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Cyclodextrins Can Entrap Zearalenone-14-Glucoside: Interaction of the Masked Mycotoxin with Cyclodextrins and Cyclodextrin Bead Polymer
Open AccessArticle

Interactions of Mycotoxin Alternariol with Cyclodextrins and Its Removal from Aqueous Solution by Beta-Cyclodextrin Bead Polymer

1
Department of Pharmacology, Faculty of Pharmacy, University of Pécs, H-7642 Pécs, Hungary
2
János Szentágothai Research Centre, University of Pécs, H-7642 Pécs, Hungary
3
Institute of Organic and Medicinal Chemistry, Medical School, University of Pécs, H-7624 Pécs, Hungary
4
Cyclolab Cyclodextrin Research & Development Laboratory, Ltd., H-1097 Budapest, Hungary
*
Author to whom correspondence should be addressed.
Biomolecules 2019, 9(9), 428; https://doi.org/10.3390/biom9090428
Received: 31 July 2019 / Revised: 27 August 2019 / Accepted: 27 August 2019 / Published: 30 August 2019
(This article belongs to the Special Issue Perspectives of Cyclodextrins)
Alternariol is an Alternaria mycotoxin that appears in fruits, tomatoes, oilseeds, and corresponding products. Chronic exposure to it can induce carcinogenic and xenoestrogenic effects. Cyclodextrins (CDs) are ring-shaped molecules built up by glucose units, which form host–guest type complexes with some mycotoxins. Furthermore, insoluble CD polymers seem suitable for the extraction/removal of mycotoxins from aqueous solutions. In this study, the interactions of alternariol with β- and γ-CDs were tested by employing fluorescence spectroscopic and modeling studies. Moreover, the removal of alternariol from aqueous solutions by insoluble β-CD bead polymer (BBP) was examined. Our major observations/conclusions are the following: (1) CDs strongly increased the fluorescence of alternariol, the strongest enhancement was induced by the native γ-CD at pH 7.4. (2) Alternariol formed the most stable complexes with the native γ-CD (logK = 3.2) and the quaternary ammonium derivatives (logK = 3.4–3.6) at acidic/physiological pH and at pH 10.0, respectively. (3) BBP effectively removed alternariol from aqueous solution. (4) The alternariol-binding ability of β-CD polymers was significantly higher than was expected based on their β-CD content. (5) CD technology seems a promising tool to improve the fluorescence detection of alternariol and/or to develop new mycotoxin binders to decrease alternariol exposure. View Full-Text
Keywords: alternariol; cyclodextrin; host-guest complexes; fluorescence spectroscopy; fluorescence enhancement; cyclodextrin polymers; mycotoxin binder; toxin removal alternariol; cyclodextrin; host-guest complexes; fluorescence spectroscopy; fluorescence enhancement; cyclodextrin polymers; mycotoxin binder; toxin removal
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MDPI and ACS Style

Fliszár-Nyúl, E.; Lemli, B.; Kunsági-Máté, S.; Szente, L.; Poór, M. Interactions of Mycotoxin Alternariol with Cyclodextrins and Its Removal from Aqueous Solution by Beta-Cyclodextrin Bead Polymer. Biomolecules 2019, 9, 428.

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