Photoionization of indole, N-methylindole and tryptophan in aqueous solution upon excitation at 193 nm

Photochemistry and Photobiology

Volumn 64, Issue 3, 1996, Pages 501-509

  McGimpsey, W Grant ^a   Görner, Helmut ^a  

^a MAX PLANCK INSTITUTE FOR CHEMICAL ENERGY CONVERSION   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

MUS;

EID: 0030477430     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.1996.tb03097.x     Document Type: Article

References (45)

1. Grossweiner, L. I. and Y. Usui (1971) Flash photolysis and inactivation of aqueous lysozyme. Photochem. Photobiol. 13, 195-214.
2. Santus, R. and L. I. Grossweiner (1972) Primary products in the flash photolysis of tryptophan. Photochem. Photobiol. 15, 101-105.
3. Hopkins, T. R. and L. Lumry (1972) Exciplex studies - V. Electron ejection from indole and methyl-indole derivatives. Photochem. Photobiol. 15, 555-566.
4. Pailthorpe, M. T., J. P. Bonjour and C. H. Nicholls (1973) The photolysis of tryptophan in the presence of oxygen. Photochem. Photobiol. 17, 209-223.
5. Steen, H. B. (1974) Wavelength dependence of the quantum yield of fluorescence and photoionization of indoles. J. Chem. Phys. 61, 3997-4002.
6. Bent, D. V. and E. Hayon (1975) Excited state chemistry of aromatic amino acids and related peptides. III. Tryptophan. J. Am. Chem. Soc. 97, 2612-2619.
7. Lachish, U., A. Shafferman and G. Stein (1976) Intensity dependence in laser flash photolysis experiments: hydrated electron formation from ferrocyanide, tyrosine, and tryptophan. J. Chem. Phys. 64, 4205-4211.
8. Templer, H. and P. J. Thistlethwaite (1976) Flash photolysis of aqueous tryptophan, alanyl tryptophan and tryptophyl alanine. Photochem. Photobiol. 23, 79-85.
9. Volkert, W. A., R. R. Kuntz, C. A. Ghiron, R. F. Evans, R. Santus and M. Bazin (1977) Flash photolysis of tryptophan and N-acetyl-L-tryptophanamide, the effect of bromide on transient yields. Photochem. Photobiol. 26, 3-9.
10. Bryant, F. D., R. Santus and L. I. Grossweiner (1975) Laser flash photolysis of aqueous tryptophan. J. Phys. Chem. 79, 2711-2716.
11. Grossweiner, L. I. and J. F. Baugher (1977) Decay kinetics of the photochemical hydrated electron. J. Phys. Chem. 81, 93-96.
12. Baugher, J. F. and L. I. Grossweiner (1977) Photolysis mechanism of aqueous tryptophan. J. Phys. Chem. 81, 1349-1354.
13. Lee, J. Y., J. F. Baugher and L. I. Grossweiner (1979) Pairwise recombination in the decay of photochemical hydrated electrons. Photochem. Photobiol. 29, 867-874.
14. Grossweiner L. I. (1978) Electron motions in aqueous systems - a survey. Photochem. Photobiol. 28, 97-108.
15. Grossweiner, L. I., A. M. Brendzel and A. Blum (1981) Multiple pathways of tryptophan photoionization. Chem. Phys. 57, 147-155.
16. Amouyal, E., A. Bernas and D. Grand (1979) On the photoionization energy threshold of tryptophan in aqueous solutions. Photochem. Photobiol. 29, 1071-1077.
17. Robbins, R. J., G. R. Fleming, G. S. Beddard, G. W. Robinson, P. J. Thistlethwaite and G. J. Woolfe (1980) Photophysics of aqueous tryptophan: pH and temperature effects. J. Am. Chem. Soc. 102, 6271-6279.
18. Finnström, B., F. Tfibel and L. Lindqvist (1980) One- and two-photon ionization of aqueous tryptophan by the harmonics of the Nd laser. Chem. Phys. Lett. 71, 312-315.
19. Szabo, A. G. and D. M. Rayner (1980) Fluorescence decay of tryptophan conformers in aqueous solution. J. Am. Chem. Soc. 102, 554-563.
20. Santus, R., M. Bazin and M. Aubailly (1980) Nature, identification and properties of intermediates produced by UV excitation of indole derivatives at low and room temperatures. Some application to tryptophan-containing proteins. Rev. Chem. Intermed. 3, 231-283.
21. Klein, R., I. Tatischeff, M. Bazin and R. Santus (1981) Photophysics of indole. Comparative study of quenching, solvent and temperature effects by laser flash photolysis and fluorescence. J. Phys. Chem. 85, 670-677.
22. Zechner, J., G. Köhler, N. Getoff, I. Tatischeff and R. Klein (1981) Wavelength effects on the photoprocesses of indole and derivatives in solution. Photochem. Photobiol. 34, 163-168.
23. Mialocq, J. C., E. Amouyal, A. Bernas and D. Grand (1982) Picosecond laser photolysis of aqueous indole and tryptophan. J. Phys. Chem. 86, 3173-3177.
24. Bazin, M., L. K. Patterson and R. Santus (1983) Direct observation of monophotonic photoionization of tryptophan excited by 300-nm radiation. A laser photolysis study. J. Phys. Chem. 87, 189-190.
25. Creed, D. (1984) The photophysics and photochemistry of the near-UV absorbing amino acids - I. Tryptophan and its simple derivatives. Photochem. Photobiol. 39, 537-562.
26. Khoroshilova, E. V., Y. A. Repeyev and D. N. Nikogosyan (1990) UV photolysis of aromatic amino and related dipeptides and tripeptides. J. Photochem. Photobiol. B Biol. 7, 159-172.
27. Repeyev, Y. A., E. V. Khoroshilova and D. N. Nikogosyan (1992) 212.8 nm laser photolysis of aromatic and aliphatic amino acids and related peptides. J. Photochem. Photobiol. B Biol. 12, 259-274.
28. Nikogosyan, D. N. and H. Görner (1992) Photolysis of aromatic amino acids in aqueous solution by nanosecond 248 and 193 nm laser light. J. Photochem. Photobiol. B Biol. 13, 219-234.
29. Bensasson, R. V., E. J. Land and T. G. Truscott (1983) Flash Photolysis and Pulse Radiolysis, p. 93. Pergamon Press, Oxford.
30. Bensasson, R. V., E. J. Land and T. G. Truscott (1993) Excited States and Free Radicals in Biology and Medicine. Contributions from Flash Photolysis and Pulse Radiolysis. p. 173. Oxford University Press, Oxford.
31. Armstrong, R. C. and A. J. Swallow (1969) Pulse- and gamma-radiolysis of aqueous solutions of tryptophan. Radiat. Res. 40, 563-579.
32. Posener, M. L., G. E. Adams and P. Wardman (1976) Mechanism of tryptophan oxydation by some inorganic radical anions: a pulse radiolysis study. J. Chem. Soc. Faraday Trans.1 72, 2231-2239.
33. Solar, S., W. Solar and N. Getoff (1984) Resolved multisite OH-attack on aqueous tryptophan studied by pulse radiolysis. Radiat. Phys. Chem. 23, 371-376.
34. - radicals in light- and heavy-water solutions: a pulse radiolysis study. J. Phys. Chem. 95, 3639-3643.
35. Shen, X., J. Lind and G. Merenyi (1987) One-electron oxidation of indoles and acid-base properties of the indolyl radicals. J. Phys. Chem. 91, 4403-4406.
36. Josimović, L., I. Janković and S. V. Jovanović (1993) Radiation induced decomposition of tryptophan in the presence of oxygen. Radiat. Phys. Chem. 41, 835-841.
37. Jovanovic, S. V. and S. Steenken (1992) Substituent effects on the spectral, acid-base, and redox properties of indolyl radicals: a pulse radiolysis study. J. Phys. Chem. 96, 6674-6679.
38. Candeias, L. P., L. K. Folkes, M. F. Dennis, K. B. Patel, S. A. Everett, M. R. L. Stratford and P. Wardman (1994) Free-radical intermediates and stable products in the oxidation of indole-3-acetic acid. J. Phys. Chem. 98, 10113-10137.
39. -) in aqueous solution. J. Phys. Chem. Ref. Data 17, 513-886.
40. Görner, H. and D. Schulte-Frohlinde (1995) Ion-forming processes on 248 nm laser excitation of uracil and methyl-monosubstituted uracils: a time-resolved transient conductivity study in aqueous solution. Radiat. Phys. Chem. 45, 677-688.
41. Nikogosyan, D. N. and H. Görner (1995) Photolysis (193 nm) of aliphatic amino acids in aqueous solution. J. Photochem. Photobiol. B Biol. 30, 189-193.
42. Iwata, A., N. Nakashima, M. Kusaba, Y. Izawa and C. Yamanaka (1993) Quantum yields of hydrated electrons by UV laser irradiation. Chem. Phys. Lett. 207, 137-142.
43. -: formation and reactions studied by laser flash photolysis. J. Chem. Soc. Perkin Trans. 2, 335-342.
44. Brede, O., F. David and S. Steenken (1995) Photo- and radiation-induced chemical generation and reactions of styrene radical cations in polar and non-polar solvents. J. Chem. Soc., Perkin Trans. 2, 23-32.
45. Akaba, R., H. Sakuragi and K. Tokumaro (1990) Detection of dimeric radical cations of trans-stilbene in 2,4,6-triphenylpyrylium tetrafluoroborate-sensitized electron transfer reactions in dichloromethane. Chem. Phys. Lett. 174, 80-84.