Molecularly imprinted polymers for mycotoxins

ACS Symposium Series

Volumn 1001, Issue , 2008, Pages 152-169

  Appell, Michael ^a   Maragos, Chris M ^a   Kendra, David F ^a  

^a NATIONAL CENTER FOR AGRICULTURAL UTILIZATION RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; TOXICITY;

BINDING PROPERTIES; DEOXYNIVALENOL; MOLECULARLY IMPRINTED POLYMER; MOLECULARLY IMPRINTED SOLID-PHASE EXTRACTION; MYCOTOXIN DETECTIONS; SELECTIVE RECOGNITION; STRUCTURE ACTIVITY RELATIONSHIPS; SYNTHETIC RECEPTORS;

POLYMERS;

EID: 84887368576     PISSN: 00976156     EISSN: 19475918     Source Type: Book Series    
DOI: 10.1021/bk-2008-1001.ch008     Document Type: Conference Paper

References (55)

1. Council for Agricultural Science and Technology (CAST). Mycotoxins: Risks in Plant, Animal and Human Systems. Task Force Report No. 139; CAST: Ames, IA, 2003.
2. Zheng, M. Z.; Richard, J. L.; Binder, J. A review of rapid methods for the analysis of mycotoxins. Mycopathologia 2006, 161, 261-273.
3. Maragos C. M. Emerging technologies for mycotoxin detection. J. Toxicol Toxin. Rev. 2004, 23, 317-344.
4. Krska, R.; Welzig, E.; Berthiller, F.; Molinelli, A; Mizaikoff, B. Advances in the analysis of mycotoxins and its quality assurance. Food Addit. Contam. 2005, 22, 345-353.
5. Wulff, G. Molecular imprinting in cross-liked materials with the aid of molecular templates -A way towards artificial antibodies. Angew. Chem. Int. Ed. Engl. 1995, 34, 1812-1832.
6. O'Mahony, J.; Nolan, K.; Smyth, M. R.; Mizaikoff, B. Molecularly imprinted polymers -potential and challenges in analytical chemistry. Anal. Chim. Acta 2005, 534, 31-39.
7. Sellergren B., Ed.; Molecularly Imprinted Polymers -Man-made Mimics of Antibodies and their Applications in Analytical Chemistry, Elsevier: Amsterdam, The Netherlands, 2001; pp 1-557.
8. Piletsky, S. A.; Piletska, E. V.; Bossi, A.; Karim, K.; Lowe, P.; Turner, A. P. F. Substitution of antibodies and receptors with molecularly imprinted polymers in enzyme-linked and fluorescent assays. Biosens. Bioelectron. 2001, 16, 701-707.
9. Andersson, L. I. Molecular imprinting: Developments and applications in the analytical chemistry field. J. Chromatogr. B 2000, 745, 3-13.
10. Caro, E.; Marce, R. M.; Borrull, F. Cormack, P. A. G.; Sherrington, D. C. Application of molecularly imprinted polymers to solid-phase extraction of compounds from environmental and biological samples. Trends Anal.Chem. 2006, 25, 143-154.
11. Henry, O. Y. F.; Cullen, D. C.; Piletsky, S. A. Optical interrogation of molecularly imprinted polymers and development of MIP sensors: a review. Anal. Bioanal. Chem. 2005, 382, 947-956.
12. Lanza, F.; Sellergren, B. The application of molecular imprinting technology to solid phase extraction. Chromatographia 2001, 53, 599-611.
13. Ramstrom, O.; Skudar, K.; Haines, J.; Patel, P.; Bruggemann., O. Food analyses using molecularly imprinted polymers. J. Agric. Food Chem. 2001, 49, 2105-2114.
14. Andersson, H. S.; Nicholls, I. A. In Molecularly Imprinted Polymers -Manmade Mimics of Antibodies and their Applications in Analytical Chemistry-, Sellergren B., Ed.; Elsevier: Amsterdam, The Netherlands, 2001; pp 1-19.
15. Cormack, P. A. G.; Elorza, A. Z. Molecularly imprinted polymers: synthesis and characterisation. J. Chromatogr. B 2004, 804, 173-182.
16. Dirion, B.; Lanza, F.; Sellergren, B.; Chassaing, C.; Venn, R.; Berggren, C. Selective solid phase extraction of a drug lead compound using molecularly imprinted polymers prepared by the target analogue approach. Chromatographia 2002, 56, 237-241.
17. Ellwanger, A.; Berggren, C.; Bayoudh, S.; Crecenzi, C.; Karlsson, L.; Owens, P. K.; Ensing, K.; Cormack, P.; Sherrington, D.; Sellergren, B. Evaluation of methods aimed at complete removal of template from molecularly imprinted polymers. Analyst (Cambridge, U. K.) 2001, 126, 784-792.
18. Urraca, J. L.; Marazuela, M. D.; Merino, E. R.; Orellana, G.; Moreno-Bondi, M. C. Molecularly imprinted polymers with a streamlined mimic for zearalenone analysis. J. Chromatogr. A 2006, 1116, 127-134.
19. Wei, S.; Jakusch, M.; Mizaikoff, B. Capturing molecules with templated materials -Analysis and rational design of molecularly imprinted polymers. Anal. Chim. Acta 2006, 578, 50-58.
20. Umpleby II, R. J.; Baxter, S. C.; Rampey, A. M.; Rushton, G. T.; Chen, Y; Shimizu, K. D. Characterization of the heterogeneous binding site affinity distributions in molecularly imprinted polymers. J. Chromatogr. B 2004, 804, 141-149.
21. Chianella, I.; Karim, K.; Piletska, E. V.; Preston, C.; Piletsky, S. A. Computational design and synthesis of molecularly imprinted polymers with high binding capacity for pharmaceutical applications -model case: Adsorbent for abacavir. Anal. Chim. Acta 2006, 559, 73-78.
22. Svenson, J.; Karlsson, J. G.; Nicholls, I. A.1H Nuclear magnetic resonance study of the molecular imprinting of (-)-nicotine: Template self-Association, a molecular basis for cooperative ligand binding. J. Chromatogr. A 2004, 1024, 39-44.
23. Spivak, D. A.; Simon, R.; Campbell, J. Evidence for shape selectivity in non-covalently imprinted polymers. Anal. Chem. Acta 2004, 504, 23-30.
24. Andersson, L. I.; Praprica, A.; Arvidsson, T. A highly selective solid phase extraction sorbent for pre-concentration of sameridine made by molecular imprinting. Chromatographia 1997, 46, 57-62.
25. Piletsky, S. A.; Karim, K.; Piletska, E. V.; Day, C. J.; Freebairn, K. W.; Legge, C; Turner, A. P. F. Recognition of ephedrine enantiomers by molecularly imprinted polymers designed using a computational approach. Analyst (Cambridge, U. K.) 2001, 126, 1826-1830.
26. Dong W.; Yan, M.; Zhang, M.; Liu, Z.; Li Y. A computational and experimental investigation of the interaction between the template molecule and the functional monomer used in the molecularly imprinted polymer. Anal. Chim. Acta 2005, 542, 186-192.
27. Wu, L.; Li, Y. Study on the recognition of templates and their analogues on molecularly imprinted polymer using computational and conformational analysis approaches. J. Mol. Recognit. 2004, 17, 567-574.
28. Dineiro, Y.; Menendez, M. I.; Blano-Lopez, M. C.; Lobo-Castanon, M. J.; Miranda-Ordieres, A. J.; Tunon-Blanco, P. Computational approach to the rational design of molecularly imprinted polymers for voltammetric sensing of homovanillic acid. Anal. Chem. 2005, 77, 6741-6746.
29. Karim, K; Breton, F.; Rouillon, R.; Piletska, E. V.; Guerreiro, A.; Chianella, I.; Piletsky, S. A. How to find effective functional monomers for effective molecularly imprinted polymers. Adv. Drug Delivery Rev. 2005, 57, 1795-1808.
30. Andersson, H. S.; Nicholls, I. A. Spectroscopic evaluation of molecular imprinting polymerization systems. Bioorg. Chem. 1997, 25, 203-211.
31. O'Mahony, J.; Molinelli, A.; Nolan, K.; Smyth, M. R.; Mizaikoff, B. Towards the rational development of molecularly imprinted polymers: 1H NMR studies on hydrophobicity and ion-pair interactions as driving forces for selectivity. Biosens. Bioelectron. 2005, 20, 1884-1893.
32. Kandimalla, V. B.; Ju, H. Molecular imprinting: a dynamic technique for diverse applications in analytical chemistry. Anal. Bioanal. Chem. 2004, 380, 587-605.
33. Bruggemann, O.; Haupt, K.; Ye, L.; Yilmaz, E.; Mosbach, K. New configurations and applications of molecularly imprinted polymers. J. Chromatogr. A 2000, 889, 15-24.
34. Spivak, D. A. Optimization, evaluation, and characterization of molecularly imprinted polymers. Adv. Drug Deliv.Rev. 2005, 57, 1779-1794.
35. Dias, P.; Stefanaki, I.; Fragaki, G.; Mikros, E. Conformational analysis of ochratoxin A by NMR spectroscopy and computational molecular modeling. J. Phys. Chem. B. 2005, 109, 16926-16936.
36. Baggiani C.; Giraudi, G.; Vanni A. A molecular imprinted polymer with recognition properties towards the carcinogenic mycotoxin ochratoxin A. Bioseparation 2002, 10, 389-394.
37. Turner, N. W.; Piletska, E. V.; Karim, K.; Whitcombe, M.; Malecha, M.; Magan, N.; Baggiani, C.; Piletsky, S. A. Effect of the solvent on recognition properties of molecularly imprinted polymer specific for ochratoxin A. Biosens. Bioelectron. 2004, 20, 1060-1067.
38. Jodlbauer, J.; Maier, N. M.; Lindner, W. Towards ochratoxin A selective molecularly imprinted polymers for solid-phase extraction. J. Chromatogr. A 2002, 945, 45-63.
39. Maier, N. M.; Buttinger, G.; Welhartizki, S.; Gavioli, E; Lindner W. Molecularly imprinted polymer-Assisted sample clean-up of ochratoxin A from red wine: merits and limitations. J. Chromatogr. B 2004, 804, 103-111.
40. Zhou S. N.; Lai, E. P. C. N-phenylacrylamide functional polymer with high affinity for ochratoxin A. React. Funct. Polym. 2004, 58, 35-42.
41. Zhou, S. N.; Lai, E. P. C.; Miller, J. D. Analysis of wheat extracts for ochratoxin A by molecularly imprinted solid-phase extraction and pulsed elution. Anal. Bioanal. Chem. 2004, 378, 1903-1906.
42. Yu, J. C. C.; Lai, E. P. C. Interaction of ochratoxin A with molecularly imprinted polypyrrole film on surface plasmon resonance sensor. React. Funct. Polym. 2005, 63, 171-176.
43. Yu, J. C. C ; Krushkova, S.; Lai, E. P. C.; Dabek-Zlotorzynska, E. Molecularly-imprinted polypyrrole-modified stainless steel frits for selective solid phase preconcentration of ochratoxin A. Anal. Bioanal. Chem. 2005, 382, 1534-1540.
44. Yu, J. C. C.; Lai, E. P. C. Molecularly imprinted polypyrrole modified carbon nanotubes on stainless steel frit for selective micro solid phase preconcentration of ochratoxin A. React. Funct. Polym. 2006, 66, 102-111.
45. Weiss R.; Freudenschuss, M.; Krska, R.; Mizaikoff B. Improving methods of analysis for mycotoxins: Molecularly imprinted polymers for deoxynivalenol and zearalenone. Food Addit. Contam. 2003, 20, 386-395.
46. Urraca, J. L.; Marazuela, M. D.; Moreno-Bondi, M. C. Molecularly imprinted polymers applied to the clean-up of zearalenone and α-zearalenol from cereal and swine feed sample extracts. Anal. Bioanal. Chem. 2006, 385, 1155-1161.
47. Magan, N. Mycotoxin contamination of food in Europe: Early detection and prevention strategies. Mycopathologia 2006, 162, 245-253.
48. Subrahmanyam, S. Ph.D. thesis, Cranfield University, Bedfordshire, UK, 2002.
49. Appell, M.; Kendra, D. F.; Kim, E. K.; Maragos, C. M. Synthesis and evaluation of molecularly imprinted polymers as sorbents of moniliformin. Food Addit. Contam. 2007, 24, 43-52.
50. Filek, G.; Lindner, W. Determination of the mycotoxin moniliformin in cereals by high-performance liquid chromatography and fluorescence detection. J. Chromatogr. A 1996, 732, 291-298.
51. Hofmeyr, J. H. S.; Van der Merwe, K. J.; Swart, P.; Thiel, P. G. Effect of moniliformin on pyruvate dehydrogenase multi-enzyme complex. S. Afr, J. Sci. 1979, 75, 469.
52. Gathercole, P. S.; Thiel, P. G.; Hofmeyr, J. H. S. Inhibition of pyruvate dehydrogenase complex by moniliformin. Biochem. J. 1986, 233, 719-723.
53. Sewram, V.; Nieuwoudt, T. W.; Marasas, W. F. O.; Shepard, G. S.; Ritieni, A. Determination of the mycotoxin moniliformin in cultures of Fusarium subglutinans and in naturally contaminated maize by high-performance liquid chromatography-Atmospheric pressure chemical ionization mass spectroscopy. J. Chromatogr. A 1999, 848, 185-191.
54. Sharman, M.; Gilbert, J.; Chelkowski, J. A survey of the occurrence of the mycotoxin moniliformin in cereal samples from sources worldwide. Food Addit. Contam. 1991, 8, 459-466.
55. Chung, S.-H.; Ryu, D.; Kim, E.-K.; Bullerman, L. B. Enzyme-Assisted extraction of moniliformin from extruded corn grits. J. Agric. Food Chem. 2005, 53, 5074-5078.