7, Budapest, H-1097, Hungary Spectroscopic Research Department, Gedeon Richter Plc, Budapest, H-1475, Hungary Cited By :1 Export Date: 26 April 2023 ...</pre> </div></div>