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Synthesis of Molecularly Imprinted Polymers for Amino Acid Derivates by Using Different Functional Monomers

Dipartimento di Ingegneria dell’Innovazione, Università del Salento, via per Arnesano Km 1, 73100 Lecce, Italy
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Int. J. Mol. Sci. 2011, 12(3), 1735-1743; https://doi.org/10.3390/ijms12031735
Received: 14 January 2011 / Revised: 1 February 2011 / Accepted: 1 March 2011 / Published: 7 March 2011
(This article belongs to the Section Materials Science)
Fmoc-3-nitrotyrosine (Fmoc-3-NT) molecularly imprinted polymers (MIPs) were synthesized to understand the influence of several functional monomers on the efficiency of the molecular imprinting process. Acidic, neutral and basic functional monomers, such as acrylic acid (AA), methacrylic acid (MAA), methacrylamide (MAM), 2-vinylpyridine (2-VP), 4-vinylpyridine (4-VP), have been used to synthesize five different polymers. In this study, the MIPs were tested in batch experiments by UV-visible spectroscopy in order to evaluate their binding properties. The MIP prepared with 2-VP exhibited the highest binding affinity for Fmoc-3NT, for which Scatchard analysis the highest association constant (2.49 × 104 M−1) was obtained. Furthermore, titration experiments of Fmoc-3NT into acetonitrile solutions of 2-VP revealed a stronger bond to the template, such that a total interaction is observed. Non-imprinted polymers as control were prepared and showed no binding affinities for Fmoc-3NT. The results are indicative of the importance of ionic bonds formed between the –OH residues of the template molecule and the pyridinyl groups of the polymer matrix. In conclusion, 2-VP assists to create a cavity which allows better access to the analytes. View Full-Text
Keywords: molecularly imprinted polymer (MIP); Fmoc-3-nitrotyrosine (Fmoc-3NT); 2-vinylpyridine (2-VP); recognition mechanism molecularly imprinted polymer (MIP); Fmoc-3-nitrotyrosine (Fmoc-3NT); 2-vinylpyridine (2-VP); recognition mechanism
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MDPI and ACS Style

Scorrano, S.; Mergola, L.; Del Sole, R.; Vasapollo, G. Synthesis of Molecularly Imprinted Polymers for Amino Acid Derivates by Using Different Functional Monomers. Int. J. Mol. Sci. 2011, 12, 1735-1743. https://doi.org/10.3390/ijms12031735

AMA Style

Scorrano S, Mergola L, Del Sole R, Vasapollo G. Synthesis of Molecularly Imprinted Polymers for Amino Acid Derivates by Using Different Functional Monomers. International Journal of Molecular Sciences. 2011; 12(3):1735-1743. https://doi.org/10.3390/ijms12031735

Chicago/Turabian Style

Scorrano, Sonia, Lucia Mergola, Roberta Del Sole, and Giuseppe Vasapollo. 2011. "Synthesis of Molecularly Imprinted Polymers for Amino Acid Derivates by Using Different Functional Monomers" International Journal of Molecular Sciences 12, no. 3: 1735-1743. https://doi.org/10.3390/ijms12031735

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