Merocyanine 540 solubilized as an ion pair with cationic surfactant in nonpolar solvents: Spectral and photochemical properties

Photochemistry and Photobiology

Volumn 69, Issue 6, 1999, Pages 671-676

  Bilski, Piotr ^a   McDevitt, Todd ^a   Chignell, Colin F ^a  

^a NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MEROCYANINE DYE; OXYGEN; PYRIMIDINONE DERIVATIVE; SOLVENT; SURFACTANT;

ARTICLE; CHEMISTRY; HUMAN; PHOTOCHEMISTRY; RADIATION EXPOSURE; SOLUBILITY; SPECTROFLUOROMETRY; SPECTROPHOTOMETRY;

HUMANS; OXYGEN; PHOTOCHEMISTRY; PYRIMIDINONES; SOLUBILITY; SOLVENTS; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY; SURFACE-ACTIVE AGENTS;

EID: 0033144077     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.1999.tb03344.x     Document Type: Article

References (32)

1. Siebert, F. (1987) Merocyanine 540. Photochem. Photobiol. 46, 1035-1042.
2. Siebert, F., J. M. O'Brien and D. K. Gaffney (1992) Merocyanine-sensitized photoinactivation of enveloped viruses. Blood Cells 18, 117-128, and references therein.
3. Pervaiz, S., M. Battaglino, J. L. Matthew and K. S. Gulliya (1993) Biodistribution and toxicity of photoproducts of merocyanine 540. Cancer Chemother. Pharmacol. 31, 467-474.
4. Singh, R. J., J. B. Feix and B. Kalyanaraman (1992) Photobleaching of merocyanine 540: involvement of singlet molecular oxygen. Photochem. Photobiol. 55, 483-489.
5. Kochevar, I. E. J. Bouvier, M. Lynch and C.-W. Lin (1994) Influence of dye and protein location on photosensitization in the plasma membrane. Biochem. Biophys. Acta 1196, 172-180.
6. Krieg, M. (1992) Singlet oxygen production and fluorescence yields of merocyanine 540: a comparative study in solution and model membrane system. Biochem. Biophys. Acta 1105, 333-335.
7. Hoebeke, M., J. Piette and A. Van de Vorst (1991) Photosensitized production of singlet oxygen by merocyanine 540 bound to liposomes. J. Photochem. Photobiol. B Biol. 9, 281-294.
8. Pintar, T. J., F. Lin and A. W. Girotti (1993) Bleaching of membrane-bound merocyanine 540 in conjunction with free radical-mediated lipid peroxidation. Free Radic. Biol. Med. 16, 603-612.
9. Davila, J., A. Harriman and K. S. Gulliya (1991) Photochemistry of merocyanine-540-the mechanism of chemotherapeutic activity with cyanine dyes. Photochem. Photobiol. 53, 1-11.
10. Lelkes, P. I. and I. R. Miller (1980) Perturbation of membrane structure by optical probes: location and structural sensitivity of merocyanine 540 bound to phospholipid membranes. J. Membr. Biol. 52, 1-15.
11. Waggoner, A. (1976) Optical probes of membrane potential. J. Membr. Biol. 27, 317.
12. Lagerberg, J. W. M., J. VanStevennick and T. M. A. R. Dubbelman (1898) Effect of membrane potential on the binding of merocyanine 540 to human erythrocytes. Photochem. Photobiol. 67, 729-733.
13. Gonzalez-Manas, J. M., P. Kaschny and F. M. Goni (1994) Use of merocyanine 540 as an optical probe in the study of membrane-surfactant interactions. J. Phys. Chem. 98, 10650-10654.
14. Onganer, Y. and E. L. Quitevis (1994) Dynamic of merocyanine 540 in model biomembranes: photoizomerizatin studies in small unilamellar vesicles. Biochem. Biophys. Acta 1192, 27-34.
15. Ehrenberg, B. and E. Pevzner (1993) Spectroscopic properties of the potentiometric probe merocyanine 540 in solutions and in liposomes. Photochem. Photobiol. 57, 228-234.
16. Kaschny, P. and F. M. Goni (1992) The components of merocyanine 540 absorption spectra in aqueous, micellar and bilayer environment. Eur. J. Biochem. 207, 1085-1091.
17. Aramendia, P. F., M. Krieg, C. Nitsch, E. Bittersmann and S. E. Braslavsky (1988) The photophysics of merocyanine 540 - a comparative-study in ethanol and in liposomes. Photochem. Photobiol. 48, 187-194.
18. Hall, R. D. and C. F. Chignell (1987) Steady-state near infrared detection of singlet molecular oxygen. A Stern-Volmer quenching experiment with sodium azide. Photochem. Photobiol. 31: 37-47.
19. g) decay in solution. J. Biochem. Biophys. Methods 33, 73-80.
20. Bilski, P., L. J. Martinez, E. B. Koker and C. F. Chignell (1996) Photosensitization by norfloxacin is a function of pH. Photochem. Photobiol. 64, 496-500.
21. g) sensitization. J. Photochem. Photobiol. A Chem. 79, 11-17.
22. Bilski, P. and C. F. Chignell (1994) Properties of differently charged micelles containing Rose Bengal: application in photosensitization studies. Photochem. Photobiol. A Chem. 77, 49-58.
23. Chignell, C. F., P. Bilski, K. Reszka, A. G. Motten, R. H. Sik and T. A. Dahl (1994) Spectral and photochemical properties of curcumin. Photochem. Photobiol. 59, 295-302.
24. Sikurova L. and T. Janikova (1987) Effect of solvents on the absorption spectra of merocyanine-540. Stud. Biophys. 118, 189-196.
25. Aramendia, P. F., R. Duchowicz, L. Scaffardi and J. O. Tocho (1990) Photophysical characterization of a photochromic system - the case of merocyanine-540. J. Phys. Chem. 94, 1389-1392.
26. Bilski, P., R. N. Holt and C. F. Chignell (1997) Premicellar aggregates of Rose Bengal with cationic and zwitterionic surfactants. Photochem. Photobiol. A Chem. 110, 67-74.
27. Bilski, P., R. N. Holt and C. F. Chignell (1997) Properties of singlet molecular oxygen in binary solvent mixtures of different proticity and polarity. Photochem. Photobiol. A Chem. 109, 243-249.
28. Sarna, T., B. Pilas, C. Lambert, E. J. Land and T. G. Truscott (1991) The role of free-radicals in photosensitized oxidation reactions induced by merocyanine 540. J. Photochem. Photobiol. A Chem. 58, 339-347.
29. Singh, R. J., J. B. Feix, T. J. Pintar, A. W. Girotti and B. Kalyanaraman (1991) Photodynamic-action of merocyanine-540 in artificial bilayers and natural membranes - action spectra and quantum yields. Photochem. Photobiol. 53, 493-500.
30. Hoebke, M., A. Seret, J. Piette and A. Vandevorst (1988) Singlet oxygen production and photoisomerization - 2 competitive processes for merocyanine-540 irradiated with visible-light. J. Photochem. Photobiol. B Biol. 1, 437-446.
31. Abdel-Halim, S. T. and M. K. Award (1993) Effect of protonation on the molecular structure and reactivity of a typical merocyanine dye: experimental and theoretical investigations. J. Phys. Chem. 97, 3160-3165.
32. Sikurova, L. and B. Cunderlikova (1997) pH dependence of merocyanine 540 absorption and fluorescence spectra. Spectrochim. Acta A 53, 293-297.