Immobilization of Amino Acids Leucine and Glycine on Polypyrrole for Biosensor Applications: A Density Functional Theory Study

Hermawan K. Dipojono, Irna Safitri, Nugraha Nugraha, Eko Mursito Budi, Nuryanti Nuryanti, Adhitya G. Saputro, Melanie Y. David, Hideaki Kasai


Adsorption based on the immobilization of amino acids, i.e. leucine and glycine, on the surface of undoped polypyrrole (Ppy) is investigated. Calculations are done based on density functional theory using Gaussian03 software and applying GGA with 6-31G(d) basis set and exchange-correlation model of PBE (Perdew, Burke, Ernzerhof) level of theory. The energy of the Ppy doped with amino acids are minimized with respect to the orientation and distance of the amino acids to the Ppy. Neutral leucine carboxyl shows greater binding energy as compared to that other leucine configurations. It has adsorption energy of 0.25 eV at optimum distance of 2.2 Å from the surface of Ppy. As for the glycine, the zwitterionic carboxyl exhibits the strongest binding energy among other glycine configurations. It has adsorption energy of 0.76 eV at optimum distance of 1.7 Å from the surface of Ppy. The adsorption processes for both amino acids should proceed easily because the activation barriers are either absent or very small.

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Yoshino, K., Yin, X.H., Tada, K., Kawai, T., Hamaguchi, M., Araki, H., Sugimoto, R., Uchikawa, N., Asanuma, T., Kawahigashi, M. & Kato, H., Novel Properties of New Type Conducting and Insulating Polymers and Their Composites, IEEE Trans. On Dielectrics and Electrical Insulation 3, 331, 1996.

The, K.S. & Lin, L., MEMS Sensor Material Based on Polypyrrole. Carbon Nanotube Nanocomposite: Film Deposition and Characterization, J. Micromech. Microeng, 15, 2019, 2005.

Kaynak, A., Mohan, A.S., Unsworth, J. & Clout, R., Plane-Wave Shielding Effectiveness Studies On Conducting Polypyrrole, J. Mat. Sci. Letters 13, 1121, 1994.

Easton, E.B., Langsdorf, B.L., Hughes, J.A., Sultan, J., Qi, Z., Kaufman, A. & Pickup, P.G., Characteristics of Polypyrrole/Nafion Composite Membranes in a Direct Methanol Fuel Cell, J. Electrochem. Soc., 150, C735, 2003.

Ramanavi.ius, A., Ramanavi.iene, A. & Malinauskas, A., Electrochemical Sensors Based On Conducting Polymer-Polypyrrole, Electrochimica Acta, 51, p. 6025, 2006.

Dipojono, H.K., Saputro, A.G., Belkada, R., Nakanishi, H., Kasai, H., David, M.Y. & Dy, E.S., Adsorption of O2 on Cobalt.(n)Pyrrole Molecules from First-Principles Calculations, Journal of the Physical Society of Japan, 78(9), 094710, 2009.

Geetha, S., Rao, C.R.K., Vijayan, M. & Trivedi, D.C., Biosensing and Drug Delivery by Polypyrrole, Anal. Chimica Acta, 568, 119, 2006.

Akira, S., Uematsu, S. & Takeuchi, O., Pathogen Recognition and Innate Immunity, Cell, 124, p. 783, 2006.

Roman, T., Dino, W.A., Nakanishi, H. & Kasai, H., A Density Functional Theory-Based Investigation of Adhesion of Poly (Butylene Terephthalate) on Aluminum, Thin Solid Films, 509, p. 215, 2006.

Davidson, Michael W., Glycine, The Florida State University, (August 16, 2009).

Paul, S.M., Gaba and Glycine, in Psycopharmacology: The Fourth Generation of Progress, Edited by F. E. Bloom and D. J. Kupfer (Raven Press, New York, 1995), p. 87 – 94, 1995.

Davidoff, R.A., Shank, R.P., Graham Jr., L.T., Aprison, M.H. & Werman, R., Is Glycine a Neurotransmitter?, Nature (London), 214, 680, 1967.

Roman, T., Diño, W.A., Nakanishi, H. & Kasai, H., Amino Acid Adsorption on Single-Walled Carbon Nanotubes, Eur. Phys. J. D., 38, 117, 2006.

Efstathiou, V. & Woodruff, D.P., Characterisation of the Interaction of Glycine with Cu(1 0 0) and Cu(1 1 1), Surf. Sci., 531, 304, 2003.

Nyberg, M., Hasselström, J., Karis, O., Wassdahl, N., Weinelt, M., Nilsson, A. & Pettersson, L.G.M., The Electronic Structure and Surface Chemistry of Glycine Adsorbed on Cu.110, J. Chem. Phys., 112, 5420, 2000.

Barlow, S.M., Kitching, K.J., Haq, S. & Richardson, N.V., A Study of Glycine Adsorption on a Cu{110} Surface Using Reflection Absorption Infrared Spectroscopy, Surf. Sci. 401, 322, 1998.

Soria, E., Colera, I., Roman, E., Williams, E.M. & de Segovia, J.L., A Study of Photon-Induced Processes with Adsorption Desorption of Glycine at the TiO2(110) (1×2) surface, Surf. Sci., 451, 188, 2000.

Lopez, A., Heller, T., Bitzer, T. & Richardson, N.V., A Vibrational Study of The Adsorption of Glycine on Clean and Na Modified Si(100)-2 x 1 Surfaces, Chem. Phys. 277, 1, 2002.

Tzvetkov, G., Ramsey, M.G. & Netzer, F.P., Adsorption of Glycine on a NiAl(1 1 0) Alloy Surface, Surf. Sci., 526, 383, 2003.

Zhen, C., Sun, S., Fan, C.J., Chen, S.P., Mao, B.W. & Fan, Y.J., In Situ FTIRS and EQCM Studies of Glycine Adsorption and Oxidation on Au(1 1 1) Electrode in Alkaline Solutions, Electrochemica Acta, 49, 1249, 2004.

Xiao, X.Y., Sun, S.G., Yao, J.L., Wu, Q.H. & Tian, Z.Q., Surface- Enhanced Raman Spectroscopic Studies of Dissociative Adsorption of Amino Acids on Platinum and Gold Electrodes in Alkaline Solutions, Langmuir, 18, 6274, 2002.

Horányi, G. & Rizmayer, E.M., Study of The Adsorption of Glycine on Platinized Platinum Electrodes by Tracer Methods, J. Electroanal. Chem., 64, 15, 1975.

Kalra, S., Pant, C.K., Pathak, H.D. & Mehata, M.S., Studies on the Adsorption of Peptides of Glycine/Alanine on Montmorillonite Clay with or Without Co-Ordinated Divalent Cations, Colloids Surf. A: Physicochem. Eng. Asp., 212, 43, 2003.

Royer, Garfield P. & Andrews, John P., Immobilized Derivatives of Leucine Aminopeptidase and Aminopeptidase M: Applications in Protein Chemistry, The Journal of Biological Chemistry, 248, 1807-1812, 1973.

Roy, I., Sharma, S., Gupta & M.N., Smart Biocatalysts: Design and Applications, Adv. Biochem. Eng. Biotechnol., 86, 159 – 189, 2004.

Chi, Meng-Chun, Lyu, Rui-Cin, Lin, Long-liu, Huang, Hsien-Bin, Characterization of Bacillus Kaustophilus Leucine Aminopeptidase Immobilized in Ca-alginate/k-carrageenan Beads, Biochemical Engineering Journal, 39, 376 – 382, 2008.

Tischer, W., Kasche, V., Immobilized Enzymes: Crystals or Carriers?,Trends Biotechnol., 17, 326 – 335, 1999.

Cao, L., Immobilised Enzymes: Science or Art?, Curr. Opi. Chem. Biol, 9, 217 – 226, 2005.

Hohenberg, P. & Kohn, W., Inhomogeneous Electron Gas, Phys. Rev. B 136, p. 864, 1964; Kohn, W. & Sham, L. J.: Phys. Rev. A 140, 1133, 1965.

Frisch, M.J., et al., Gaussian 03, Revision D.02 (Gaussian, Inc., Wallingford CT, 2004).

Perdew, J.P., Burke, K. & Ernzerhof, M., Phys. Rev. Lett. 77, 3865, 1996; Perdew, J.P., Burke, K. & Ernzerhof, M., Generalized Gradient Approximation Made Simple, Phys. Rev. Lett., 78, 1396, 1997.

David, M., Roman, T., Diño, W.A., Nakanishi, H., Kasai, H., Ando, N. & Naritomi, M., Polybutylene Terephthalate on Metals: A Density Functional Theory and Cluster Models Investigation, J. Phys. Condens. Mater 18, 1137, 2006.

David, M., Roman, T., Diño, W.A., Nakanishi, H., Kasai, H., Ando, N. & Naritomi, M., A Nanoscale Understanding of The Adhesion of Polybutylene Terephthalate on Aluminum, Surface Science, 601, 5241, 2007.

Pesant, S., Boulanger, P., Cote, M. & Ernzerhof, M., Ab Initio Study of Ladder-Type Polymers: Polythiophene and Polypyrrole, Chemical Physics Letters, 40, 329, 2008.

Pesant, S., Dumont, G., Langevin, S. & Côté, M., First Principles Elaboration of Low Band Gap Ladder-Type Polymers, The Journal of Chemical Physics, 130, 114906, 2009.

Zhao, J., Buldum, A., Han, J. & Lu, J.P., Gas Molecule Adsorption in Carbon Nanotubes and Nanotube Bundles, Nanotechnology, 13, 195 2002.

Peng, S. & Cho, K., Chemical Control of Nanotube Electronics, Nanotechnology, 11, 57, 2000.



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