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Volumn 34, Issue 1, 1996, Pages 79-86

Kinetic aspects of the rose bengal-sensitized photo-oxygenation of tryptophan alkyl esters. Ground state and photopromoted dye-tryptophan derivative interactions

Author keywords

Rose bengal photo oxygenation; Tryptophan; Tryptophan alkyl esters

Indexed keywords

CARBOXYLIC ACID; ESTER DERIVATIVE; METHYLENE BLUE; ROSE BENGAL; SINGLET OXYGEN; SUPEROXIDE; TRYPTOPHAN; TRYPTOPHAN ALKYL ESTER; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030174912     PISSN: 10111344     EISSN: None     Source Type: Journal    
DOI: 10.1016/1011-1344(95)07274-8     Document Type: Article
Times cited : (58)

References (33)
  • 2
    • 81355140438 scopus 로고
    • Determination of the quantum yield of intersystem crossing of rose bengal
    • [2] P. Murasecco-Suardi, E. Gassmann, A.M. Braun and E. Oliveros, Determination of the quantum yield of intersystem crossing of rose bengal, Helv. Chem. Acta, 70 (1987) 1760-1773.
    • (1987) Helv. Chem. Acta , vol.70 , pp. 1760-1773
    • Murasecco-Suardi, P.1    Gassmann, E.2    Braun, A.M.3    Oliveros, E.4
  • 3
    • 0000223577 scopus 로고
    • Rose bengal derivatives as singlet oxygen sensitizers
    • [3] J.J.M. Lamberts and D.C. Neckers, Rose bengal derivatives as singlet oxygen sensitizers, Tetrahedron, 41 (1985) 2183-2190.
    • (1985) Tetrahedron , vol.41 , pp. 2183-2190
    • Lamberts, J.J.M.1    Neckers, D.C.2
  • 4
    • 0000218770 scopus 로고
    • Factors influencing the quantum yield for rose bengal formation of singlet oxygen
    • [4] P. Gottschalk, J. Paczokowski and D.C. Neckers, Factors influencing the quantum yield for rose bengal formation of singlet oxygen, J. Photochem., 35 (1986) 277-281.
    • (1986) J. Photochem. , vol.35 , pp. 277-281
    • Gottschalk, P.1    Paczokowski, J.2    Neckers, D.C.3
  • 5
    • 48549109371 scopus 로고
    • Production and quenching of singlet oxygen by the sensitizer in dye-sensitized photo-oxygenations
    • [5] C. Tanielian, L. Golder and C. Wolff, Production and quenching of singlet oxygen by the sensitizer in dye-sensitized photo-oxygenations, J. Photochem., 25 (1984) 117-125.
    • (1984) J. Photochem. , vol.25 , pp. 117-125
    • Tanielian, C.1    Golder, L.2    Wolff, C.3
  • 6
    • 84989726712 scopus 로고
    • Quantum yield of singlet oxygen production by xanthene derivatives
    • [6] E. Gandin, Y. Lion and A. Van de Vorst, Quantum yield of singlet oxygen production by xanthene derivatives, Photochem. Photobiol., 37 (1983) 271-278.
    • (1983) Photochem. Photobiol. , vol.37 , pp. 271-278
    • Gandin, E.1    Lion, Y.2    Van De Vorst, A.3
  • 8
    • 0023062822 scopus 로고
    • Laser flash photokinetic studies of rose bengal sensitized photodynamic interactions of nucleotides and DNA
    • [8] P.C.C. Lee and M.A.J. Rodgers, Laser flash photokinetic studies of rose bengal sensitized photodynamic interactions of nucleotides and DNA, Photochem. Photobiol., 45 (1987) 79-86.
    • (1987) Photochem. Photobiol. , vol.45 , pp. 79-86
    • Lee, P.C.C.1    Rodgers, M.A.J.2
  • 9
    • 0001528436 scopus 로고
    • Mechanism of dye-sensitized photooxidation of tryptophan, tryptamine, and their derivatives. Singlet oxygen process in competition with Type I process
    • [9] K. Inoue, T. Matsuura and I. Saito, Mechanism of dye-sensitized photooxidation of tryptophan, tryptamine, and their derivatives. Singlet oxygen process in competition with Type I process, Bull. Chem. Soc. Jpn., 55 (1982) 2959-2964.
    • (1982) Bull. Chem. Soc. Jpn. , vol.55 , pp. 2959-2964
    • Inoue, K.1    Matsuura, T.2    Saito, I.3
  • 10
    • 0000056718 scopus 로고
    • Photosensitized oxidation of biomolecules
    • A.A. Frimer (ed.), CRC Press, Boca Raton, FL
    • [10] R.C. Straight and J.D. Spikes, Photosensitized oxidation of biomolecules, in A.A. Frimer (ed.), Singlet Oxygen, Vol. IV, CRC Press, Boca Raton, FL, 1985, pp. 91-143.
    • (1985) Singlet Oxygen , vol.4 , pp. 91-143
    • Straight, R.C.1    Spikes, J.D.2
  • 11
    • 0028391073 scopus 로고
    • Reactivity of singlet oxygen toward amino acids and peptides
    • [11] A. Michaeli and J. Feitelson, Reactivity of singlet oxygen toward amino acids and peptides, Photochem. Photobiol., 59 (1994) 284-289.
    • (1994) Photochem. Photobiol. , vol.59 , pp. 284-289
    • Michaeli, A.1    Feitelson, J.2
  • 12
    • 0002041414 scopus 로고
    • Effect of the peptide bond on the singlet-molecular-oxygen-mediated sensitized photooxidation of tyrosine and tryptophan dipeptides. A kinetic study
    • [12] S.G. Bertolotti, N.A. García and G.A. Arguello, Effect of the peptide bond on the singlet-molecular-oxygen-mediated sensitized photooxidation of tyrosine and tryptophan dipeptides. A kinetic study, J. Photochem. Photobiol. B: Biol., 10 (1991) 57-70.
    • (1991) J. Photochem. Photobiol. B: Biol. , vol.10 , pp. 57-70
    • Bertolotti, S.G.1    García, N.A.2    Arguello, G.A.3
  • 13
    • 0027569611 scopus 로고
    • g]) photooxidation of histidine and methionine dipeptides. A kinetic study
    • g]) photooxidation of histidine and methionine dipeptides. A kinetic study, J. Photochem. Photobiol. B: Biol., 57 (1993) 447-452.
    • (1993) J. Photochem. Photobiol. B: Biol. , vol.57 , pp. 447-452
    • Miskoski, S.1    García, N.A.2
  • 14
    • 0027528950 scopus 로고
    • g)-mediated photooxidative behaviour of tripepetide glycyltyrosyl-alanine in alkaline medium. A kinetic study
    • g)-mediated photooxidative behaviour of tripepetide glycyltyrosyl-alanine in alkaline medium. A kinetic study, Amino Acids, 4 (1993) 101-103.
    • (1993) Amino Acids , vol.4 , pp. 101-103
    • Miskoski, S.1    Bertolotti, S.2    Arguello, G.3    Garcia, N.A.4
  • 15
    • 84914911299 scopus 로고
    • Rate constants for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in solution
    • [15] F. Wilkinson and J.G. Brummer, Rate constants for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in solution, J. Phys. Chem. Ref. Data, 10 (1981) 809-999.
    • (1981) J. Phys. Chem. Ref. Data , vol.10 , pp. 809-999
    • Wilkinson, F.1    Brummer, J.G.2
  • 16
    • 0016853645 scopus 로고
    • Chemistry of singlet oxygen XXI. Kinetics of bilirubin photooxygenation
    • [16] C.S. Foote and T.-Y. Ching, Chemistry of singlet oxygen XXI. Kinetics of bilirubin photooxygenation, J. Am. Chem. Soc., 97 (1975) 6209-6214.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 6209-6214
    • Foote, C.S.1    Ching, T.-Y.2
  • 17
    • 0022696545 scopus 로고
    • Singlet oxygen in surface waters 3. Photochemical formation and steady state concentration in various types of waters
    • [17] W.R. Haag and J. Hoigné, Singlet oxygen in surface waters 3. Photochemical formation and steady state concentration in various types of waters, Environ. Sci. Technol., 20 (1986) 341-384.
    • (1986) Environ. Sci. Technol. , vol.20 , pp. 341-384
    • Haag, W.R.1    Hoigné, J.2
  • 18
    • 0020969641 scopus 로고
    • Evidence for photochemical generation of superoxide ion in humic waters
    • [18] R.M. Baxter and J.H. Carey, Evidence for photochemical generation of superoxide ion in humic waters, Nature, 306 (1983) 575-576.
    • (1983) Nature , vol.306 , pp. 575-576
    • Baxter, R.M.1    Carey, J.H.2
  • 19
    • 0026774641 scopus 로고
    • Superoxide radical production during the autoxidation of 1-methyl-4-phenyl-2,3-dihydropyridinium perchlorate
    • [19] L.-Y. Zang and H.P. Misra, Superoxide radical production during the autoxidation of 1-methyl-4-phenyl-2,3-dihydropyridinium perchlorate, J. Biol. Chem., 267 (1992) 17 547-17 552.
    • (1992) J. Biol. Chem. , vol.267 , pp. 17547-17552
    • Zang, L.-Y.1    Misra, H.P.2
  • 20
    • 0025813240 scopus 로고
    • Oxidation of substituted phenols in the environment. A QSAR analysis of rate constants for reaction with singlet oxygen
    • [20] P.G. Tratnyek and J. Hoigné, Oxidation of substituted phenols in the environment. A QSAR analysis of rate constants for reaction with singlet oxygen, Environ. Sci. Technol., 25 (1991) 1596-1604.
    • (1991) Environ. Sci. Technol. , vol.25 , pp. 1596-1604
    • Tratnyek, P.G.1    Hoigné, J.2
  • 21
    • 0345274673 scopus 로고
    • Transient phenomena in the laser flash photolysis of rose bengal C-2′ ethyl ester C-6 sodium salt
    • [21] V. Witgens, J.C. Scaiano, S.M. Linden and D.C. Neckers, Transient phenomena in the laser flash photolysis of rose bengal C-2′ ethyl ester C-6 sodium salt, J. Org. Chem., 54 (1989) 5242-5246.
    • (1989) J. Org. Chem. , vol.54 , pp. 5242-5246
    • Witgens, V.1    Scaiano, J.C.2    Linden, S.M.3    Neckers, D.C.4
  • 22
    • 0011892181 scopus 로고
    • Interactions of triplet eosin with aromatics and intermolecular complexes of the ground state of eosin with aniline and pyridine in aqueous solutions and in ethanol
    • [22] J.J. Chrysochoos, Interactions of triplet eosin with aromatics and intermolecular complexes of the ground state of eosin with aniline and pyridine in aqueous solutions and in ethanol, Mol. Photochem., 6 (1974) 23-44.
    • (1974) Mol. Photochem. , vol.6 , pp. 23-44
    • Chrysochoos, J.J.1
  • 23
    • 0027536431 scopus 로고
    • A kinetic study of the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution
    • [23] G. Martínez, S.G. Bertolotti, O.E. Zimerman, D.O. Martire, S.E. Braslavsky and N.A. García, A kinetic study of the photodynamic properties of the xanthene dye merbromin (mercurochrome) and its aggregates with amino acids in aqueous solution, J. Photochem. Photobiol. B: Biol., 17 (1993) 247-255.
    • (1993) J. Photochem. Photobiol. B: Biol. , vol.17 , pp. 247-255
    • Martínez, G.1    Bertolotti, S.G.2    Zimerman, O.E.3    Martire, D.O.4    Braslavsky, S.E.5    García, N.A.6
  • 25
    • 0026251573 scopus 로고
    • Definition of Type I and Type II photosensitized oxidation
    • [25] C.S. Foote, Definition of Type I and Type II photosensitized oxidation, Photochem. Photobiol., 54 (1991) 659.
    • (1991) Photochem. Photobiol. , vol.54 , pp. 659
    • Foote, C.S.1
  • 26
    • 21044457844 scopus 로고
    • The organic chemistry of superoxide
    • [26] E. Lee-Ruff, The organic chemistry of superoxide, Chem. Soc. Rev., 6 (1977) 195-215.
    • (1977) Chem. Soc. Rev. , vol.6 , pp. 195-215
    • Lee-Ruff, E.1
  • 27
    • 0025501351 scopus 로고
    • The photodynamic effect of rose bengal on proteins of the mitochondrial inner membrane
    • [27] C. Giulivi, M. Sarcansky, E. Rosenfelf and A. Boberis, The photodynamic effect of rose bengal on proteins of the mitochondrial inner membrane, Photochem. Photobiol., 52 (1990) 745-751.
    • (1990) Photochem. Photobiol. , vol.52 , pp. 745-751
    • Giulivi, C.1    Sarcansky, M.2    Rosenfelf, E.3    Boberis, A.4
  • 29
    • 0023040318 scopus 로고
    • Biological activities of phthalocyanines IV. Type II sensitized photooxidation of L-tryptophan and cholesterol by sulfonate metallic phthalocyanines
    • [29] R. Langlois, H.A.N. Brasseur, J.R. Wagner and J.W. van Lier, Biological activities of phthalocyanines IV. Type II sensitized photooxidation of L-tryptophan and cholesterol by sulfonate metallic phthalocyanines, Photochem. Photobiol., 44 (1986) 117-123.
    • (1986) Photochem. Photobiol. , vol.44 , pp. 117-123
    • Langlois, R.1    Brasseur, H.A.N.2    Wagner, J.R.3    Van Lier, J.W.4
  • 30
    • 0016259154 scopus 로고
    • Laser photolysis study of triplet eosin and thionine reactions in photosensitized oxidations
    • [30] I. Kraljič and L. Lindqvist, Laser photolysis study of triplet eosin and thionine reactions in photosensitized oxidations, Photochem. Photobiol., 20 (1974) 351-355.
    • (1974) Photochem. Photobiol. , vol.20 , pp. 351-355
    • Kraljič, I.1    Lindqvist, L.2
  • 31
    • 0001760657 scopus 로고
    • Solubility properties of Eosin and Rose Bengal triplet state in sodium dodecyl sulphate micellar solutions
    • [31] A. Seret and A. Van der Vorst, Solubility properties of Eosin and Rose Bengal triplet state in sodium dodecyl sulphate micellar solutions, J. Phys. Chem., 94 (1990) 5293-5299.
    • (1990) J. Phys. Chem. , vol.94 , pp. 5293-5299
    • Seret, A.1    Van Der Vorst, A.2
  • 32
    • 0011797714 scopus 로고
    • Oxidation of amino acids. Part IV. Reaction of dibenzoyl peroxide with ω-amino acid esters
    • [32] M.J. Milewska and A. Chimiak, Oxidation of amino acids. Part IV. Reaction of dibenzoyl peroxide with ω-amino acid esters, Aust. J. Chem., 40 (1987) 1919-1922.
    • (1987) Aust. J. Chem. , vol.40 , pp. 1919-1922
    • Milewska, M.J.1    Chimiak, A.2


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