Triplet-state dynamics of a metalloporphyrin photosensitiser (PtTMPyP4) in the presence of halides and purine mononucleotides

Photochemical and Photobiological Sciences

Volumn 10, Issue 10, 2011, Pages 1578-1586

  Keane, Páraic M ^a   Kelly, John M ^a  

^a TRINITY COLLEGE DUBLIN   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 80053944704     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/c1pp05125c     Document Type: Article

References (50)

1. R. J. Fiel J. C. Howard E. H. Mark N. Datta-Gupta Interaction of DNA with a porphyrin ligand - evidence for intercalation Nucleic Acids Res. 1979 6 3093 3118
2. R. F. Pasternack E. J. Gibbs J. J. Villafranca Interactions of porphyrins with nucleic acids Biochemistry 1983 22 2406 2414 (Pubitemid 13093549)
3. J. M. Kelly M. J. Murphy D. J. McConnell C. OhUigin A comparative study of the interaction of 5,10,15,20-tetrakis (N-methylpyridinium-4-yl)porphyrin and its zinc complex using fluorescence spectroscopy and topoisomerisation Nucleic Acids Res. 1985 13 167 184
4. L. Martino B. Pagano I Fotticchia S. Neidle C. Giancola Shedding light on the interaction between TMPyP4 and human telomeric quadruplexes J. Phys. Chem. B 2009 113 14779 14786
5. R. F. Pasternack R. A. Brigandi M. J. Abrams A. P. Williams E. J. Gibbs Interactions of porphyrins and metalloporphyrins with single-stranded poly(dA) Inorg. Chem. 1990 29 4483 4486
6. E. Nyarko N. Hanada A. Habib M. Tabata Fluorescence and phosphorescence spectra of Au(III), Pt(II) and Pd(II) porphyrins with DNA at room temperature Inorg. Chim. Acta 2004 357 739 745
7. D.-F. Shi R. T. Wheelhouse D. Sun L. H. Hurley Quadruplex-interactive agents as telomerase inhibitors: synthesis of porphyrins and structure-activity relationship for the inhibition of telomerase J. Med. Chem. 2001 44 4509 4523 (Pubitemid 33144463)
8. C. Kasturi M. S. Platz Inactivation of lambda phage with 658 nm light using a DNA-binding porphyrin sensitiser Photochem. Photobiol. 1992 56 427 429
9. M. Borsch Targeting cytochrome C oxidase in mitochondria with Pt(II)-porphyrins for Photodynamic Therapy Proc. SPIE-Int. Soc. Opt. Eng. 2010 7551 75510G
10. B. H. Laster D. W. Dixon S. Novick J. P. Feldman V. Seror Z. I. Goldbart J. A. Kalef-Ezra Phonon activation therapy and brachytherapy Brachytherapy 2009 8 324 330
11. I. A. Blinova V. V. Vasil'ev Luminescence properties of water-soluble cationic platinum(II) and palladium(II) porphyrins Russ. J. Phys. Chem. 1995 69 1097 1101
12. H. Zhang Y. Sun K. Ye P. Zhang Y. Wang Oxygen sensing materials based on mesoporous silica MCM-41 and Pt(II)-porphyrin complexes J. Mater. Chem. 2005 15 3181 3186 (Pubitemid 41204102)
13. V. V. Vasil'ev S. M. Borisov Optical oxygen sensors based on phosphorescent water-soluble platinum metals porphyrins immobilized in perfluorinated ion-exchange membrane Sens. Actuators, B 2002 82 272 276 (Pubitemid 34222315)
14. R. F. Pasternack E. J. Gibbs A. Gaudemer A. Antebi S. Bassner L. De Poy D. H. Turner A. Williams F. Laplace M. H. Lansard C. Merienne M. Peree-Fauvet Molecular complexes of nucleosides and nucleotides with a monomeric cationic porphyrin and some of its metal derivatives J. Am. Chem. Soc. 1985 107 8179 8186
15. M. Tabata M. Sakai K. Yoshioka H. Kodama Proton nuclear magnetic resonance spectrometric and spectrophotometric studies on hydrophobic and electrostatic interactions of cationic water-soluble porphyrin with nucleotides Anal. Sci. 1990 6 651 656
16. C. Belin, M.Sc. Thesis, Trinity College Dublin, 1992
17. R. Jasuja D. M. Jameson C. K. Nishijo R. W. Larsen Singlet excited state dynamics of tetrakis(4-N-methylpyridyl)porphine associated with DNA nucleotides J. Phys. Chem. B 1997 101 1444 1450 (Pubitemid 127617407)
18. M. Sirish H.-J. Schneider Electrostatic interactions between positively charged porphyrins and nucleotides or amides: buffer-dependent dramatic changes of binding affinities and modes Chem. Commun. 2000 23 24 (Pubitemid 30066868)
19. 2: on a possible charge-transfer process between guanine and porphyrin in its excited singlet state J. Photochem. Photobiol., B 1997 40 154 162 (Pubitemid 27464637)
20. K. Kalyanasundaram, Photochemistry of Polypyridine and Porphyrin Complexes, Academic Press, 1992
21. K. Kano H. Minamizono T. Kitae S. Negri Self-aggregation of cationic porphyrins in water: can π- π stacking interaction overcome electrostatic repulsion force? J. Phys. Chem. A 1997 101 6118 6124 (Pubitemid 127585032)
22. B. Valeur, Molecular Fluorescence: Principles and Applications, Weinheim, Chichester, Wiley-VCH, 2002
23. D. Rehm A. Weller Kinetics of fluorescence quenching by electron transfer and H-atom transfer Isr. J. Chem. 1970 8 259 271
24. V. V. Vasil'ev I. A. Blinova I. V. Golovina S. M. Borisov Photophysical and photochemical properties of the water-soluble porphyrin complexes of the platinum group J. Appl. Spectrosc. 1999 66 583 587
25. H. Shizucka H. Obuchi Anion induced triplet quenching of aromatic ketones by nanosecond laser flash photolysis J. Phys. Chem. 1982 86 1297 1302
26. H. A. Schwarz R. W. Dodson Equilibrium between hydroxyl radicals and thallium(II) and the oxidation potential of OH(aq) J. Phys. Chem. 1984 88 3643 3647
27. A. R. Watkins Short-lived intermediates formed by the interaction between electronically excited molecules and inorganic ions J. Phys. Chem. 1974 78 1885 1890
28. A. R. Watkins Kinetics of fluorescence quenching by inorganic anions J. Phys. Chem. 1974 78 2555 2558
29. T. P. Lebold E. K. L. Yeow R. P. Steer Fluorescence quenching of the S1 and S2 states of zinc meso- tetrakis(4-sulfonatophenyl)porphyrin by halide ions Photochem. Photobiol. Sci. 2004 3 160 166 (Pubitemid 38855133)
30. H. A. Benesi J. H. Hildebrand A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons J. Am. Chem. Soc. 1949 71 2703 2707
31. S. L. Murov, I. Carmichael and G. L. Hug, Handbook of Photochemistry, New York, Marcel Dekker, 2nd edn, 1993
32. S. Fukuzumi H. Miyao K. Ohkubo T. Suenobu Electron transfer oxidation properties of DNA bases and DNA oligomers J. Phys. Chem. A 2005 109 3285 3294 (Pubitemid 40609788)
33. C. A. M. Seidel A. Schulz M. H. M. Sauer Nucleobase-specific quenching of fluorescent dyes. 1. Nucleobase one-electron redox potentials and their correlation with static and dynamic quenching efficiencies J. Phys. Chem. 1996 100 5541 5553 (Pubitemid 126790528)
34. S. Steenken S. V. Jovanovic How easily oxidizable is DNA? One-electron reduction potentials of adenosine and guanosine radicals in aqueous solution J. Am. Chem. Soc. 1997 119 617 618 (Pubitemid 27086555)
35. K. Kalyanasundaram M. Neumann-Spallart Photophysical and redox properties of water-soluble porphyrins in aqueous media J. Phys. Chem. 1982 86 5163 5169
36. A. Harriman Luminescence of porphyrins and metalloporphyrins part 3. - Heavy-atom effects J. Chem. Soc., Faraday Trans. 2 1981 77 1281 1291
37. P. Neta One-electron transfer reactions involving zinc and cobalt porphyrins in aqueous solutions J. Phys. Chem. 1981 85 3678 3684
38. K. Ohkubo K. Yukimoto S. Fukuzumi Direct detection of nucleotide radical cations produced by electron-transfer oxidation of DNA bases with electron-transfer state of 9-mesityl-10-acridinium ion and resulting efficient DNA cleavage without oxygen Chem. Commun. 2006 2504 2506 (Pubitemid 43877090)
39. P. Mojzes P. Praus V. Baumruk P-Y. Turpin P. Matousek M. Towrie Structural features of two distinct molecular complexes of copper(II) cationic porphyrin and deoxyribonucleotides Biopolymers 2002 67 278 281 (Pubitemid 34712524)
40. E. Tuite J. M. Kelly The interaction of methylene blue, azure B, and thionine with DNA: formation of complexes with polynucleotides and mononucleotides as model systems Biopolymers 1995 35 419 433
41. I. V. Sazanovich E. P. Petrov V. S. Chirvony Interaction of cationic 5,10,15,20 tetrakis-(4-N-methyl pyridyl) porphyrin with mono- and polynucleotides: A study by picosecond fluorescence spectroscopy Opt. Spectrosc. 2006 100 209 218 (Pubitemid 44598022)
42. P. Kubat K. Lang V. Kral P. Anzebacher, Jr Preprogramming of porphyrin-nucleic acid assemblies via variation of the alkyl/aryl substituents of phosphonium tetratolylporphyrins J. Phys. Chem. B 2002 106 6784 6792 (Pubitemid 35281762)
43. V. S. Chirvony Primary photoprocesses in cationic 5,10,15,20-meso- tetrakis(4-N-methylpyridiniumyl)porphyrin and its transition metal complexes bound with nucleic acids J. Porphyrins Phthalocyanines 2003 7 766 774
44. J. W. Verhoeven On the role of spin correlation in the formation, decay, and detection of long-lived, intramolecular charge-transfer states J. Photochem. Photobiol., C 2006 7 40 60 (Pubitemid 43816346)
45. J. A. Smith M. W. George J. M. Kelly Transient spectroscopy of dipyridophenazine metal complexes which undergo photo-induced electron transfer with DNA Coord. Chem. Rev. 2011 10.1016/j.ccr.2011.04.007
46. G. D. Reid D. J. Whittaker M. A. Day D. A. Turton V. Kayser J. M. Kelly G. S. Beddard Femtosecond electron-transfer in mono- and polynucleotides and in DNA J. Am. Chem. Soc. 2002 124 5518 5527 (Pubitemid 34506951)
47. M. Wojdyla J. A. Smith S. Vasudevan S. J. Quinn J. M. Kelly Excited state behaviour of substituted dipyridophenazine Cr(III) complexes in the presence of nucleic acids Photochem. Photobiol. Sci. 2010 9 1196 1202
48. 2+: a DNA intercalating complex, which luminesces strongly in water and undergoes photo-induced proton coupled electron transfer with guanosine 5′-monophosphate Dalton Trans. 2004 668 676
49. B. Elias C. Creely G. W. Doorley M. M. Feeney C. Moucheron A. Kirsch-DeMesmaeker J. Dyer D. C. Grills M. W. George P. Matousek A. W. Parker M. Towrie J. M. Kelly Photo-oxidation of guanine by a ruthenium dipyridophenazine complex intercalated in a double-stranded polynucleotide monitored directly by picosecond visible and infrared transient absorption spectroscopy Chem.-Eur. J. 2008 14 369 375
50. 2 Photochem. Photobiol. Sci. 2011 10 10.1039/C1PP05050H