Charge-transfer processes and redox reactions in planar lipid monolayers and bilayers

Biotechnology Progress

Volumn 15, Issue 6, 1999, Pages 974-990

  Krysinki P ^b   Tien, H T ^a   Ottova, A ^c  

^a MICHIGAN STATE UNIVERSITY   (United States)

^b UNIVERSITY OF WARSAW   (Poland)

^c SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSENSOR; ELECTRON TRANSFER; LIPID BILAYER; MONOLAYER; REDOX REACTION;

BIOSENSORS; CHARGE TRANSFER; LIPIDS; MONOLAYERS; REDOX REACTIONS;

MOLECULAR SENSORS;

BIOTECHNOLOGY;

ELECTRONS; KINETICS; LIPID BILAYERS; LIPOSOMES; MODELS, BIOLOGICAL; MODELS, MOLECULAR; MOLECULAR CONFORMATION; OXIDATION-REDUCTION; THERMODYNAMICS;

EID: 0345149543     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1021/bp990112y     Document Type: Article

References (125)

1. Dryhurst, G., Niki, K., Eds. Redox Chemistry and Interfacial Behavior of Biological Molecules; Plenum Publishing Corp.: New York, 1988; pp 529-556.
2. Ottova-Leitmannova, A.; Tien, H. T. Bilayer lipid membranes: An experimental system for biomolecular electronic devices development. Prog. Surf. Sci. 1992, 41 (4), 337-445.
3. Blank, M., Ed. Electronic Processes and Redox Reactions in BLMs. Adv. Chem. Ser., No. 235, Biomembrane Electrochemistry, ACS: Washington, D.C., 1994.
4. Evans, S. D.; Ulman, A.; Goppert-Berarducci, K. E.; Gerenser, L. J. J. Am. Chem. Soc. 1991, 113, 5866.
5. Sellers, H.; Ulman, A.; Shnidman, Y.; Eilers, J. E. J. Am. Chem. Soc. 1993, 115, 9389.
6. Tien, H. T. Bilayer Lipid Membranes (BLM): Theory and Practice; Marcel Dekker: New York, 1974; p 672.
7. Bangham, A. D. Surrogate cells or Trojan horses: the discovery of liposomes. BioEssays 1995, 17, 1081-1088.
8. Ottova-Leitmannova, A.; Martynski, T.; Wardak, A.; Tien, H. T. in Molecular Electronics and Bioelectronics. Adv. Chem. Series No. 240, ACS: Washington, D.C., 1994; Chapter 17.
9. Tvarozek, V.; Tien, H. T.; Novotiny, I.; Hianik, T.; Dlugopolsky, J.; Ziegler, W.; Ottova, A. L.; Jakabovic, J.; Rehacek, V.; Uhlar, M. Sens. Actuators, B 1994, 19, 597-602.
10. Taniguchi, L.; Yoyosawa, K.; Yamaguchi, H. J. Electroanal. Chem. 1982, 140, 187.
11. Nuzzo, R. G.; Allara, D. L. J. Am. Chem. Soc. 1983, 105, 4481.
12. Netzer, L.; Sagiv, J. J. Am. Chem. Soc. 1983, 105, 674.
13. Krysiñski, P. Redox Reactions on Modified Bilayer Lipid Membranes for Biosensing Device. Adv. Mater. Opt. Electron. 1993, 2, 107-113.
14. Krysiñski, P.; Chamberlain, R. V., II; Majda, M. Partial Electron Transfer in OctadecanethiolBinding to Gold. Langmuir 1994, 10, 4286.
15. Tien, H.; Salamon, T.; Ottava, Z. A. Lipid Bilayer-Based Sensors and Biomolecular Electronics. Crit. Rev. Biomed. Eng. 1991, 18, 323-340.
16. Ottova, A. L.; Tvarozek, V.; et al. Self-assembled lipid bilayers: Biomembrane models. Supramol. Sci. 1997, 4, 101-112.
17. Tien, H. T.; Ottova, A. L. Supported planar lipid bilayers (s-BLMs) as electrochemical biosensors. Electrochim. Acta 1998, 43 (23), 3587-3610.
18. Kauffmann, J.-M., Ed. Special issue devoted to electrochemical biosensors. Bioelectrochem. Bioenerg. 1997, 42, 1-104.
19. Umezawa, Y., Kihara, S., Suzuki, K., Teramae, N., Watarai, H., Eds. Molecular recognition at liquid - liquid interfaces: fundamentals and analytical applications. A Special Issue, Anal. Sci. 1998, 14, 1-245.
20. Brett, C. M. A., Oliverira-Brett, A. M., Eds. Electroanalytical Chemistry, A Special Issue. Electrochim. Acta 1998, 43 (23).
21. Tien, H. T.; Salamon, Z.; Kutnik, J.; Krysiñski, P.; Kotowski, J.; Lederman, D.; Janas, T. Bilayer Lipid Membranes (BLM): An Experimental System for Biomolecular Electronic Device Development. J. Mol. Electron. 1988, 4, 1-31.
22. Carter, F. L., Siatkowski, R. E., Wohltjen, H., Eds. Molecular Electronics Devices; Elsevier: North-Holland, Amsterdam and New York, 1988.
23. Mittal, K. L., Shah, D. O., Eds. Surfactants in Solution; Plenum: New York, 1992, Vol 11.
24. Birge, R., Ed. Molecular Electronics and Bioelectronics. Adv. Chem. Series No. 240, ACS, Washington, D.C, 1994.
25. Taylor, R. F., Schultz, J. S., Eds. Bilayer lipid membranes and other lipid-based methods, in Handbook of Chemical and Biological Sensors; Institute of Physics Publishing: Philadelphia, PA, 1996.
26. Raguse, B.; Braach-Maksvytis, V.; Cornell, B. A.; King, L. G.; Osman, P. D. J.; Pace, R. J.; Wieczorek, L. Tethered lipid bilayer membranes: Formation and ionc reservoir characterization. Langmuir 1998, 14, 648-659.
27. Bolton, J. R.; Hall, D. O. Annu. Rev. Energy 1974, 9, 353.
28. Mauzerall, D. in Light-induced Charge Separation in Biology and Chemistry; Gerischer, H., Katz, J. J., Eds.; Dahlem-Konferenzen, Verlag Chemie, Veinhelm; 1979, p 241.
29. Milazzo, G., Ed. Topics in Bioelectrochemistry and Bioenergetics; Wiley, New York, 1983; Vol. 5, p 157.
30. Pethig, R.; Kell, D. B. Phys. Med. Biol. 1987, 32, 933.
31. Bockris, J. O. M.; Diniz, F. B. J. Electrochem. Soc. 1988, 135, 1947.
32. Zhao, X.; Basral, K. S.; Rolandi, R.; Fendler, J. J. Am. Chem. Soc. 1988, 110, 1012.
33. Connolly, J. S.; Bolton, J. R. in Photoinduced Electron Transfer; Fox, M. A., Channon, M., Eds.; Elsevier: Amsterdam, The Netherlands, 1989, pp 303-393.
34. Seta, P.; Bienvenue, E.; Moore, A. L.; Moore, T. A.; Gust, D. Electrochim. Acta 1989, 34, 1723.
35. Tricot, Y. M.; Porat, Z.; Manassen, J. J. Phys Chem 1991, 95, 3242.
36. Robinson, J. N.; Cole-Hamilton, D. J. Chem. Soc. Rev. 1991, 20, 49.
37. Lamrabte, A. J.; Janot, M.; Bienvenue, E.; Miquel, G.; Seta, P. Bioelectrochem. Bioenerg. 1992, 27, 449.
38. Yonezawa, Y.; Fujiwara, H.; Sato, T. Thin Solid Films 1992, 210/211, 736.
39. Rolandi, R.; Ricci, D.; Brandt, O. J. Phys. Chem. 1992, 96, 6783.
40. Yamaguchi, H.; Nakanishi, H. Biochim. Biophys. Acta 1993, 1148, 179.
41. Contino, P. B.; Hasselbacher, C. A.; Ross, J. B.; Nemerson Y. Biophys. J. 1994, 67, 1113.
42. Bianco, P.; Haladjian, J. Control of the electron-transfer reactions between c-type cytochromes and lipid-modified electrodes. Electrochem. Acta 1994, 39, 911-916.
43. Cheng, Y.-F.; Schiffrin, D. J. J. Chem. Soc., Faraday Trans. 1994, 90, 2517.
44. Dobek, A.; Paillotin, G.; Gapinski, J.; Breton J.; Leibl W.; Trissl, H.-W. J. Theor. Biol. 1994, 170, 129.
45. Laval, J.-M.; Majda, M. Electrochemical investigations of the structure and electron transfer properties of phospholipid bilayers incorporating ubiquinone. Thin Solid Films 1994, 244, 836-840.
46. Cheng, Y.; Cunnane, V. J.; Kontturi, A.-K.; Konturri, K.; Schiffrin, D. J. Potential dependence of transmembrane electron transfer across phospholipid bilayers mediated by ubiquinone 10. J. Phys. Chem. 1996, 100, 15470-15477.
47. Laviron, E. General expression for the linear potential sweep voltammogram in the case diffusionless electrochemical systems. J. Electroanal. Chem. 1979, 101, 19-28.
48. Weber, K.; Creager, S. E. Voltammetry of redox-active groups irreversibly adsorbed onto electrodes. Treatment using the Marcus relation between rate and overpotential. Anal. Chem. 1994, 66, 3164-3172.
49. Chidsey, C. E. D.; Bertozzi, C. R.; Putvinski, T. M.; Mujsce, A. M. Coadsorption of ferrocene-terminated and unsubstituted alkanethiols on gold: Electroactive self-assembled monolayers. J. Am. Chem. Soc. 1990, 112, 4301-4306.
50. Tender, L.; Carter, M. T.; Murray, R. W. Cyclic voltammetric analysis of ferrocene alkanethiol monolayer electrode kinetics based on Marcus theory. Anal. Chem. 1994, 66, 3173-3181.
51. Finklea, H. O.; Hanshew, D. D. Electron-transfer kinetics in organized thiol monolayers with attached pentaamine-(pyridine)ruthenium redox centers. J. Am. Chem. Soc. 1992, 114, 3173-3181.
52. Forster, R. J.; Faulkner, L. R. Electrochemistry of spontaneously adsorbed monolayers. Equilibrium properties and fundamental electron-transfer characteristics. J. Am. Chem. Soc. 1994, 116, 5444-5452.
53. Hianik, T.; Dlugopolsky, J.; Gyepessova, M. Bioelectrochem. Bioenerg. 1993, 31, 99.
54. Yuan, H. P.; Leitmannova; Ottova, A.; Tien, H. T. An agarose-stabilized BLM: A new method for forming bilayer lipid membranes. Mat. Sci. Eng. 1996, 4 (1), 35-38.
55. Lu, X. D.; Ottova, A. L.; Tien, H. T. Biophysical aspects of agar-gel supported bilayer lipid membranes: A new method for forming and studying planar bilayer lipid membranes. Bioelectrochem. Bioenerg. 1996, 39 (2), 285-289.
56. Hianik, T.; Ottova, A. L.; Tien, H. T. Physical and chemical aspects of liposomes and some their applications, in Vesicles; Rosoff, M., Ed.; Marcel Dekker: New York, 1996.
57. Xia, W. S.; Huang, C. H.; Gan, L. B.; Li, H.; Zhao, X. S. Photoelectric response of a bilayer lipid membrane doped with an azo pyridinium compound containing a rare-earth-metal complex. J. Chem. Soc., Faraday Trans. 1996, 92, 769.
58. Song, L.; Xiao, Y.-J.; Gao, X.-X. A simple method to form an asymmetric BLM andits enhanancement of photoelelctric response. Langmuir 1996, 12, 4303.
59. Tanaka, M.; Yonezawa, Y. Photochemical regulation of the electrical properties of the novel planar bilayer lipid membrane incorporating spiropyran derivatives. J. Phys. Chem. 1996, 100, 5160.
60. Tanaka, M.; Yonezawa, Y. Photochemical regulation of ion transport through "quasi-channels" embedded in black lipid membrane. Mater. Sci. Eng. C: Biomim. Mater. Sensors and Systems 1997, 4, 297.
61. Andreou, V. G.; Nikolelis, D. P.; Tarus, B. Electrochemical investigation of transduction of aflatoxin M-1 with bilayer lipid membranes (BLM-s). Anal. Chim. Acta 1997, 350, 121.
62. Cheng, Y. F.; Cunnane, V. J.; Kontturi, K.; Schiffrin, D. J.; Potential dependence of transmembrane electron transfer across phospholipid bilayers mediated by ubiquinone 10. J. Phys. Chem. 1996, 100, 15470.
63. Bender, C. J. Free radical formation in reactions of lecithin with tetracyanoquinodimethane and tetracyanoethylene: Relating the behavior of membrane-partitioned electrochemical cells to charge carrier using electron spin resonance. Anal. Biochem. 1997, 253, 196.
64. Tripathy, A.; Tien, H. T.; Ottova, A. A study of reconstituted anion channels using lipid bilayers. Bioelectrochem Bioenerg. 1998, 44, 183.
65. Tien, H. T.; Wurster, S. H.; Ottova, A. L. Electrochemistry of supported bilayer lipid membranes: background and techniques for biosensors development. Bioelectrochem Bioenerg. 1997, 42, 77.
66. Mountz, J. M.; Tien, H. T. Photoeffects of pigmented lipid membranes in a microporous filter. Photochem. Photobiol. 1978, 28, 395-400.
67. Tien, H. T.; Ottova, A. L.; Tan, Z. K.; Luo, W.-X.; Ren, P.-F. in Thin Film For Photovoltaic And Related Device Applications, MRS Symposim Proceedings Series; Ginley, D., Catalano, A., Schock, H. W., Eberspacher, C., Peterson, T. M., Wada, T., Eds.; 1996, Vol. 426, pp 1-6.
68. O'Boyles, K.; Siddiqi, F. A.; Tien, H. T. Antigen-antibody-complernent reaction studies on micro BLMs. Immunol. Commun. 1984, 13, 85.
69. Deng, J. Electrochemical enzyme, tissue and microbial biosensors. Adv. Biosens. 1999, 4, 79-93.
70. Yoshikawa, K.; Hayashi, H.; Shimooka, T.; Terada, H.; Ishii, T. Biochem. Biophys. Res. Commun. 1987, 145 (3), 1092.
71. Nikolelis, D. P.; Siontorou, C. C. Flow injection monitoring and analysis of mixtures of simazine, atrazine, and propazine using filter-supported bilayer lipid membranes (BLMs) Electroanalysis 1996, 8 (10), 907-912.
72. Liang, K-L.; Krull, U. J.; Nikolelis, D. P. Ellipsometric determination of the structure of surface-stabilized bilayer lipid membranes on silver metal, Anal. Chim. Acta 1997, 357.
73. Siontorou, C. G.; Nikolelis, D. P.; Krull, U. J. A carbon dioxide biosensor based on hemoglobin incorporated in metal supported bilayer lipid membranes (BLMs): Investigations for enhancement of response by using platelet-activating factor. Electroanalysis 1997, 9, 1043.
74. Siontorou, C. G.; Brett, A. M. O.; Nikolelis, D. P. Evaluation of glassy carbon electrode modified by bilayer lipid membrane with incorporated DNA, Talanta 1996, 43, 1137.
75. Amao, Y.; Kumazawa, N. The hydrophobic and electrostatic effect of basic polyamino acid-DNA polyion complex on artificial lipid membranes, Nucleic Acids Symposium Series; 1993, No. 29, 149-151.
76. Nikolelis, D. P.; Siontorou, C. G.; Andreou, V. G. Biosensors based on bilayer lipid membranes for automated continuous monitoring or rapid screening of environmental pollutants. Lab. Rob. Autom. 1997, 9, 285.
77. Šnejdárková, M.; Rehák, M.; Babincová, M.; Sargent, D. F.; Hianik, T. Glucose minisensor based on self-assembled biotinylated phospholipid membrane on a solid support and its physical properties. Bioelectrochem. Bioenerg. 1997, 42, 35.
78. Plant, A. L. Self-assembled phospholipid/alkanethiol biomimetic bilayers on gold. Langmuir 1993, 9, 2764.
79. Demoz, A.; Harrison, D. J. Characterization of extremely low defect density hexadecanethiol monolayers on Hg surfaces. Langmuir 1993, 9, 1046.
80. Plant, A.; Gueguetchkeri, M.; Yap, W. Supported phospholipid/alkanethiol biomimetic membranes: Insulating properties. Biophys. J. 1994, 67, 1126.
81. Bilewicz, R.; Majda, M. Bifunctional monolayer Langmuir-Blodgett films at electrodes. Electrochemistry at single "gate sites". J. Am. Chem. Soc. 1991, 113, 5466.
82. KaLb, E.; Frey, S.; Tamm, L. K. Formation of supported planar bilayers by fusion of vesicles to supported phospholipid monolayers. Biochim. Biophys. Acta 1992, 1103, 307.
83. Meuse, C. W.; Niaura, G.; Lewis, M. L.; Plant, A. L. Assessing the molecular structure of alkanethiol monolayers in hybrid bilayer membranes with vibrational spectroscopies. Langmuir 1998, 14, 1604.
84. SteineM, C.; Janshoff, A.; Galla, H.-J.; Sieber, M. Impedance analysis of the ion transport through gramicidin channels incorporated in solid supported lipid bilayers. Bioelectrochem. Bioenerg. 1997, 42, 213-220.
85. Lindholm-Sethson, B. Electrochemistry at ultrathin organic films at planar gold electrodes. Langmuir 1996, 12, 3305.
86. Seifert, K.; Fendler, K.; Bamberg, E. Charge transport by ion translocating membrane protein on solid supported membranes. Biophys. J. 1993, 64, 384.
87. Spinke, J.; Yang, J.; Wolf, H.; Liley, M.; Ringsdorf, H.; Knoll, W. Polymer-supported bilayer on a solid substrate. Biophys. J. 1992, 63, 1667-1671.
88. Boden, N.; Bushby, R. J.; Clarkson, S.; Evans, S. D.; Knowles, P. F.; Marsh, A. The design and synthesis of simple molecular tethers for binding biomembranes to a gold surface. Tetrahedron 1997, 53, 10939-10952.
89. Naumann, R.; Jonczyk, A.; Kopp, R.; van Esch, J.; Ringsdorf, H.; Knoll, W.; Graeber, P. Incorporation of membrane proteins in solid-supported lipid membranes. Angew. Chem., Int. Eng. 1995, 34, 2056-2058.
90. Naumann, R. Coupling of proton translocation ATPase incorporated into supported lipid bilayers to an electrochemical process. Bioelectrochem. Bioenerg. 1997, 42, 241-247.
91. Lang, H.; Duschl, C.; Vogel, H. A new class of thiolipids for the attachment of lipid bilayers on gold surfaces. Langmuir 1994, 10, 197-210.
92. Cheng, Y. L.; Boden, N.; Bushby, R. J.; Clarkson, S.; Evans, S. D.; Knowles, P. F.; Marsh, A.; Miles, R. E. Attenuated total reflection Fourier transform infrared spectroscopic characterization of fluid lipid bilayers tethered to solid support. Langmuir 1998, 14, 839-844.
93. Lingler, S.; Rubinstein, I.; Knoll, W.; Offenhausser, A. Fusion of small unilamellar lipid vesicles to alkanethiol and thiolipid self-assembled monolayers on gold. Langmuir 1997, 13, 7085-7091.
94. Miller, I. R.; Yavin, E. Bioelectrochem. Bioenerg. 1988, 19, 557.
95. Nelson, A. J. Electroanal. Chem. 1992, 335, 327.
96. Krysinski, P. Redox reactions on TCNQ-modified self-assembled monomolecular films. Adv. Mater. Opt. Electron. 1998, 8, 121-128.
97. a values for phosphatidic acid in monolayers deposited on mercury electrodes, J. Electroanal. Chem. 1995, 385, 183-189.
98. Moncelli, M. R.; Herrero, R.; Becucci, L.; Guidelli, R.; Adsorption of tetraphenylphosphonium and tetraphenylborate in self-assembled phosphatidylcholine and phosphatidylserine monolayers deposited on mercury electrodes. J. Phys. Chem. 1995, 99, 9940-9951.
99. Moncelli, M. R.; Becucci, L.; Nelson, A.; Guidelli, R. Electrochemical modeling of electron and proton transfer to ubiquinone-10 in self-assembled phospholipid monolayer. Biophys. J. 1996, 70, 2716-2726.
100. Slowinski, K.; Chamberlain, R. V.; Bilewicz, R.; Majda, M. Evidence for inefficient chain-to-chain coupling in electron tunneling through liquid alkanethiol monolayer films on mercury. J. Am. Chem. Soc. 1996, 113, 4709.
101. Anrather, D.; Valina-Saba, M.; Smetazko, M.; Bauer, G.; Schmutzer, S.; Weiss-Wichert, C.; Schalkhammer, T. Biorecognition - Gated ion channel biosensor - membrane supported by poly-1,2-diaminobenzene. Proceedings of Biomedical Sensing and Imaging Technologies; 1998; Vol. 3253, pp 277.
102. Ohlsson, P.-A.; Tjarnhage, T.; HerbaI, E.; Lofas, S.; Puu, G. Bioelectrochem. Bioenerg. 1995, 38, 137-148.
103. Hanzlik, J.; Bianco P.; Haladjian, J. Voltammetric behavior of positively charged speceis at a pyrolytic graphite electrode modified with lauric acid. J. Electroanal. Chem. 1995, 380, 287-280.
104. Robinson, J. N.; Cole-Hamilton, D. J. Chem. Soc. Rev. 1991, 20, 49-94.
105. Bockris, J. O'M.; Diniz, F. B. Electrochim. Acta 1989, 34, 567.
106. Yamada, H.; Matsue, T.; Uchida, I. J. Phys. Chem. 1993, 97, 9547.
107. Dely, M.; Prager P.; Puppi, A. Studia Biophys. 1981, 85, 115.
108. Xiao, Y.-J.; Gao, X.-X.; Xie, G.-Y.; Zhang, Y. Bioelectrochem. Bioenerg. 1996, 39, 125.
109. Jiang, D. L.; Diao, P.; Tong, R. T.; et al. Bioelectrochem. Bioenerg. 1998, 44 (2), 285-288.
110. He, Y.; Xie, M.; Li, L. Studies on formation and ion selectivity of mesomorphic crown ether-modified solid supported bilayer lipid membranes. Mol. Cryst. Liq. Cryst. A 1997, 304: 165-169.
111. Sabo, J.; Ottova, A.; Laputkova, G.; Tien, H. T. A combined AC-DC method for investigating supported bilayer lipid membranes. Thin Solid Films 1997, 306 (1), 112-118.
112. Feng, J.; Ci, Y. X.; Zhang, C. Y.; Angelica Ottova, L.; Ti Tien, H. Photoelectric Measurements of Self-assembled and Supported Planar Lipid Bilayers: A New Technique for Studying Apoptosis. Electrochem. Commun. 1999, 1, 145-147.
113. Strutwolf, J.; Manzanares, J. A.; Williams, D. E. Effect of self-assembled surfactant structures on ion transport across the liquid/liquid interface. Electrochem. Commun. 1999, 1, 139-144.
114. Asaka, K.; Ottova, A.; Tien, H. T. Mediated Electron-Transfer Across Supported Bilayer Lipid Membrane (s-BLM). Thin Solid Films 1999, in press.
115. Zhang, Y.-F.; Hou, X.-P.; Wu, G.; Li, R.-C.; Qiao, X.-W.; Tien, H. T.; Ottova, A. Study on Selectivity of Permeating Chiral Complexes in BLMs, Electrochem. Commun. 1999, 1.
116. Asaka, K.; Ottova, A.; Tien, H. T. Voltammetric Study of Charge Transfer across Supported Bilayer Lipid Membrane (s-BLMs). J. Biochem. Biophys. Methods, 1999, in press.
117. Rehacek, V., Novotiny, I.; Tvarozek, V.; Mika, F.; Ziegler, W.; Ottova, A. L.; Tien, H. T. Supported BLM microprobe with thin-film Ag/AgCl reference electrodes for pH measurements. Sens. Mater. 1998, 10, 229-239.
118. Moncelli, M. R. et al. J. Phys. Chem. 1995; Biophys. J. 1996.
119. Moncelli, M. R. et al. J. Phys. Chem. 1995; Biophys. J. 1996.
120. Cheng, Y. F.; Cunnane, V. J.; Kontturi, K.; Schiffrin, D. J. Potential dependence of transmembrane electron transfer across phospholipid bilayers mediated by ubiquinone 10. J. Phys. Chem. 1996, 100, 15470.
121. Volkov, A. G.; Deamer, D. W.; Tanelian, D. L.; Markin, V. S. Liquid Interfaces in Chemistry and Biology; Wiley & Sons: New York, 1998.
122. Salamon, Z.; Tollin, G. Interfacial electrochemistry of cytochrome c at a lipid bilayer modified electrode. Bioelectrochem. Bioenerg. 1991, 26, 321-334.
123. Diao, P.; Jiang D. L.; Cui, X.; Gu, D.; Tong, R. T.; Zhong, B. Unmodified supported thiol/lipid bilayers: studies of strctural disorder and conducting mechanism by cyclic voltammetry and AC impedance. Bioelectrochem. Bioenerg. 1999, 48, 469-475.
124. Yang, J.; Hu, N. F. Direct electron transfer for hemoglobin in biomembrane-like dimyristoyl phosphatidylcholine films on pyrolytic graphite electrodes. Bioelectrochem. Bioenerg. 1999, 48, 117-127.
125. Tien, H. T.; Ottova, A. L. From self-assembled bilayer lipid membranes (BLMs) to supported BLMs on metal and gel substrates to practical applications. Colloids Surf. A: Physicochem. Eng. Aspects 1999, 149, 217-233.