Theoretical investigation on the origin of yellow-green firefly bioluminescence by time-dependent density functional theory

ChemPhysChem

Volumn 11, Issue 10, 2010, Pages 2199-2204

  Min, Chun Gang ^a   Ren, Ai Min ^a   Guo, Jing Fu ^b   Zou, Lu Yi ^a   Goddard, John D ^c   Sun, Chia Chung ^a  

^a JILIN UNIVERSITY   (China)

^b NORTHEAST NORMAL UNIVERSITY   (China)

^c UNIVERSITY OF GUELPH   (Canada)

Author keywords

Bioluminescence; Compositive effects; Density functional calculations; Enzyme models; Luminescence

Indexed keywords

DENSITY FUNCTIONAL THEORY; EMISSION SPECTROSCOPY; LUMINESCENCE; PHOSPHORESCENCE;

ADENOSINE MONOPHOSPHATE; COMPOSITIVE; DOMINANT CONTRIBUTIONS; ELECTRONIC ABSORPTION; ENVIRONMENTAL FACTORS; ENZYME MODELS; THEORETICAL INVESTIGATIONS; TIME DEPENDENT DENSITY FUNCTIONAL THEORY;

BIOLUMINESCENCE;

ADENOSINE PHOSPHATE; FIREFLY LUCIFERASE; INDOLE DERIVATIVE; LUCIFERIN; LUMINESCENT AGENT; OXYLUCIFERIN; PYRAZINE DERIVATIVE; WATER;

ANIMAL; CHEMISTRY; FLUORESCENCE; ISOMERISM; PROTEIN TERTIARY STRUCTURE; THEORETICAL MODEL; X RAY CRYSTALLOGRAPHY;

ADENOSINE MONOPHOSPHATE; ANIMALS; CRYSTALLOGRAPHY, X-RAY; FIREFLY LUCIFERIN; FLUORESCENCE; INDOLES; ISOMERISM; LUCIFERASES, FIREFLY; LUMINESCENT AGENTS; MODELS, THEORETICAL; PROTEIN STRUCTURE, TERTIARY; PYRAZINES; WATER;

EID: 77954786002     PISSN: 14394235     EISSN: 14397641     Source Type: Journal    
DOI: 10.1002/cphc.200900821     Document Type: Article

References (38)

1. H. Fraga, Photochem. Photobiol. Sci. 2008, 7, 146-158.
2. A. Roda, P. Pasini, M. Mirasoli, E. Michelini, M. Guardigli, Trends Biotechnol. 2004, 22, 295-303.
3. K. V. Wood, Photochem. Photobiol. 1995, 62, 662-673.
4. J. W. Hastings, Gene 1996, 173, 5.-11.
5. G. Orlova, J. D. Goddard, L. Y. Brovko, J. Am. Chem. Soc. 2003, 125, 6962-6971.
6. S. M. Marques, J. C. G. E. Silva, IUBMB Life 2009, 61, 6-17.
7. Y.-J. Liu, L. DeVico, R. J. Lindh, Photochem. Photobiol. A 2008, 194, 261-267.
8. E. H. White, E. Rapaport, H. H. Seliger, T. A. Hopkins, Bioorg. Chem. 1971, 1, 92-122.
9. B. R. Branchini, T. L. Southworth, M. H. Murtiashaw, R. A. Magyar, S. A. Gonzalez, M. C. Ruggiero, J. G. Stroh, Biochemistry 2004, 43, 7255-7262.
10. T. Nakatsu, S. Ichiyama, J. Hiratake, A. Saldanha, N. Kobashi, K. Sakata, H. Kato, Nature 2006, 440, 372-376.
11. T. Hirano, Y. Hasumi, K. Ohtsuka, S. Maki, H. Niwa, M. Yamaji, D. Hashizume, J. Am. Chem. Soc. 2009, 131, 2385-2396.
12. F. McCapra, D. J. Gilfoyle, D. W. Young, N. J. Church, P. Spencer in Bioluminescence and Chemiluminescence: Fundamental and Applied Aspects (Eds.: A. K. Campbell, L. J. Kricka, P. E. Stanley), Wiley, Chichester 1994, pp. 387-391.
13. B. R. Branchini, M. H. Murtiashaw, R. A. Magyar, N. C. Portier, M. C. Ruggiero, J. G. Stroh, J. Am. Chem. Soc. 2002, 124, 2112-2113.
14. N. Nakatani, J.-Y. Hasegawa, H. Nakatsuji, J. Am. Chem. Soc. 2007, 129, 8756-8765.
15. Z. W. Li, A. M. Ren, J. F. Guo, T. X. Yang, J. D. Goddard, J. K. Feng, J. Phys. Chem. A 2008, 112, 9796-9800.
16. A. M. Ren, J. F. Guo, J. K. Feng, L. Y. Zou, Z. W. Li, J. D. Goddard, Chin. J. Chem. 2008, 26, 55-64.
17. N. Nakatani, J.-Y. Hasegawa, H. Nakatsuji, Chem. Phys. Lett. 2009, 469, 191-194.
18. B. R. Branchini, R. A. Magyar, M. H. Murtiashaw, S. M. Anderson, L. C. Helgerson, M. Zimmer, Biochemistry 1999, 38, 13223-13230.
19. B. R. Branchini, R. A. Magyar, M. H. Murtiashaw, N. C. Portier, Biochemistry 2001, 40, 2410-2418.
20. V. R. Viviani, F. G. C. Arnoldi, A. J. S. Neto, T. L. Oehlmeyer, E. J. H. Bechara, Y. Ohmiya, Photochem. Photobiol. Sci. 2008, 7, 159-169.
21. A. Klamt, G. Schuurmann, J. Chem. Soc., Perkin Trans.2 1993, 799-805.
22. TURBOMOLE-V5-7 patches, R. Ahlrichs, M. Bär, H. P. Baron, R. Bauernschmitt, S. Böcker, P. Deglmann, M. Ehrig, K. Eichkorn, S. Elliott, F. Furche, F. Haase, M. Häser, H. Horn, C. Hättig, C. Huber, U. Huniar, M. Kattannek, A. Köhn, C. Kölmel, M. Kollwitz, K. May, C. Ochsenfeld, H. Öhm, H. Patzelt, O. Rubner, A. Schäfer, U. Schneider, M. Sierka, O. Treutler, B. Unterreiner, M. V. Arnim, F. Weigend, P. Weis, H. Weiss, University of Karlsruhe, Karlsruhe, 2004.
23. B. R. Branchini, R. A. Magyar, M. H. Murtiashaw, S. M. Anderson, M. Zimmer, Biochemistry 1998, 37, 15311-15319.
24. E. U. K. Gross, J. F. Dobson, M. Petersilka, in Density Functional Theory II (Ed.: R. F. Nalewajski), Springer, Heidelberg, 1996, p. 81.
25. M. E. Casida, Recent Advances in Density Functional Methods, World Scientific, Singapore 1995. Part I.
26. D. Sundholm, Chem. Phys. Lett. 1999, 302, 480-484.
27. F. Furche, R. Ahlrichs, C. Wachsmann, E. Weber, A. Sobanski, F. Vogtle, S. Grimme, J. Am. Chem. Soc. 2000, 122, 1717-1724.
28. A. Dreuw, B. D. Dunietz, M. Head-Gordon, J. Am. Chem. Soc. 2002, 124, 12070-12071.
29. A. Dreuw, G. R. Fleming, M. Head-Gordon, J. Phys. Chem. B 2003, 107, 6500-6503.
30. C.-G. Min, A.-M. Ren, J.-F. Guo, Z.-W. Li, L.-Y. Zou, J. D. Goddard, J.-K. Feng, Chem Phys Chem 2010, 11, 251-259.
31. Gaussian 03, Revision A.1, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 2003.
32. A. J. Cohen, P. Mori-Sanchez, W. Yang, Science 2008, 321, 792-794.
33. A. D. Becke, J. Chem. Phys. 1993, 98, 5648-5652.
34. J. P. Perdew, Y. Wang, Phys. Rev. B 1992, 45, 13244-13249.
35. Y. Zhao, D. G. Truhlar, J. Chem. Theory Comput. 2005, 1, 415-432.
36. T. Masuda, H. Tatsumi, E. Nakano, Gene 1989, 77, 265-270.
37. H. H. Seliger, W. D. Mcelroy, Proc. Natl. Acad. Sci. USA 1964, 52, 75-81.
38. P. Naumov, Y. Ozawa, K. Ohkubo, S. Fukuzumi, J. Am. Chem. Soc. 2009, 131, 11590-11605.