Optically induced linking of protein and nanoparticles to gold surfaces

Bioconjugate Chemistry

Volumn 21, Issue 6, 2010, Pages 1056-1061

  Moth Poulsen, Kasper ^a   Kofod Hansen, Vesna ^a   Kamounah, Fadhil S ^b   Hatzakis, Nikos S ^a   Stamou, Dimitrios ^a   Schaumburg, Kjeld ^b   Christensen, Jørn B ^a  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b ROSKILDE UNIVERSITY   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

GOLD NANOPARTICLE; PROTEIN;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; PHOTOACTIVATION; PHOTOCHEMISTRY; PROTEIN CROSS LINKING; PROTON NUCLEAR MAGNETIC RESONANCE; SURFACE PROPERTY; ULTRAVIOLET SPECTROSCOPY;

EID: 77953644426     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc900561m     Document Type: Article

References (36)

1. Wong, S. L., Khan, F., and Micklefield, J. (2009) Selective covalent protein immobilization: strategies and applications Chem. Rev. 109, 4025-4053
2. Camarero, J. A. (2008) Recent developments in the site-specific immobilization of proteins onto solid supports Biopolymers 90, 450-458
3. Hatzakis, N. S., Engelkamp, H., Velonia, K., Hofkens, J., Christianen, P. C. M., Svendsen, A., Patkar, S. A., Vind, J., Maan, J. C., Rowan, A. E., and Nolte, R. J. M. (2006) Synthesis and single enzyme activity of a clicked lipase-BSA hetero-dimer Chem. Commun. 19, 2012
4. English, B. P., Min, W., van Oijen, A. M., Lee, K. T., Luo, G. B., Sun, H. Y., Cherayil, B. J., Kou, S. C., and Xie, X. S. (2006) Ever-fluctuating single enzyme molecules: Michaelis-Menten equation revisited Nat. Chem. Biol. 2 (2) 87-94
5. Wu, G., Datar, R. H., Hansen, K. M., Thundat, T., Cote, R. J., and Majumdar, A. (2001) Bioassay of prostate-specific antigen (PSA) using microcantilevers Nat. Biotechnol. 19, 856-860
6. MacBeath, G. and Schreiber, S. L. (2000) Printing proteins as microarrays for high-throughput function determination Science 289, 5485-1760-1763
7. Kuznetsova, S., Zauner, G., Aartsma, T. J., Engelkamp, H., Hatzakis, N., Rowan, A. E., Nolte, R. J. M., Christianen, P. C. M., and Canters, G. W. (2008) The enzyme mechanism of nitrite reductase studied at single-molecule level Proc. Natl. Acad. Sci. U.S.A. 105, 3250-3255
8. Camarero, J. A. (2008) Recent developments in the site-specific immobilization of proteins onto solid supports Biopolymers 90, 450-458
9. Hermanson, G. T. (2008) Bioconjugate Techniques, 2nd ed., Academic Press, London.
10. Tourniera, E. J. M., Wallach, J., and Blonda, P. (1998) Sulfosuccinimidyl 4-(N-maleimidomethyl)-1-cyclohexane carboxylate as a bifunctional immobilization agentOptimization of the coupling conditions Anal. Chim. Acta 361, 33-44
11. Mateo, C., Torres, R., Fernandez-Lorente, G., Ortiz, C., Fuentes, M., Hidalgo, A., Lopez-Gallego, F., Abian, O., Palomo, J. M., Betancor, L., Pessela, B. C. C., Guisan, J. M., and Fernandez-Lafuente, R. (2003) Epoxy-amino groups: A new tool for improved immobilization of proteins by the epoxy method Biomacromolecules 4, 772-777
12. Gemeiner, P. and Breier, A. (1982) Aldehydic derivatives of bead cellulose-relationships between the matrix structure and function in immobilization of enzymes catalyzing hydrolysis of high molecular substrates Biotechnol. Bioeng. 24, 2573-82
13. Falsey, J. R., Renil, M., Park, S., Li, S. J., and Lam, K. S. (2001) Peptide and small molecule microarray for high throughput cell adhesion and functional assays Bioconjugate Chem 12, 346-53
14. Olivier, C. (2003) Alpha-oxo semicarbazone peptide or oligodeoxynucleotide microarrays Bioconjugate Chem. 14, 430-9
15. Groll, J., Amirgoulova, E. V., Ameringer, T., Heyes, C. D., Rocker, C., Nienhaus, G. U., and Moller, M. (2004) Biofunctionalized, ultrathin coatings of cross-linked star-shaped poly(ethylene oxide) allow reversible folding of immobilized proteins J. Am. Chem. Soc. 126, 4234-4239
16. Schmid, E. L., Keller, T. A., Dienes, Z., and Vogel, H. (1997) Reversible oriented surface immobilization of functional proteins on oxide surfaces Anal. Chem. 69, 1979-1985
17. Hodneland, C. D., Lee, Y. S., Min, D. H., and Mrksich, M. (2002) Selective immobilization of proteins to self-assembled monolayers presenting active site-directed capture ligands Proc. Natl. Acad. Sci. U.S.A. 99, 5048-5052
18. Muir, T. W., Sondhi, D., and Cole, P. A. (1998) Expressed protein ligation: A general method for protein engineering Proc. Natl. Acad. Sci. U.S.A. 95, 6705-6710
19. Camarero, J. A., Kwon, Y., and Coleman, M. A. (2004) Chemoselective attachment of biologically active proteins to surfaces by expressed protein ligation and its application for protein chip fabrication J. Am. Chem. Soc. 126, 14730-14731
20. Mezzasoma, L., Bacarese-Hamilton, T., Di Cristina, M., Rossi, R., Bistoni, F., and Crisanti, A. (2002) Antigen microarrays for serodiagnosis of infectious diseases Clin. Chem. 48, 121-130
21. Perler, F. B. (1999) A natural example of protein trans-splicing Trends Biochem. Sci. 26, 209-211
22. Sigal, G. B., Mrksich, M., and Whitesides, G. M. (1998) Effect of surface wettability on the adsorption of proteins and detergents J. Am. Chem. Soc. 120, 3464-3473
23. Kolb, H. C., Finn, M. G., and Sharpless, K. B. (2001) Click chemistry: Diverse chemical function from a few good reactions Angew. Chem., Int. Ed. 40, 2004-2021
24. Baskin, J. M., Prescher, J. A., Laughlin, S. T., Agard, N. J., Chang, P. V., Miller, I. A., Anderson, L., Codelli, J. A., and Bertozzi, C. R. (2007) Copper-free click chemistry for dynamic in vivo imaging Proc. Natl. Acad. Sci. U.S.A. 104, 16793-16797
25. Tornøe, C. W., Christensen, C., and Meldal, M. (2002) Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides J. Org. Chem. 67, 3057-3064
26. Brennan, J. L., Hatzakis, N. S., Tshikhudo, T. R., Dirvianskyte, N., Razumas, V., Patkar, S., Vind, J., Svendsen, A., Nolte, R. J. M., Rowan, A. E., and Brust, M. (2006) Bionanoconjugation via click chemistry: The creation of functional hybrids of lipases and gold nanoparticles Bioconjugate Chem. 17, 1373-1375
27. Wang, Q., Chan, T. R., Hilgraf, R., Fokin, V. V., Sharpless, B. K., and Finn, M. G. (2003) Bioconjugation by copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition J. Am. Chem. Soc. 125, 3192-3193
28. Amit, B., Ben-Efraim, D. A., and Patchornik, A. (1976) Light-sensitive amides. the photosolvolysis of substituted 1-acyl-7-nitroindolines J. Am. Chem. Soc. 98, 843-844
29. Nicolaou, K. C., Safina, B. S., and Winssinger, N. (2001) A new photolabile linker for the photoactivation of carboxyl groups Synlett 2001, 900
30. Pass, S., Amit, B., and Patchornik, A. (1981) Racemization-free photochemical coupling of peptide segments J. Am. Chem. Soc. 103, 7674-7675
31. Papageorgiou, G. and Corrie, J. E. T. (2000) Effects of aromatic substituents on the photocleavage of 1-acyl-7-nitroindolines Tetrahedron 56, 8197-8205
32. Hassner, A., Yagudayev, D., Pradhan, T. K., Nudelman, A., and Amit, B. (2007) Light-sensitive protecting groups for amines and alcohols: the photosolvolysis of N-substituted 7-nitroindolines Synlett. 15, 2405-2409
33. Mortensen, M. B., Kamounah, F. S., and Christensen, J. B. (1996) Improved preparation of some nitroindolines Org. Prep. Proced. Int. 28, 123-125
34. Brust, M., Fink, J., Bethell, D., Schriffrin, D. J., and Kiely, C. J. (1995) Synthesis and reactions of functionalized gold nanoparticles Chem. Commun. 1995, 1655-1656
35. Cohen, A. D., Helgen, C., Bochet, C. G., and Toscano, J. G. (2005) The mechanism of photoinduced acylation of amines by N -acyl-5,7-dinitroindoline as determined by time-resolved infrared spectroscopy Org. Lett. 7, 2845-2848
36. Papageorgiou, G., Ogden, D., Kelly, G., and Corrie, J. E. T. (2005) Synthetic and photochemical studies of substituted 1-acyl-7-nitroindolines Photochem. Photobiol. Sci. 4, 887-896