On-demand electrochemical activation of the click reaction on self-assembled monolayers on gold presenting masked acetylene groups

Journal of the American Chemical Society

Volumn 133, Issue 42, 2011, Pages 16718-16721

  Choi, Inseong ^a   Kim, Young Kwan ^c   Min, Dal Hee ^b   Lee, Sangwook ^a   Yeo, Woon Seok ^a  

^a Konkuk University   (South Korea)

^b Seoul National University   (South Korea)

^c Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL CONVERSIONS; CLICK REACTION; DICOBALT HEXACARBONYL; ELECTROCHEMICAL ACTIVATION; ELECTROCHEMICAL INDUCTION; ELECTROCHEMICAL TREATMENTS; RGD PEPTIDE; SURFACE FUNCTIONALIZATION; SURFACE MODIFICATION METHODS;

ACETYLENE; CARBON DIOXIDE; CELL IMMOBILIZATION; CYCLIC VOLTAMMETRY; FLUORESCENCE SPECTROSCOPY; LIGHTING; PHOTOELECTRON SPECTROSCOPY; SELF ASSEMBLED MONOLAYERS; X RAY PHOTOELECTRON SPECTROSCOPY;

GRAFTING (CHEMICAL);

ACETYLENE DERIVATIVE; ARGINYLGLYCYLASPARTIC ACID; AZIDE; CARBON DIOXIDE; GOLD; SELF ASSEMBLED MONOLAYER;

ANIMAL CELL; ARTICLE; CELL ADHESION; CELL MIGRATION; CLICK CHEMISTRY; CONTROLLED STUDY; CYCLIC POTENTIOMETRY; ELECTROCHEMICAL ANALYSIS; FLUORESCENCE SPECTROSCOPY; NONHUMAN; PROTEIN IMMOBILIZATION; X RAY PHOTOELECTRON SPECTROSCOPY;

ACETYLENE; AZIDES; CELL ADHESION; CLICK CHEMISTRY; ELECTROCHEMISTRY; GOLD; MOLECULAR STRUCTURE; OLIGOPEPTIDES; SURFACE PROPERTIES;

EID: 80054975951     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja2083587     Document Type: Article

References (31)

1. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004
2. Tornøe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057
3. Evans, R. A. Aust. J. Chem. 2007, 60, 384
4. Devaraj, N. K.; Miller, G. P.; Ebina, W.; Kakaradov, B.; Collman, J. P.; Kool, E. T.; Chidsey, C. E. D. J. Am. Chem. Soc. 2005, 127, 8600
5. Lu, J.; Shi, M.; Shoichet, M. S. Bioconjugate Chem. 2009, 20, 87
6. Hudalla, G. A.; Murphy, W. L. Langmuir 2009, 25, 5737
7. Hudalla, G. A.; Murphy, W. L. Langmuir 2010, 26, 6449
8. Lin, P.-C.; Ueng, S.-H.; Tseng, M.-C.; Ko, J.-L.; Huang, K.-T.; Yu, S.-C.; Adak, A. K.; Chen, Y.-J.; Lin, C.-C. Angew. Chem., Int. Ed. 2006, 45, 4286
9. Sun, X.-L.; Stabler, C. L.; Cazalis, C. S.; Chaikof, E. L. Bioconjugate Chem. 2006, 17, 52
10. Schlossbauer, A.; Schaffert, D.; Kecht, J.; Wagner, E.; Bein, T. J. Am. Chem. Soc. 2008, 130, 12558
11. Yeo, W.-S.; Yousaf, M. N.; Mrksich, M. J. Am. Chem. Soc. 2003, 125, 14994
12. Yeo, W.-S.; Min, D.-H.; Hsieh, R. W.; Greene, G. L.; Mrksich, M. Angew. Chem., Int. Ed. 2005, 44, 5480
13. Drummond, T. G.; Hill, M. G.; Barton, J. K. Nat. Biotechnol. 2003, 21, 1192
14. Liu, D.; Bruckbauer, A.; Abell, C.; Balasubramanian, S.; Kang, D.-J.; Klenerman, D.; Zhou, D. J. Am. Chem. Soc. 2006, 128, 2067
15. Kim, E.; Kim, K.; Yang, H.; Kim, Y. T.; Kwak, J. Anal. Chem. 2003, 75, 5665
16. Mark, S. S.; Sandhyarani, N.; Zhu, C.; Campagnolo, C.; Batt, C. A. Langmuir 2004, 20, 6808
17. Choi, I. S.; Chi, Y. S. Angew. Chem., Int. Ed. 2006, 45, 4894
18. Mendes, P. M. Chem. Soc. Rev. 2008, 37, 2512
19. Greenfield, H.; Sternberg, H. W.; Friedel, R. A.; Wotjz, J. H.; Markby, R.; Wender, I. J. Am. Chem. Soc. 1956, 78, 120
20. Nicholas, K. M.; Pettit, R. Tetrahedron Lett. 1971, 37, 3475
21. Mrksich, M.; Whitesides, G. M. ACS Symp. Ser. 1997, 680, 361
22. Ruoslahti, E.; Pierschbacher, M. D. Science 1987, 238, 491
23. Roberts, C.; Chen, C. S.; Mrksich, M.; Martichonok, V.; Ingber, D. E.; Whitesides, G. M. J. Am. Chem. Soc. 1998, 120, 6548
24. Westcott, N. P.; Yousaf, M. N. Langmuir 2008, 24, 2261
25. Kumar, G.; Meng, J.-J.; Ip, W.; Co, C. C.; Ho, C.-C. Langmuir 2005, 21, 9267
26. Yousaf, M. N.; Houseman, B. T.; Mrksich, M. Angew. Chem., Int. Ed. 2001, 40, 1093
27. Yeo, W.-S.; Mrksich, M. Adv. Mater. 2004, 16, 1352
28. Leroux, Y. R.; Fei, H.; Noel, J.-M.; Roux, C.; Hapiot, P. J. Am. Chem. Soc. 2010, 132, 14039
29. Qin, G.; Santos, C.; Zhang, W.; Li, Y.; Kumar, A.; Erasquin, U. J.; Liu, K.; Muradoy, P.; Trautner, B. W.; Cai, C. J. Am. Chem. Soc. 2010, 132, 16432
30. Orski, S. V.; Poloukhtine, A. A.; Arumugam, S.; Mao, L.; Popik, V. V.; Locklin, J. J. Am. Chem. Soc. 2010, 132, 11024
31. Mrksich, M. MRS Bull. 2005, 30, 180