Metal ion coordination interactions for biomolecule recognition: a review

Abstract

Molecular imprinting is an effective method to create selective binding sites in polymeric matrices for biomolecule recognition. This review gives recent improvements of the design and preparation of selective binding sites via metal coordination interactions in molecularly imprinted polymers MIPs and focuses on particularly metal coordination bonds between biomolecules such as amino acids, peptides, proteins and templated polymers. The discussion will evaluate key parameters for molecular imprinting in the perspective of metal coordination.

Keywords

• Metal ion coordination,Molecular imprinting,Metal chelation,Biomolecule recognition

References

1. Mallik S, Johnson RD, Arnold FH. Synthetic Bis-Metal Ion Receptors for Bis-Imidazole “Protein Analogs”. Journal of the American Chemical Society 116 (1994) 8902-8911.
2. Wang X, Xu Z, Bing N, Yang Z. Preparation and Aqueous Recognition of Metal Complex Imprinted Polymer Using N-vinyl-2-pyrrolidone as Functional Monomer. Chinese Journal of Chemical Engineering 15 (2007) 595-599.
3. Qu G, Zheng S, Liu Y, Xie W, Wu A, Zhang D. Metal ion mediated synthesis of molecularly imprinted polymers targeting tetracyclines in aqueous samples. Journal of Chromatography B 877 (2009) 3187-3193.
4. Lian H, Hu Y, Li G. Novel metal-ion-mediated, complex- imprinted solid-phase microextraction fiber for the selective recognition of thiabendazole in citrus and soil samples. Journal of Separation Science 37 (2014) 106-113.
5. Krebs JF, Borovik AS. Metallo-Network Polymers: Reversible CO Binding to an Immobilized Copper(I) Complex. Journal of the American Chemical Society 117 (1995) 10593-10594.
6. Striegler S. Designing selective sites in templated polymers utilizing coordinative bonds. Journal of Chromatography B 804 (2004) 183-195. Li S, Liao C, Li W, Chen Y, Hao, X. Rationally Designing Molecularly Imprinted Polymer towards Predetermined High Selectivity by Using Metal as Assembled Pivot. Macromolecular Bioscience 7 (2007) 1112-1120.
7. Chaitidou S, Kotrotsiou O, Kiparissides, C. On the synthesis and rebinding properties of [Co(C2H3O2)2(z-Histidine)] imprinted polymers prepared by precipitation polymerization. Materials Science and Engineering: C 29 (2009) 1415-1421.
8. Wu L, Li Y. Metal ion-mediated molecular-imprinting polymer for indirect recognition of formate, acetate and propionate. Analytica Chimica Acta 517 (2004) 145-151.

9. Dhal PK, Arnold FH. Template-mediated synthesis of metal- complexing polymers for molecular recognition. Journal of the American Chemical Society 113 (1991) 7417-7418.
10. Mallik S, Johnson RD, Arnold FH. Selective recognition of bis-imidazoles by complementary bis-metal ion complexes. Journal of the American Chemical Society 115 (1993) 2518- 2520
11. Türkmen D, Yavuz H, Denizli, A. Synthesis of tentacle type magnetic beads as immobilized metal chelate affinity support for cytochrome c adsorption. International Journal of Biological Macromolecules 38 (2006) 126-133
12. Sulkowski E. Purification of proteins by IMAC. Trends in Biotechnology 3 (1985) 1-7.
13. Vidyasankar S, Ru M, Arnold FH. Molecularly imprinted ligand-exchange adsorbents for the chiral separation of underivatized amino acids. Journal of Chromatography A 775 (1997) 51-63.
14. Hochuli E, Döbeli H, Schacher A. New metal chelate adsorbent selective for proteins and peptides containing neighbouring histidine residues. Journal of Chromatography A 411 (1987) 177-184.
15. Hart BR, Shea KJ. Molecular Imprinting for the Recognition of N-Terminal Histidine Peptides in Aqueous Solution. Macromolecules 35 (2002) 6192-6201.
16. Verheyen E, Schillemans JP, van Wijk M, Demeniex M-A, Hennink WE, van Nostrum CF. Challenges for the effective molecular imprinting of proteins. Biomaterials 32 (2011) 3008-3020.
17. Bossi A, Bonini F, Turner APF, Piletsky SA. Molecularly imprinted polymers for the recognition of proteins: The state of the art. Biosensors and Bioelectronics 22 (2007) 1131- 1137.
18. Hillberg AL, Tabrizian M. Biomolecule imprinting: Developments in mimicking dynamic natural recognition systems. IRBM 29 (2008) 89-104.
19. Takeuchi T, Hishiya T. Molecular imprinting of proteins emerging as a tool for protein recognition. Organic & Biomolecular Chemistry 6 (2008) 2459-2467.
20. Levi L, Srebnik S. Simulation of Protein-Imprinted Polymers. 1. Imprinted Pore Properties. The Journal of Physical Chemistry B 114 (2009) 107-114.
21. Kryscio DR, Peppas NA. Critical review and perspective of macromolecularly imprinted polymers. Acta Biomaterialia 8 (2012) 461-473.
22. Kempe M, Glad M, Mosbach K. An approach towards surface imprinting using the enzyme ribonuclease A. Journal of Molecular Recognition 8 (1995) 35-39.
23. Bereli N, Andaç M, Baydemir G, Say R, Galaev IY, Denizli A. Protein recognition via ion-coordinated molecularly imprinted supermacroporous cryogels. Journal of Chromatography A 1190 (2008) 18-26.
24. Odabaşi M, Say R, Denizli A. Molecular imprinted particles for lysozyme purification. Materials Science and Engineering: C 27 (2007) 90-99.
25. Tamahkar E, Bereli N, Say R, Denizli A. Molecularly imprinted supermacroporous cryogels for cytochrome c recognition. Journal of Separation Science 34 (2011) 3433-3440. Asliyuce S, Uzun L, Say R, Denizli A. Immunoglobulin G recognition with Fab fragments imprinted monolithic cryogels: Evaluation of the effects of metal-ion assisted- coordination of template molecule. Reactive and Functional Polymers 73 (2013) 813-820.
26. Qin L, He X-W, Zhang W, Li W-Y, Zhang Y-K. Macroporous Thermosensitive Imprinted Hydrogel for Recognition of Protein by Metal Coordinate Interaction. Analytical Chemistry 81 (2009) 7206-7216.
27. Liu J, Yang K, Deng Q, Li Q, Zhang L, Liang Z and Zhang Y. Preparation of a new type of affinity materials combining metal coordination with molecular imprinting. Chemical Communications 47 (2011) 3969-3971. Kryscio D, Fleming M, Peppas N. Conformational studies of common protein templates in macromolecularly imprinted polymers. Biomedical Microdevices 14 (2012) 679-687.
28. Özcan AA, Say R, Denizli A, Ersöz A. l-Histidine Imprinted Synthetic Receptor for Biochromatography Applications. Analytical Chemistry 78 (2006) 7253-7258.
29. Lei W, Meng Z, Zhang W, Zhang L, Xue M, Wang W. “Induced fit” recognition of proteins by surface imprinted silica with
30. “soft” recognition sites. Talanta 99 (2012) 966-971.
31. Ertürk G, Bereli N, Ramteke P, Denizli, A. Molecularly Imprinted Supermacroporous Cryogels for Myoglobin Recognition. Applied Biochemical Biotechnology 173 (2014) 1250-1262.
32. Ertürk G, Bereli N, Tümer MA, Say R, Denizli A. Molecularly imprinted cryogels for human interferon-alpha purification from human gingival fibroblast culture. Journal of Molecular Recognition 26 (2013) 633-642.
33. Baydemir G, Andaç M, Perçin I, Derazshamshir A, Denizli A. Molecularly imprinted composite cryogels for hemoglobin depletion from human blood. Journal of Molecular Recognition 27 (2014) 528-536.
34. Saylan Y, Üzek R, Uzun L, Denizli A. Surface imprinting approach for preparing specific adsorbent for IgG separation. Journal of Biomaterials Science, Polymer Edition 25 (2014) 881-894. Kartal F, Denizli, A. Surface molecularly imprinted magnetic microspheres for the recognition of albumin. Journal of Separation Science 37 (2014) 2077-2086.
35. Derazshamshir A, Baydemir G, Andac M, Say R, Galaev IY, Denizli A. Molecularly Imprinted PHEMA-Based Cryogel for Depletion of Hemoglobin from Human Blood. Macromolecular Chemistry and Physics 211 (2010) 657-668.