Enantioselective adsorption of ferrocene-modified glutamic acids on helical poly(L-glutamic acid) self-assemblies at gold electrodes

Abstract

A novel poly(l-glutamic acid) (PLGA) self-assembled monolayer was prepared on an Au electrode. The conformational transition of the PLGA segment betweenα-helix and coil could be electrochemically monitored by use of a redox couple of Fe(CN)₆^3–/4– . The helical PLGA monolayer was found to capture ferrocene-modified glutamic acids enantiomerically by means of an electron transfer reaction of the surface-confined ferrocenyl moiety.

References

1. R. G. Nuzzo and D. L. Allara, J. Am. Chem. Soc., 1983, 105, 4481.
2. T. T.-T. Li and M. J. Weaver, J. Am. Chem. Soc., 1984, 106, 6107.
3. R. Maoz and J. Sagiv, Langmuir, 1987, 3, 1034.
4. C. C. Bain, J. Evall and G. M. Whitesides, J. Am. Chem. Soc., 1989, 111, 7155.
5. M. Niwa, T. Mori and N. Higashi, Macromolecules, 1993, 26, 1936.
6. M. Niwa, T. Mori and N. Higashi, J. Chem. Soc., Chem. Commun., 1993, 1081.
7. M. Niwa, T. Mori and N. Higashi, Macromolecules, 1995, 28, 7770.
8. N. Higashi, M. Shimoguchi and M. Niwa, Langmuir, 1992, 8, 1509.
9. N. Higashi, M. Saitou, T. Mihara and M. Niwa, J. Chem. Soc., Chem. Commun., 1995, 2119.
10. M. Maeda, M. Kimura, Y. Hasegawa and S. Inoue, J. Am. Chem. Soc., 1984, 106, 250.
11. A. Maruyama, N. Adachi, T. Takatsuki, M. Torii, K. Sanui and N. Ogata, Macromolecules, 1990, 23, 2748.
12. W. D. Fuller, M. S. Verlander and M. Goodman, Biopolymers, 1976, 15, 1869.
13. R. M. Wightman, Anal. Chem., 1981, 53, 1127A.
14. C. Amatore, J. M. Saveant and D. Tessier, J. Electroanal. Chem., 1983, 147, 39.
15. M. D. Porter, T. B. Bright, D. L. Allara and E. D. Chidsey, J. Am. Chem. Soc., 1987, 109, 3559.
16. M. Niwa, T. Mori, E. Nishio, H. Nishimura and N. Higashi, J. Chem. Soc., Chem. Commun., 1992, 547.