A cholesterol-based tether for creating photopatterned lipid membrane arrays on both a silica and gold surface

Chemistry - A European Journal

Volumn 15, Issue 26, 2009, Pages 6363-6370

  Han, Xiaojun ^a   Achalkumar, Ammathnadu S ^a   Bushby, Richard J ^a   Evans, Stephen D ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

Author keywords

Electrophoresis; Gold lipids; Photochemistry; Self assembly; Surface chemistry

Indexed keywords

APPLIED FIELD; BI-LAYER; CHARGED MEMBRANES; CHOLESTERYL DERIVATIVES; CONTACT-ANGLE MEASUREMENTS; DEEP UV; EGG YOLKS; ELECTROCHEMICAL IMPEDANCE MEASUREMENTS; FLUORESCENCE STUDIES; GOLD SUBSTRATES; GOLD SURFACES; LIPID MEMBRANES; LIPID MOBILITY; MEMBRANE PROTEINS; OH GROUP; PATTERNED SURFACE; PHOSPHATIDYCHOLINE; PHOTOCHEMISTRY; PHOTOPATTERNED; PHYSISORBED; SILICA SUBSTRATE; SILICA SURFACE; SMALL UNILAMELLAR VESICLE; THIOL GROUPS;

ACOUSTIC MICROSCOPES; AMINES; ANGLE MEASUREMENT; CAPILLARITY; CHOLESTEROL; ELECTRON ENERGY LEVELS; ELECTROPHORESIS; FLUORESCENCE; FLUORESCENCE MICROSCOPY; GOLD; GOLD METALLURGY; LIPIDS; MEMBRANES; MONOLAYERS; PHOTOLYSIS; PROTEINS; SELF ASSEMBLY; SILICA; SUGAR (SUCROSE); SURFACE CHEMISTRY; TETHERLINES;

LIPID BILAYERS;

CHOLESTEROL; GOLD; SILICON DIOXIDE;

ARTICLE; CHEMISTRY; ELECTROPHORESIS; LIPID BILAYER; PHOTOCHEMISTRY; SURFACE PROPERTY; ULTRAVIOLET RADIATION;

CHOLESTEROL; ELECTROPHORESIS; GOLD; LIPID BILAYERS; PHOTOCHEMISTRY; SILICON DIOXIDE; SURFACE PROPERTIES; ULTRAVIOLET RAYS;

EID: 67549127256     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200900404     Document Type: Article

References (55)

1. S. G. Boxer, Curr. Opin. Chem. Biol. 2000,4, 704-709.
2. A. Erbe, R. J. Bushby, S. D. Evans, L. J. C Jeuken, J. Phys Chem. B 2007,111, 3515-3524.
3. J. T. Groves, S. G. Boxer, Biophys. J. 1995, 69,1972-1975.
4. J. T. Groves, S. G. Boxer, Acc. Chem. Res. 2002. 35. 149-157.
5. A. T. A. Jenkins, N. Boden. R. J. Bushby. S. D. Evans, P. F. Knowles, R. E. Miles. S. D. Ogier, H. Schonherr, G. J. Vancso. J. Am. Chem. Soc. 1999. 121, 5274-5280.
6. A. T. A. Jenkins, R. J. Bushby, S. D. Evans, W. Knoll. A. Offenhausser. S. D. Ogier, Langmuir 2002,18, 3176-3180.
7. L. J. C Jeuken. S. D. Connell. P. J. F. Henderson, R. B. Gennis, S. D. Evans, R. J. Bushby,.J. Am. Chem. Soc. 2006. 128. 1711-1716.
8. L. J. C Jeuken, N. N. Daskalakis, X. J. Han. K. Sheikh, A. Erbe, R. J. Bushby. S. D. Evans, Sens. Actuators B 2007. 124. 501-509.
9. L. J. C Jeuken. R. J. Bushby, S. D. Evans, Electrochem. Commun. 2007, 9, 610-614.
10. A. L. Planl, M. Gueguelchkeri, W. Yap, Biophys. J. 1994, 67, 1126-1133.
11. E. Sackmann, Science 1996,271,43-48.
12. K. H. Sheikh, H. K. Christenson, R.J. Bushby, S. D. Evans, J. Phys. Chem. B 2007. 111. 379-386.
13. M. L. Wagner. L. K. Tamm. Biophys. J. 2000, 79,1400-1414.
14. B. A. Cornell, V. L. B. Braach-Maksvylis. L. G. King, P. D. J. Osman. B. Raguse, L. Wieczorek, R. J. Pace, Nature 1997.387, 580-583.
15. H. Bayley, P. S. Cremer, Nature 2001, 413, 226-230.
16. O. Worsfold, N. H. Voelcker, T. Nishiya, Langmuir 2006, 22. 7078-7083.
17. M. A. Cooper, J. MoI. Recognit. 2004,17, 286-315.
18. J. T. Groves, Curr. OpIn. Drug Discov. Devel. 2002,5. 606-612.
19. J. T. Groves, C Wulfing, S. G. Boxer, Biophys. J. 1996, 71, 2716-2723.
20. a) C K. Yee, M. L. Amweg. A. N. Parikh. J. Am. Chem. Soc. 2004. 126, 13962-13972:
21. b) C K. Yee, M. L. Amweg, A. N. Parikh, Adv. Mater. 2004,16,1184-1189.
22. M. P. Srinivasan, TV. Ratto, P. Stroeve, M. L. Longo, Langmuir 2001,17,7951-7954.
23. K. Morigaki, T. Baumgart, A. Offenhausser, W. Knoll, Angew. Chem. 2001. 113, 184-186:
24. Angew. Chem. Int. Ed. 2001. 40, 172-174.
25. K. Morigaki. T. Baumgart, U. Jonas, A. Offenhausser. W. Knoll, Langmuir 2002.18.4082-4089.
26. L. A. Kung, L. Kam, J. S. Hovis, S. G. Boxer. Langmuir 2000, 16, 6773-6776.
27. J. T. Groves, N. Ulman, S. G. Boxer, Science 1997.275, 651-653.
28. P. S. Cremer, T. L. Yang, J. Am. Chem. Soc. 1999. 121, 8130-8131.
29. X.J. Han, S. N. D. Pradeep, K. Critchley. K. Sheikh. R.J. Bushby, S. D. Evans, Chem. Eur. J. 2007,13, 7957-7964.
30. X. J. Han, K. Critchley, L. X. Zhang. S. N. D. Pradeep, R. J. Bushby, S. D. Evans, Langmuir 2007,23,1354-1358.
31. M. C. Howland, A. R. Sapuribulli, S. S. Dixit. A. M. Dattelbaum. A. P. Shreve, A. N. Parikh. J. Am. Chem. Soc. 2005. 127, 6752-6765.
32. W. J. Dressick. C. S. Dulcey. M. S. Chen, J. M. Calvert. Thin Solid Films 1996,284, 568-572.
33. M. S. Chen, C.S. Dulcey. L. A. Chrisey, W.J. Dressick. Adv. Fund. Mater. 2006.16, 774-783.
34. E. K. Schmitt, M. Nurnabi. R. J. Bushby, C. Steinern. Soft Matter 2008, 4, 250-253.
35. N. Boden. R. J. Bushby. S. Clarkson, S. D. Evans. P. F. Knowles, A. Marsh, Tetrahedron 1997,53, 10939-10952.
36. J. H. Moon, J. W. Shin. S. Y. Kim, J. W. Park. Langmuir 1996, 12, 4621-4624.
37. I. George, P. Viel. C Bureau. J. Suski, G. Lecayon, Surf. Interface Anal. 1996,24, 774-780.
38. H. L. Cabibil. V. Pham. J. Lozano. H. Celio. R. M. Winter, J. M. White, Langmuir 2000.16,10471-10481.
39. R. R. Sahoo, A. Patnaik, J. Colloid Interface Sci. 2003, 268. 43-49.
40. If we assume that there are x amine group on the surface prior to step a (Figure 1) and that following the reaction the number of the reacted amine group is y, the reaction yield is given by ylx. One reacted reagent 5 introduced one -NHCONH- and one -NHCOOgroup which both contributed to peak 1 in Figure 2 (top), thus the signal of peak 1 is given by 2y. The compound obtained following reaction with reagent 5 contains 40 C atoms, which contributed 40 to the total C 1s signal, while the unreacted amine (x-y) compound contained 5 C atoms, which contributed 5(x-y) to the total C 1s signal. Therefore the total C signal was given by 40y+5(x-y). From the signal ratio of peak 1 to the total C 1s signal, the reaction yield (ylx) was calculated to be 20%.
41. B. Lundberg, Chem. Phys. Lipids 1982.31. 23-32.
42. E. L. Hanson, J. Schwartz. B. Nickel. N. Koch, M. F. Danisman, J. Am. Chem. Soc. 2003,125,16074-16080.
43. M. Stelzle, R. Miehlich. E. Sackmann. Biophys. J. 1992. 63. 13461354.
44. N. J. Brewer. R. E. Rawsterne, S. Kothari, G. J. Leggett. J. Am. Chem. Soc. 2001,123,4089-4090.
45. H. S. Choi. Y. K. Kang, H. W. Lee, C J. Ue, Curr. Appl. Phys. 2007. 7,522-527.
46. S. Y. Oh. H. J. Kim, H. S. Choi, Mol. Cryst. Liq. Cryst. 2007, 463, 511-518.
47. CZ. Zhou. A. V. Walker. Langmuir2006,22. 11420-11425.
48. D. Ryan, B. A. Parviz. V. Linder, V. Semetey, S. K. Sia, J. Su, M. Mrksich, G. M. Whitesides, Langmuir 2004, 20, 9080-9088.
49. B. Raguse, V. Braach-Maksvytis, B. A. Cornell, L. G. King, P.D.J. Osman, R. J. Pace, L. Wieczorek, Langmuir 1998,14, 648-659.
50. L. H. He, J. W. F. Robertson, J., Li, I. Karcher, S. M. Schiller, W. Knoll, R. Naumann, Langmuir 2005, 21, 11666-11672.
51. A. T. A. Jenkins, R. J. Bushby, N. Boden, S. D. Evans, P. F. Knowles, Q. Y. Liu, R. E. Miles, S.D. Ogier, Langmuir 1998, 14, 4675-4678.
52. R. Fetlipla, D. M. Andrews, D. A. Haydon, J. Membr. Biol. 1971. 5, 277-296.
53. M. Braun, X. Camps, O. Voslrowsky, A. Hirsch, E. Endress, T. M. Bayerl, O. Birken. G. Gauglitz, Eur. J. Org. Chem. 2000, 1173-1181.
54. D. Axelrod, D. E. Koppel, J. Schlessinger, E. Elson, W. W. Webb, Biophys. J. 1976, 16, 1055-1069.
55. L. Q. Zhang, M. L. Longo. P. Stroeve, Langmuir 2000, 16, 5093-5099.