Characterization of a conical intersection between the ground and first excited state for a retinal analog

Journal of Molecular Structure: THEOCHEM

Volumn 506, Issue 1-3, 2000, Pages 169-178

  Molnar, F ^a   Ben Nun, M ^a   Martinez T J ^a   Schulten, K ^a,b  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b University of Illinois at Urbana Champaign   (United States)

Author keywords

Bacteriorhodopsin; Conical intersection; Photoisomerization; Polyenes; Quantum chemistry; Retinal protonated Schiff base

Indexed keywords

BACTERIORHODOPSIN; POLYENE; RETINAL; SCHIFF BASE;

CHROMATOPHORE; CONFERENCE PAPER; ISOMERISM; LIGHT ABSORPTION; MOLECULAR DYNAMICS; PHOTOCHEMISTRY; QUANTUM CHEMISTRY;

EID: 0034647672     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(00)00410-3     Document Type: Conference Paper

References (39)

1. Birge R.R. Photophysics and molecular electronic applications of the rhodopsins. Annu. Rev. Phys. Chem. 41:1990;683-733.
2. Mathies R.A., Lin S.W., Ames J.B., Pollard W.T. From femtoseconds to biology: mechanism of bacteriorhodopsin's light-driven proton pump. Annu. Rev. Biochem. Bioeng. 20:1991;491-518.
3. Ebrey T. Light energy transduction in bacteriorhodopsin. Jacobson M. Thermodynamics of Membranes, Receptors and Channels. 1993;353-387 CRC, New York.
4. Lanyi J. Bacteriorhodopsin as a model for proton pumps. Nature. 375:1995;461-463.
5. Schulten K., Humphrey W., Logunov I., Sheves M., Xu Dong. Molecular dynamics studies of bacteriorhodopsin's photocycles. Isr. J. Chem. 35:1995;447-464.
6. Belrhali H., Nollert P., Royant A., Menzel C., Rosenbusch J.P., Landau E.M., Pebay-Peyroula E. Protein, lipid and water organization in bacteriorhodopsin crystals: a molecular view of the purple membrane at 1.9 Å resolution. Structure. 7:1999;909-917.
7. Lücke H., Schobert B., Richter H.T., Cartailler J.P., Lanyi J.K. Structure of bacteriorhodopsin at 1.55 Å resolution. J. Mol. Biol. 291:1999;899-911.
8. Ben-Nun M., Molnar F., Lu Hui, Phillips J.C., Martínez T.J., Schulten K. Quantum dynamics of retinal's femtosecond photoisomerization in bacteriorhodopsin. Faraday Discussions, No. 110. 1998;Faraday Publications. (pp. 447-462).
9. Humphrey W., Logunov I., Schulten K., Sheves M. Molecular dynamics study of bacteriorhodopsin and artificial pigments. Biochemistry. 33:1994;3668-3678.
10. Humphrey W., Xu Dong, Sheves M., Schulten K. Molecular dynamics study of the early intermediates in the bacteriorhodopsin photocycle. J. Phys. Chem. 99:1995;14 549-14 560.
11. 548) of bacteriorhodopsin and its photocycle. Biophys. J. 68:1995;1270-1282.
12. Xu Dong, Sheves M., Schulten K. Molecular dynamics study of the M412 intermediate of bacteriorhodopsin. Biophys. J. 69:(6):1995;2745-2760.
13. Xu Dong, Martin C., Schulten K. Molecular dynamics study of early picosecond events in the bacteriorhodopsin photocycle: Dielectric response, vibrational cooling and the J, K intermediates. Biophys. J. 70:(1):1996;453-460.
14. Humphrey W., Bamberg E., Schulten K. Photoproducts of bacteriorhodopsin mutants: a molecular dynamics study. Biophys. J. 72:1997;1347-1356.
15. Tajkhorshid E., Baudry J., Schulten K., Suhai S. Molecular dynamics study of the nature and origin of retinal's twisted structure in bacteriorhodopsin. Biophys. J. 78:2000;683-693.
16. Humphrey W., Lu H., Logunov I., Werner H.J., Schulten K. Three electronic state model of the primary phototransformation of bacteriorhodopsin. Biophys. J. 75:1998;1689-1699.
17. Hasson K.C., Gai Feng, Anfinrud P.A. The photoisomerization of retinal in bacteriorhodopsin: experimental evidence for a three-state model. Proc. Natl. Acad. Sci., USA. 93:1996;15 124-15 129.
18. Gai Feng, Hasson K.C., McDonald J.C., Anfinrud P.A. Chemical dynamics in proteins: the photoisomerization of retinal in bacteriorhodopsin. Science. 279:1998;1886-1891.
19. Rousso I., Khachatryan E., Gat Y., Brodski I., Ottolenghi M., Sheves M., Lewis A. Microsecond atomic force sensing of protein conformational dynamics: implications for the primary light-induced events in bacteriorhodopsin. Proc. Natl. Acad. Sci., USA. 94:1997;7397-7941.
20. 14 locked pigments. J. Phys. Chem. 103B:1999;5122-5130.
21. Song L., El-Sayed M.A. Primary step in bacteriorhodopsin photosynthesis: bond stretch rather than angle twist of its retinal excited-state structure. J. Am. Chem. Soc. 120:(34):1998;8889-8890.
22. Vreven T., Bernardi F., Garavelli M., Olivucci M., Robb M.A., Schlegel H.B. Ab initio photoisomerization dynamics of a simple retinal chromophore model. J. Am. Chem. Soc. 119:1997;12 687-12 688.
23. + protonated Shiff base: an ab initio minimal model for retinal photoisomerization. J. Am. Chem. Soc. 119:1997;6891-6897.
24. Garavelli M., Vreven T., Celani P., Bernardi F., Robb M.A., Olivucci M. Photoisomerization path for a retinal chromophore model: the nonatetraeniminium cation. J. Am. Chem. Soc. 120:1998;1285-1288.
25. Bonacic-Koutecky V., Schoffel K., Michl J. Critically heterosymmetric biradicaloid geometries of the protonated Schiff bases. Theor. Chim. Acta. 72:1987;459-474.
26. Klessinger M., Michl J. Excited States and Photochemistry of Organic Molecules. 1995;VCH, New York.
27. Roos B.O. The complete active space self-consistent field method and its applications in electronic structure calculations. Lawley K.P. Advances in Chemical Physics; Ab Initio Methods in Quantum Chemistry-II. 1987;399-445 Wiley, New York.
28. Roos B.O. Theoretical studies of electronically excited states of molecular systems using multiconfigurational perturbation theory. Acc. Chem. Res. 32:1999;137-144.
29. Poirier R.A., Yadav A., Surjan P.R. Preliminary ab initio investigation of retinal analogs. J. Mol. Struct. (Theochem). 167:1988;321-329.
30. H.-J. Werner, P.J. Knowles, with contributions from R.D. Amos, A. Berning, D.L. Cooper, M.J.O. Deegan, A.J. Dobbyn, F. Eckert, C. Hampel, T. Leininger, R. Lindh, A.W. Lloyd, W. Meyer, M.E. Mura, A. Nicklass, P. Palmieri, K. Peterson, R. Pitzer, P. Pulay, G. Rauhut, M. Schütz, H. Stool, A.J. Stone, T. Thorsteinsson, MOLPRO - ab initio programs.
31. Werner H.-J., Knowles P.J. Second order multiconfiguration SCF procedure with optimum convergence. J. Chem. Phys. 82:1985;5053-5063.
32. Knowles P.J., Werner H.-J. An efficient second-order MC SCF method for long configuration expansions. Chem. Phys. Lett. 115:1985;259-267.
33. Yarkony D.R. Diabolic conical intersections. Rev. Mod. Phys. 68:1997;985-1013.
34. Yarkony D.R. Conical intersections: diabolic and often misunderstood. Acc. Chem. Res. 31:1998;511-518.
35. Ben-Nun M., Martínez T.J. Validation of the multiple spawning method for nonadiabatic dynamics in a multidimensional model problem. J. Chem. Phys. 108:1998;7244-7257.
36. Freedman K.A., Becker R.S. Comparative investigation of the photoisomerization of the protonated and unprotonated n-butylamine Schiff bases of 9-cis-11-cis, and all-trans-retinals. J. Am. Chem. Soc. 108:1986;1245-1251.
37. Koyama Y., Kubo K., Komori M., Yasuda H., Mukai Y. Effect of protonation on the isomerization properties of n-butylamine Schiff base of isomeric retinal as revealed by direct HPLC analyses: selection of isomerization pathways by retinal proteins. Photochem. Photobiol. 54:1991;433-443.
38. Ben-Nun M., Martínez T.J. Electronic energy funnels in cis-trans photoisomerization of retinal protonated Schiff base. J. Phys. Chem. 102A:1998;9607-9617.
39. Logunov S.L., Song L., El-Sayed M.A. Excited-state dynamics of a protonated retinal Schiff base in solution. J. Phys. Chem. 100:1996;6-18 591.