'Molecular-imprinting' of AMP utilising the polyion complex formation process as detected by a QCM system

Abstract

The formation of a polyion complex was applied for molecular imprinting of AMP on a QCM resonator surface. The gold electrode on the resonator surface was modified with anionic thiols. Subsequently, layers of polycations and boronic acid-containing polyanions were adsorbed onto the QCM anionic surface utilising an alternating adsorption process. When the polymer adsorption was conducted in the presence of AMP, the anionic charges of the phosphate group introduced into polyanion by a boronate–cis-diol interaction altered the film growth behaviour: viz., excess polycationic units were adsorbed onto the polyanionic surface. After removal of the AMP from the surface polyion complex, a swollen gel layer with excess cationic charge is created. It was proven that this QCM system sensitively responds to AMP. The responsiveness is derived from the mass decrease in relation to the shrinking of the surface gel layer.

References

1. G. Wulff, Angew. Chem., Int. Ed. Engl., 1995, 34, 1812 and references cited therein.
2. G. Vlatakis, L. I. Anderson, R. Muller and K. Mosbach, Nature, 1993, 361, 645 and references cited therein.
3. H. Kido, T. Miyajima, K. Tsukagoshi, M. Maeda and M. Takagi, Anal. Sci., 1992, 8, 749.
4. D. Spivak, M. A. Gilmore and S. K. Shea, J. Am. Chem. Soc., 1997, 119, 4388 and references cited therein.
5. K. Tanabe, T. Takeuchi, J. Matsui, K. Ikebukuro, K. Yano and I. Karube, J. Chem. Soc., Chem. Commun., 1995, 2303.
6. J. Matsui, Y. Miyoshi and T. Takeuchi, Chem. Lett., 1995, 1007.
7. S. N. Gupta and D. C. Neckers, J. Polym. Sci., Polym. Chem. Ed., 1982, 20, 1609 and references cited therein.
8. M. J. Whitcombe, M. E. Rodriguez, P. Villar and E. N. Vulfson, J. Am. Chem. Soc., 1995, 117, 7105.
9. G. Wullff, A. Sarhan and K. Zabrocki, Tetrahedron Lett., 1973, 4329.
10. G. Wullff and A. Sarhan, Angew. Chem., 1972, 8, 364.
11. Y. Kanekiyo, Y. Ono, K. Inoue, M. Sano and S. Shinkai, J. Chem. Soc., Perkin Trans. 2, 1999, 557.
12. M. Takeuchi, M. Taguchi, H. Shinmori and S. Shinkai, Bull. Chem. Soc. Jpn., 1996, 69, 2613.
13. S. Patterson, B. D. Smith and R. E. Taylor, Tetrahedron Lett., 1997, 38, 6323.
14. For a comprehensive review for boronic acid-diol interactions see: T. D. James, K. R. A. S. Sandanayake and S. Shinkai, Angew. Chem., Int. Ed. Engl., 1996, 35, 1910.
15. J. Yoon and A. W. Czarnic, J. Am. Chem. Soc., 1992, 114, 5874; L. K. Mohler and A. W. Czarnik, J. Am. Chem. Soc., 1993, 115, 2998.
16. P. R. Westmark and B. D. Smith, J. Am. Chem. Soc., 1994, 116, 9343 and references therein.
17. Y. Nagai, K. Kobayashi, H. Toi and Y. Aoyama, Bull. Chem. Soc. Jpn., 1993, 66, 2965.
18. G. Wulff, S. Krieger, B. Kubneweg and A. Steigel, J. Am. Chem. Soc., 1994, 116, 409.
19. G. Suaerbrey, Z. Phys., 1959, 206.
20. T. Nomura and O. Hattori, Anal. Chim. Acta, 1980, 115, 323.
21. M. R. Deakin and D. A. Buttry, Anal. Chem., 1989, 61, 1147A.
22. Y. Okahata and K. Ariga, Thin Solid Films, 1989, 178, 465.
23. J. A. M. Sondag-Huethorst, C. Schönenberger and L. G. J. Fokkink, J. Phys. Chem., 1994, 98, 6826.
24. F. Caruso, K. Niikura, D. N. Furlong and Y. Okahata, Langmuir, 1997, 13, 3422.
25. K. Ariga, Y. Lovov and T. Kunitake, J. Am. Chem. Soc., 1997, 119, 2224.
26. T. Kawabe, T. Iida, F. Noguchi, T. Mitamura, T. Katsube and K. Tomita, Denki Kagaku oyobi Kogyo Butsuri Kagaku, 1987, 55(6), 446.