Signal amplification and transduction by photo-activated catalysis

Chemical Communications

Volumn , Issue 45, 2006, Pages 4694-4696

  Ritter, Stefan C ^a   König, Burkhard ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; QUERCETIN;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLOADDITION; LIGHT; PHOTOACTIVATION; SIGNAL PROCESSING; SIGNAL TRANSDUCTION;

EID: 33751090958     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b610696j     Document Type: Article

References (59)

1. A. Saghatelian K. M. Guckian D. A. Thayer M. R. Ghadiri J. Am. Chem. Soc. 2005 127 7849
2. B. W. Matthews Acc. Chem. Res. 1988 21 333
3. F. C. Simmel W. U. Dittmer Small 2005 1 284
4. E. D. Matayoshi G. T. Wang G. A. Krafft J. Erickson Science 1990 247 954
5. G. A. Soukup R. R. Breaker Trends Biotechnol. 1999 17 469
6. G. A. Soukup R. R. Breaker Curr. Opin. Struct. Biol. 2000 10 318
7. R. R. Breaker Curr. Opin. Struct. Biol. 2002 13 31
8. J. S. Hartig I. Grüne S. H. Najaf-Shoushtari M. Famulok J. Am. Chem. Soc. 2004 126 722
9. S. Tyagi F. R. Kramer Nat. Biotechnol. 1996 14 303
10. W. Tan K. Wang T. J. Drake Curr. Opin. Chem. Biol. 2004 8 547
11. W. Steed and J. L. Atwood, Supramolecular Chemistry, Wiley, Ltd., 2000
12. J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, Weinheim, 1995
13. J. P. Collman, L. S. Hegedus, J. R. Norton and R. G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, CA, 1987
14. L. Kovbasyuk R. Krämer Chem. Rev. 2004 104 3161
15. C. W. Tornoe C. Christensen M. Meldal J. Org. Chem. 2002 67 3057
16. V. V. Rostovtsev L. G. Green V. V. Fokin K. B. Sharpless Angew. Chem., Int. Ed. 2002 41 2596
17. L. Zhu V. M. Lynch E. V. Anslyn Tetrahedron 2004 60 7267
18. B. Beekman J. W. Drijfhout W. Bloemhoff H. K. Ronday P. P. Tak J. M. te Koppele FEBS Lett. 1996 390 221
19. J. Hirata F. Ariese C. Gooijer H. Irth Anal. Chim. Acta 2003 478 1
20. Q. Wu E. V. Anslyn J. Am. Chem. Soc. 2004 126 14682
21. Q. Wu E. V. Anslyn J. Mater. Chem. 2005 15 2815
22. N. C. Gianneschi P. A. Bertin S. T. Nguyen C. A. Mirkin L. N. Zakharov A. L. Rheingold J. Am. Chem. Soc. 2003 125 10508
23. N. C. Gianneschi S. T. Nguyen C. A. Mirkin J. Am. Chem. Soc. 2005 127 1644
24. M. S. Khoshbin M. V. Ovchinnikov C. A. Mirkin L. N. Zakharov A. L. Rheingold Inorg. Chem. 2005 44 496
25. L. G. Mackay R. S. Wylie J. K. M. Sanders J. Am. Chem. Soc. 1994 116 3141
26. L. Zhu E. V. Anslyn Angew. Chem. 2006 118 1208
27. J. F. Hamilton Adv. Phys. 1988 37 359
28. E. Moisar Chem. Unserer Zeit 1983 17 85
29. J. W. Grate S. N. Kaganove D. A. Nelson Chem. Innovation 2000 30 29
30. B. E. Fry D. C. Neckers Macromolecules 1996 29 5306
31. F. D. Lewis G. D. Salvi Inorg. Chem. 1995 34 3182
32. L. D. Boardman Organometallics 1992 11 4194
33. A. L. Prignano W. C. Trogler J. Am. Chem. Soc. 1987 109 3586
34. M. A. Schroeder M. S. Wrighton J. Organomet. Chem. 1977 128 345
35. M. A. Schroeder M. S. Wrighton J. Am. Chem. Soc. 1974 96 6235
36. M. Aizawa K. Namba S. Suzuki Arch. Biochem. Biophys. 1977 182 305
37. T. Hohsaka K. Kawashima M. Sisido J. Am. Chem. Soc. 1994 116 413
38. I. Hamachi T. Hiroaka Y. Yamada S. Shinkai Chem. Lett. 1998 6 537
39. I. Willner S. Rubin A. Riklin J. Am. Chem. Soc. 1991 113 3321
40. D. G. Weston J. Kirkham D. C. Cullen Biochem. Biophys. Acta 1999 1428 463
41. Uncontrolled polymerisation reaction in alkyne hydrosilylation does not allow transforming the initial light signal into a certain chemical output signal. No correlation between the amount of light and the amount of active catalyst exist. In azobenzene-based systems light is the allosteric effector, but a linear correlation between the amount of light and the catalysts activity is missing
42. The tetraacetate of vitamin B2 has a better photostability and solubility compared to the parent compound
43. Experimentally determined
44. B. Beekman J. W. Drijfhout W. Bloemhoff H. K. Ronday P. P. Tak J. M. te Koppele FEBS Lett. 1996 390 221
45. J. Hirata F. Ariese C. Gooijer H. Irth Anal. Chim. Acta 2003 478 1
46. L. Zhu V. M. Lynch E. V. Anslyn Tetrahedron 2004 60 7267
47. V. O. Rodionov V. V. Fokin M. G. Finn Angew. Chem., Int. Ed. 2005 44 221 2215
48. J. T. Simpson A. Krantz F. D. Lewis B. Kokel J. Am. Chem. Soc. 1982 104 7155
49. M. Julliard M. Chanon Chem. Rev. 1983 83 425
50. B. König M. Pelka H. Zieg T. Ritter H. Bouas-Laurent R. Bonneau J.-P. Desvergne J. Am. Chem. Soc. 1999 121 1681
51. F. Müller, Chemistry and Biochemistry of Flavoenzymes, CRC Press, Boston, 1991
52. S. Ghisla V. Massey J.-M. Lhotse S. G. Mayhew Biochemistry 1974 13 589
53. W. G. Lewis F. G. Magallon V. V. Fokin M. G. Finn J. Am. Chem. Soc. 2004 126 9152
54. A. Zaramella N. Conti M. Dal Cin A. Paio P. Seneci S. Gehanne J. Comb. Chem. 2001 3 410
55. 2 to start the cycloaddition reaction. Several amines (n-butyl amine, n-propyl amine, ethylene diamine, diethyl amine, triphenyl amine, edta) were tested to avoid the background reaction, but gave negative results as no reaction occurred
56. F. Müller, Chemistry and Biochemistry of Flavoenzymes, CRC Press, Boston, 1991
57. P. F. Heelis Chem. Soc. Rev. 1982 11 15
58. R. Cibulka R. Vasold B. Koenig Chem.-Eur. J. 2004 10 6223
59. S. Fukuzumi K. Yasui T. Suenobu K. Ohkubo M. Fujitsuka O. Ito J. Phys. Chem. A 2001 105 10501