Nucleic acid templated uncaging of fluorophores using Ru-catalyzed photoreduction with visible light

Organic Letters

Volumn 14, Issue 2, 2012, Pages 482-485

  Röthlingshöfer, Manuel ^a   Gorska, Katarzyna ^a   Winssinger, Nicolas ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; FLUORESCENT DYE; NUCLEIC ACID; RUTHENIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; LIGHT; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY;

AZIDES; CATALYSIS; FLUORESCENT DYES; LIGHT; MOLECULAR STRUCTURE; NUCLEIC ACIDS; OXIDATION-REDUCTION; PHOTOCHEMICAL PROCESSES; RUTHENIUM;

EID: 84856084495     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol203029t     Document Type: Article

References (32)

1. Silverman, A. P.; Kool, E. T. Chem. Rev. 2006, 106, 3775
2. Kolpashchikov, D. M. Chem. Rev. 2010, 110, 4709
3. Ma, Z.; Taylor, J. S. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 11159
4. Jacobsen, M. F.; Clo, E.; Mokhir, A.; Gothelf, K. V. ChemMedChem 2007, 2, 793
5. Lehn, J. M. Science 2002, 295, 2400
6. Otto, S.; Ludlow, R. F. Chem. Soc. Rev. 2008, 37, 101
7. For a general review on DNA-templated reactions, see: Li, X.; Liu, D. R. Angew. Chem., Int. Ed. 2004, 43, 4848
8. Sletten, E. M.; Bertozzi, C. R. Angew. Chem., Int. Ed. 2009, 48, 6974
9. Xu, Y. Z.; Karalkar, N. B.; Kool, E. T. Nat. Biotechnol. 2001, 19, 148
10. Ficht, S.; Mattes, A.; Seitz, O. J. Am. Chem. Soc. 2004, 126, 9970
11. Boll, I.; Kramer, R.; Brunner, J.; Mokhir, A. J. Am. Chem. Soc. 2005, 127, 7849
12. Meguellati, K.; Koripelly, G.; Ladame, S. Angew. Chem., Int. Ed. 2010, 49, 2738
13. Ogilby, P. R.; Clo, E.; Snyder, J. W.; Voigt, N. V.; Gothelf, K. V. J. Am. Chem. Soc. 2006, 128, 4200
14. Cai, J.; Li, X.; Yue, X.; Taylor, J. S. J. Am. Chem. Soc. 2004, 126, 16324
15. Franzini, R. M.; Kool, E. T. ChemBioChem 2008, 9, 2981
16. Li, H.; Franzini, R. M.; Bruner, C.; Kool, E. T. ChemBioChem 2010, 11, 2132
17. Stoop, M.; Leumann, C. J. Chem. Commun. 2011, 47, 7494
18. Pianowski, Z. L.; Winssinger, N. Chem. Commun. 2007, 3820
19. Gorska, K.; Manicardi, A.; Barluenga, S.; Winssinger, N. Chem. Commun. 2011, 47, 4364
20. Abe, H.; Wang, J.; Furukawa, K.; Oki, K.; Uda, M.; Tsuneda, S.; Ito, Y. Bioconjugate Chem 2008, 19, 1219
21. Franzini, R. M.; Kool, E. T. J. Am. Chem. Soc. 2009, 131, 16021
22. Franzini, R. M.; Kool, E. T. Bioconjug Chem 2011, 22, 1869
23. Pianowski, Z.; Gorska, K.; Oswald, L.; Merten, C. A.; Winssinger, N. J. Am. Chem. Soc. 2009, 131, 6492
24. Furukawa, K.; Abe, H.; Hibino, K.; Sako, Y.; Tsuneda, S.; Ito, Y. Bioconjugate Chem. 2009, 20, 1026
25. Gorska, K.; Keklikoglou, I.; Tschulena, U.; Winssinger, N. Chem. Sci. 2011, 2, 1969
26. Grossmann, T. N.; Strohbach, A.; Seitz, O. ChemBioChem 2008, 9, 2185
27. Chen, Y.; Kamlet, A. S.; Steinman, J. B.; Liu, D. R. Nat. Chem. 2011, 3, 146
28. Borak, J. B.; Falvey, D. E. J. Org. Chem. 2009, 74, 3894
29. Nielsen, P. E. Mol. Biotechnol. 2004, 26, 233
30. Egholm, M.; Buchardt, O.; Christensen, L.; Behrens, C.; Freier, S. M.; Driver, D. A.; Berg, R. H.; Kim, S. K.; Norden, B.; Nielsen, P. E. Nature 1993, 365, 566
31. Pianowski, Z. L.; Winssinger, N. Chem. Soc. Rev. 2008, 37, 1330
32. Zhou, P.; Wang, M.; Du, L.; Fisher, G. W.; Waggoner, A.; Ly, D. H. J. Am. Chem. Soc. 2003, 125, 6878