Photophysical and photochemical properties of the T1 excited state of thioinosine

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 206, Issue 1, 2009, Pages 93-101

  Wenska, G ^a   Koput, J ^a   Burdzinski G ^a   Taras Goslinska, K ^a   Maciejewski, A ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

Singlet oxygen; Tautomer; Thioinosine; Thiol; Thione; Triplet state

Indexed keywords

EID: 67649381477     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2009.05.021     Document Type: Article

References (62)

1. Favre A. In: Morrison H. (Ed). Bioorganic Photochemistry (1990), J. Wiley & Sons, New York 379-425
2. Favre A., Saintome C., Fourrey J., Clivio P., and Laugaa P.A. J. Photochem. Photobiol. B: Biol. 42 (1998) 109-124
3. Meisenheimer K., and Koch T. Crit. Rev. Biochem. Mol. Biol. 32 (1997) 101-140
4. Aarbakke J., Janka-Schaub G., and Elion G.B. Trends Pharmacol. Sci. 18 (1997) 3-7
5. Woisard A., Favre A., Clivio P., and Fourrey J.-L. J. Am. Chem. Soc. 114 (1992) 10072-10074
6. Salet C., Bazin M., Moreno G., and Favre A. Photochem. Photobiol. 41 (1985) 617-619
7. Zhang X., Jeffs G., Ren X., O'Donovan P., Montaner B., Perrett C.M., Karran P., and Xu Y.-Z. DNA Repair 6 (2007) 344-354
8. Massey A., Xu Y.-Z., and Karran P. Curr. Biol. 11 (2001) 1142-1146
9. Maciejewski A., and Steer R.P. Chem. Rev. 93 (1993) 67-98
10. Maciejewski A., Szymanski M., and Steer R.P. J. Phys. Chem. 92 (1988) 6939-6944
11. Burdziński G., Kubicki J., Maciejewski A., Steer R.P., Velate S., and Yeow E.K. In: Ramamurthy V., and Schanze K. (Eds). Organic Photochemistry and Photophysics (2006), CRC, Taylor & Francis Group, Boca Raton 1-32
12. Milder S.J., and Klieger D.S. J. Am. Chem. Soc. 107 (1985) 7365-7373
13. Taherian M.-R., and Maki A.H. Chem. Phys. 55 (1981) 85-96
14. Heihoff K., Redmond R.W., Braslavsky S.E., Rougee M., Salet C., Favre A., and Benssason R.V. Photochem. Photobiol. 51 (1990) 635-641
15. Taras-Goślinska K., Wenska G., Skalski B., Maciejewski A., Burdzinski G., and Karolczak J. Photochem. Photobiol. 75 (2002) 448-456
16. Taras-Goślińska K., Wenska G., Skalski B., Maciejewski A., and Burdzinski G. J. Photochem. Photobiol. A: Chem. 168 (2004) 227-233
17. Harada Y., Suzuki T., Ichimura T., and Xu Y.-Z. J. Phys. Chem. B 111 (2007) 5518-5524
18. Rubin Y., Morozov Y., Vankateswarlu D., and Leszczyński J. J. Phys. Chem. A 102 (1998) 2194-2200
19. Shukla M.K., and Leszczynski J. J. Phys. Chem. A 108 (2004) 10367-10375
20. Bredereck H., and Martini A. Chem. Ber. 80 (1947) 401-405
21. Zemlicka J., Smrt J., and Sorm F. Collect. Czech. Chem. Commun. 29 (1964) 635-643
22. Robins R.K. J. Am. Chem. Soc. 79 (1957) 490-494
23. Fox J., Van Praag D., Wempen I., Doerr I.L., Cheong L.X., Knoll J.E., Eidinoff M.L., Bendich A., and Brown G.B. J. Am. Chem. Soc. 81 (1959) 178-187
24. Fox J., Wempen I., Hampton A., and Doerr I.L. J. Am. Chem. Soc. 80 (1958) 1669-1675
25. Gerster J.F., Jones J.W., and Robins R.K. J. Org. Chem. 28 (1963) 945-948
26. Miller W.H., Roblin Jr. R.O., and Astwood E.B. J. Am. Chem. Soc. 67 (1945) 2201-2204
27. Meech R.S., and Phillips D. J. Photochem. 23 (1983) 193-217
28. Doerr I.L., Wempen I., Clarke D.A., and Fox J.J. J. Org. Chem. 26 (1961) 3401-3409
29. Murov S.L., Carmichael I., and Hug G.L. Handbook of Photochemistry. second ed. (1993), Marcel Dekker, New York
30. Burdzinski G., Maciejewski A., Buntinx G., Poizat O., and Lefumeux C. Chem. Phys. Lett. 384 (2004) 332-338
31. Møller C., and Plesset M.S. Phys. Rev. 46 (1934) 618-622
32. Dunning Jr. T.H. J. Chem. Phys. 90 (1989) 1007-1023
33. Kendall R.A., Dunning Jr. T.H., and Harrison R.J. J. Chem. Phys. 96 (1992) 6796-6806
34. Raghavachari K., Trucks G.W., Pople J.A., and Head-Gordon M. Chem. Phys. Lett. 157 (1989) 479-483
35. Foresman J.B., Head-Gordon M., Pople J.A., and Frisch M.J. J. Phys. Chem. 96 (1992) 135-149
36. Head-Gordon M., Rico R.J., Oumi M., and Lee T.J. Chem. Phys. Lett. 219 (1994) 21-29
37. Barone V., and Cossi M. J. Phys. Chem. A 102 (1998) 1995-2001
38. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.V., Johnson B., Chen W., Wong M.W., Gonzales C., and Pople J.A. Gaussian 03, revision D.01 (2003), Gaussian, Inc., Pittsburgh, PA
39. Lapiński L., Nowak M.J., Kwiatkowski J.S., and Leszczyński J. J. Phys. Chem. A 103 (1999) 280-288
40. El Sayed M. J. Chem. Phys. 38 (1963) 2834-2838
41. Maciejewski A., Szymanski M., and Steer R.P. J. Phys. Chem. 90 (1986) 6314-6318
42. Maciejewski A., Szymanski M., and Steer R.P. Chem. Phys. Lett. 143 (1988) 559-564
43. Milewski M., Baksalary J., Antkowiak P., Augustyniak W., Binkowski M., Karolczak J., Komar D., Maciejewski A., Szymanski M., and Urjasz W. J. Fluoresc. 10 (2000) 89-97
44. Kumar C.V., Qin L., and Das P.K. J. Chem. Soc. Faraday Trans. 2 80 (1984) 783-793
45. Lamola A.A., and Hammond G.S. J. Chem. Phys. 43 (1965) 2129-2135
46. Alam M.M., Fujitsuka M., Watanabe A., and Ito O. J. Phys. Chem. A 102 (1998) 1338-1344
47. Brühlmann U., and Huber J.R. Chem. Phys. Lett. 54 (1978) 606-610
48. Taras-Goślińska K., Wenska G., and Skalski B. Annales, Facultatis Chemiae, Universitatis, Studiorum Mickiewicziane Posnaniensis 2 (2002) 255-261
49. Hemmens V.J., and Moore D.E. J. Chem. Soc. Perkin Trans. 2 (1984) 209-211
50. Hemmens V.J., and Moore D.E. Photochem. Photobiol. 43 (1986) 247-255
51. Wenska G., and Paszyc S. Z. Naturforsch. 36b (1981) 1628-1631
52. Ochiai H., and Shibata H. J. Agric. Soc. Jpn. 48 (1974) 643-649
53. Pleiss M., Ochiai H., and Cerutti P.A. Biochem. Biophys. Res. Commun. 34 (1969) 70-76
54. Bensasson R.V., Land E.J., and Truscott T.G. Excited States and Free Radicals in Biology and Medicine (1993), Oxford University Press Inc., New York p. 150
55. Sawyer D.T., Chiericato G., Angelis C.T., Nanni E.J., and Tsuchiya T. Anal. Chem. 54 (1982) 1720-1724
56. Goyal R.N., Rastogi A., and Sangal A. New J. Chem. 25 (2001) 545-550
57. Clark W.D.K., and Steel C. J. Am. Chem. Soc. 93 (1971) 6347-6355
58. Umemoto K., and Okamura N. Bull. Chem. Soc. Jpn. 59 (1986) 3047-3052
59. Davis F.A., and Billmers R.L. J. Am. Chem. Soc. 103 (1981) 7016-7018
60. Fekner T., Baldwin J.E., Adlington R.M., and Schofield C.J. Tetr. Lett. 39 (1998) 6983-6986
61. Abraham T.T., Benson L.M., and Jardine I. J. Med. Chem. 26 (1983) 1523-1526
62. Davies F.A., and Jenkins Jr. R.H. J. Am. Chem. Soc. 102 (1980) 7967-7969