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Synthesis and evaluation of cyclodextrin-based polymers for patulin extraction from aqueous solutions

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Journal of Inclusion Phenomena and Macrocyclic Chemistry Aims and scope Submit manuscript

Abstract

Patulin is a mycotoxin produced by fungi that contaminate fruits, juices, and other agricultural commodities. Sorption properties of polyurethane-beta-cyclodextrin polymers were evaluated for the ability to remove patulin from solutions, including apple juice. Freundlich isotherm analysis determined the polymers possess a degree of heterogeneity. Evaluation of the polymers by solid phase extraction analysis indicated patulin sorption is enhanced in aqueous environments. Polymers crosslinked with tolylene 2,4-diisocyanate were suitable for extraction of patulin from apple juice. Quantum chemical studies of the interactions of patulin and beta-cylcodextrin using the PM3 semi-empirical method infer patulin is capable of binding to the polymer in multiple modes. Certain of these bound complexes possess intermolecular hydrogen bond interactions between the primary hydroxyls of beta-cyclodextrin and patulin. These nanoporous cyclodextrin polymers exhibit favorable properties to assist the detection of patulin in aqueous solutions.

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Acknowledgments

The authors thank Lijuan C. Wang for excellent technical assistance. Mention of trade names or commercial products in this article is solely for the purpose of providing specific information and does not imply recommendation or endorsement by the U.S. Department of Agriculture.

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Authors and Affiliations

  1. Bacterial Foodborne Pathogens & Mycology Research, National Center for Agricultural Utilization Research, Agricultural Research Service, United States Department of Agriculture, Peoria, IL, USA

    Michael Appell

  2. Renewable Products Technology Research, National Center for Agricultural Utilization Research, Agricultural Research Service, United States Department of Agriculture, Peoria, IL, USA

    Michael A. Jackson

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  1. Michael Appell
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  2. Michael A. Jackson
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Correspondence to Michael Appell.

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United States Department of Agriculture—Names are necessary to report factually on available data; however, the USDA neither guarantees nor warrants the standard of the product, and the use of the name by USDA implies no approval of the product to the exclusion of others that may also be suitable.

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Appell, M., Jackson, M.A. Synthesis and evaluation of cyclodextrin-based polymers for patulin extraction from aqueous solutions. J Incl Phenom Macrocycl Chem 68, 117–122 (2010). https://doi.org/10.1007/s10847-010-9744-1

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  • DOI: https://doi.org/10.1007/s10847-010-9744-1

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