Conformation of L-tyrosine studied by fluorescence-detected UV-UV and IR-UV double-resonance spectroscopy

Journal of Physical Chemistry A

Volumn 111, Issue 17, 2007, Pages 3209-3215

  Inokuchi, Yoshiya ^a   Kobayashi, Yusuke ^a   Ito, Takafumi ^a   Ebata, Takayuki ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONS; FLUORESCENCE SPECTROSCOPY; HYDROGEN BONDS; ISOMERS; ULTRAVIOLET SPECTROSCOPY;

CONFORMERS; L-TYROSINE; ROTATIONAL ISOMERS; SIDE-CHAIN CONFORMATIONS; VIBRONIC BANDS;

AMINO ACIDS;

PHENYLALANINE; TYROSINE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; CONFORMATION; ELECTRON; FLUORESCENCE; SPECTROSCOPY; TEMPERATURE; VIBRATION;

COMPUTER SIMULATION; ELECTRONS; FLUORESCENCE; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PHENYLALANINE; SPECTRUM ANALYSIS; TEMPERATURE; TYROSINE; VIBRATION;

EID: 34249050050     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp070163a     Document Type: Article

References (28)

1. Eftink, M. R.; Ghiron, C. A. Biochemistry 1976, 15, 672.
2. Ross, J. B. A.; Rousslang, K. W.; Brand, L. Biochemistry 1981, 20, 4361.
3. Martinez, S. J., III; Alfano, J. C.; Levy, D. H. J. Mol. Spectrosc. 1992, 156, 421.
4. Snoek, L. C.; Kroemer, R. T.; Hockridge, M. R.; Simons, J. P. Phys. Chem. Chem. Phys. 2001, 3, 1819.
5. Snoek, L. C.; Kroemer, R. T.; Simons, J. P. Phys. Chem. Chem. Phys. 2002, 4, 2130.
6. Snoek, L. C.; Robertson, E. G.; Kroemer, R. T.; Simons, J. P. Chem. Phys. Lett. 2000, 321, 49.
7. Oomens, J.; Polfer, N.; Moore, D. T.; van der Meer, L.; Marshall, A. G.; Eyler, J. R.; Meijer, G.; von Helden, G. Phys. Chem. Chem. Phys. 2005, 7, 1345.
8. Macleod, N. A.; Butz, P.; Simons, J. P.; Grant, G. H.; Baker, C. M.; Tranter, G. E. Phys. Chem. Chem. Phys. 2005, 7, 1432.
9. Robertson, E. G.; Simons, J. P. Phys. Chem. Chem. Phys. 2001, 3, 1.
10. Lee, K. T.; Sung, J.; Lee, K. J.; Kim, S. K. J. Chem. Phys. 2002, 116, 8251.
11. Hashimoto, T.; Takasu, Y.; Yamada, Y.; Ebata, T. Chem. Phys. Lett. 2006, 421, 227.
12. Ebata, T.; Hashimoto, T.; Ito, T.; Inokuchi, Y.; Altunsu, F.; Brutschy, B.; Tarakeshwar, P. Phys. Chem. Chem. Phys. 2006, 8, 4783.
13. Cohen, R.; Brauer, B.; Mir, E.; Grace, L.; de Vries, M. S. J. Phys. Chem. A 2000, 104, 6351.
14. Unterberg, C.; Gerlach, A.; Schrader, T.; Gerhards, M. J. Chem. Phys. 2003, 118, 8296.
15. Philips, L. A.; Webb, S. P.; Martinez, S. J., III; Fleming, G. R.; Levy, D. H. J. Am. Chem. Soc. 1988, 110, 1352.
16. Wilson, K. R.; Jimenez-Cruz, M.; Nicolas, C.; Belau, L.; Leone, S. R.; Ahmed, M. J. Phys. Chem. A 2006, 110, 2106.
17. Dian, B. C.; Longarte, A.; Mercier, S.; Evans, D. A.; Wales, D. J.; Zwier, T. S. J. Chem. Phys. 2002, 117, 10688.
18. Chin, W.; Dognon, J.-P.; Piuzzi, F.; Tardivel, B.; Dimicoli, I.; Mons, M. J. Am. Chem. Soc. 2005, 127, 707.
19. Lindinger, A.; Toennies, J. P.; Vilesov, A. F. J. Chem. Phys. 1999, 110, 1429.
20. Grace, L. I.; Cohen, R.; Dunn, T. M.; Lubman, D. M.; de Vries, M. S. J. Mol. Spectrosc. 2002, 215, 204.
21. Zhang, M.; Huang, Z.; Lin, Z. J. Chem. Phys. 2005, 122, 134313.
22. Senkan, S. M.; Deskin, S. C. Rev. Sci. Instrum. 1997, 68, 4286.
23. Frisch, M. J. et al. Gaussian 03, Revision B.05; Gaussian, Inc.: Pittsburgh, PA, 2003.
24. Tanabe, S.; Ebata, T.; Fujii, M.; Mikami, N. Chem. Phys. Lett. 1993, 215, 347.
25. Martinez, S. J., III; Alfano, J. C.; Levy, D. H. J. Mol. Spectrosc. 1993, 158, 82.
26. Unpublished results.
27. Martinez, S. J., III; Alfano, J. C.; Levy, D. H. J. Mol. Spectrosc. 1989, 137, 420.
28. In the case of L-Phe, the calculated stability of conformers was highly dependent on the calculation level. In addition, there was discrepancy between the band intensity in the electronic spectra and the relative stability calculated. As shown in ref 6, conformer A of L-Phe was calculated to be the ninth and fifth most stable structure at the B3LYP/6-31+G* and MP2/6-311G** levels, respectively. However, in the electronic spectra, the band of conformer A appears quite strongly; the intensity is much stronger than that estimated from Boltzmann distribution at 418 K (ref 6). This enhanced band intensity for conformer A of L-Phe may be due to some factors other than population of conformers, such as enhanced probability of electronic transitions for conformer A. For L-Tyr, on the contrary, the LIF spectra show strong bands of conformers B-n and X-n, which are predicted to be the most stable in DFT calculations. Therefore, it is reasonable to assign vibronic bands of L-Tyr on the basis of the total energy of stable conformers calculated at the B3LYP/6-31+G* level.