Excited-state modeling of the astaxanthin dimer predicts a minor contribution from exciton coupling to the bathochromic shift in crustacyanin

Journal of Physical Chemistry B

Volumn 113, Issue 15, 2009, Pages 5311-5317

  Strambi, Angela ^a,b   Durbeej, Bo ^a,b  

^a UPPSALA UNIVERSITY   (Sweden)

^b UNIVERSITY OF SIENA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMOPHORES; HYDROGEN; HYDROGEN BONDS; OLIGOMERS; POLARIZATION; QUANTUM CHEMISTRY;

ASTAXANTHIN; BATHOCHROMIC SHIFTS; BOUND STATE; DIPOLE DIPOLES; DOMINANT MECHANISMS; EXCITED-STATE; EXCITON COUPLINGS; GROUND-STATE; HISTIDINE RESIDUES; HYDROGEN BONDINGS; PROTEIN SUBUNITS; QUANTUM CHEMICAL CALCULATIONS;

EXCITONS;

EID: 65249115836     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp810754s     Document Type: Article

References (63)

1. Wald, G.; Nathanson, N.; Jencks, W. P.; Tarr, E. Biol. Bull. 1948, 95, 249.
2. Britton, G.; Armitt, G. M.; Lau, S. Y. M.; Patel, A. K.; Shone, C. C. In Carotenoid Chemistry and Biochemistry; Britton, G., Goodwin, T. W., Eds.; Pergamon Press: Oxford, UK, 1982; p 237.
3. Zagalsky, P. F. In Carotenoids; Britton, G., Liaaen-Jensen, S., Pfander, H., Eds.; Birkhäuser: Basel, Switzerland, 1995; Vol. 1A, p 287.
4. Chayen, N. E.; Cianci, M.; Grossmann, J. G.; Habash, J.; Helliwell, J. R.; Nneji, G. A.; Raftery, J.; Rizkallah, P. J.; Zagalsky, P. F. Acta Crystallogr. 2003, D59, 2072.
5. Buchwald, M.; Jencks, W. P. Biochemistry 1968, 7, 844.
6. Ilagan, R. P.; Christensen, R. L.; Chapp, T. W.; Gibson, G. N.; Pascher, T.; PolÍvka, T.; Frank, H. A. J. Phys. Chem. A 2005, 109, 3120.
7. Buchwald, M.; Jencks, W. P. Biochemistry 1968, 7, 834.
8. Salares, V. R.; Young, N. M.; Bernstein, H. J.; Carey, P. R. Biochim. Biophys. Acta 1979, 576, 176.
9. Weesie, R. J.; Askin, D.; Jansen, F. J. H. M.; de Groot, H. J. M.; Lugtenburg, J.; Britton, G. FEBS Lett. 1995, 362, 34.
10. Weesie, R. J.; Jansen, F. J. H. M.; Merlin, J. C.; Lugtenburg, J.; Britton, G.; de Groot, H. J. M. Biochemistry 1997, 36, 7288.
11. Britton, G.; Weesie, R. J.; Askin, D.; Warburton, J. D.; Gallardo- Guerrero, L.; Jansen, F. J.; de Groot, H. J. M.; Lugtenburg, J.; Cornard, J.-P.; Merlin, J.-C. Pure Appl. Chem. 1997, 69, 2075.
12. Krawczyk, S.; Britton, G. Biochim. Biophys. Acta 2001, 1544, 301.
13. Kildahl-Andersen, G.; Lutnaes, B. F.; Liaaen-Jensen, S. Org. Biomol. Chem. 2004, 2, 489.
14. Cianci, M.; Rizkallah, P. J.; Olczak, A.; Raftery, J.; Chayen, N. E.; Zagalsky, P. F.; Helliwell, J. R. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 9795.
15. van Wijk, A. A. C.; Spaans, A.; Uzunbajakava, N.; Otto, C.; de Groot, H. J. M.; Lugtenburg, J.; Buda, F. J. Am. Chem. Soc. 2005, 127, 1438.
16. Bartalucci, G.; Coppin, J.; Fisher, S.; Hall, G.; Helliwell, J. R.; Helliwell, M.; Liaaen-Jensen, S. Acta Crystallogr. 2007, B63, 328.
17. Elgsaeter, A.; Tauber, J. D.; Liaaen-Jensen, S. Biochim. Biophys. Acta 1978, 530, 402.
18. Durbeej, B.; Eriksson, L. A. Phys. Chem. Chem. Phys. 2004, 6, 4190.
19. Durbeej, B.; Eriksson, L. A. Phys. Chem. Chem. Phys. 2006, 8, 4053.
20. Durbeej, B.; Eriksson, L. A. Chem. Phys. Lett. 2003, 375, 30.
21. Zagalsky, P. F. Acta Crystallogr. 2003, D59, 1529.
22. Beenken, W. J. D.; Pullerits, T. J. Chem. Phys. 2004, 120, 2490.
23. Howard, I. A.; Zutterman, F.; Deroover, G.; Lamoen, D.; Van Alsenoy, C. J. Phys. Chem. B 2004, 108, 19155.
24. Krueger, B. P.; Scholes, G. D.; Fleming, G. R. J. Phys. Chem. B 1998, 102, 5378.
25. Scholes, G. D.; Jordanides, X. J.; Fleming, G. R. J. Phys. Chem. B 2001, 105, 1640.
26. Hsu, C.-P.; Fleming, G. R.; Head-Gordon, M.; Head-Gordon, T. J. Chem. Phys. 2001, 114, 3065.
27. Tretiak, S.; Mukamel, S. Chem. Rev. 2002, 102, 3171.
28. Scholes, G. D. Annu. Rev. Phys. Chem. 2003, 54, 57.
29. Iozzi, M. F.; Mennucci, B.; Tomasi, J.; Cammi, R. J. Chem. Phys. 2004, 120, 7029.
30. Mun ̃oz-Losa, A.; Curutchet, C.; Galván, I. F.; Mennucci, B. J. Chem. Phys. 2008, 129, 34104.
31. Förster, T. Ann. Phys. 1948, 2, 55.
32. See, for example: Davydov, A. S. Theory of Molecular Excitons; Plenum: New York, 1971.
33. Tomasi, J.; Mennucci, B.; Cammi, R. Chem. Rev. 2005, 105, 2999.
34. Ridley, J.; Zerner, M. C. Theor. Chim. Acta 1973, 32, 111.
35. Casida, M. E. In Recent Advances in Density Functional Methods, Part I; Chong, D. P., Ed.; World Scientific: Singapore, 1995; p 155.
36. Bauernschmitt, R.; Ahlrichs, R. Chem. Phys. Lett. 1996, 256, 454.
37. Stratmann, R. E.; Scuseria, G. E.; Frisch, M. J. J. Chem. Phys. 1998, 109, 8218.
38. Marques, M. A. L.; Gross, E. K. U. Annu. Rev. Phys. Chem. 2004, 55, 427.
39. Adamo, C.; Barone, V. J. Chem. Phys. 1999, 110, 6158.
40. As implemented in the GAUSSIAN 03 suites of programs, see: Frisch, ÆE.; Frisch, M. J.; Trucks, G. W. Gaussian 03 User 's Reference; Gaussian, Inc.: Wallingford, CT, 2003.
41. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. J. Chem. Theory Comput. 2006, 2, 364.
42. Zhao, Y.; Truhlar, D. G. J. Chem. Theory Comput. 2007, 3, 289.
43. Zhao, Y.; Truhlar, D. G. J. Phys. Chem. A 2006, 110, 5121.
44. Zhao, Y.; Truhlar, D. G. J. Chem. Theory Comput. 2006, 2, 1009.
45. Zhao, Y.; Truhlar, D. G. Acc. Chem. Res. 2008, 41, 157.
46. Tozer, D. J.; Amos, R. D.; Handy, N. C.; Roos, B. O.; Serrano- Andres, L. Mol. Phys. 1999, 97, 859.
47. Dreuw, A.; Head-Gordon, M. Chem. Rev. 2005, 105, 4009.
48. Jacquemin, D.; Perpe'te, E. A.; Scuseria, G. E.; Ciofini, I.; Adamo, C. J. Chem. Theory Comput. 2008, 4, 123.
49. Santoro, F.; Barone, V.; Improta, R. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 9931.
50. Yanai, T.; Tew, D. P.; Handy, N. C. Chem. Phys. Lett. 2004, 393, 51.
51. Tawada, Y.; Tsuneda, T.; Yanagisawa, S.; Yanai, T.; Hirao, K. J. Chem. Phys. 2004, 120, 8425.
52. Vydrov, O. A.; Scuseria, G. E. J. Chem. Phys. 2006, 125, 234109.
53. Frisch, M. J.; et al. Gaussian 03, Revision E.01; Gaussian, Inc.: Wallingford, CT, 2004 (see SI for full citation).
54. Cancés, E.; Mennucci, B.; Tomasi, J. J. Chem. Phys. 1997, 107, 3032.
55. Cossi, M.; Rega, N.; Scalmani, G.; Barone, V. J. Comput. Chem. 2003, 24, 669.
56. Kohler, B. E. Chem. Rev. 1993, 93, 41.
57. While unbound AXT is likely to adopt a 6-s -cis conformation,16 we here consider the 6-s -trans conformation exhibited by the monomers of the AXT dimer in - -crustacyanin.14 Performing calculations on 6-s -trans AXT to assess the performance of the different levels of theory in reproducing the absorption characteristics of unbound AXT is still a viable procedure, as the calculated energy differences between the lowest Bu-like excited states of 6-s -cis AXT and 6-s-trans AXT are small (∼0.1 eV).19,20.
58. Schipper, P. R. T.; Gritsenko, O. V.; van Gisbergen, S. J. A.; Baerends, E. J. J. Chem. Phys. 2000, 112, 1344.
59. ADF 2008.01, SCM, Theoretical Chemistry, Vrije Universiteit, Amsterdam, The Netherlands (http://www.scm.com).
60. Fonseca Guerra, C.; Snijders, J. G.; te Velde, G.; Baerends, E. J. Theor. Chem. Acc. 1998, 99, 391.
61. van Gisbergen, S. J. A.; Snijders, J. G.; Baerends, E. J. Comput. Phys. Commun. 1999, 118, 119.
62. te Velde, G.; Bickelhaupt, F. M.; van Gisbergen, S. J. A.; Fonseca Guerra, C.; Baerends, E. J.; Snijders, J. G.; Ziegler, T. J. Comput. Chem. 2001, 22, 931.
63. Obtained as the difference in λ max between fully coplanar 6-s -trans AXT and 6-s -cis AXT.