{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,20]],"date-time":"2026-02-20T15:23:40Z","timestamp":1771601020439,"version":"3.50.1"},"reference-count":40,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2024,2,26]],"date-time":"2024-02-26T00:00:00Z","timestamp":1708905600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research, Development and Innovation Office, Hungary","award":["NKFIH FK 146930"],"award-info":[{"award-number":["NKFIH FK 146930"]}]},{"name":"National Research, Development and Innovation Office, Hungary","award":["\u00daNKP-23-3-II"],"award-info":[{"award-number":["\u00daNKP-23-3-II"]}]},{"name":"National Research, Development and Innovation Office, Hungary","award":["\u00daNKP-23-2-III"],"award-info":[{"award-number":["\u00daNKP-23-2-III"]}]},{"DOI":"10.13039\/501100012550","name":"National Research, Development and Innovation fund","doi-asserted-by":"publisher","award":["NKFIH FK 146930"],"award-info":[{"award-number":["NKFIH FK 146930"]}],"id":[{"id":"10.13039\/501100012550","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012550","name":"National Research, Development and Innovation fund","doi-asserted-by":"publisher","award":["\u00daNKP-23-3-II"],"award-info":[{"award-number":["\u00daNKP-23-3-II"]}],"id":[{"id":"10.13039\/501100012550","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012550","name":"National Research, Development and Innovation fund","doi-asserted-by":"publisher","award":["\u00daNKP-23-2-III"],"award-info":[{"award-number":["\u00daNKP-23-2-III"]}],"id":[{"id":"10.13039\/501100012550","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>A reversed-phase high-performance liquid chromatographic (HPLC) method was developed for the simultaneous determination of the potential impurities of dexketoprofen, including the distomer R-ketoprofen. After screening the separation capability of four polysaccharide columns (Lux Amylose-1, Lux Amylose-2, Lux Cellulose-1 and Lux Cellulose-2) in polar organic and in reversed-phase modes, appropriate enantioseparation was observed only on the Lux Amylose-2 column in an acidified acetonitrile\/water mixture. A detailed investigation of the mobile phase composition and temperature for enantio- and chemoselectivity showed many unexpected observations. It was observed that both the resolution and the enantiomer elution order can be fine-tuned by varying the temperature and mobile phase composition. Moreover, hysteresis of the retention times and enantioselectivity was also observed in reversed-phase mode using methanol\/water mixtures on amylose-type columns. This could indicate that the three-dimensional structure of the amylose column can change by transitioning from a polar organic to a reversed-phase mode, which affects the enantioseparation process. Temperature-dependent enantiomer elution order and rare enthalpic\/entropic controlled enantioseparation in the operative temperature range were also observed in reversed-phase mode. To find the best methodological conditions for the determination of dexketoprofen impurities, a full factorial optimization design was performed. Using the optimized parameters (Lux Amylose-2 column with water\/acetonitrile\/acetic acid 50\/50\/0.1 (v\/v\/v) at a 1 mL\/min flow rate at 20 \u00b0C), baseline separations were achieved between all compounds within 15 min. Our newly developed HPLC method was validated according to the current guidelines, and its application was tested on commercially available pharmaceutical formulations. According to the authors\u2019 knowledge, this is the first study to report hysteretic behavior on polysaccharide columns in reversed-phase mode.<\/jats:p>","DOI":"10.3390\/ijms25052697","type":"journal-article","created":{"date-parts":[[2024,2,26]],"date-time":"2024-02-26T07:51:39Z","timestamp":1708933899000},"page":"2697","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Simultaneous Determination of Enantiomeric Purity and Organic Impurities of Dexketoprofen Using Reversed-Phase Liquid Chromatography\u2014Enhancing Enantioselectivity through Hysteretic Behavior and Temperature-Dependent Enantiomer Elution Order Reversal on Polysaccharide Chiral Stationary Phases"],"prefix":"10.3390","volume":"25","author":[{"given":"M\u00e1t\u00e9","family":"Dob\u00f3","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, Hogyes 9, H-1092 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gergely","family":"Dombi","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, Hogyes 9, H-1092 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Istv\u00e1n","family":"K\u00f6teles","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, Hogyes 9, H-1092 Budapest, Hungary"},{"name":"Department of Chemistry and Molecular Biology, University of Gothenburg, Medicinaregatan 19, 41390 G\u00f6teborg, Sweden"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0603-4626","authenticated-orcid":false,"given":"B\u00e9la","family":"Fiser","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, University of Miskolc, H-3515 Miskolc, Hungary"},{"name":"Ferenc Rakoczi II. Transcarpathian Hungarian College of Higher Education, 90200 Beregszasz, Ukraine"},{"name":"Department of Physical Chemistry, Faculty of Chemistry, University of Lodz, 90-149 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Csenge","family":"Kis","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Industry and Management, George Emil Palade University of Medicine, Pharmacy, Science and Technology of Targu Mures, Gh. Marinescu 38, 540139 Targu Mures, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8740-0212","authenticated-orcid":false,"given":"Zolt\u00e1n-Istv\u00e1n","family":"Szab\u00f3","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Industry and Management, George Emil Palade University of Medicine, Pharmacy, Science and Technology of Targu Mures, Gh. Marinescu 38, 540139 Targu Mures, Romania"},{"name":"Sz-imfidum Ltd., Lunga nr. 504, 525401 Targu Mures, Romania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5341-319X","authenticated-orcid":false,"given":"Gerg\u0151","family":"T\u00f3th","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, Semmelweis University, Hogyes 9, H-1092 Budapest, Hungary"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,2,26]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Hancu, G., and Modroiu, A. (2022). Chiral Switch: Between Therapeutical Benefit and Marketing Strategy. 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