Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Theoretical Study of the Relationships between Excited State Geometry Changes and Emission Energies of Oxyluciferin

  • Li, Zhong-Wei (State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University) ;
  • Min, Chun-Gang (State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University) ;
  • Ren, Ai-Min (State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University) ;
  • Guo, Jing-Fu (School of Physics, Northeast Normal University) ;
  • Goddard, John D. (Department of Chemistry, University of Guelph) ;
  • Feng, Ji-Kang (State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University) ;
  • Zuo, Liang (North China Mineral and Geology Testing Center of CNNC)
  • Published : 2010.04.20
Download PDF
⟨ Previous Next ⟩

Abstract

In order to find a relationship between firefly luciferases structure and bioluminescence spectra, we focus on excited substrate geometries which may be affected by rigid luciferases. Density functional theory (DFT) and time dependent DFT (TDDFT) were employed. Changes in only six bond lengths of the excited substrate are important in determining the emission spectra. Analysis of these bonds suggests the mechanism whereby luciferases restrict more or less the excited substrate geometries and to produce multicolor bioluminescence.

Keywords

References

  1. Branchini, B. R.; Murtiashaw, M. H.; Magyar, R. A.; Portier, N. C.;Ruggiero, M. C.; Stroh, J. G. J. Am. Chem. Soc. 2002, 124, 2112. https://doi.org/10.1021/ja017400m
  2. White, E. H.; Rapaport, E.; Hopkins, T. A.; Seliger, H. H. J. Am. Chem. Soc. 1969, 91, 2178. https://doi.org/10.1021/ja01036a093
  3. Hopkins, T. A.; Seliger, H. H.; White, E. H. J. Am. Chem. Soc.1967, 89, 7148. https://doi.org/10.1021/ja01002a076
  4. Nakatani, N.; Hasegawa, J.; Nakatsuji, H. J. Am. Chem. Soc. 2007,129, 8756. https://doi.org/10.1021/ja0611691
  5. Vlasova, T. N.; Leontieva, O. V.; Ugarova, N. N. Bioluminescence & Chemiluminescence: Progress and Perspectives 2005, 69.
  6. White, E. H.; Rapaport, E.; Seliger, H. H.; Hopkins, T. A. Bioorg. Chem. 1971, 1, 92. https://doi.org/10.1016/0045-2068(71)90009-5
  7. Gandelmann, O. A.; Brovko, L. Yu.; Ugarova, N. N.; Chikishevb,A. Yu.; Shkurimov, A. P. J. Photochem. Photobiol: B 1993, 19, 187. https://doi.org/10.1016/1011-1344(93)87083-Y
  8. Morton, R. A.; Hopkins, T. A.; Seliger, H. H. Biochemistry 1969,8, 1598. https://doi.org/10.1021/bi00832a041
  9. Ugarova, N. N. Photochem. Photobiol. Sci. 2008, 7, 218. https://doi.org/10.1039/b712895a
  10. Branchini, B. R.; Southworth, T. L.; Murtiashaw, M. H.; Wilkinson,S. R.; Khattak, N. F.; Rosenberg, J. C.; Zimmer, M. Biochemistry2005, 44, 1385. https://doi.org/10.1021/bi047903f
  11. Branchini, B. R.; Southworth, T. L.; Murtiashaw, M. H.; Magyar,R. A.; Gonzalez, S. A.; Ruggiero, M. C.; Stroh, J. G. Biochemistry2004, 43, 7255. https://doi.org/10.1021/bi036175d
  12. Zako, T.; Ayabe, K; Aburatani, T.; Kamiya, N.; Kitayama, A.;Ueda, H.; Nagamune, T. Biochimica et Bio-physica Acta 2003,1649, 183. https://doi.org/10.1016/S1570-9639(03)00179-1
  13. Day, J. C.; Tisi, L. C.; Bailey, M. J. Luminescence 2004, 19, 8. https://doi.org/10.1002/bio.749
  14. Tafreshi, N. K.; Sadeghizadeh, M.; Emamzadeh, R.; Ranjbar, B.;Naderi-Manesh, H.; Hosseinkhani, S. Bio-chem. J. 2008, 412, 27.
  15. Viviani, V. R.; Silva Neto, A. J.; Arnoldi, F. G. C.; Barbosa, J. A. R.G.; Ohmiya, Y. Photochem. Photobiol. 2008, 84, 138.

Cited by

  1. Development of force field parameters for oxyluciferin on its electronic ground and excited states vol.111, pp.15, 2011, https://doi.org/10.1002/qua.22957
  2. Computational Studies of the Luciferase Light-Emitting Product: Oxyluciferin vol.7, pp.4, 2011, https://doi.org/10.1021/ct200003u
  3. TD-DFT accuracy in determining excited-state structures and fluorescence spectra of firefly emitter vol.29, pp.5, 2013, https://doi.org/10.1007/s40242-013-3050-6