Model compounds for (6-4) photolyases: A comparative flavin induced cleavage study of oxetanes and thietanes

Organic and Biomolecular Chemistry

Volumn 3, Issue 10, 2005, Pages 1937-1941

  Friedel, Marcus G ^a   Cichon, Michaela K ^b   Carell, Thomas ^a  

^a UNIVERSITY OF MUNICH   (Germany)

^b PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL BONDS; CRYSTALLOGRAPHY; DIMERS; ENZYME KINETICS; PHYSIOLOGICAL MODELS; REACTION KINETICS;

FLAVIN; OXETANES; PHOTOLYASES; THIETANES;

ENZYMES;

ETHER DERIVATIVE; OXETANE;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ETHERS, CYCLIC; HYDROLYSIS; MAGNETIC RESONANCE SPECTROSCOPY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 19944382554     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b503205a     Document Type: Article

References (35)

1. J. S. Taylor, J. Chem. Educ., 1990, 67, 835.
2. J. S. Taylor, Acc. Chem. Res., 1994, 27, 76.
3. M. G. Friedel, M. K. Cichon and T. Carell, in CRC Handbook of Organic Photochemistry and Photobiology, ed. W. Horspool and F. Lenci, CRC Press, Boca Raton, 2004, Ch. 4, pp. 1-22.
4. P. F. Heelis, R. F. Hartman and S. D. Rose, Chem. Soc. Rev., 1995, 24, 289.
5. C. A. Smith, M. Wang, N. Jiang, L. Che, X. D. Zhao and J. S. Taylor, Biochemistry, 1996, 35, 4146.
6. J. S. Taylor and S. Nadji, Tetrahedron, 1991, 47, 2579.
7. T. Todo, H. Takemori, H. Ryo, M. Ihara, T. Matsunaga, O. Nikaido, K. Sato and T. Nomura, Nature, 1993, 361, 371.
8. A. Sancar, Chem. Rev., 2003, 103, 2203.
9. T. Carell, L. T. Burgdorf, L. Kundu and M. Cichon, Curr. Opin. Chem. Biol., 2001, 5, 491.
10. H. W. Park, S. T. Kim, A. Sancar and J. Deisenhofer, Science, 1995, 268, 1866.
11. T. Tamada, K. Kitadokoro, Y. Higuchi, K. Inaka, A. Yasui, P. E. de Ruiter and A. P. M. Eker, Nat. Struct. Mol. Biol., 1997, 4, 887.
12. A. Mees, T. Klar, P. Gnau, U. Hennecke, A. P. M. Eker, T. Carell and L. O. Essen, Science, 2004, 306, 1789.
13. A. Sancar, Biochemistry, 1994, 33, 2.
14. M. S. Jorns, J. Am. Chem. Soc., 1987, 109, 3133.
15. S.-T. Kim and S. D. Rose, J. Photochem. Photobiol., B, 1992, 12, 179.
16. T. P. Begley, Acc. Chem. Res., 1994, 27, 394.
17. R. Epple, E.-U. Wallenborn and T. Carell, J. Am. Chem. Soc., 1997, 119, 7440.
18. R. Epple and T. Carell, J. Am. Chem. Soc., 1999, 121, 7318.
19. K. Hitomi, S. T. Kim, S. Iwai, N. Harima, E. Otoshi, M. Ikenaga and T. Todo, J. Biol. Chem., 1997, 272, 32591.
20. X. D. Zhao, J. Q. Liu, D. S. Hsu, S. Y. Zhao, J. S. Taylor and A. Sancar, J. Biol. Chem., 1997, 272, 32580.
21. S. T. Kim, K. Malhotra, C. A. Smith, J. S. Taylor and A. Sancar, J. Biol. Chem., 1994, 269, 8535.
22. P. F. Heelis and S. B. Liu, J. Am. Chem. Soc., 1997, 119, 2936.
23. K. Hitomi, H. Nakamura, S. T. Kim, T. Mizukoshi, T. Ishikawa, S. Iwai and T. Todo, J. Biol. Chem., 2001, 276, 10103.
24. Y. S. Wang, P. P. Caspar and J. S. Taylor, J. Am. Chem. Soc., 2000, 122, 5510.
25. A. Joseph, G. Prakash and D. E. Falvey, J. Am. Chem. Soc., 2000, 122, 11219.
26. M. A. Miranda, M. A. Izquierdo and F. Galindo, Org. Lett., 2001, 3, 1965.
27. M. K. Cichon, S. Arnold and T. Carell, Angew. Chem., Int. Ed., 2002, 41, 767.
28. J.-L. Fourrey, J. Chem. Soc., Chem. Commun., 1989, 1334.
29. P. Clivio and J.-L. Fourrey, J. Am. Chem. Soc., 1991, 113, 5481.
30. P. Clivio and J.-L. Fourrey, Tetrahedron Lett., 1992, 33, 1615.
31. P. Clivio and J. L. Fourrey, Chem. Commun., 1996, 2203.
32. P. Clivio and J. L. Fourrey, Tetrahedron Lett., 1998, 39, 275.
33. J. Q. Liu and J. S. Taylor, J. Am. Chem. Soc., 1996, 118, 3287.
34. J. Butenandt, R. Epple, E.-U. Wallenborn, A. P. M. Eker, V. Gramlich and T. Carell, Chem. Eur. J., 2000, 6, 62.
35. B. S. Pedersen, S. Scheibye, N. H. Nilsson and S.-O. Lawesson, Bull. Soc. Chim. Belg., 1978, 87, 223.