Spectroscopy and photophysics of dimethyl-substituted alloxazines

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 200, Issue 2-3, 2008, Pages 148-160

  Sikorski, Marek ^a   Prukała, Dorota ^a   Insińska Rak, Małgorzata ^a   Khmelinskii, Igor ^b   Worrall, David R ^c   Williams, Sian L ^c   Hernando, Jordi ^d   Bourdelande, Jose L ^d   Koput, Jacek ^a   Sikorska, Ewa ^e  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b UNIVERSITY OF ALGARVE   (Portugal)

^c LOUGHBOROUGH UNIVERSITY   (United Kingdom)

^d UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^e POZNA UNIVERSITY OF ECONOMICS AND BUSINESS   (Poland)

Author keywords

Alloxazine; DFT; Fluorescence; Lumichrome; Photochemistry; Singlet oxygen; Transient spectra

Indexed keywords

EID: 56249121854     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2008.07.006     Document Type: Article

References (71)

1. Heelis P.F. Chem. Soc. Rev. 11 (1982) 15-39
2. Sikorska E., Khmelinskii I.V., Bourdelande J.L., Bednarek A., Williams S.L., Patel M., Worrall D.R., Koput J., and Sikorski M. Chem. Phys. 301 (2004) 95-103
3. Sikorska E., Khmelinskii I.V., Prukala W., Williams S.L., Worrall D.R., Bourdelande J.L., Bednarek A., Koput J., and Sikorski M. J. Mol. Struct. 689 (2004) 121-126
4. Sikorska E., Khmelinskii I.V., Bednarek A., Williams S.L., Worrall D.R., Herance R.J., Bourdelande J.L., Nowacka G., Koput J., and Sikorski M. Pol. J. Chem. 78 (2004) 2163-2173
5. Sikorska E., Khmelinskii I.V., Williams S.L., Worrall D.R., Herance R.J., Bourdelande J.L., Koput J., and Sikorski M. J. Mol. Struct. 697 (2004) 199-205
6. Sikorska E., Szymusiak H., Khmelinskii I.V., Koziolowa A., Spanget-Larsen J., and Sikorski M. J. Photochem. Photobiol. A 158 (2003) 45-53
7. Koziolowa A. Photochem. Photobiol. 29 (1979) 459-471
8. Song P.S., Sun M., Koziolowa A., and Koziol J. J. Am. Chem. Soc. 96 (1974) 4319-4323
9. Koziolowa A., Visser A.J.W.G., and Koziol J. Photochem. Photobiol. 48 (1988) 7-11
10. Sikorska E., and Koziolowa A. J. Photochem. Photobiol. A 95 (1996) 215-221
11. Sikorska E., Koziolowa A., Sikorski M., and Siemiarczuk A. J. Photochem. Photobiol. A 157 (2003) 5-14
12. Sikorska E., Khmelinskii I.V., Kubicki M., Prukala W., Hoffmann M., Machado I.F., Ferreira L.F.V., Karolczak J., Worrall D.R., Krawczyk A., Insinska-Rak M., and Sikorski M. J. Phys. Chem. A 110 (2006) 4638-4648
13. Sikorska E., Khmelinskii I.V., Kubicki M., Prukala W., Nowacka G., Siemiarczuk A., Koput J., Ferreira L.F.V., and Sikorski M. J. Phys. Chem. A 109 (2005) 1785-1794
14. Sikorska E., Khmelinskii I.V., Hoffmann M., Machado I.F., Ferreira L.F.V., Dobek K., Karolczak J., Krawczyk A., Insinska-Rak M., and Sikorski M. J. Phys. Chem. A 109 (2005) 11707-11714
15. Tsukamoto S., Kato H., Hirota H., and Fusetani N. Biol. Ascidians (2001) 335-340
16. Tsukamoto S., Kato H., Hirota H., and Fusetani N. Eur. J. Biochem. 264 (1999) 785-789
17. Phillips D.A., Joseph C.M., Yang G.P., Martinez-Romero E., Sanborn J.R., and Volpin H. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 12275-12280
18. Sikorska E., Sikorski M., Steer R.P., Wilkinson F., and Worrall D.R. J. Chem. Soc., Faraday Trans. 94 (1998) 2347-2353
19. Sikorski M., Sikorska E., Koziolowa A., Gonzalez-Moreno R., Bourdelande J.L., Steer R.P., and Wilkinson F. J. Photochem. Photobiol. B 60 (2001) 114-119
20. Sikorski M., Sikorska E., Gonzalez-Moreno R., Bourdelande J.L., and Worrall D.R. J. Photochem. Photobiol. A 149 (2002) 39-44
21. Wang Z.W., and Rizzo C.J. Org. Lett. 2 (2000) 227-230
22. Onu A., Palamaru M., Tutovan E., and Ciobanu C. Polym. Degrad. Stabil. 60 (1998) 465-470
23. Robak A.J., and Branchaud B.P. Tetrahedron Lett. 46 (2005) 5651-5654
24. Miskolczy Z., and Biczok L. Chem. Phys. Lett. 411 (2005) 238-242
25. Porcal G., Bertolotti S.G., Previtali C.M., and Encinas M.V. Phys. Chem. Chem. Phys. 5 (2003) 4123-4128
26. Encinas M.V., Bertolotti S.G., and Previtali C.M. Helv. Chim. Acta 85 (2002) 1427-1438
27. Corbin F. Int. J. Hematol. 76 (2002) 253-257
28. F. Corbin, Bus. Briefing Med. Dev. Manuf. Technol. (2002) 1-3.
29. Y.H. Zen, C.M. Wang. J. Chem. Soc., Chem. Commun. (1994) 2625-2626
30. Sikorska E., Khmelinskii I.V., Worrall D.R., Williams S.L., Gonzalez-Moreno R., Bourdelande J.L., Koput J., and Sikorski M. J. Photochem. Photobiol. A 162 (2004) 193-201
31. Sikorska E., Khmelinskii I.V., Worrall D.R., Koput J., and Sikorski M. J. Fluorescence 14 (2004) 57-64
32. Sikorski M., Sikorska E., Khmelinskii I.V., Gonzalez-Moreno R., Bourdelande J.L., and Siemiarczuk A. J. Photochem. Photobiol. A 156 (2003) 267-271
33. Sikorski M., Sikorska E., Khmelinskii I.V., Gonzalez-Moreno R., Bourdelande J.L., and Siemiarczuk A. In: Chapman S.K., Perham R.N., and Scrutton N.S. (Eds). Flavins and Flavoproteins (2002), Rudolf Weber Agency for Scientific Publications, Berlin 731-736
34. Sikorski M., Sikorska E., Khmelinskii I.V., Gonzalez-Moreno R., Bourdelande J.L., and Siemiarczuk A. Photochem. Photobiol. Sci. 1 (2002) 715-720
35. Sikorski M., Nakano K., Sikorska E., and Wilkinson F. In: Koziolowa A., Laczkowski B., Sobczynski A., and Zmudzinski W. (Eds). Quality for the XXIst Century (1999), Poznan University of Economics Press, Poznan 967-972
36. Sikorski M., Sikorska E., Wilkinson F., and Steer R.P. Can. J. Chem.-Revue Canadienne de Chimie 77 (1999) 472-480
37. Mir M., Sikorska E., Sikorski M., and Wilkinson F. J. Chem. Soc., Perkin Trans. 2 (1997) 1095-1098
38. Sikorski M. Phys. Chem. Chem. Phys. 4 (2002) 211-215
39. Szafran M.M., Koziol J., and Heelis P.F. In: Curti B., Ronchi S., and Zanetti G. (Eds). Flavins and Flavoproteins (1991), Walter de Gruyter & Co., Berlin/New York 41-44
40. Eidiger M.D., Moog R.S., Boxer S.G., and Fayer M.P. Chem. Phys. Lett. 88 (1983) 123
41. Schmidt R., Tanielian C., Dunsbach R., and Wolff C. J. Photochem. Photobiol. A 79 (1994) 11-17
42. Gross E., Dobson J., and Petersilka M. Top. Curr. Chem. 181 (1996) 81-172
43. Becke A.D. J. Chem. Phys. 98 (1993) 5648-5652
44. Ditchfield R., Hehre W.J., and Pople J.A. J. Chem. Phys. 54 (1971) 724-728
45. Barone V., and Cossi M. J. Phys. Chem. A 102 (1998) 1995-2001
46. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery A.J.J., 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., Bakken V., 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.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision D.01 (2004), Gaussian, Inc., Wallingford, CT
47. Sikorska E., Khmelinskii I.V., Prukala W., Williams S.L., Patel M., Worrall D.R., Bourdelande J.L., Koput J., and Sikorski M. J. Phys. Chem. A 108 (2004) 1501-1508
48. Kowalczyk M., Sikorska E., Khmelinskii I.V., Komasa J., Insinska-Rak M., and Sikorski M. J. Mol. Struct. (Theochem.) 756 (2005) 47-54
49. Sun M., Moore T.A., and Song P.S. J. Am. Chem. Soc. 94 (1972) 1730-1740
50. Sikorska E., and Koziolowa A. Stud. Commodity Sci. Chem. Z. 210 (1993) 79-87
51. Neiss C., Saalfrank P., Parac M., and Grimme S. J. Phys. Chem. A 107 (2003) 140-147
52. Martin C.B., Shi X.F., Tsao M.L., Karweik D., Brooke J., Hadad C.M., and Platz M.S. J. Phys. Chem. B 106 (2002) 10263-10271
53. Martin C.B., Tsao M.L., Hadad C.M., and Platz M.S. J. Am. Chem. Soc. 124 (2002) 7226-7234
54. Rodriguez-Otero J., Martinez-Nunez E., Pena-Gallego A., and Vazquez S.A. J. Org. Chem. 67 (2002) 6347-6352
55. Neiss C., and Saalfrank P. Photochem. Photobiol. 77 (2003) 101-109
56. Platenkamp R.J., Palmer M.H., and Visser A.J.W.G. Eur. Biophys. J. 14 (1987) 393-402
57. Personal communications.
58. Eweg J.K., Muller F., Vandam H., Terpstra A., and Oskam A. J. Am. Chem. Soc. 102 (1980) 51-61
59. Eweg J.K., Muller F., Bebelaar D., and Vanvoorst J.D.W. Photochem. Photobiol. 31 (1980) 435-443
60. Ewerg J.K., Muller F., Visser A.J.W.G., Veeger C., Bebelaar D., and van Voorst J.D.W. Photochem. Photobiol. 30 (1979) 463-471
61. Lim E.C. J. Phys. Chem. 90 (1986) 6770-6777
62. F.M. Sikorski, F.E. Sikorska, F.D.R. Worrall, F.F. Wilkinson, Internet Photochem. Photobiol. (1998), http://www.photobiology.com/v1/sikorski/index.htm.
63. Sikorska E., Bourdelande J.L., Worrall D.R., and Sikorski M. Pol. J. Chem. 77 (2003) 65-73
64. Li H., Jiang Z.Q., Pan Y., and Yu S.Q. Res. Chem. Int. 32 (2006) 695-708
65. Sikorska E., Khmelinskii I.V., Koput J., and Sikorski M. J. Mol. Struct. (Theochem.) 676 (2004) 155-160
66. Sikorska E., Khmelinskii I.V., Koput J., Bourdelande J.L., and Sikorski M. J. Mol. Struct. 697 (2004) 137-141
67. Tatsumi K., Ichikawa H., and Wada S. J. Contam. Hydrol. 9 (1992) 207-219
68. Redmond R.W., and Gamlin J.N. Photochem. Photobiol. 70 (1999) 391-475
69. Wilkinson F., Helman W.P., and Ross A.B. J. Phys. Chem. Ref. Data 22 (1993) 113-262
70. Wilkinson F., Helman W.P., and Ross A.B. J. Phys. Chem. Ref. Data 24 (1995) 663-1021
71. Abdel-Shafi A.A., and Worrall D.R. J. Photochem. Photobiol. A 172 (2005) 170-179