Lycopene is more potent than beta carotene in the neutralization of singlet oxygen: Role of energy transfer probed by ultrafast Raman spectroscopy

Journal of Biomedical Optics

Volumn 11, Issue 6, 2006, Pages

  Tsen, Kong Thon ^a   Tsen, Shaw Wei D ^b   Kiang, Juliann G ^c  

^a ARIZONA STATE UNIVERSITY   (United States)

^b JOHNS HOPKINS UNIVERSITY   (United States)

^c UNIFORMED SERVICES UNIVERSITY OF THE HEALTH SCIENCES   (United States)

Author keywords

Beta carotene; Energy transfer; Lycopene; Raman spectroscopy; Singlet oxygen

Indexed keywords

BIOLOGICAL SYSTEMS; ENERGY TRANSFER; HYDROCARBONS; RAMAN SPECTROSCOPY;

BETA CAROTENE; LYCOPENE; SINGLET OXYGEN;

BIOMEDICAL ENGINEERING;

BETA CAROTENE; CAROTENOID; LYCOPENE; SINGLET OXYGEN;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; ENERGY TRANSFER; METHODOLOGY; RAMAN SPECTROMETRY;

BETA CAROTENE; CAROTENOIDS; ENERGY TRANSFER; SINGLET OXYGEN; SPECTRUM ANALYSIS, RAMAN;

EID: 33847303967     PISSN: 10833668     EISSN: 15602281     Source Type: Journal    
DOI: 10.1117/1.2398884     Document Type: Article

References (36)

1. T. W. M. Boileau, A. D. Moore, and J. W. Erdman, Jr., "Carotene and vitamin A," in Antioxidant Status, Diet, Nutrition, and Health, A. M. Papas, Ed., pp. 133-158, CRC Press, Boca Raton, FL (1999).
2. B. Halliwell and J. Gutteridge, Free Radicals in Biology and Medicine, Oxford University Press, Oxford (1999).
3. W.-Y. Lee and S.-M. Lee, "Ischemic preconditioning protects postischemic oxidative damage to mitochondria in rat liver," Shock 24, 370-375 (2005). (Pubitemid 41416524)
4. R. Stocker and J. F. Keaney, Jr., "New insights on oxidative stress in the artery wall," J. Thromb. Haemost. 3, 1825-1834 (2005). (Pubitemid 41716569)
5. Y. Luo, "Long-lived worms and ageing," Redox. Rep. 9, 65-69 (2004).
6. L. Kappeler and J. Epelbaum, "Biological aspects of longevity and ageing," Rev. Epidemiol. Sante Publique 53, 235-241 (2005). (Pubitemid 41044377)
7. F. Bohm, J. H. Tinkler, and T. G. Truscott, "Carotenoids protect against cell membrane damage by the nitrogen dioxide radical," Nat. Med. 1, 98-99 (1995).
8. C. S. Foote and R. W. Denny, "Chemistry of singlet oxygen. Quenching by β-carotene," J. Am. Chem. Soc. 90, 6233-6235 (1968).
9. A. Farmillo and F Wilkinson, "On the mechanism of quenching of singlet oxygen in solution," J. Photochem. Photobiol. 18, 447-450 (1973).
10. P. F Conn, W. Schalch, and T. G. Truscott, "The singlet oxygen and carotenoid interaction," J. Photochem. Photobiol. 11, 41-47 (1991); "Erratum," 17, 89 (1993).
11. L. C. Chen, L. Sly, C. S. Jones, R. De Tarone, and L. M. Luca, "Differential effects of dietary beta-carotene on papilloma and carcinoma formation induced by an initiation-promotion protocol in SENCAR mouse skin," Carcinogenesis 14, 713-717 (1993). (Pubitemid 23150008)
12. H. S. Garewal, R. Katz, F Meyskens, J. Pitcock, D. Morse, S. Friedman, Y Peng, D. Pendrys, S. Mayne, D. Alberts, T. Kiersch, and E. Graver, "Beta-carotene produces sustained remissions in patients with oral leukoplakia: Results of a multicenter prospective trial," Arch. Otolaryngol. Head Neck Surg. 125, 1305-1310 (1999).
13. R. Peto, R. Doll, J. D. Buckley, and M. B. Sporn, "Can dietary beta-carotene materially reduce human cancer rates?," Nature (London) 290, 201-208 (1981).
14. K. T. Tsen, "Electron velocity overshoot, ballistic electron transport and non-equilibrium phonon dynamics in nanostructure semiconductors," in Ultrafast Phenomena in Semiconductors, K. T. Tsen, Ed., pp. 191-259, Springer-Verlag, New York (2001).
15. K. T. Tsen, "Ultrafast dynamics in wide bandgap wurtzite GaN," in Ultrafast Physical Processes in Semiconductors, K. T. Tsen, Ed., pp. 109-149, Semiconduct. Semimetals, Vol. 69, Academic Press, New York (2001).
16. K. T. Tsen, "Optical studies of electric-field induced electron and hole transient transports and optical phonon instability in semiconductor nanostructures," in Ultrafast Dynamical Processes in Semiconductors, K. T. Tsen, Ed., pp. 193-258, Topics in Applied Physics, Vol. 92, Springer-Verlag, Heidelberg (2004).
17. K. T. Tsen, "Optical studies of carrier dynamics and non-equilibrium optical phonons in nitride-based semiconductors," in Nonequilibrium Dynamics of Semiconductors and Nanostructures," K. T. Tsen, Ed., CRC Press, Inc., New York (2005).
18. T. Polivka, D. Zigmantas, H. A. Frank, J. A. Bautista, J. L. Herek, Y Koyama, R. Fujii, and V. Sundstrom, "Near-infrared time-resolved study of the S1 state dynamics of the carotenoid Spheroidene," J. Phys. Chem. B 105, 1072-1080 (2001).
19. G. Cerullo, G. Lanzani, M. Zavelani-Rossi, and S. De Silvestri, "Early events of energy relaxation in all-trans-beta carotene following sub-10fs optical-pulse excitation," Phys. Rev. B 63, 241104-1-241104-4 (2001).
20. D. W. McCamant, J. E. Kim, and R. A. Mathies, "Vibrational relaxation in beta carotene probed by picosecond Stokes and anti-Stokes resonance Raman spectroscopy," J. Phys. Chem. A 106, 6030-6038 (2002). (Pubitemid 35289882)
21. D. W. McCamant, P. Kukura, and R. A. Mathies, "Femtosecond timeresolved stimulated Raman spectroscopy: Application to the ultrafast internal conversion in beta carotene," J. Phys. Chem. A 107, 8208-8214 (2003).
22. 2 lifetime of β-carotene," Chem. Phys. Lett. 178, 89-96 (1991).
23. u, 1B- and 2A-states of all-transneurosporene as revealed by near-infrared time-resolved absorption spectroscopy," Chem. Phys. Lett. 332, 351-358 (2000).
24. 2 state of beta-carotene by femtosecond time-resolved fluorescence spectroscopy," J. Am. Chem. Soc. 116, 2671-2672 (1994). (Pubitemid 24980801)
25. 2 state probed by the femtosecond fluorescence up-conversion method," Chem. Phys. Lett. 313, 63-68 (1999). (Pubitemid 129556622)
26. 2-S1 internal conversion rate of beta-carotene," J. Phys. Chem. A 102, 5049-5058 (1998). (Pubitemid 128576382)
27. H. Nagae, M. Kuki, J. P. Zhang, T. Sashima, Y Mukai, and Y Koyama, "Vibronic coupling through the in-phase, C=C stretching mode plays a major role in the 2A-to 1A-internal conversion of all-trans-beta-carotene," J. Phys. Chem. A 104, 4155-4166 (2000).
28. M. R. Wasielewski, D. G. Johnson, E. G. Bradford, and L. D. Kispert, "Temperature dependence of the lowest excited singlet-state lifetime of all-trans-beta-carotene and fully deuterated all-trans-betacarotene," J. Chem. Phys. 91, 6691-6697 (1989).
29. H. Hashimoto and Y Koyama, "The C=C stretching Raman lines of β-carotene isomers in the S1 state as detected by pump-probe resonance Raman spectroscopy," Chem. Phys. Lett. 154, 321 (1989).
30. B. W. Henderson and T. J. Dougherty, "How does photodynamic therapy work?," Photochem. Photobiol. 55(1), 147-157 (1992).
31. R. Bonnett, "Photosensitizers of the porphyrin and phtalocyanine series for photodynamic therapy," Chem. Soc. Rev. 24(1), 19-33 (1995).
32. A. Karotki, M. Kruk, M. Drobizhev, A. Rebane, E. Nickel, and C. W. Spangler, "Efficient singlet oxygen generation upon two-photon excitation of new porphyrin with enhanced nonlinear absorption," IEEE J. Sel. Top. Quantum Electron. 7(6), 971-975 (2001). (Pubitemid 34191815)
33. K. Onaka, R. Fujii, H. Nagae, M. Kuki, Y Koyama, and Y Watanabe, "The state energy and the displacements of the potential minima of the 2A-state in all-trans-β-carotene as determined by fluorescence spectroscopy," Chem. Phys. Lett. 315, 75-81 (1999). (Pubitemid 129549526)
34. P. Di Mascio, S. Kaiser, and H. Sies, "Lycopene as the most efficient biological carotenoid singlet oxygen quencher," Arch. Biochem. Biophys. 274(2), 532-538 (1989). (Pubitemid 19261144)
35. V Bhuvaneswari and S. Nagini, "Lycopene: A review of its potential as an anticancer agent," Curr. Med. Chem. 5, 627-635 (2005). (Pubitemid 41601060)
36. P. Tavan and K. Schulten, "Electronic excitations in finite and infinite polyenes," Phys. Rev. B 36, 4337 (1987).