Absolute sense of twist of the C12-C13 bond of the retinal chromophore in bovine rhodopsin based on exciton-coupled CD spectra of 11,12-dihydroretinal analogues

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 19, 1997, Pages 2089-2093

  Tan, Qiang ^a   Lou, Jihong ^a   Borhan, Babak ^a   Karnaukhova, Elena ^a   Berova, Nina ^a   Nakanishi, Koji ^a  

^a Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

Chirality; Circular dichroism; Exciton coupling; Retinal analogues; Rhodopsin

Indexed keywords

EID: 0030810079     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199720891     Document Type: Article

References (23)

1. a) T. Yoshizawa, G. Wald, Nature 1963, 197, 1279;
2. b) D. Bounds, ibid 1967, 216, 1178;
3. c) G. Wald, ibid 1968, 219, 800;
4. e) G. F.X. Schertier, C. Villa, R. Henderson, ibid 1993, 562, 770.
5. a) "Photophysics and Photochemistry of Retinal Proteins": Israel J. Chem. 1995, 35 (special issue);
6. b) K. Nakanishi, R. Crouch, ibid. 1995, 35, 253.
7. a) T. Sakmar, R. R. Franke, H. G. Khorana, Proc. Natl. Acad. Sci. USA 1989, 86, 8309;
8. b) E. A. Zhukovsky, D. D. Oprian, Science 1989, 246, 928.
9. a) B. König, A. Arendt, J. H. McDowell, M. Kohlert, P. A. Margrave, K. P. Hofmann, Proc. Natl. Acad. Sci. USA 1989, 86, 6878;
10. b) L. Stryer, J. Biol. Chem. 1991, 266, 1071;
11. c) P. A. Hargrave, J. H. McDowell, FASEB J. 1992, 6, 2323;
12. d) H. G. Khorana, J. Biol. Chem. 1992,26, l ;
13. e) J. Nathans, Biochemistry 1992, 31, 4923.
14. a) K. Nakanishi, Am. Zool. 1991,31, 479;
15. b) Pure Appl. Chem. 1991, 63, 161;
16. c) R. R. Rando, Chem. Biol. 1996, 3, 255.
17. a) M. Ito, A. Kodama, K. Tsukida, Y. Fudaka, Y. Shichida, T. Yoshizawa, Chem. Pharm. Bull. 1982, 30, 1913;
18. b) see also G. G. Kochendoerfer, P. E. Verdegem, I. van der Hoef, J. Lugtenburg, R. A. Mathies, Biochemistry 1996, 35, 16230.
19. a) H. Zhang, K. A. Lerro, T. Yamamoto, T. H. Lien, L. Sastry, M. A. Gawinowicz, K. Nakanishi, J. Am. Chem. Soc. 1994, 16, 10165;
20. b) K. Nakanishi, H. Zhang, K. Lerro, S. Takekuma, T. Yamamoto, T. Lien, L. Sastry, D. Baek, C. Moquin-Pattey, F. Derguini, M. Gawinowicz, Biophys. Chem. 1995, 56, 13.
21. a)T. A. Nakayama, H. G. Khorana, J. Biol. Chem. 1990, 765, 15762;
22. b) see also D. L. Farrens, C. Altenbach, K. Yang, W. H. Hubbell, H. G. Khorana, Science, 1996, 274, 768.
23. N. Harada, K. Nakanishi, Circular Dichroic Speclroscopy - Exciton Coupling in Organic Stereochemistry, University Science Books, Mill Valley, 1983, p. 73.