The complex between 9-(n-decanyl)acridone and Bovine Serum Albumin. Part 2. What do fluorescence probes probe?

Photochemical and Photobiological Sciences

Volumn 2, Issue 9, 2003, Pages 954-959

  Lunardi, Claure Nain ^a   Tedesco, Antonio Claudio ^a   Kurth, Todd L ^b   Brinn, Ira M ^c  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b NORTHWESTERN UNIVERSITY   (United States)

^c FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

9 (N DECANYL)ACRIDONE; ACRIDONE DERIVATIVE; BOVINE SERUM ALBUMIN; LEWIS ACID; UNCLASSIFIED DRUG; FLUORESCENT DYE;

ARTICLE; BINDING AFFINITY; FLUORESCENCE; KINETICS; MOLECULAR PROBE; PRIORITY JOURNAL; CHEMISTRY; SPECTROFLUOROMETRY;

BOVINAE;

FLUORESCENT DYES; KINETICS; SERUM ALBUMIN, BOVINE; SPECTROMETRY, FLUORESCENCE;

EID: 1542501239     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b301789c     Document Type: Article

References (45)

1. Part 1: C. N. Lunardi, J. B. S. Bonilha and A. C. Tedesco, Stern-Volmer quenching and binding constants of 10-alkyl-9(10H)-acridone probes in SDS and BSA, J. Lumin., 2002, 99, 61-72.
2. A. K. Bordbar, A. A. Saboury and A. A. Moosavi-Movahedi, The shapes of Scatchard plots for systems with two sets of binding sites, Biochem. Educ., 1996, 24, 172-175.
3. M. E. Georgiou, C. A. Georgiou and M. A. Koupparis, Automated flow injection gradient technique for binding studies of micromolecules to proteins using potentiometric sensors: application to bovine serum albumin with anilinonaphthalenesulfonate probe and drugs, Anal. Chem., 1999, 71, 2541-2550.
4. A. E. Mantaka-Marketou, F. S. Varveri, G. Vassilopoulos and J. Nikokavouras, Some aspects of the lucigenin light reaction, J. Photochem. Photobiol. A: Chem., 1989, 48, 337-340.
5. K. W. Lee, L. A. Singer and K. D. Legg, Chemiluminescence from the reaction of singlet oxygen with 10,10′-dimethyl-9,9′-biacridylidene. A reactive 1,2-dioxetane, J. Org. Chem., 1976, 41, 2685-2688.
6. K. Papadoupoulos, S. Spartalis, J. Nikokavouras, K. Mitsoulis and D. Dimotikali, Chemiluminescence of N,N′-dialkyl-9,9′-biacridylidenes in homoseneous and micellar media, J. Photochem. Photobiol A: Chem., 1994, 83, 15-19.
7. G. W. Peng and W. L. Chiou, Study on the binding of trichloromonofluoromethane by bovine serum albumin using a fluorescent probe technique, Pharmacology, 1976, 14, 58-66.
8. H. X. Min and D. C. Carter, Atomic structure and chemistry of human serum albumin, Nature, 1992, 358, 209-215.
9. B. Nerli and G. Pico, Influence of the medium conditions on the 1-anilino-8-naphthalene sulfonate-bovine serum albumin binding, Arch. Int. Physiol. Biochim. Biophys., 1994, 102, 5-8.
10. 13C nmr multiplet relaxation study, Biochem., 1996, 35, 340-347.
11. A. E. Thumser, J. E. Voysey and D. C. Wilton, The binding of lysophospholipids to rat liver fatty acid-binding protein and albumin, Biochem. J., 1994, 301, 801-806.
12. K. Takeda, I. Yoshida and K. Yamamoto, Changes of fluorescence lifetime and rotational correlation time of bovine serum albumin labeled with 1-dimethylaminonaphthalene-5- sulfonyl chloride in guanidine and thermal denaturations, J. Protein Chem., 1991, 10, 17-23.
13. D.C. Wilton, The fatty acid analogue 11-(dansylamino)undecanoic acid is a fluorescent probe for the bilirubin-binding sites of albumin and not for the high-affinity fatty acid-binding sites, Biochem. J., 1990, 270, 163-166.
14. K. M. Hirshfield, D. Toptygin, G. Grandhige, H. Kim, B. Z. Packard and L. Brand, Steady-state and time-resolved fluorescence measurements for studying molecular interactions: interaction of a calcium-binding probe with proteins, Biophys. Chem., 1996, 62, 25-38.
15. G. V. Richieri, A. Anel and A. M. Kleinfeld, Interaction of long-chain fatty acids and albumin: determination of free fatty acid levels using the fluorescent probe ADIFAB, Biochemistry, 1993, 32, 7574-7580.
16. Y. J. Jin, W. L. Li and Q. R. Wang, Tb(III) as a fluorescent probe for the structure of bovine serum albumin, Biochem. Biophys. Res. Commun., 1991, 177, 474-479.
17. A. A. Waheed, K. S. Rao and P. D. Gupta, Mechanism of dye binding in the protein assay using eosin dyes, Anal. Biochem., 2000, 287, 73-79.
18. B. Pal, P. K. Bajpai and T. S. Basu Baul, Binding of 5-(2′- carboxyphenyl)azoquinolin-8-ol to bovine serum albumin: a spectroscopy study, Spectrochim. Acta, Part A, 2000, 56, 2453-2458.
19. Y. Nakamaru and C. Sato, Identical independent sites for dye ligand on bovine serum albumin demonstrated by multivariate analysis, Biochim. Biophys. Acta, 2000, 1480, 321-328.
20. G. Zolese, G. Falcioni, E. Bertoli, R. Galeazzi, M, Wozniak, Z. Wypych, E. Gratton and A. Ambrosini, Steady-state and time resolved fluorescence of albumins interacting with N-oleylethanolamine, a component of the endogenous N-acylethanolamines, Proteins, 2000, 40, 39-48.
21. M. L. Silber and B. B. Davitt, Preparative binding of Coomassie brilliant blue to bovine serum, Prep. Biochem. Biotechnol., 2000, 30, 209-229.
22. E. L. Gelamo, C. H. Silva, H. Imasato and M. Tabak, Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: spectroscopy and modeling, Biochim. Biophys. Acta, 2002, 1594, 84-99.
23. J. Yuan and K. Matsumoto, Synthesis of a new tetradentate β-diketonate-europium chelate and its application for time-resolved fluorimetry of albumin, J. Pharm. Biomed. Anal., 1997, 15, 1397-1403.
24. P. Infelta, M. Grätzel and J. K. Thomas, Luminescence decay of hydrophobic molecules solubilized in aqueous micellar systems. Kinetic model, J. Phys. Chem., 1974, 78, 190-195.
25. M. Almgren, P. Hannsson, E. Mukhtar and J. van Stam, Aggregation of alkyltrimethylammonium surfactants in aqueous poly(styrenesulfonate) solutions, Langmuir, 1992, 8, 2405-2412.
26. K. Thalberg, J. van Stam, C. Lindblad, M. Almgren and B. Lindman, Time-resolved fluorescence and self-diffusion studies in systems of a cationic surfactant and an anionic polyelectrolyte, J. Phys. Chem., 1991, 95, 8975-8982.
27. M. Almgren, F. Grieser and J. K. Thomas, Dynamic and static aspects of solubilization of neutral arenes in ionic micellar solutions, J. Am. Chem. Soc., 1979, 101, 279-291.
28. S. S. Atik and J. K. Thomas, Transport of photoproduced ions in water in oil microemulsions: movement of ions from one water pool to another, J. Am. Chem. Soc., 1981, 103, 3543-3550.
29. W. H. Lawton and E. A. Sylvestre, Self modeling curve resolution, Technometrics, 1971, 13, 617-633.
30. V. V. Volkov, Separation of additive mixture spectra by a self-modeling method, Appl. Spectrosc., 1996, 50, 320-326.
31. Matlab, Version 5.3, Release 11, The Mathworks, Inc., Cambridge, MA 02142.
32. (a) E. R. Malinowski, Theory of error in factor analysis, Anal. Chem., 1977, 49, 606-612;
33. (b) E. R. Malinowski, Determination of the number of factors and the experimental error in a data matrix, Anal. Chem., 1977, 49, 612-617.
34. G. Scatchard, The attraction of proteins for small molecules and ions, Ann. N. Y. Acad. Sci., 1948, 51, 660-672.
35. K. Tsutsumi and H. Shizuka, Proton transfer and acidity constant in the excited state of naphthols by dynamic analyses, Z. Phys. Chem. (Wiesbaden), 1980, 122, 129-142.
36. M. Hauser, Fluorescence and the kinetics of excited singlet states, Acta Phys. Chem., 1984, 30, 7-27.
37. R. Krishnan, T. G. Fillingim, J. Lee and G. W. Robinson, Solvent structural effects on proton dissociation, J. Am. Chem. Soc., 1990, 112, 1353-1357.
38. T. D. S. Tseluiko and I. M. Brinn, Excited state acidity of bifunctional molecules. 4. General solution of lifetimes in systems with three coupled species, J. Photochem. Photobiol. A: Chem., 1994, 84, 139-142.
39. C. E. M Carvalho, I. M. Brinn, A. V. Pinto and M. C. F. R. Pinto, Excited state acidity of bifunctional compounds. 6. A novel, high fluorescence quantum yield, excited state intramolecular proton transfer compound: 2-hydroxyphenyl-lapazole in non-protic solvents, J. Photochem. Photobiol. A: Chem., 1999, 123, 61-65.
40. H. Beens, K. H. Grellmann, M. Gurr and A. H. Weller, Effect of solvent and temperature on proton transfer reactions of excited molecules, Discuss. Faraday Soc., 1965, 39, 183-193.
41. T. S. Godfrey, G. Porter and P. Suppan, proton transfer during reactions in the excited state, Discuss. Faraday Soc., 1965, 39, 194-199.
42. L. G. Arnaut and S. J. Formosinho, Excited-state proton transfer reactions. I. Fundamentals and intermolecular reactions, J. Photochem. Photobiol, A: Chem., 1993, 75, 1-20.
43. S. S. Qu, Y. Liu, T. Z. Wang and W. Y. Gao, Thermodynamics of binding of cadmium to bovine serum albumin, Chemosphere, 2002, 46, 1211-1214.
44. S. G. Schulman and W. J. M. Underberg, pH-dependence of the fluorescence of acridone in aqueous mineral acid solutions, Anal. Chim. Acta, 1979, 107, 411-414.
45. S. G. Schulman, B. S. Vogt and M. W. Lowell, Kinetics and Equilibria of proton-transfer reactions of weak bases in the lowest excited singlet state, Chem. Phys. Lett., 1980, 75, 224-229.