Vesicles as soft templates for the enzymatic polymerization of aniline

Langmuir

Volumn 25, Issue 19, 2009, Pages 11390-11405

  Guo, Zengwei ^a   Rüegger, Heinz ^a   Kissner, Reinhard ^a   Ishikawa, Takashi ^a   Willeke, Martin ^a   Walde, Peter ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AQUEOUS SOLUTIONS; CRYO-TRANSMISSION ELECTRON MICROSCOPY; DECANOIC ACID; EMERALDINE SALT; ENZYMATIC POLYMERIZATION; EPR MEASUREMENTS; FLUORESCENCE MEASUREMENTS; FTIR; IN-SITU FORMATIONS; INITIATOR SYSTEMS; MALDI-TOF MASS SPECTROMETRY; MOLAR RATIO; NMR MEASUREMENTS; OLIGOANILINES; OPTIMIZED CONDITIONS; PHYSICOCHEMICAL ASPECTS; POLYMERIZATION CONDITIONS; POLYMERIZATION PRODUCTS; POLYMERIZATION REACTION; REACTION CONDITIONS; REACTION MIXTURE; REACTION SYSTEM; REACTION TIME; SHORT REACTION TIME; SODIUM DODECYLBENZENESULFONATE; SOFT TEMPLATE; SURFACTANT VESICLES; TIME-SCALES; UNPAIRED ELECTRONS; VESICLE MEMBRANES; VIS/NIR SPECTROSCOPY; ZETA POTENTIAL MEASUREMENTS;

ANILINE; CONDUCTING POLYMERS; FATTY ACIDS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NAPHTHALENE; NUCLEAR MAGNETIC RESONANCE; POLYANILINE; POLYMERIZATION; POLYMERS; SURFACE ACTIVE AGENTS; TRANSMISSION ELECTRON MICROSCOPY; ZETA POTENTIAL;

SURFACE REACTIONS;

ANILINE DERIVATIVE; BENZENESULFONIC ACID DERIVATIVE; DECANOIC ACID; DECANOIC ACID DERIVATIVE; DODECYLBENZENESULFONIC ACID; HORSERADISH PEROXIDASE; POLYANILINE; SURFACTANT; WATER;

ARTICLE; BIOCATALYSIS; CHEMISTRY; FEASIBILITY STUDY; KINETICS; METABOLISM; MICELLE; SOLUTION AND SOLUBILITY;

ANILINE COMPOUNDS; BENZENESULFONATES; BIOCATALYSIS; DECANOIC ACIDS; FEASIBILITY STUDIES; HORSERADISH PEROXIDASE; KINETICS; MICELLES; SOLUTIONS; SURFACE-ACTIVE AGENTS; WATER;

EID: 70349929705     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la901510m     Document Type: Article

References (89)

1. MacDiarmid, A. G. Angew. Chem., Int. Ed. 2001, 40, 2581-2590.
2. Heeger, A. J. Angew. Chem., Int. Ed. 2001, 40, 2591-2611.
3. Syed, A. A.; Dinesan, M. K. Talanta 1991, 38, 815-837.
4. Karami, H.; Mousavi, M. F.; Shamsipur, M. J. Power Sources 2003, 117, 255-259.
5. Xie, D.; Jiang, Y.; Pan, W.; Li, D.; Wu, Z.; Li, Y. Sens. Actuators, B 2002, 81, 158-164.
6. Wessling, B. Adv. Mater. 1994, 6, 226-228.
7. Chiang, J.-C.; MacDiarmid, A. G. Synth. Met. 1986, 13, 193-205.
8. Cao, Y.; Smith, P.; Heeger, A. J. Synth. Met. 1989, 32, 263-281.
9. Cao, Y.; Andreatta, A.; Heeger, A. J.; Smith, P. Polymer 1989, 30, 2305-2311.
10. Bingham, A.; Ellis, B. J. Polym. Sci., Part A-1 1969, 7, 3229-3244.
11. Venancio, E. C.; Wang, P.-C.; MacDiarmid, A. G. Synth. Met. 2006, 156, 357-369.
12. Stejskal, J.; Sapurina, I.; Trochova, M.; Konyushenko, E. N. Macromolecules 2008, 41, 350-3536.
13. Zujovic, Z. D.; Zhang, L.; Bowmaker, G. A.; Kilmartin, P. A.; Travas-Sejdic, J. Macromolecules 2008, 41, 3125-3135.
14. Trchova, A.; Sedenkova, I.; Konyushenko, E. N.; Stejskal, J.; Holler, P.; Ciric-Marjanovic, G. J. Phys. Chem. B 2006, 110, 9461-9468.
15. (a) Liu, W.; Kumar, J.; Tripathy, S.; Senecal, K. J.; Samuelson, L. J. Am. Chem. Soc. 1999, 121, 71-78.
16. (b) Xu, P.; Singh, A.; Kaplan, D. L. Adv. Polym. Sci. 2006, 194, 69-94.
17. Liu, W.; Kumar, J.; Tripathy, S.; Samuelson, L. A. Langmuir 002, 18, 9696-9704.
18. Sakharov, I. Y.; Vorobiev, A. Ch.; Castillo Leon, J. J. Enzyme Microbiol. Technol. 2003, 33, 661-667.
19. Cruz-Silva, R.; Romero-Garcia, J.; Angulo-Sanchez, J. L.; Ledezma-Perez, A.; Arias-Marin, E.; Moggio, I.; Flores-Loyola, E. Eur. Polym. J. 2005, 41, 1129-1135.
20. Karamyshev, A. V.; Shleev, S. V.; Koroleva, O. V.; Yaropolov, A. I.; Sakharov, I. Y. Enzym. Microbiol. Technol. 2003, 33, 556-564.
21. Aizawa, M.; Wang, L.; Shinohara, H.; Ikariyama, Y. J. Biotechnol. 1990, 14, 301-310.
22. Liu, W.; Cholli, A. L.; Nagarajan, R.; Kumar, J.; Tripathy, S.; Bruno, F. F.; Samuelson, L. J. Am. Chem. Soc. 1999, 121, 11345-11355.
23. Nagarajan, R.; Liu, W.; Kumar, J.; Tripathy, S. K.; Bruno, F. F.; Samuleson, L. A. Macromolelcules 2001, 34, 3921-3927.
24. (a) Yu, L.; Lee, J.; Shin, K.-W.; Park, C.-E.; Holze, R. J. Appl. Polym. Sci. 2003, 88, 1550-1555.
25. (b) Kim, B.-J.; Im, S.-S.; Oh, S.-G. Langmuir 2001, 17, 565-566.
26. Rumbau, V.; Pomposo, J. A.; Alduncin, J. A.; Grande, H.; Mecerreyes, D.; Ochoteco, E. Enzyme Microbiol. Technol. 2007, 40, 1412-1421.
27. Han, D.; Chu, Y.; Yang, L.; Liu, Y.; Lv, Z. Colloids Surf., A 2005, 259, 179-187.
28. MacDiarmid, A. G.; Epstein, A. J. Synth. Met. 1994, 65, 103-116.
29. Ma, J.-G.; Boyd, B. J.; Drummond, C. J. Langmuir 2006, 22, 8646-8654.
30. Mui, B.; Chow, L.; Hope, M. L. Methods Enzymol. 2003, 367, 3-14.
31. Namani, T.; Ishikawa, T.; Morigaki, K.; Walde, P. Colloids Surf., B 2007, 54, 118-123.
32. Dolan, A. R.; Wood, T. D. J. Am. Soc. Mass Spectrom. 2004, 15, 893-899.
33. Namani, T.; Walde, P. Langmuir 2005, 21, 6210-6219.
34. Han, Y.-G.; Kusunose, T.; Sekino, T. Synth. Met. 2009, 159, 123-131.
35. Nabid, M. R.; Entezami, A. A. Polym. Adv. Technol. 2005, 16, 305-309.
36. Kim, S.-C.; Kumar, J.; Bruno, F. F.; Samuelson, L. A. J. Macromol. Sci., Part A: Pure Appl. Chem. 2006, 43, 2007-2018.
37. Varela-Álvarez, A.; Sordo, J. A.; Scuseria, G. E. J. Am. Chem. Soc 2005 127, 11318-11327.
38. Sadighi, J. P.; Singer, R. A.; Buchwald, S. L. J. Am. Chem. Soc 1998, 120 4960-4976.
39. Huang, W. S.; MacDiarmid, A. G. Polymer 1993, 34, 1833-1845.
40. Morigaki, K.; Walde, P. Curr. Opin. Colloid Interf. Sci. 2007, 12, 75-80.
41. Egorova, E. M.; Dukhin, A. S.; Svetlova, I. E. Biochim. Biophys. Acta 1992, 1104, 102-110.
42. Tsogas, I.; Tsiourvas, D.; Paleos, C. M.; Giatrellis, S.; Nounesis, G. Chem. Phys. Lipids 2005, 134, 59-68.
43. Healy, T. W.; Drummond, C. J.; Grieser, F.; Murray, B. S. Langmuir 1990, 6, 506-508.
44. McElhaney, R. N. Chem. Phys. Lipids 1982, 30, 229-259.
45. Veitch, N. C.; Smith, A. T. Adv. Inorg. Chem. 2000, 51, 107-162.
46. Samuelson, L. A.; Anagnostopoulos, A.; Kumar, J.; Tropathy, S. K. Macromolecules 1998, 31, 4376-4378.
47. 43 a peroxidase concentration of25μg/mL would correspond to0.57 μM, which is expected to absorb with an optical density at 403 nm (path length 0.1 cm) of 0.006.
48. Ding, Y.; Padias, A. B.; Hall, H. K. Jr. J. Polym. Sci., Part A: Polym. Chem. 1999, 37, 2569-2579.
49. Wei, Y.; Tang, X.; Sun, Y.; Focke, W. W. J. Polym. Sci., Part A: Polym. Chem. 1989, 27, 2385-2396.
50. Dunford, H. B. In Peroxidases in Chemistry and Biology; Everse, J., Everse, K. E., Grisham, M. B., Eds.; CRC Press: Boca Raton, FL, 1991; Vol. II, pp 1-24.
51. a of anilinium varies with ionic strength: 4.60 (I=0), 4.65 (I=0.1), 4.71 (I=0.5), 4.82 (I=1.0); 25 °C: In Critical Stability Constants, Amines; Smith, R. M., Martell, A. E., Eds.; Plenum Press: New York, 1975; Vol. 2, p 8.
52. Rodriguez-Lopez, J. N.; Lowe, D. J.; Hernandez-Ruiz, J.; Hiner, A. N. P.; Garcia-Canovas, F.; Thorneley, R. N. F. J. Am. Chem. Soc. 2001, 123, 11838-11847.
53. (a) Sackmann, E.; Duwe, H.-P.; Engelhardt, H. Faraday Discuss. Chem. Soc 1986 81 281-290
54. (b) Petrov P G; Lee J B; Döbereiner H-G Europhys Lett 1999, 48, 435-441.
55. (c) Tanaka, T.; Tamba, Y.; Masum, S. M.; Yamashita, Y; Yamazaki, M. Biochim. Biophys. Acta 2002, 1564, 173-182.
56. (a) Döbereiner H-G In Giant Vesicles; Luisi P L Walde P Eds John Wiley & Sons: Chichester, 2000; Vol. 6, pp 149-167.
57. (b) Svetina, S.; Žekš, B.; Anat. Rec. 2002, 268, 215-225.
58. 49
59. Louarn, G.; Lapkowski, M.; Quillard, S.; Pron, A.; Buisson, J. P.; Lefrant, S. J. Phys. Chem. 1996, 100, 6998-7006.
60. Han, M. G.; Cho, S. K.; Oh, S. G.; Im, S. S. Synth. Met. 2002, 126, 53-60.
61. Milton, A. J.; Monkman, A. P. J. Phys. D: Appl. Phys. 1993, 26, 1468-1474.
62. Boyer, M.-I.; Quillard, S.; Rebourt, E.; Louarn, G.; Buisson, J. P.; Monkman, A.; Lefrant, S. J. Phys. Chem. B 1998, 102, 7382-7392.
63. Cochet M.; Louarn G.; Quillard S.; Boyer M. I.; Buisson J. P.; Lefrant S. J. Raman Spectrosc. 2000, 31, 1029-1039.
64. Stejskal J.; Sapurina I.; Trchova M.; Konyushenko E. N. Macromolecules 2008, 41, 3530-3536.
65. Kababya S.; Appel M.; Haba Y.; Titelman G. I.; Schmidt A. Macromolecules 1999, 32, 5357-5364.
66. Menardo, C.; Nechtschein, M.; Rousseau, A.; Travers, J. P.; Hany, P. Synth. Met. 1986, 16, 31-39.
67. Kenwright, A. M.; Feast, W. J.; Adams, P.; Milton, A. J.; Monkman, A. P.; Say, B. J. Polymer 1992, 33, 4292-4298.
68. Ni, S.; Tang, J.; Wang, F.; Sheu, L. Polymer 1992, 33, 3607-3610.
69. Kaplan, S.; Conwell, E. M.; Richter, A. F.; MacDiarmid, A. G. J. Am. Chem. Soc. 1988, 110, 7647-7651.
70. Hagiwara, T.; Yamaura, M.; Iwata, K. Synth. Met. 1988, 26, 195-201.
71. Sahoo, S. K.; Nagarajan, R.; Roy, S.; Samuelson, L. A.; Kumar, J.; Cholli, A. L. Macromolecules 2004, 37, 4130-4138.
72. Thiyagarajan, M.; Kumar, J.; Samuelson, L. A.; Cholli, A. L. J. Macromol. Sci., Part A: Pure Appl. Chem. 2003, A40, 1347-1355.
73. Cholli, A. L.; Thiyagarajan, M.; Kumar, J.; Parmar, V. S. Pure Appl. Chem. 2005, 77, 339-344.
74. Sahoo, S. K.; Nagarjan, R.; Chakraborty, S.; Samuelson, L. A.; Kumar, J.; Cholli A. L. J. Macromol. Sci., Part A: Pure Appl. Chem. 2002 A39 1223-1240.
75. Gospodinova, N.; Terlemezyan, L. Prog. Polym. Sci. 998, 23, 1443-1484.
76. Sun Z; Geng, Y.; Li, J.; Wang, X.; Jing, X.; Wang, F.J. Appl Polvm Sci 1999, 72, 1077-1084.
77. Gilabert M. A.; Hiner A. N. P.; García-Ruiz P. A.; Tudela J.; García-Molina, F.; Acosta, M.; García-Cánovas, F.; Rodríguez-López, J. N. Biochim. Biophys. Acta 2004, 1699, 235-243.
78. Job, D.; Dunford, H. B. Eur. J. Biochem. 1976, 66, 607-614.
79. Zimmermann, A.; Kunzelmann, U.; Dunsch, L. Synth. Met. 1998, 93, 17-25.
80. Gospodinova, N.; Terlemezyan, L.; Mokreva, P.; Kossev, K. Polymer 1993, 34, 2434-2437.
81. Wei, Y.; Hariharan, R.; Patel, S. A. Macromolecules 1990, 23, 758-764.
82. Watanabe, A.; Mori, K.; Iwasaki, Y.; Nakamura, Y.; Niizuma, S. Macromolecules 1987, 20, 1793-1796.
83. Cao, Y.; Li, S.; Xue, Z.; Guo, D. Synth. Met. 1986, 16, 305-315.
84. Chen, L.; Yu, Y.; Mao, H.; Lu, X.; Zhang, W.; Wei, Y. Synth. Met. 2005, 149, 129-134.
85. +=) of 5.5. Menardo, C; Nechtschein, M.; Rousseau, A.; Travers, J. P. Synth. Met. 1988, 25, 311-322.
86. Stejskal, J.; Kratochvil, P.; Jenkins, A. D. Collect. Czech. Chem. Commun. 1995, 60, 1747-1755.
87. Masters, J. G.; Ginder, J. M.; MacDiarmid, A. G.; Epstein, A. J. J. Chem. Phys. 1992, 96, 4768-4778.
88. (a) Josefowicz, J. Y.; Avlyanov, J. K.; MacDiarmid, A. G. Thin Solid Films 2001, 393, 186-192.
89. (b) Liu, J.; Lin, Y.; Liang, L.; Voigt, J. A.; Huber, D. L.; Tian, Z. R.; Coker, E.; Mckenzie, B.; Mcdermott, M. J. Chem-Eur. J. 2003, 9, 605-611.