X-ray photoelectron spectroscopy-and surface plasmon resonance-detected photo release of photolabile protecting groups from nucleoside self-assembled monolayers on gold surfaces

Langmuir

Volumn 25, Issue 18, 2009, Pages 10794-10801

  Drexler, Katja ^a   Smirnova, Julia ^a   Galetskaya, Marina ^a   Voss, Sönke ^a   Fonin, Mikhail ^a   Boneberg, Johannes ^a   Rüdiger, Ulrich ^a   Leiderer, Paul ^a   Steiner, Ulrich E ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BIEXPONENTIAL; DENSE MONOLAYERS; GOLD SURFACES; PHOTOCHEMICAL QUANTUM YIELD; PHOTOILLUMINATION; PHOTOLABILE PROTECTING GROUPS; SIGNAL CHANGES; THEORETICAL ESTIMATION; TIME CONSTANTS; TIME DEPENDENCE; XPS SPECTRA;

IODINE; PHOTOELECTRICITY; PHOTOIONIZATION; PHOTONS; PLASMONS; SELF ASSEMBLED MONOLAYERS; SURFACE PLASMON RESONANCE;

X RAY PHOTOELECTRON SPECTROSCOPY;

DRUG DERIVATIVE; GOLD; IODINE; SUCCINIC ACID; THIOKETONE; THYMIDINE;

ADSORPTION; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; KINETICS; PHOTOCHEMISTRY; SPECTROSCOPY; SURFACE PLASMON RESONANCE; X RAY;

ADSORPTION; ELECTRONS; GOLD; IODINE; KINETICS; MOLECULAR STRUCTURE; PHOTOCHEMISTRY; SPECTRUM ANALYSIS; SUCCINIC ACID; SURFACE PLASMON RESONANCE; THIONES; THYMIDINE; X-RAYS;

EID: 70349901065     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la901346s     Document Type: Article

References (56)

1. Nuwaysir, E. F.; Huang, W.; Albert, T. J.; Singh, J.; Nuwaysir, K.; Pitas, A.; Richmond, T.; Gorski, T.; Berg, J. P.; Ballin, J.; McCormick, M.; Norton, J.; Pollock, T.; Sumwalt, T.; Butcher, L.; Porter, D.; Molla, M.; Hall, C.; Blattner, F.; Sussman, M. R.; Wallace, R. L.; Cerrina, F.; Green, R. D. Genome Res. 2002, 12, 1749-1755.
2. Wang, D. G.; Fan, J.-B.; Siao, C.-J.; Berno, A.; Young, P.; Sapolsky, R.; Ghandour, G.; Perkins, N.; Winchester, E.; Spencer, J.; Kruglyak, L.; Stein, L.; Hsie, L.; Topaloglou, T.; Hubbell, E.; Robinson, E.; Mittmann, M.; Morris, M. S.; Shen, N.; Kilburn, D.; Rioux, J.; Nusbaum, C.; Rozen, S.; Hudson, T. J.; Lipshutz, R.; Chee, M.; Lander, E. S. Science 1998, 280, 1077-1082.
3. Gershon, D. Nature 2005, 437, 1195-1198.
4. Pirrung, M. C.; Rana, V. S. Photoremovable Protecting Groups in DNA Synthesis and Microarray Fabrication. In Dynamic Studies in Biology: Phototriggers, Photoswitches, and Caged Compounds; Givens, R. S., Goeldner, M., Eds.; John Wiley and Sons: New York, 2005; p 341.
5. Wöll, D.; Walbert, S.; Stengele, K.-P.; Albert, T. J.; Richmond, T.; Norton, J.; Singer, M.; Green, R. D.; Pfleiderer, W.; Steiner, U. E. Helv. Chim. Acta 2004, 87, 28-45.
6. Smirnova, J.; Wöll, D.; Pfleiderer, W.; Steiner, U. E. Helv. Chim. Acta 2005, 88, 891-904.
7. Wöll, D.; Smirnova, J.; Pfleiderer, W.; Steiner, U. E. Angew. Chem. 2006, 45, 2975-2978.
8. Wöll, D.; Laimgruber, S.; Galetskaya, M.; Smirnova, J.; Pfleiderer, W.; Heinz, B.; Gilch, P.; Steiner, U. E. J. Am. Chem. Soc. 2007, 129, 12148-12158.
9. Wöll, D.; Smirnova, J.; Galetskaya, M.; Prykota, T.; Bühler, J.; Stengele, K. P.; Pfleiderer, W.; Steiner, U. E. Chem.-Eur. J. 2008, 14, 6490-6497.
10. McGall, G. H.; Barone, A. D.; Diggelsmann, M.; Fodor, S. P. A.; Gentalen, E.; Ngo, N. J. Am. Chem. Soc. 1997, 119, 5081-5090.
11. Raether, H. Surface Plasmons on smooth and rough surfaces and on gratings; Springer-Verlag: Berlin, 1988; Vol. 111.
12. Knoll, W. Annu. Rev. Phys. Chem. 1998, 49, 569-638.
13. Homola, J.; Yee, S. S.; Gauglitz, G. Sens. Actuators, B 1999, 54, 3-15.
14. Jönsson, U.; Fagerstam, L.; Ivarson, B.; Johnsson, B.; Karlsson, R.; Lundh, K.; Lofas, S.; Persson, B.; Roos, H.; Ronnberg, I.; Sjölander, S.; Stenberg, E.; Stahlberg, R.; Urbanicky, C.; Ostlin, H.; Malmqvist, M. BioTechniques 1991, 11, 620-627.
15. Jung, L. S.; Campbell, C. T.; Chinowsky, T. M.; Mar, M. N.; Yee, S. S. Langmuir 1998, 14, 55636-5648.
16. Geldhauser, T.; Leiderer, P.; Boneberg, J.; Walheim, S.; Schimmel, T. Langmuir 2008, 24, 13155-13160.
17. Waldeck, D. H.; Alivisatos, A. P.; Harris, C. B. Surf. Sci. 1985, 158, 103-125.
18. Sekkat, Z.; Wood, J.; Geerts, Y.; Knoll, W. Langmuir 1996, 12, 2976-2980.
19. Tamada, K.; Akiyama, H.; Wei, T. X. Langmuir 2002, 18, 5239-5246.
20. Tamada, K.; Akiyama, H.; Wei, T. X.; Kim, S. A. Langmuir 2003, 19, 2306-2312.
21. Wolf, M. O.; Fox, M. A. J. Am. Chem. Soc. 1995, 117, 1845-1846.
22. Sortino, S.; Petralia, S.; Conoci, S.; Bella, S. D. J. Mater. Chem. 2004, 14, 811-813.
23. Callari, F. L.; Sortino, S. J. Mater. Chem. 2007, 17, 4184-4188.
24. Callari, F.; Petralia, S.; Sortino, S. Chem. Commun. 2006, 1009-1011.
25. Manna, A.; Chen, P. L.; Akiyama, H.; Wei, T. X.; Tamada, K.; Knoll, W. Chem. Mater. 2003, 15, 20-28.
26. Zhang, J.; Whitesell, J. K.; Fox, M. A. Chem. Mater. 2001, 13, 2323-2331.
27. Wolf, M. O.; Fox, M. A. Langmuir 1996, 12, 955-962.
28. Kaganer, E.; Pogreb, R.; Davidov, D.; Willner, I. Langmuir 1999, 15, 3920-3923.
29. Masson, J. F.; Liddell, P. A.; Banerji, S.; Battaglia, T. M.; Gust, D.; Booksh, K. S. Langmuir 2005, 21, 7413-7420.
30. Li, W.; Lynch, V.; Thompson, H.; Fox, M. A. J. Am. Chem. Soc. 1997, 119, 7211-7217.
31. Hu, J.; Zhang, J.; Liu, F.; Kittredge, K.; Whitesell, J. K.; Fox, M. A. J. Am. Chem. Soc. 2001, 123, 1464-1470.
32. Caruso, E. B.; Petralia, S.; Conoci, S.; Giuffrida, S.; Sortino, S. J. Am. Chem. Soc. 2007, 129, 480-481.
33. Sortino, S.; Petralia, S.; Compagnini, G.; Conoci, S.; Condorelli, G. Angew. Chem., Int. Ed. 2002, 41, 1914-1917.
34. Sortino, S.; Petralia, S.; Condorelli, G. G.; Conoci, S.; Condorelli, G. Langmuir 2003, 19, 536-539.
35. Scofield, J. H. J. Electron Spectrosc. Relat. Phenom. 1976, 8, 129-137.
36. Castner, D. G.; Hinds, K.; Grainger, D. W. Langmuir 1996, 12, 5083-5086.
37. Nelson, K. E.; Gamble, L.; Jung, L. S.; Boeckl, M. S.; Naeemi, E.; Golledge, S. L.; Sasaki, T.; Castner, D. G.; Campbell, C. T.; Stayton, P. S. Langmuir 2001, 17, 2807-2816.
38. Sortino, S.; Petralia, S.; Conoci, S.; Bella, S. D. J. Am. Chem. Soc. 2003, 125, 1122-1123.
39. Siffalovic, P.; Michelswirth, M.; Bartz, P.; Decker, B.; Agena, C.; Schäfer, C.; Molter, S.; Ros, R.; Bach, M.; Neumann, M.; Anselmetti, D.; Mattay, J.; Heinzmann, U.; Drescher, M. J. Biotechnol. 2004, 112, 139-149.
40. Gauglitz, G.; Hubig, S. J. Photochem. 1981, 15, 256-257.
41. Gauglitz, G. J. Photochem. 1976, 5, 41-47.
42. Yu, F.; Yao, D.; Knoll, W. Anal. Chem. 2003, 75, 2610-2617.
43. Hasan, A.; Stengele, K.-P.; Giegrich, H.; Cornwell, P.; Isham, K. R.; Sachleben, R. A.; Pfleiderer, W.; Foote, R. S. Tetrahedron 1997, 53, 4247-4264.
44. Giegrich, H.; Eisele-Bühler, S.; Hermann, C.; Kvasyuk, E.; Charubala, R.; W., P. Nucleosides Nucleotides 1998, 17, 1987-1996.
45. Bühler, S.; Lagoja, I.; Giegrich, H.; Stengele, K.-P.; Pfleiderer, W. Helv. Chim. Acta 2004, 87, 620-659.
46. Walbert, S.; Pfleiderer, W.; Steiner, U. E. Helv. Chim. Acta 2001, 84, 1601-1611.
47. -1 p for I-NPPOC (values in EtOH).
48. A survey spectrum displaying the specific lines of gold as the main features is shown in Figure S2 of the Supporting Information. Less prominent peaks due to carbon and oxygen are also assigned. Signals of the marker atom iodine are just faintly perceptible in the survey spectrum but are detectable with a good signal-tonoise ratio at higher resolution (cf. Figures S3 and S4 of the Supporting Information that also document the good reproducibility of the iodine signal intensity relative to that of the neighboring gold peak).
49. Labhart, H. Tetrahedron 1963, 19 (Suppl. 2), 223-241.
50. Palik, E. D. Handbook of Optical Constants of Solids; Academic Press: San Diego, 1998.
51. Yeh, P. Optical waves in layered media; John Wiley and Sons: New York, 1988.
52. A useful Internet tool for online calculation of reflectivity/ transmissivity for light incident at an arbitrary angle on a thin film stack is provided by G. Boisset. The link is www.luxpop. com.
53. Walbert, S. Mechanistische Untersuchungen zur Abspaltung photolabiler Schutzgruppen. Doctoral Dissertation, University of Konstanz, Konstanz, Germany, 2003.
54. Rothenhäusler, B.; Knoll, W. Nature 1988, 332, 615-617.
55. Shumaker-Parry, J. S.; Campbell, C. T. Anal. Chem. 2004, 76, 907-917.
56. Hickel, W.; Knoll, W. J. Appl. Phys. 1990, 67, 3572-3575.