Model studies of phytochrome photochromism: Protein-mediated photoismerization of a linear tetrapyrrole in the absence of covalent bonding

Angewandte Chemie - International Edition

Volumn 39, Issue 18, 2000, Pages 3269-3271

  Lindner, Ingo ^a   Braslavsky, Silvia E ^a   Schaffner, Kurt ^a   Gärtner, Wolfgang ^a  

^a MAX PLANCK INSTITUTE FOR CHEMICAL ENERGY CONVERSION   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

APOPROTEIN; CYSTEINE; PHYTOCHROME; PYRROLE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHROMATOPHORE; COVALENT BOND; ISOMERISM; NONHUMAN; PHOTOREACTIVITY; PHOTOSYNTHESIS; PLANT; STRUCTURE ANALYSIS;

EID: 0034665225     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20000915)39:18<3269::AID-ANIE3269>3.0.CO;2-I     Document Type: Article

References (27)

1. W. M. Schluchter, A. N. Glazer in The Phototrophic Prokaryotes (Eds.: G. A. Peschek, W. Löffelhardt, G. Schmetterer), Kluwer, New York, 1999, pp. 83-95.
2. S. E. Braslavsky, W. Gärtner, K. Schaffner, Plant Cell Environ. 1997, 20, 700-706.
3. W. Rüdiger, F. Thümmler, E. Cmiel, S. Schneider, Proc. Natl. Acad. Sci. USA 1983, 80, 6244-6248, and references therein.
4. S.-H. Wu, M. T. McDowell, J. C. Lagarias, J. Biol. Chem. 1997, 272, 25700-25705.
5. a) J. C. Lagarias, D. M. Lagarias, Proc. Natl. Acad. Sci. USA 1989, 86, 5778-5780;
6. b) T. D. Elich, J. C. Lagarias, J. Biol. Chem. 1989, 264, 12902-12908;
7. c) T. Kunkel, K.-J. Tomizawa, R. Kern, M. Furuya, N.-H. Chua, E. Schäfer, Eur. J. Biochem. 1993, 215, 587-594;
8. d) C. Hill, W. Gärtner, P. Towner, S. E. Braslavsky, K. Schaffner, Eur. J. Biochem. 1994, 223, 69-77;
9. e) A. Ruddat, P. Schmidt, C. Gatz, S. E. Braslavsky, W. Gärtner, K. Schaffner, Biochemistry 1997, 36, 103-111.
10. S. E. Braslavsky, D. Schneider, K. Heihoff, S. Nonell, P. F. Aramendía, K. Schaffner, J. Am. Chem. Soc. 1991, 113, 7322-7334.
11. Z→E Isomerization around either of the lateral double bonds (C-5 and C-15) is effected by reversible addition of nucleophiles to the central C-10 methine prior to photoreaction, see: H. Falk, The Chemistry of Linear Oligopyrroles and Bile Pigments, Springer, New York, 1989, pp. 462-463.
12. a) S. H. Bhoo, T. Hirano, H.-Y. Jeong, J.-G. Lee, M. Furuya, P.-S. Song, J. Am. Chem. Soc. 1997, 119, 11717-11718;
13. b) A. Remberg, P. Schmidt, S. E. Braslavsky, W. Gärtner, K. Schaffner, Eur. J. Biochem. 1999, 266, 201-208.
14. I. Lindner, B. Knipp, S. E. Braslavsky, W. Gärtner, K. Schaffner, Angew. Chem. 1998, 110, 1943-1946: Angew. Chem. Int. Ed. 1998, 37, 1843-1846.
15. I. Lindner, B. Knipp, S. E. Braslavsky, W. Gärtner, K. Schaffner, Angew. Chem. 1998, 110, 1943-1946: Angew. Chem. Int. Ed. 1998, 37, 1843-1846.
16. S. J. Davis, A. V. Vener, R. D. Vierstra, Science 1999, 286, 2517-2520.
17. a) D. Mozley, A. Remberg, W. Gärtner, Photochem. Photobiol. 1997, 66, 710-715;
18. b) W. Gärtner, C. Hill, K. Worm, S. E. Braslavsky, K. Schaffner, Eur. J. Biochem. 1996, 236, 978-983;
19. c) A. Remberg, A. Ruddat, S. E. Braslavsky, W. Gärtner, K. Schaffner, Biochemistry 1998, 37, 9983-9990.
20. 1H NMR spectrum nor the HPLC results indicate any heterogeneity attributable to a mixture of epimers in the sample of crystalline 4 used in this work. An assignment of its C-3′ configuration on the basis of the available analytical data was not possible.
21. A. Gossauer, R.-P. Hinze, R. Kutschan, Chem. Ber. 1981, 114, 132-146.
22. 1 phytochrome, see: C. Kneip, P. Hildebrandt, W. Schlamann, S. E. Braslavsky, F. Mark, K. Schaffner, Biochemistry 1999, 38, 15185-15192.
23. 11-like in-vitro spectral shifts in organic solutions, see: a) M. Stanek, K. Grubmayr, Chem. Eur. J. 1998, 1653-1659;
24. b) M. Stanek, K. Grubmayr, Chem. Eur. J. 1998, 1660-1666.
25. W. Kufer, H. Scheer, Hoppe - Seyler's Z. Physiol. Chem. 1979, 360, 935-956.
26. W. J. Cole, D. J. Chapman, H. W. Siegelman, Biochemistry 1968, 7, 2929-2935.
27. J. E. Bishop, H. Rapoport, A. V. Klotz, C. F. Chan, A. N. Glazer, P. Füglistaller, H. Zuber, J. Am. Chem. Soc. 1987, 109, 875-881.