Determination of the orientation of adsorbed cytochrome c on carboxyalkanethiol self-assembled monolayers by in situ differential modification

Journal of the American Chemical Society

Volumn 128, Issue 21, 2006, Pages 6813-6822

  Xu, Jishou ^a,b   Bowden, Edmond F ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

^b Rosemount Analytical Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; ALCOHOLS; AMINO ACIDS; PH EFFECTS; PIGMENTS; POTASSIUM COMPOUNDS; PROTEINS; SELF ASSEMBLY;

ADSORBED CYTOCHROMES; IN SITU DIFFERENTIAL MODIFICATION; LYSYL REACTIVITIES; PROTEIN ORIENTATION;

MOLECULAR ORIENTATION;

ALKENE; AMINO ACID; CARBOXYL GROUP; CYTOCHROME C; GOLD; HEME; LYSINE; METHIONINE; PEPTIDE; POTASSIUM DIHYDROGEN PHOSPHATE; SCHIFF BASE; SOLVENT; THIOL; TRYPSIN;

ADSORPTION; ALKALINITY; AMINO ACID SEQUENCE; ARTICLE; CHEMICAL MODIFICATION; DESORPTION; ELECTROSPRAY MASS SPECTROMETRY; ENZYME IMMOBILIZATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIC STRENGTH; LIQUID CHROMATOGRAPHY; METHYLATION; NONHUMAN; PEPTIDE MAPPING; REACTION ANALYSIS; SEQUENCE ANALYSIS; STRUCTURE ANALYSIS;

AMINO ACID SEQUENCE; ANIMALS; BINDING SITES; BIOCHEMISTRY; CHROMATOGRAPHY, LIQUID; CYTOCHROMES C; ELECTRODES; GOLD; HORSES; LYSINE; MASS SPECTROMETRY; METHYLATION; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PROTEIN CONFORMATION; SCHIFF BASES; TRYPSIN;

EID: 33744783395     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja054219v     Document Type: Article

References (83)

1. Armstrong, F. A.; Wilson, G. S. Electrochim. Acta 2000, 45, 2623-2645.
2. Rao, S. V.; Anderson, K. W.; Bachas, L. G. Mikrochim. Acta 1998, 128, 127-143.
3. Wang, Y. X.; Robertson, J. L.; Spillman, W. B.; Claus, R. O. Pharm. Res. 2004, 21, 1362-1373.
4. Habermuller, L.; Mosbach, M.; Schuhmann, W. Freseniu J. Anal. Chem. 2000, 366, 560-568.
5. Oscarsson, S. J. Chromatogr., B 1997, 699, 117-131.
6. (a) Tarlov, M. J.; Bowden, E. F. J. Am. Chem. Soc. 1991, 113, 1847-1849.
7. (b) Song, S.; Clark, R. A.; Bowden, E. F.; Tarlov, M. J. J. Phys. Chem. 1993, 97, 6564-6572.
8. (c) Clark, R. A.; Bowden, E. F. Langmuir 1997, 13, 559-565.
9. (d) El Kasmi, A.; Wallace, J. M.; Bowden, E. F. J. Am. Chem. Soc. 1998, 120, 225-226.
10. (e) Leopold, M. C.; Bowden, E. F. Langmuir 2002, 18, 2239-2245.
11. (f) Nahir, T.; Bowden, E. F. Langmuir 2002, 18, 5283-5286.
12. (a) Feng, Z. Q.; Imabayashi, S.; Kakiuchi, T.; Niki, K. J. Electroanal. Chem. 1995, 394, 149-154.
13. (b) Feng, Z. Q.; Imabayashi, S.; Kakiuchi, T.; Niki, K. J. Chem. Soc., Faraday Trans. 1997, 93, 1367-1370.
14. (c) Arnold, S.; Feng, S. Q.; Kakiuchi, T.; Knoll, W.; Niki, K. J. Electroanal. Chem. 1997, 438, 91-97.
15. (d) Avila, A.; Gregory, B. W.; Niki, K.; Cotton, T. M. J. Phys. Chem. B 2000, 104, 2759-2766.
16. (e) Tanimura, R.; Hill, M. G.; Margoliash, E.; Niki, K.; Ohno, H.; Gray, H. B. Electrochem. Solid State Lett. 2002, 5, E67-E70.
17. (f) Niki, K.; Hardy, W. R.; Hill, M. G.; Li, H.; Sprinkle, J. R.; Margoliash, E.; Fujita, K.; Tanimura, R.; Nakamura, N.; Ohno, H.; Richards, J. H.; Gray, H. B. J. Phys. Chem. B 2003, 107, 9947-9949.
18. (a) Imabayashi, S.; Mita, T.; Kakiuchi, T. Langmuir 2005, 21, 2474-2479.
19. (b) Imabayashi, S.; Mita, T.; Kakiuchi, T. Langmuir 2005, 21, 1470-1474.
20. (a) Murgida, D. H.; Hildebrandt, P. Angew. Chem., Int. Ed. 2001, 40, 728-731.
21. (b) Murgida, D. H.; Hildebrandt, P. J. Phys. Chem. B 2001, 105, 1578-1586.
22. (c) Murgida, D. H.; Hildebrandt, P. J. Am. Chem. Soc. 2001, 123, 4062-4068.
23. (d) Murgida, D. H.; Hildebrandt, P. J. Phys. Chem. B 2002, 106, 12814-12819.
24. Petrovic, J.; Clark, R. A.; Yue, H. J.; Waldeck, D. H.; Bowden, E. F. Langmuir 2005, 21, 6308-6316.
25. Chen, X. X.; Ferrigno, R.; Yang, J.; Whitesides, G. A. Langmuir 2002, 18, 7009-7015.
26. (a) Ataka, K.; Heberle, J. J. Am. Chem. Soc. 2003, 125, 4986-4987.
27. (b) Ataka, K.; Heberle, J. J. Am. Chem. Soc. 2004, 126, 9445-9457.
28. (a) Willit, J. L.; Bowden, E. F. J. Electroanal. Chem. 1987, 221, 265-274.
29. (b) Willit, J. L.; Bowden, E. F. J. Phys. Chem. 1990, 94, 8241-8246.
30. (c) Collinson, M.; Bowden, E. F. Anal. Chem. 1992, 64, 1470-1476.
31. (d) Collinson, M.; Bowden, E. F. Langmuir 1992, 8, 2552-2559.
32. Runge, A. F.; Saavedra, S. S. Langmuir 2003, 19, 9418-9424.
33. Matsuda, N.; Santos, J. H.; Takatsu, A.; Kato, K. Thin Solid Films 2003, 438, 403-406.
34. (a) Walker, D. S.; Hellinga, H. W.; Saavedra, S. S.; Reichert, W. M. J. Phys. Chem. 1993, 97, 10217-10222.
35. (b) Edmiston, P. L.; Lee, J. E.; Cheng, S. S.; Saavedra, S. S. J. Am. Chem. Soc. 1997, 119, 560-570.
36. (c) Wood, L. L.; Cheng, S. S.; Edmiston, P. L.; Saavedra, S. S. J. Am. Chem. Soc. 1997, 119, 571-576.
37. (d) Edmiston, P. L.; Saavedra, S. S. Biophys. J. 1998, 74, 999-1006.
38. (e) Edmiston, P. L.; Saavedra, S. S. J. Am. Chem. Soc. 1998, 120, 1665-1671.
39. (f) Du, Y.-Z.; Saavedra, S. S. Langmuir 2003, 19, 6443-6448.
40. Fraaije, J. G. E.; Kleijn, J. M.; van der Graaf, M.; Dijt, J. C. Biophys. J. 1991, 57, 965-975.
41. Bos, M. A.; Kleeijn, J. M. Biophys. J. 1995, 68, 2573-2579.
42. (a) Edwards, A. M.; Zhang, K.; Nordgren, C. E.; Blasie, J. K. Biophys. J. 2000, 79, 3105-3117.
43. (b) Tronin, A.; Edwards, A. M.; Wright, W. W.; Vanderkooi, J. M.; Blasie, J. K. Biophys. J. 2002, 82, 996-1003.
44. Dick, L. A.; Haes, A. J.; Van Duyne, R. P. J. Phys. Chem. B 2000, 104, 11752-11762.
45. Cheng, Y.-Y.; Lin, S. H.; Chang, H.-C.; Su, M.-C. J. Phys. Chem. A 2003, 107, 10687-10694.
46. Bradshaw, J. T.; Mendes, S. B.; Armstrong, N. R.; Saavedra, S. S. Anal. Chem. 2003, 75, 1080-1088.
47. Rieder, F.; Bosshard, H. R. J. Biol. Chem. 1978, 253, 6045-6053.
48. Waldmeyer, B.; Bechtold, R.; Bosshard, H. R.; Poulos, T. L. J. Biol. Chem. 1982, 257, 6073-6076.
49. Bechtold, R.; Bosshard, H. R. J. Biol. Chem. 1985, 260, 5191-5200.
50. Bosshard, H. R. In Cytochrome c: A Multidisciplinary Approach: Scott, R., Mauk, A., Eds.; University Science Books: Mill Valley, CA, 1995; Chapter 10.
51. Banci, L.; Bertini, I.; Gray, H. B.; Luchinat, C.; Reddig, T.; Rosato, A.; Turano, P. Biochemistry 1997, 36, 9867-9877.
52. Banci, L.; Bertini, I.; Huber, J. G.; Spyroulias, G. A.; Turano, P. J. Biol. Inorg. Chem. 1999, 4, 21-31.
53. Bushnell, G. W.; Louie, G. V.; Brayer, G. D. J. Mol. Biol. 1990, 214, 585-595.
54. Cytochrome c: A Multidisciplinary Approach; Scott, R., Mauk, A., Eds.; University Science Books: Mill Valley, CA, 1995.
55. Moore, G.; Pettigrew, G. In Cytochromes c: Evolutionary, Structural, and Physicochemical Aspects; Springer-Verlag: Berlin, 1990; p 132.
56. Plumb, R. S.; Dear, G. J.; Mallett, D. N.; Higton, D. M.; Pleasance, S.; Biddlecombe, R. A. Xenobiotica 2001, 31, 599-617.
57. Kassel, D. B.; Musselman, B. D.; Smith, J. A. Anal. Chem. 1991, 63, 1091-1097.
58. Mehlis, B.; Kertscher, U. R. Anal. Chim. Acta 1997, 352, 71-83.
59. Millett, F.; Durham, B. In Cytochrome C: A Multidisciplinary Approach; Scott, R., Mauk, A., Eds.; University Science Books: Mill Valley, CA, 1995; Chapter 17.
60. Zappacosta, F.; Ingallinella, P.; Scaloni, A.; Pessi, A.; Bianchi, E.; Sollazzo, M.; Tramontano, A.; Marino, G.; Pucci, P. Protein Sci. 1997, 6, 1901-1909.
61. Brautigan, D. L.; Ferguson-Miller, S.; Margoliash, E. Methods Enzymol. 1978, 53D, 128-164.
62. Snyder, P. Interpreting Protein Mass Spectra: A Comprehensive Resource; Oxford University Press: New York, 2000; Chapter 7.
63. Rice, R. H.; Means, G. E.; Brown, W. D. Biochim. Biophys. Acta 1977, 492, 316-321.
64. Zhou, J.; Zheng, J.; Jiang, S. J. Phys. Chem. B 2004, 108, 17418-17424.
65. Xu, W.; Zhou, H.; Regnier, F. E. Anal. Chem. 2003, 75, 1931-1940.
66. Yao, Y.; Lenhoff, A. M. Anal. Chem. 2004, 76, 6743-6752.
67. Ferguson-Miller, S.; Brautigan, D. L.; Margoliash, E. J. Biol. Chem. 1978, 253, 149-159.
68. Kang, C. H.; Brautigan, D. L.; Osheroff, N.; Margoliash, E. J. Biol. Chem. 1978, 253, 6502-6510.
69. Koppenol, W. H.; Margoliash, E. J. Biol. Chem. 1982, 257, 4426-4437.
70. Smith, H. T.; Staudenmayer, N.; Millett, F. Biochemistry 1977, 16, 4971-4974.
71. Ng, S.; Smith, N. B.; Smith, H. T.; Millett, F. Biochemistry 1977, 16, 4975-4978.
72. Webb, M.; Stonehuerner, J.; Millett, F. Biochim. Biophys. Acta 1980, 593, 290-298.
73. Smith, H. T.; Ahmed, A. J.; Millett F. J. Biol. Chem. 1981, 256, 4984-4990.
74. Egodage, K. L.; de Silva, B. S.; Wilson, G. S. J. Am. Chem. Soc. 1997, 119, 5295-5301.
75. (a) Klueh, U.; Seery, T.; Castner, D. G.; Bryers, J. D.; Kreutzer, D. L. Biomalerials 2003, 24, 3877-3884.
76. (b) Klueh, U.; Bryers, J. D.; Kreutzer, D. L. J. Biomed. Mater. Res. 2003, 67A, 36-43.
77. Ahluwalia, A.; De Rossi, D.; Giusto, G.; Chen, O.; Papper, V.; Likhtenshtein, G. I. Anal. Biochem. 2002, 305, 121-134.
78. Engel, M. F. M.; Visser, A. J. W. G.; van Mierlo, C. P. M. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 11316-11321.
79. (a) Bergkvist, M.; Carlsson, J.; Karlsson, T.; Oscarsson, S. J. Colloid Interface Sci. 1998, 206, 475-481.
80. (b) Bergkvist, M.; Carlsson, J.; Oscarsson, S. J. Phys. Chem. B 2001, 105, 2062-2069.
81. Ta, T. C.; McDermott, M. T. Anal. Chem. 2000, 72, 2627-2634.
82. Chen, S.; Liu, L.; Zhou, J.; Jiang, S. Langmuir 2003, 19, 2859-2864.
83. Qian, W.; Xu, B.; Wu, L.; Wang, C.; Song, Z.; Yao, D.; Su, Z.; Wei, Y. J. Inclusion Phenom. Macrocycl. Chem. 1999, 35, 419-429.