@article{MTMT:34830921, title = {Liquid Chromatographic Enantioseparation of Newly Synthesized Fluorinated Tryptophan Analogs Applying Macrocyclic Glycopeptides-Based Chiral Stationary Phases Utilizing Core-Shell Particles}, url = {https://m2.mtmt.hu/api/publication/34830921}, author = {Tanács, Dániel and Berkecz, Róbert and Bozsó, Zsolt and Tóth, Gábor and Armstrong, Daniel W. and Péter, Antal and Ilisz, István}, doi = {10.3390/ijms25094719}, journal-iso = {INT J MOL SCI}, journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES}, volume = {25}, unique-id = {34830921}, issn = {1661-6596}, abstract = {Due to the favorable features obtained through the incorporation of fluorine atom(s), fluorinated drugs are a group with emerging pharmaceutical importance. As their commercial availability is still very limited, to expand the range of possible candidates, new fluorinated tryptophan analogs were synthesized. Control of enantiopurity during the synthesis procedure requires that highly efficient enantioseparation methods be available. In this work, the enantioseparation of seven fluorinated tryptophans and tryptophan was studied and compared systematically to (i) develop analytical methods for enantioselective separations and (ii) explore the chromatographic features of the fluorotrytophans. For enantioresolution, macrocyclic glycopeptide-based selectors linked to core-shell particles were utilized, applying liquid chromatography-based methods. Application of the polar-ionic mode resulted in asymmetric and broadened peaks, while reversed-phase conditions, together with mobile-phase additives, resulted in baseline separation for all studied fluorinated tryptophans. The marked differences observed between the methanol and acetonitrile-containing eluent systems can be explained by the different solvation abilities of the bulk solvents of the applied mobile phases. Among the studied chiral selectors, teicoplanin and teicoplanin aglycone were found to work effectively. Under optimized conditions, baseline separations were achieved within 6 min. Ionic interactions were semi-quantitatively characterized and found to not influence enantiorecognition. Interestingly, fluorination of the analytes does not lead to marked changes in the chromatographic characteristics of the methanol-containing eluents, while larger differences were noticed when the polar but aprotic acetonitrile was applied. Experiments conducted on the influence of the separation temperature indicated that the separations are enthalpically driven, with only one exception. Enantiomeric elution order was found to be constant on both teicoplanin and teicoplanin aglycone-based chiral stationary phases (L < D) under all applied chromatographic conditions.}, year = {2024}, eissn = {1422-0067}, orcid-numbers = {Tanács, Dániel/0000-0003-1011-8638; Berkecz, Róbert/0000-0002-9076-2177; Bozsó, Zsolt/0000-0002-5713-3096; Tóth, Gábor/0000-0002-3604-4385; Armstrong, Daniel W./0000-0003-0501-6231; Ilisz, István/0000-0001-8282-457X} } @article{MTMT:34535772, title = {High-performance liquid chromatographic enantioseparation of azole analogs of monoterpene lactones and amides focusing on the separation characteristics of polysaccharide-based chiral stationary phases}, url = {https://m2.mtmt.hu/api/publication/34535772}, author = {Németi, Gábor and Berkecz, Róbert and Le Minh, Tam and Szakonyi, Zsolt and Péter, Antal and Ilisz, István}, doi = {10.1016/j.chroma.2024.464660}, journal-iso = {J CHROMATOGR A}, journal = {JOURNAL OF CHROMATOGRAPHY A}, volume = {1717}, unique-id = {34535772}, issn = {0021-9673}, year = {2024}, eissn = {1873-3778}, orcid-numbers = {Németi, Gábor/0000-0001-7312-8353; Berkecz, Róbert/0000-0002-9076-2177; Le Minh, Tam/0000-0002-8296-887X; Szakonyi, Zsolt/0000-0003-2432-8409; Ilisz, István/0000-0001-8282-457X} } @{MTMT:34391766, title = {SIMULTANEOUS ANALYSIS OF STILBENES, CHROMATOGRAPHIC DESIGN AND APPLICATION}, url = {https://m2.mtmt.hu/api/publication/34391766}, author = {Zahraa, Ali and Csilla, Zsuzsanna Dávid and Andrea, Vasas and Ilisz, István and Berkecz, Róbert}, booktitle = {Proceedings of the 29th International Symposium on Analytical and Environmental Problems}, unique-id = {34391766}, year = {2023}, pages = {57-58}, orcid-numbers = {Ilisz, István/0000-0001-8282-457X; Berkecz, Róbert/0000-0002-9076-2177} } @{MTMT:34391565, title = {Enantioselective separation of substituted amino acids utilizing cinchona alkaloid-based chiral stationary phases}, url = {https://m2.mtmt.hu/api/publication/34391565}, author = {Németi, Gábor and Dániel, Ozsvár and Berkecz, Róbert and Péter, Antal and Wolfgang, Lindner and Ilisz, István}, booktitle = {Proceedings of the 29th International Symposium on Analytical and Environmental Problems}, unique-id = {34391565}, year = {2023}, pages = {42-42}, orcid-numbers = {Németi, Gábor/0000-0001-7312-8353; Berkecz, Róbert/0000-0002-9076-2177; Ilisz, István/0000-0001-8282-457X} } @misc{MTMT:34386938, title = {Targeted UHPLC-HRMS/MS Method for Analysis Cannabinoids in CBD Hemp Oils}, url = {https://m2.mtmt.hu/api/publication/34386938}, author = {Berkecz, Róbert and Ilisz, István and D., Csupor}, unique-id = {34386938}, year = {2023}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Ilisz, István/0000-0001-8282-457X} } @misc{MTMT:34386896, title = {HPLC study of the separation characteristics of polysaccharide-based chiral stationary phases with particular emphasis on the hysteretic behavior}, url = {https://m2.mtmt.hu/api/publication/34386896}, author = {Ilisz, István and G., Németi and Berkecz, Róbert and T.M., Le and Z., Szakonyi and Péter, Antal}, unique-id = {34386896}, year = {2023}, orcid-numbers = {Ilisz, István/0000-0001-8282-457X; Berkecz, Róbert/0000-0002-9076-2177} } @misc{MTMT:34386802, title = {Characteristics of chiral stationary phases utilizing superficially porous silica particles for the HPLC enantioseparation of unusual amino acid analogs}, url = {https://m2.mtmt.hu/api/publication/34386802}, author = {Péter, Antal and D., Tanács and Berkecz, Róbert and D.W., Armstrong and Ilisz, István}, unique-id = {34386802}, year = {2023}, pages = {P-CHIR05}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Ilisz, István/0000-0001-8282-457X} } @misc{MTMT:34380352, title = {Monitoring tryptophan metabolites in mouse plasma}, url = {https://m2.mtmt.hu/api/publication/34380352}, author = {Körmöczi, Tímea and Evelin, Fehér and Nóra, Gödör and Tamás, Farkas and Ilisz, István and Domoki, Ferenc and Berkecz, Róbert}, unique-id = {34380352}, year = {2023}, orcid-numbers = {Körmöczi, Tímea/0000-0002-0973-2473; Ilisz, István/0000-0001-8282-457X; Domoki, Ferenc/0000-0002-5581-2167; Berkecz, Róbert/0000-0002-9076-2177} } @misc{MTMT:34380216, title = {Monitoring rat brain slice nimodipine level using a new targeted UHPLC-MS/MS method}, url = {https://m2.mtmt.hu/api/publication/34380216}, author = {Berkecz, Róbert and Rita, Frank and Zahraa, Ali and Körmöczi, Tímea and Ilisz, István and Domoki, Ferenc and Eszter, Farkas}, unique-id = {34380216}, year = {2023}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Körmöczi, Tímea/0000-0002-0973-2473; Ilisz, István/0000-0001-8282-457X; Domoki, Ferenc/0000-0002-5581-2167} } @misc{MTMT:34380108, title = {Targeted UPLC-MS/MS method for the simultaneous determination of stilbenes derivatives in plant extract}, url = {https://m2.mtmt.hu/api/publication/34380108}, author = {Zahraa, Ali and Csilla, Zsuzsanna Dávid and Andrea, Vasas and Körmöczi, Tímea and Ilisz, István and Berkecz, Róbert}, unique-id = {34380108}, year = {2023}, orcid-numbers = {Körmöczi, Tímea/0000-0002-0973-2473; Ilisz, István/0000-0001-8282-457X; Berkecz, Róbert/0000-0002-9076-2177} }